TY  - CONF
AU  - Trifković, Željko
AU  - Kotlaja, Katarina
AU  - Kop, Tatjana
AU  - Milić, Dragana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7013
AB  - Due to the presence of a large number of double bonds, fullerene C60 shows good radical scavenging properties. In order to obtain novel fulleropyrrolidine with improved antioxidant activity, we explored the synthesis of a hybrid structure containing fullerene and anisole subunit. The Prato reaction of the N-substituted glycine, aromatic aldehyde with anisole subunits and the fullerene C60 provided desired products in a satisfactory yield. The obtained compound was added to the series of similar fulleropyrrolidines and subjected to an antioxidant activity test using β–carotene-linoleic acid bleaching assay.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists’ Club
C3  - 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
T1  - Synthesis and determination of in vitro antioxidant activities of novel fulleropyrrolidines containing aromatic subunit
SP  - 77
EP  - 77
UR  - https://hdl.handle.net/21.15107/rcub_cer_7013
ER  - 

@conference{
author = "Trifković, Željko and Kotlaja, Katarina and Kop, Tatjana and Milić, Dragana",
year = "2023",
abstract = "Due to the presence of a large number of double bonds, fullerene C60 shows good radical scavenging properties. In order to obtain novel fulleropyrrolidine with improved antioxidant activity, we explored the synthesis of a hybrid structure containing fullerene and anisole subunit. The Prato reaction of the N-substituted glycine, aromatic aldehyde with anisole subunits and the fullerene C60 provided desired products in a satisfactory yield. The obtained compound was added to the series of similar fulleropyrrolidines and subjected to an antioxidant activity test using β–carotene-linoleic acid bleaching assay.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists’ Club",
journal = "9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia",
title = "Synthesis and determination of in vitro antioxidant activities of novel fulleropyrrolidines containing aromatic subunit",
pages = "77-77",
url = "https://hdl.handle.net/21.15107/rcub_cer_7013"
}

Trifković, Ž., Kotlaja, K., Kop, T.,& Milić, D.. (2023). Synthesis and determination of in vitro antioxidant activities of novel fulleropyrrolidines containing aromatic subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
Belgrade : Serbian Chemical Society., 77-77.
https://hdl.handle.net/21.15107/rcub_cer_7013

Trifković Ž, Kotlaja K, Kop T, Milić D. Synthesis and determination of in vitro antioxidant activities of novel fulleropyrrolidines containing aromatic subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia. 2023;:77-77.
https://hdl.handle.net/21.15107/rcub_cer_7013 .

Trifković, Željko, Kotlaja, Katarina, Kop, Tatjana, Milić, Dragana, "Synthesis and determination of in vitro antioxidant activities of novel fulleropyrrolidines containing aromatic subunit" in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia (2023):77-77,
https://hdl.handle.net/21.15107/rcub_cer_7013 .

TY  - CONF
AU  - Kotlaja, Katarina
AU  - Trifković, Željko
AU  - Kop, Tatjana
AU  - Milić, Dragana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7014
AB  - Due to the presence of a large number of double bonds, fullerene C60 shows good antioxidant and moderate anti-inflammatory properties. At the same time, natural product vanillin, thanks to its phenolic subunit expresses the same activities, although in a lesser extent. Willing to obtain novel fulleropyrrolidines with improved biological activity, we explored the synthesis of hybrid structures containing fullerene and vanillin. The Prato reaction of the glycine derivative, vanillin and the fullerene C60 provided desired products in satisfactory yields. DPPH radical scavenging activity and β-carotene-linoleic acid bleaching assay were used to determine antioxidant activity, while 
for evaluation of anti-inflammatory activity, ovalbumin (OVA) and bovine serum albumin (BSA) thermal denaturation inhibition assays were used. Obtained fulleropyrrolidines showed significantly better biological activity in comparison with starting compound.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists’ Club
C3  - 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
T1  - Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing vanilin subunit
SP  - 74
EP  - 74
UR  - https://hdl.handle.net/21.15107/rcub_cer_7014
ER  - 

@conference{
author = "Kotlaja, Katarina and Trifković, Željko and Kop, Tatjana and Milić, Dragana",
year = "2023",
abstract = "Due to the presence of a large number of double bonds, fullerene C60 shows good antioxidant and moderate anti-inflammatory properties. At the same time, natural product vanillin, thanks to its phenolic subunit expresses the same activities, although in a lesser extent. Willing to obtain novel fulleropyrrolidines with improved biological activity, we explored the synthesis of hybrid structures containing fullerene and vanillin. The Prato reaction of the glycine derivative, vanillin and the fullerene C60 provided desired products in satisfactory yields. DPPH radical scavenging activity and β-carotene-linoleic acid bleaching assay were used to determine antioxidant activity, while 
for evaluation of anti-inflammatory activity, ovalbumin (OVA) and bovine serum albumin (BSA) thermal denaturation inhibition assays were used. Obtained fulleropyrrolidines showed significantly better biological activity in comparison with starting compound.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists’ Club",
journal = "9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia",
title = "Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing vanilin subunit",
pages = "74-74",
url = "https://hdl.handle.net/21.15107/rcub_cer_7014"
}

Kotlaja, K., Trifković, Ž., Kop, T.,& Milić, D.. (2023). Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing vanilin subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
Belgrade : Serbian Chemical Society., 74-74.
https://hdl.handle.net/21.15107/rcub_cer_7014

Kotlaja K, Trifković Ž, Kop T, Milić D. Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing vanilin subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia. 2023;:74-74.
https://hdl.handle.net/21.15107/rcub_cer_7014 .

Kotlaja, Katarina, Trifković, Željko, Kop, Tatjana, Milić, Dragana, "Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing vanilin subunit" in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia (2023):74-74,
https://hdl.handle.net/21.15107/rcub_cer_7014 .

TY  - CONF
AU  - Trifković, Željko
AU  - Kotlaja, Katarina
AU  - Kop, Tatjana
AU  - Milić, Dragana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6895
AB  - Willing to obtain novel fulleropyrrolidines with improved biological activity, we explored the synthesis of hybrid structures containing fullerene and phenol. The Prato reaction of the glycine derivative, aromatic aldehydes with phenol subunit and the fullerene C60 provided desired products in satisfactory yields (Figure 1). DPPH radical scavenging activity and β–carotene-linoleic acid bleaching assay were used to determinate antioxidant activity, while for evaluation of anti-inflammatory activity, ovalbumin (OVA) and bovine serum albumin (BSA) thermal denaturation inhibition assays were used. Obtained results indicated that performed synthesis gave rise to 
compounds with dual activity.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists’ Club
C3  - 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
T1  - Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing phenol subunit
SP  - 76
EP  - 76
UR  - https://hdl.handle.net/21.15107/rcub_cer_6895
ER  - 

@conference{
author = "Trifković, Željko and Kotlaja, Katarina and Kop, Tatjana and Milić, Dragana",
year = "2023",
abstract = "Willing to obtain novel fulleropyrrolidines with improved biological activity, we explored the synthesis of hybrid structures containing fullerene and phenol. The Prato reaction of the glycine derivative, aromatic aldehydes with phenol subunit and the fullerene C60 provided desired products in satisfactory yields (Figure 1). DPPH radical scavenging activity and β–carotene-linoleic acid bleaching assay were used to determinate antioxidant activity, while for evaluation of anti-inflammatory activity, ovalbumin (OVA) and bovine serum albumin (BSA) thermal denaturation inhibition assays were used. Obtained results indicated that performed synthesis gave rise to 
compounds with dual activity.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists’ Club",
journal = "9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia",
title = "Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing phenol subunit",
pages = "76-76",
url = "https://hdl.handle.net/21.15107/rcub_cer_6895"
}

Trifković, Ž., Kotlaja, K., Kop, T.,& Milić, D.. (2023). Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing phenol subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
Belgrade : Serbian Chemical Society., 76-76.
https://hdl.handle.net/21.15107/rcub_cer_6895

Trifković Ž, Kotlaja K, Kop T, Milić D. Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing phenol subunit. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia. 2023;:76-76.
https://hdl.handle.net/21.15107/rcub_cer_6895 .

Trifković, Željko, Kotlaja, Katarina, Kop, Tatjana, Milić, Dragana, "Synthesis and determination of in vitro biological activity of novel fulleropyrrolidines containing phenol subunit" in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia (2023):76-76,
https://hdl.handle.net/21.15107/rcub_cer_6895 .

TY  - CONF
AU  - Kotlaja, Katarina
AU  - Trifković, Željko
AU  - Kop, Tatjana
AU  - Milić, Dragana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7012
AB  - Fullerene is one of carbon allotropes with extremely low solubility in aqueous solvents and most organic solvents, but high potential of application in various areas, such as medicine, photovoltaics and materials. To overcome this obstacle, fullerene needs to be functionalized. The Prato reaction is decent synthetic method that provides N- and C-substituted fulleropyrrolidines. We optimized the conditions of the Prato reaction in order to obtain fulleropyrrolidines containing phenol (3d) and protected phenol subunits (3a, 3b). (Figure 1) The desired products were purified by dry-flash chromatography and obtained in satisfactory yields.
PB  - Belgrade : Serbian Chemical Society
PB  - Belgrade : Serbian Young Chemists’ Club
C3  - 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
T1  - Mono- and disubstituted fulleropyrrolidines: synthesis and optimization of reaction conditions
SP  - 75
EP  - 75
UR  - https://hdl.handle.net/21.15107/rcub_cer_7012
ER  - 

@conference{
author = "Kotlaja, Katarina and Trifković, Željko and Kop, Tatjana and Milić, Dragana",
year = "2023",
abstract = "Fullerene is one of carbon allotropes with extremely low solubility in aqueous solvents and most organic solvents, but high potential of application in various areas, such as medicine, photovoltaics and materials. To overcome this obstacle, fullerene needs to be functionalized. The Prato reaction is decent synthetic method that provides N- and C-substituted fulleropyrrolidines. We optimized the conditions of the Prato reaction in order to obtain fulleropyrrolidines containing phenol (3d) and protected phenol subunits (3a, 3b). (Figure 1) The desired products were purified by dry-flash chromatography and obtained in satisfactory yields.",
publisher = "Belgrade : Serbian Chemical Society, Belgrade : Serbian Young Chemists’ Club",
journal = "9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia",
title = "Mono- and disubstituted fulleropyrrolidines: synthesis and optimization of reaction conditions",
pages = "75-75",
url = "https://hdl.handle.net/21.15107/rcub_cer_7012"
}

Kotlaja, K., Trifković, Ž., Kop, T.,& Milić, D.. (2023). Mono- and disubstituted fulleropyrrolidines: synthesis and optimization of reaction conditions. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia
Belgrade : Serbian Chemical Society., 75-75.
https://hdl.handle.net/21.15107/rcub_cer_7012

Kotlaja K, Trifković Ž, Kop T, Milić D. Mono- and disubstituted fulleropyrrolidines: synthesis and optimization of reaction conditions. in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia. 2023;:75-75.
https://hdl.handle.net/21.15107/rcub_cer_7012 .

Kotlaja, Katarina, Trifković, Željko, Kop, Tatjana, Milić, Dragana, "Mono- and disubstituted fulleropyrrolidines: synthesis and optimization of reaction conditions" in 9th Conference of Young Chemists of Serbia, Book of abstracts, 4th November 2023, Novi Sad, Serbia (2023):75-75,
https://hdl.handle.net/21.15107/rcub_cer_7012 .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Pavlović, Radoslav
AU  - Nešić, Marko
AU  - Stepanović, Olivera
AU  - Wang, Xiuze
AU  - Todorović, Nina
AU  - Rodić, Marko
AU  - Šmit, Biljana
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7113
AB  - Fluorinated piperidines find wide applications, most notably in the development of novel therapies and agrochemicals. Cyclization of alkenyl N-tosylamides promoted by BF3-activated aryliodine(III) carboxylates is an attractive strategy to construct 3-fluoropiperidines, but it suffers from selectivity issues arising from competitive oxoaminations and the inability to easily modulate the reactions diastereoselectivity. Herein, we report an itemized optimization of the reaction conditions carried out on both cyclic and acyclic substrates and outline the origins of substrate- and reagent-based stereo-, regio-, and chemoselectivity. Extensive mechanistic studies encompassing multinuclear NMR spectroscopy, deuterium labeling, rearrangements on stereodefined substrates, and careful structural analyses (NMR and X-ray) of the reaction products are performed. This revealed the processes and interactions crucial for achieving controlled preparation of 3-fluoropiperidines using I(III) chemistry and has provided an advanced understanding of the reaction mechanism. In brief, we propose that BF3-coordinated I(III) reagents attack C═C to produce the corresponding iodiranium(III) ion, which then undergoes diastereodetermining 5-exo-cyclization. Transiently formed pyrrolidines with an exocyclic σ-alkyl-I(III) moiety can further undergo aziridinium ion formation or reductive ligand coupling processes, which dictate not only the final product’s ring size but also the chemoselectivity. Importantly, the selectivity of the reaction depends on the nature of the ligand bound to I(III) and the presence of electrolytes such as TBABF4. Reported findings will facilitate the usage of ArI(III)-dicarboxylates in the reliable construction of fluorinated azaheterocycles.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents
VL  - 88
IS  - 15
SP  - 10946
EP  - 10959
DO  - 10.1021/acs.joc.3c00944
ER  - 

@article{
author = "Kop, Tatjana and Pavlović, Radoslav and Nešić, Marko and Stepanović, Olivera and Wang, Xiuze and Todorović, Nina and Rodić, Marko and Šmit, Biljana",
year = "2023",
abstract = "Fluorinated piperidines find wide applications, most notably in the development of novel therapies and agrochemicals. Cyclization of alkenyl N-tosylamides promoted by BF3-activated aryliodine(III) carboxylates is an attractive strategy to construct 3-fluoropiperidines, but it suffers from selectivity issues arising from competitive oxoaminations and the inability to easily modulate the reactions diastereoselectivity. Herein, we report an itemized optimization of the reaction conditions carried out on both cyclic and acyclic substrates and outline the origins of substrate- and reagent-based stereo-, regio-, and chemoselectivity. Extensive mechanistic studies encompassing multinuclear NMR spectroscopy, deuterium labeling, rearrangements on stereodefined substrates, and careful structural analyses (NMR and X-ray) of the reaction products are performed. This revealed the processes and interactions crucial for achieving controlled preparation of 3-fluoropiperidines using I(III) chemistry and has provided an advanced understanding of the reaction mechanism. In brief, we propose that BF3-coordinated I(III) reagents attack C═C to produce the corresponding iodiranium(III) ion, which then undergoes diastereodetermining 5-exo-cyclization. Transiently formed pyrrolidines with an exocyclic σ-alkyl-I(III) moiety can further undergo aziridinium ion formation or reductive ligand coupling processes, which dictate not only the final product’s ring size but also the chemoselectivity. Importantly, the selectivity of the reaction depends on the nature of the ligand bound to I(III) and the presence of electrolytes such as TBABF4. Reported findings will facilitate the usage of ArI(III)-dicarboxylates in the reliable construction of fluorinated azaheterocycles.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents",
volume = "88",
number = "15",
pages = "10946-10959",
doi = "10.1021/acs.joc.3c00944"
}

Kop, T., Pavlović, R., Nešić, M., Stepanović, O., Wang, X., Todorović, N., Rodić, M.,& Šmit, B.. (2023). On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents. in The Journal of Organic Chemistry
American Chemical Society (ACS)., 88(15), 10946-10959.
https://doi.org/10.1021/acs.joc.3c00944

Kop T, Pavlović R, Nešić M, Stepanović O, Wang X, Todorović N, Rodić M, Šmit B. On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents. in The Journal of Organic Chemistry. 2023;88(15):10946-10959.
doi:10.1021/acs.joc.3c00944 .

Kop, Tatjana, Pavlović, Radoslav, Nešić, Marko, Stepanović, Olivera, Wang, Xiuze, Todorović, Nina, Rodić, Marko, Šmit, Biljana, "On the Selectivity in the Synthesis of 3-Fluoropiperidines Using BF3-Activated Hypervalent Iodine Reagents" in The Journal of Organic Chemistry, 88, no. 15 (2023):10946-10959,
https://doi.org/10.1021/acs.joc.3c00944 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Terzić-Jovanović, Nataša
AU  - Žižak, Željko
AU  - Šolaja, Bogdan
AU  - Milić, Dragana R.
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5356
AB  - Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.
PB  - Royal Society of Chemistry
T2  - RSC Advances
T1  - Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents
VL  - 12
IS  - 32
SP  - 20649
EP  - 20655
DO  - 10.1039/D2RA03717C
ER  - 

@article{
author = "Kop, Tatjana and Terzić-Jovanović, Nataša and Žižak, Željko and Šolaja, Bogdan and Milić, Dragana R.",
year = "2022",
abstract = "Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.",
publisher = "Royal Society of Chemistry",
journal = "RSC Advances",
title = "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents",
volume = "12",
number = "32",
pages = "20649-20655",
doi = "10.1039/D2RA03717C"
}

Kop, T., Terzić-Jovanović, N., Žižak, Ž., Šolaja, B.,& Milić, D. R.. (2022). Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC Advances
Royal Society of Chemistry., 12(32), 20649-20655.
https://doi.org/10.1039/D2RA03717C

Kop T, Terzić-Jovanović N, Žižak Ž, Šolaja B, Milić DR. Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC Advances. 2022;12(32):20649-20655.
doi:10.1039/D2RA03717C .

Kop, Tatjana, Terzić-Jovanović, Nataša, Žižak, Željko, Šolaja, Bogdan, Milić, Dragana R., "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents" in RSC Advances, 12, no. 32 (2022):20649-20655,
https://doi.org/10.1039/D2RA03717C . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Milić, Dragana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5234
AB  - Despite many advantages, the practical application of fullerene C60 and curcumin (CUR) has been limited by their hydrophobic nature, deficient solubility in aqueous media and, therefore, poor bioavailability. In this study, aqueous nanoformulations containing C60 and CUR in the absence and presence of three solubility enhancers, β-cyclodextrin (CD), Tween 80 (T80) and polyvinylpyrrolidone (PVP), were prepared and subjected to the antioxidant activity assessment. The content of C60 and CUR, stability, size and morphology of nanoparticles were determined using UV–vis, DLS and SEM techniques. Contrary to better solubility of pure C60 than the corresponding C60-CUR system, the solubilization of CUR in hybrid suspensions was improved compared to corresponding pure CUR suspensions, with the exception of the C60-CUR-PVP formulation. The DLS results revealed nearly monodisperse nature of CUR-T80 nanoformulation, while other ones ranged from widely dispersed to polydispersed. Depending on the type of solubilizer, similarity was observed in the particle size distributions of T80- and PVP-coated nanoformulations as well as water and CD nanoformulations. The presence of T80 differently and significantly reduces the particle size in all three nanoformulations, while PVP slightly reduces CUR-based nanoparticles but increases the size of C60 nanoparticles. Zeta potential values, ranging from − 9 mV to − 34 mV, show variation in the starting stability of nanoparticles, from unstable or relatively stable three PVP formulations and C60-T80 to highly stable CUR-T80 and C60-water. Compared to water nanoformulations as a control, SEM images of dispersant-coated nanoparticles lost the visible morphology of active components, showing variation in their morphology depending on the type of dispersant and active component used. Nanoformulations containing CUR in PVP and T80 expressed a very good antioxidant potential in DPPH radical scavenging assay, much stronger than ascorbic acid. At the same time, a moderate to high antioxidant activity in β-carotene bleaching assay was reached in PVP and T80 nanoformulations containing C60, CUR, and their noncovalent hybrid, as well. Our studies have shown that T80 and PVP colloidal systems containing C60-CUR hybrid, but also their individual components, can be used as stable antioxidant nanoformulations with potential application in the field of food and pharmacology.
PB  - Elsevier
T2  - Colloids and Surfaces A: Physicochemical and Engineering Aspects
T1  - Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants
VL  - 648
DO  - 10.1016/j.colsurfa.2022.129379
ER  - 

@article{
author = "Kop, Tatjana and Bjelaković, Mira and Živković, Ljiljana S. and Žekić, Andrijana and Milić, Dragana",
year = "2022",
abstract = "Despite many advantages, the practical application of fullerene C60 and curcumin (CUR) has been limited by their hydrophobic nature, deficient solubility in aqueous media and, therefore, poor bioavailability. In this study, aqueous nanoformulations containing C60 and CUR in the absence and presence of three solubility enhancers, β-cyclodextrin (CD), Tween 80 (T80) and polyvinylpyrrolidone (PVP), were prepared and subjected to the antioxidant activity assessment. The content of C60 and CUR, stability, size and morphology of nanoparticles were determined using UV–vis, DLS and SEM techniques. Contrary to better solubility of pure C60 than the corresponding C60-CUR system, the solubilization of CUR in hybrid suspensions was improved compared to corresponding pure CUR suspensions, with the exception of the C60-CUR-PVP formulation. The DLS results revealed nearly monodisperse nature of CUR-T80 nanoformulation, while other ones ranged from widely dispersed to polydispersed. Depending on the type of solubilizer, similarity was observed in the particle size distributions of T80- and PVP-coated nanoformulations as well as water and CD nanoformulations. The presence of T80 differently and significantly reduces the particle size in all three nanoformulations, while PVP slightly reduces CUR-based nanoparticles but increases the size of C60 nanoparticles. Zeta potential values, ranging from − 9 mV to − 34 mV, show variation in the starting stability of nanoparticles, from unstable or relatively stable three PVP formulations and C60-T80 to highly stable CUR-T80 and C60-water. Compared to water nanoformulations as a control, SEM images of dispersant-coated nanoparticles lost the visible morphology of active components, showing variation in their morphology depending on the type of dispersant and active component used. Nanoformulations containing CUR in PVP and T80 expressed a very good antioxidant potential in DPPH radical scavenging assay, much stronger than ascorbic acid. At the same time, a moderate to high antioxidant activity in β-carotene bleaching assay was reached in PVP and T80 nanoformulations containing C60, CUR, and their noncovalent hybrid, as well. Our studies have shown that T80 and PVP colloidal systems containing C60-CUR hybrid, but also their individual components, can be used as stable antioxidant nanoformulations with potential application in the field of food and pharmacology.",
publisher = "Elsevier",
journal = "Colloids and Surfaces A: Physicochemical and Engineering Aspects",
title = "Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants",
volume = "648",
doi = "10.1016/j.colsurfa.2022.129379"
}

Kop, T., Bjelaković, M., Živković, L. S., Žekić, A.,& Milić, D.. (2022). Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants. in Colloids and Surfaces A: Physicochemical and Engineering Aspects
Elsevier., 648.
https://doi.org/10.1016/j.colsurfa.2022.129379

Kop T, Bjelaković M, Živković LS, Žekić A, Milić D. Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants. in Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2022;648.
doi:10.1016/j.colsurfa.2022.129379 .

Kop, Tatjana, Bjelaković, Mira, Živković, Ljiljana S., Žekić, Andrijana, Milić, Dragana, "Stable colloidal dispersions of fullerene C60, curcumin and C60-curcumin in water as potential antioxidants" in Colloids and Surfaces A: Physicochemical and Engineering Aspects, 648 (2022),
https://doi.org/10.1016/j.colsurfa.2022.129379 . .

TY  - JOUR
AU  - Jovanović, Dragana
AU  - Stanojković, Jovana
AU  - Halilović, Dženeta
AU  - Kolašinac, Rejhana
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Milić, Dragana
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4921
AB  - A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target com­pounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]-cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical pro­perties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All com­pounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine.
AB  - Велика серија дисупституисаних фулеропиролидина је синтетисана и анализирана цикличном волтаметријом. Три главне групе циљних једињења разликују се по флекси- билном бочном низу на атому азота, а додатна диверсификација постигнута је увођењем различитих крутих, арил-супституената на пиролидинском атому угљеника. За поре- ђење су синтетисани и одређени диалкил-аналози. Сет дисупституисаних фулеропиро- лидина добијен је стандардном [3+2]-циклоадицијом ин ситу генерисаних азометинских илида на C60. Осим тога, у циљу испитивања даљинског утицаја фулеропиролидинске структуре на електрохемијске особине, синтетисани су и дифулеренски деривати код којих су терминално позициониране фулеренске подјединице премошћене фумарилном или изофталоилном крутом платформом. Сва једињења су у потпуности окарактерисана упоредном анализом спектралних података, док је сет одабраних једињења, са разли- кама у главним структурним подјединицама, искоришћен за испитивање електрохемиј- ских особина. Сва испитивана једињења показала су врло сличну способност прихватања електрона, нижу у односу на C60, а вишу од структурно сличног N-метилфулеропиро- лидина.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties
T1  - Фулеропиролидини са ортогонално флексибилним супституентима – синтеза и електрохемијске особине
VL  - 86
IS  - 11
SP  - 1023
EP  - 1037
DO  - 10.2298/JSC210708069J
ER  - 

@article{
author = "Jovanović, Dragana and Stanojković, Jovana and Halilović, Dženeta and Kolašinac, Rejhana and Kop, Tatjana and Bjelaković, Mira and Milić, Dragana",
year = "2021",
abstract = "A large series of disubstituted fulleropyrrolidines was synthesized and analyzed by cyclic voltammetry. The three main groups of target com­pounds differ by a flexible N-chain, while their further diversity was achieved by the introduction of various rigid, aryl substituents at the pyrrolidine carbon. Some dialkyl analogues were also designed for comparison, A standard [3+2]-cycloaddition of in situ generated azomethine ylides to C60 afforded a variety of disubstituted fulleropyrrolidines. Furthermore, a set of dumbbell-shaped di(fulleropyrrolidine) derivatives containing rigid fumaryl or isophthaloyl diamide platform was prepared with the aim of investigating a long-range effect of the second fulleropyrrolidine moiety on their electrochemical pro­perties. All compounds were fully characterized by comparative analysis of spectral data, while examination of electrochemical properties was performed on representative samples, distinguished by main structural subunits. All com­pounds expressed quite similar electron-accepting ability, lower than C60, but higher in comparison to structurally similar N-methylfulleropyrrolidine., Велика серија дисупституисаних фулеропиролидина је синтетисана и анализирана цикличном волтаметријом. Три главне групе циљних једињења разликују се по флекси- билном бочном низу на атому азота, а додатна диверсификација постигнута је увођењем различитих крутих, арил-супституената на пиролидинском атому угљеника. За поре- ђење су синтетисани и одређени диалкил-аналози. Сет дисупституисаних фулеропиро- лидина добијен је стандардном [3+2]-циклоадицијом ин ситу генерисаних азометинских илида на C60. Осим тога, у циљу испитивања даљинског утицаја фулеропиролидинске структуре на електрохемијске особине, синтетисани су и дифулеренски деривати код којих су терминално позициониране фулеренске подјединице премошћене фумарилном или изофталоилном крутом платформом. Сва једињења су у потпуности окарактерисана упоредном анализом спектралних података, док је сет одабраних једињења, са разли- кама у главним структурним подјединицама, искоришћен за испитивање електрохемиј- ских особина. Сва испитивана једињења показала су врло сличну способност прихватања електрона, нижу у односу на C60, а вишу од структурно сличног N-метилфулеропиро- лидина.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties, Фулеропиролидини са ортогонално флексибилним супституентима – синтеза и електрохемијске особине",
volume = "86",
number = "11",
pages = "1023-1037",
doi = "10.2298/JSC210708069J"
}

Jovanović, D., Stanojković, J., Halilović, D., Kolašinac, R., Kop, T., Bjelaković, M.,& Milić, D.. (2021). Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(11), 1023-1037.
https://doi.org/10.2298/JSC210708069J

Jovanović D, Stanojković J, Halilović D, Kolašinac R, Kop T, Bjelaković M, Milić D. Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties. in Journal of the Serbian Chemical Society. 2021;86(11):1023-1037.
doi:10.2298/JSC210708069J .

Jovanović, Dragana, Stanojković, Jovana, Halilović, Dženeta, Kolašinac, Rejhana, Kop, Tatjana, Bjelaković, Mira, Milić, Dragana, "Fulleropyrrolidines with orthogonally flexible substituents - synthesis and electrochemical properties" in Journal of the Serbian Chemical Society, 86, no. 11 (2021):1023-1037,
https://doi.org/10.2298/JSC210708069J . .

TY  - JOUR
AU  - Nešić, Maja D.
AU  - Dučić, Tanja
AU  - Liang, Xinyue
AU  - Algarra, Manuel
AU  - Mi, Lan
AU  - Korićanac, Lela
AU  - Žakula, Jelena
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Mitrović, Aleksandra
AU  - Gojgić-Cvijović, Gordana
AU  - Stepić, Milutin
AU  - Petković, Marijana
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3891
AB  - Abstract
Objects of the present study are improved fullerene C60 drug carrier properties trough encapsulation by microbial polysaccharides, levan (LEV), pullulan (PUL), and their hydrophobized cholesterol-derivatives (CHL and CHP), that show better interaction with cancer cells. The zeta potential, polydispersity index, and the diameter of particles were determined, and their cytotoxicity against three cancer cell lines were tested. Biochemical changes in HeLa cells are analyzed by synchrotron radiation (SR) FTIR spectro-microscopy combined with the principal component analysis (PCA). The most significant changes occur in HeLa cells treated with LEV-C60 and correspond to the changes in the protein region, i.e. Amide Iband, and the changes in the structure of lipid bodies and membrane fluidity are evident. The highest cytotoxicity was also induced by LEV-C60. In HeLa cells, cytotoxicity could not be strictly associated with biochemical changes in lipids, proteins and nucleic acids, but these findings are significant contribution to the study of the mechanism of interaction of C60-based nanoparticles with cellular biomolecules. In conclusion, LEV, PUL, CHL, and CHP enhanced fullerene C60potential to be used as target drug delivery system with the ability to induce specific intracellular changes in HeLa cancer cells.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives
VL  - 165
IS  - B
SP  - 2541
EP  - 2549
DO  - 10.1016/j.ijbiomac.2020.10.141
ER  - 

@article{
author = "Nešić, Maja D. and Dučić, Tanja and Liang, Xinyue and Algarra, Manuel and Mi, Lan and Korićanac, Lela and Žakula, Jelena and Kop, Tatjana and Bjelaković, Mira and Mitrović, Aleksandra and Gojgić-Cvijović, Gordana and Stepić, Milutin and Petković, Marijana",
year = "2020",
abstract = "Abstract
Objects of the present study are improved fullerene C60 drug carrier properties trough encapsulation by microbial polysaccharides, levan (LEV), pullulan (PUL), and their hydrophobized cholesterol-derivatives (CHL and CHP), that show better interaction with cancer cells. The zeta potential, polydispersity index, and the diameter of particles were determined, and their cytotoxicity against three cancer cell lines were tested. Biochemical changes in HeLa cells are analyzed by synchrotron radiation (SR) FTIR spectro-microscopy combined with the principal component analysis (PCA). The most significant changes occur in HeLa cells treated with LEV-C60 and correspond to the changes in the protein region, i.e. Amide Iband, and the changes in the structure of lipid bodies and membrane fluidity are evident. The highest cytotoxicity was also induced by LEV-C60. In HeLa cells, cytotoxicity could not be strictly associated with biochemical changes in lipids, proteins and nucleic acids, but these findings are significant contribution to the study of the mechanism of interaction of C60-based nanoparticles with cellular biomolecules. In conclusion, LEV, PUL, CHL, and CHP enhanced fullerene C60potential to be used as target drug delivery system with the ability to induce specific intracellular changes in HeLa cancer cells.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives",
volume = "165",
number = "B",
pages = "2541-2549",
doi = "10.1016/j.ijbiomac.2020.10.141"
}

Nešić, M. D., Dučić, T., Liang, X., Algarra, M., Mi, L., Korićanac, L., Žakula, J., Kop, T., Bjelaković, M., Mitrović, A., Gojgić-Cvijović, G., Stepić, M.,& Petković, M.. (2020). SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives. in International Journal of Biological Macromolecules
Elsevier., 165(B), 2541-2549.
https://doi.org/10.1016/j.ijbiomac.2020.10.141

Nešić MD, Dučić T, Liang X, Algarra M, Mi L, Korićanac L, Žakula J, Kop T, Bjelaković M, Mitrović A, Gojgić-Cvijović G, Stepić M, Petković M. SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives. in International Journal of Biological Macromolecules. 2020;165(B):2541-2549.
doi:10.1016/j.ijbiomac.2020.10.141 .

Nešić, Maja D., Dučić, Tanja, Liang, Xinyue, Algarra, Manuel, Mi, Lan, Korićanac, Lela, Žakula, Jelena, Kop, Tatjana, Bjelaković, Mira, Mitrović, Aleksandra, Gojgić-Cvijović, Gordana, Stepić, Milutin, Petković, Marijana, "SR-FTIR spectro-microscopic interaction study of biochemical changes in HeLa cells induced by Levan-C60, Pullulan-C60, and their cholesterol-derivatives" in International Journal of Biological Macromolecules, 165, no. B (2020):2541-2549,
https://doi.org/10.1016/j.ijbiomac.2020.10.141 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Jakovljević, Dragica
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Beškoski, Vladimir
AU  - Milić, Dragana
AU  - Gojgić-Cvijović, Gordana
AU  - Bjelaković, Mira
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3332
AB  - An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.
PB  - Elsevier
T2  - European Polymer Journal
T1  - Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity
VL  - 123
SP  - 109461
DO  - 10.1016/j.eurpolymj.2019.109461
ER  - 

@article{
author = "Kop, Tatjana and Jakovljević, Dragica and Živković, Ljiljana S. and Žekić, Andrijana and Beškoski, Vladimir and Milić, Dragana and Gojgić-Cvijović, Gordana and Bjelaković, Mira",
year = "2020",
abstract = "An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.",
publisher = "Elsevier",
journal = "European Polymer Journal",
title = "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity",
volume = "123",
pages = "109461",
doi = "10.1016/j.eurpolymj.2019.109461"
}

Kop, T., Jakovljević, D., Živković, L. S., Žekić, A., Beškoski, V., Milić, D., Gojgić-Cvijović, G.,& Bjelaković, M.. (2020). Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal
Elsevier., 123, 109461.
https://doi.org/10.1016/j.eurpolymj.2019.109461

Kop T, Jakovljević D, Živković LS, Žekić A, Beškoski V, Milić D, Gojgić-Cvijović G, Bjelaković M. Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal. 2020;123:109461.
doi:10.1016/j.eurpolymj.2019.109461 .

Kop, Tatjana, Jakovljević, Dragica, Živković, Ljiljana S., Žekić, Andrijana, Beškoski, Vladimir, Milić, Dragana, Gojgić-Cvijović, Gordana, Bjelaković, Mira, "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity" in European Polymer Journal, 123 (2020):109461,
https://doi.org/10.1016/j.eurpolymj.2019.109461 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Jakovljević, Dragica
AU  - Živković, Ljiljana S.
AU  - Žekić, Andrijana
AU  - Beškoski, Vladimir
AU  - Milić, Dragana
AU  - Gojgić-Cvijović, Gordana
AU  - Bjelaković, Mira
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3336
AB  - An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.
PB  - Elsevier
T2  - European Polymer Journal
T1  - Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity
VL  - 123
SP  - 109461
DO  - 10.1016/j.eurpolymj.2019.109461
ER  - 

@article{
author = "Kop, Tatjana and Jakovljević, Dragica and Živković, Ljiljana S. and Žekić, Andrijana and Beškoski, Vladimir and Milić, Dragana and Gojgić-Cvijović, Gordana and Bjelaković, Mira",
year = "2020",
abstract = "An efficient encapsulation of the fullerene into two hydrophobized and one native polysaccharide provided water soluble supramolecular hybrids. After covalent modification of polysaccharides by cholesterol, noncovalent hybrids were prepared by a three-step procedure, including mixing of individual aqueous solutions of hydrophobized, as well as native sugar with solution of the fullerene in pyridine, dialysis and lyophilization. Although the degree of the fullerene incorporation into hydrophobized substrates, cholesterol-levan and cholesterol-pullulan, was lower in comparison to the native polysaccharide levan, hydrophobization provided nanoparticles with improved properties. The particle size distribution, studied by dynamic light scattering and scanning electron microscopy revealed formation of moderately polydisperse aggregates, with the diameter contraction in comparison to the corresponding free polysaccharide, especially in the case of hydrophobized substrates. The morphological examination, done by scanning electron microscopy indicated the self-organization of the fullerene-native polysaccharide to round individual structures, while fullerene-hydrophobized polysaccharide hybrids tend to form networks. The antioxidant activity of the synthesized polysaccharide-C60 noncovalent hybrids versus starting polysaccharides was investigated by the DPPH radical scavenging and the β-carotene-linoleic acid bleaching methods. In all three complexes, the radical scavenging ability of the fullerene remained preserved, and a positive effect of levan hydrophobization was observed.",
publisher = "Elsevier",
journal = "European Polymer Journal",
title = "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity",
volume = "123",
pages = "109461",
doi = "10.1016/j.eurpolymj.2019.109461"
}

Kop, T., Jakovljević, D., Živković, L. S., Žekić, A., Beškoski, V., Milić, D., Gojgić-Cvijović, G.,& Bjelaković, M.. (2020). Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal
Elsevier., 123, 109461.
https://doi.org/10.1016/j.eurpolymj.2019.109461

Kop T, Jakovljević D, Živković LS, Žekić A, Beškoski V, Milić D, Gojgić-Cvijović G, Bjelaković M. Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity. in European Polymer Journal. 2020;123:109461.
doi:10.1016/j.eurpolymj.2019.109461 .

Kop, Tatjana, Jakovljević, Dragica, Živković, Ljiljana S., Žekić, Andrijana, Beškoski, Vladimir, Milić, Dragana, Gojgić-Cvijović, Gordana, Bjelaković, Mira, "Polysaccharide-fullerene supramolecular hybrids: Synthesis, characterization and antioxidant activity" in European Polymer Journal, 123 (2020):109461,
https://doi.org/10.1016/j.eurpolymj.2019.109461 . .

TY  - JOUR
AU  - Đurašević, Siniša
AU  - Nikolić, Gorana
AU  - Todorović, Ana
AU  - Drakulić, Dunja
AU  - Pejić, Snežana
AU  - Martinović, Vesna
AU  - Mitić-Ćulafić, Dragana
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Jasnić, Nebojša
AU  - Đorđević, Jelena
AU  - Todorović, Zoran
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3488
AB  - The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.
PB  - Elsevier
T2  - Food and Chemical Toxicology
T1  - Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats
VL  - 140
SP  - 111322
DO  - 10.1016/j.fct.2020.111302
ER  - 

@article{
author = "Đurašević, Siniša and Nikolić, Gorana and Todorović, Ana and Drakulić, Dunja and Pejić, Snežana and Martinović, Vesna and Mitić-Ćulafić, Dragana and Milić, Dragana and Kop, Tatjana and Jasnić, Nebojša and Đorđević, Jelena and Todorović, Zoran",
year = "2020",
abstract = "The effects of twelve weeks of supplementation with fullerene C60 olive/coconut oil solution on a broad spectrum of parameters in rats were examined. The tissue bioaccumulation of C60 was shown to be tissue-specific, with the liver, heart, and adrenal glands being the organs of the greatest, and the kidney, brain, and spleen being the organs of the smallest accumulation. C60 did not change aspartate aminotransferase, alanine aminotransferase, and alkaline phosphatase serum activities level, nor the damage of liver cells DNA. There were no effects of fullerene on prooxidant-antioxidant balance in the liver, kidney, spleen, heart, and brain, nor any visible harmful effects on the liver, heart, aorta, spleen, kidney, and small intestine histology. Fullerene changed the gut microbiota structure towards the bacteria that ameliorate lipid homeostasis, causing a serum triglycerides concentration decrease. However, C60 significantly increased the insulin resistance, serum ascorbate oxidation, and brain malondialdehyde and advanced oxidation protein products level. The deteriorative effects of C60 on the brain and serum could be attributed to the specific physicochemical composition of these tissues, potentiating the C60 aggregation or biotransformation as the key element of its pro-oxidative action.",
publisher = "Elsevier",
journal = "Food and Chemical Toxicology",
title = "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats",
volume = "140",
pages = "111322",
doi = "10.1016/j.fct.2020.111302"
}

Đurašević, S., Nikolić, G., Todorović, A., Drakulić, D., Pejić, S., Martinović, V., Mitić-Ćulafić, D., Milić, D., Kop, T., Jasnić, N., Đorđević, J.,& Todorović, Z.. (2020). Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology
Elsevier., 140, 111322.
https://doi.org/10.1016/j.fct.2020.111302

Đurašević S, Nikolić G, Todorović A, Drakulić D, Pejić S, Martinović V, Mitić-Ćulafić D, Milić D, Kop T, Jasnić N, Đorđević J, Todorović Z. Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats. in Food and Chemical Toxicology. 2020;140:111322.
doi:10.1016/j.fct.2020.111302 .

Đurašević, Siniša, Nikolić, Gorana, Todorović, Ana, Drakulić, Dunja, Pejić, Snežana, Martinović, Vesna, Mitić-Ćulafić, Dragana, Milić, Dragana, Kop, Tatjana, Jasnić, Nebojša, Đorđević, Jelena, Todorović, Zoran, "Effects of fullerene C60 supplementation on gut microbiota and glucose and lipid homeostasis in rats" in Food and Chemical Toxicology, 140 (2020):111322,
https://doi.org/10.1016/j.fct.2020.111302 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Dordevic, Jelena
AU  - Bjelaković, Mira
AU  - Milić, Dragana
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2124
AB  - Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Fullerene bisadduct regioisomers containing an asymmetric diamide tether
VL  - 73
IS  - 50
SP  - 7073
EP  - 7078
DO  - 10.1016/j.tet.2017.10.069
ER  - 

@article{
author = "Kop, Tatjana and Dordevic, Jelena and Bjelaković, Mira and Milić, Dragana",
year = "2017",
abstract = "Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Fullerene bisadduct regioisomers containing an asymmetric diamide tether",
volume = "73",
number = "50",
pages = "7073-7078",
doi = "10.1016/j.tet.2017.10.069"
}

Kop, T., Dordevic, J., Bjelaković, M.,& Milić, D.. (2017). Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 73(50), 7073-7078.
https://doi.org/10.1016/j.tet.2017.10.069

Kop T, Dordevic J, Bjelaković M, Milić D. Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron. 2017;73(50):7073-7078.
doi:10.1016/j.tet.2017.10.069 .

Kop, Tatjana, Dordevic, Jelena, Bjelaković, Mira, Milić, Dragana, "Fullerene bisadduct regioisomers containing an asymmetric diamide tether" in Tetrahedron, 73, no. 50 (2017):7073-7078,
https://doi.org/10.1016/j.tet.2017.10.069 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Dordevic, Jelena
AU  - Bjelaković, Mira
AU  - Milić, Dragana
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2124
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3004
AB  - Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Fullerene bisadduct regioisomers containing an asymmetric diamide tether
VL  - 73
IS  - 50
SP  - 7073
EP  - 7078
DO  - 10.1016/j.tet.2017.10.069
ER  - 

@article{
author = "Kop, Tatjana and Dordevic, Jelena and Bjelaković, Mira and Milić, Dragana",
year = "2017",
abstract = "Four macrocyclic bis(pyrrolidino)fullerene regioisomers with e-edge, e-face, trans-4 and cis-2 addition patterns were synthesized from the corresponding monoadduct by Prato's cycloaddition in a yield of 50%, and fully characterized by spectroscopic techniques. Bisadduct regioisomers were isolated easily in a pure form using dry-flash column chromatography. The relative ratio of the isolated regioisomers e-edge/e-face/trans-41cis-2 was 1.0:1.9:1.5:4.9. Morphology of self-assembled structures of the four bisadduct regioisomers in solution was characterized using scanning electron microscopy.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Fullerene bisadduct regioisomers containing an asymmetric diamide tether",
volume = "73",
number = "50",
pages = "7073-7078",
doi = "10.1016/j.tet.2017.10.069"
}

Kop, T., Dordevic, J., Bjelaković, M.,& Milić, D.. (2017). Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 73(50), 7073-7078.
https://doi.org/10.1016/j.tet.2017.10.069

Kop T, Dordevic J, Bjelaković M, Milić D. Fullerene bisadduct regioisomers containing an asymmetric diamide tether. in Tetrahedron. 2017;73(50):7073-7078.
doi:10.1016/j.tet.2017.10.069 .

Kop, Tatjana, Dordevic, Jelena, Bjelaković, Mira, Milić, Dragana, "Fullerene bisadduct regioisomers containing an asymmetric diamide tether" in Tetrahedron, 73, no. 50 (2017):7073-7078,
https://doi.org/10.1016/j.tet.2017.10.069 . .

TY  - THES
AU  - Kop, Tatjana
PY  - 2016
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=3639
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:12423/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48013327
UR  - http://nardus.mpn.gov.rs/123456789/6283
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2550
AB  - Derivati fulerena C60, zahvaljujući svojim jedinstvenim fizičkohemijskim ielektronskim svojstvima, koja proističu iz visoko konjugovanog π-sistema, činezanimljive gradivne elemente u sintezama složenijih ciljnih molekula. Različitimderivatizacijama hidrofobne ugljenične sfere dobija se niz proizvoda primenljivih uhemiji materijala, supramolekulskoj i medicinskoj hemiji. Imajući u vidu povećanjerastvorljivosti, kao i promenu stereoelektronskih osobina sa povećenjem broja adenadana fulerenskom jezgru, korisna je svaka metoda višestruke derivatizacije fulerena kojase odigrava pod kontrolisanim uslovima.Prato-va reakcija jedan je od najzastupljenijih vidova kovalentne modifikacijefulerena. U njoj nastaju fuleropirolidini, proizvodi jasno definisane strukture i čestiintermedijeri u složenim hemijskim tranformacijama fulerena. Ozbiljno ograničenje overeakcije predstavlja lako i neselektivno građenje bis- i tris-pirolidinskih adukata, kojiznačajno umanjuju prinose i čistoću monoadukata. S druge strane, bisadukti su sepokazali korisnima u nekim sferama medicinske hemije i elektrohemije.Regioselektivno dobijanje bisadukata fulerena upotrebom posebno dizajniranihpremošćenih supstrata bio je predmet interesovanja nekolicine istraživačkih grupa uproteklom periodu.U toku ovog rada sintetisan je niz alkil-premošćenih diglicina, u cilju dobijanjapremošćenih bis-pirolidinskih adukata fulerena u reakciji dvostruke Prato-vecikloadicije. U prvom delu rada, na supstratu premošćenom oktametilenskim nizom,optimizovani su reakcioni uslovi za dobijanje bisadukata. Optimalnim reakcionimuslovima podvrgnuti su i ostali supstrati, premošćeni alkil-nizovima dužine od 6 do 12C-atoma i utvrđena je zavisnost regioselektivnosti od dužine niza. Istim reakcionimuslovima podvrgnuta su i dva supstrata koji sadrže dve, odnosno tri etarske podstruktureu mostu i ispitan je uticaj kiseonikovih atoma u linkeru na selektivnost reakcije...
AB  - Due to their unique physicochemical and electronic properties, emerging fromhighly conjugated π-system, derivatives of the fullerene C60 are interesting buildingblocks in the synthesis of the more complex target molecules. Diverse derivatizationsof hydrophobic carbone sphere provide a wide range of products for the use inmatherial, supramolecular and medicinal chemistry. Since the increase of the numberof addends on the carbon core improves the solubility and varies the stereoelectronicproperties, each method of the controlable multiple derivatization of fullerenes ishighly useful.Prato's reaction is one of the most common methodes for the covalentmodification of fullerenes. The fulleropyrrolidines, products with well definedstructures, are frequently used as intermediers in further chemical transformations offullerenes. This reaction is limited with the easy and unselective formation of bis- andtris(pyrrolidino) adducts and, hence, decrease of the yields and the purity ofmonoadducts. On the other hand, bisadducts are very useful in some aspects of themedicinal and electrochemistry. During the recent period, the regioselective synthesisof the fullerene bisadducts via templated supstrates has been the topic of interest ofseveral researcher groups.In this work, a series of alkyl-tethered diglycines were synthesized andunderwent the Prato's biscycloaddition conditions in aim to obtain templatedbis(pyrrolidino)fullerenes. The first part of the work refers to the optimization of thebiscycloaddition conditions on the octamethylene-tethered substrate. Other diglycines,wearing from C6 to C12 alkyl-linkers, were subjected to this optimal reactionconditions and the correlation between the distribution of the regioisomers and thelenght of the linker is determined. Another two diglycines, wearing two and threeoxygen atoms in the tether, underwent the same reaction conditions in aim toinvestigate the influence of the etheric subunits on the selectivity of the reaction...
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60
T1  - Synthesis and investigation of morphological,electrochemical, and antioxidative properties of tethered bis-pyrrolidinoderivatives of fullerene c60
UR  - https://hdl.handle.net/21.15107/rcub_nardus_6283
ER  - 

@phdthesis{
author = "Kop, Tatjana",
year = "2016",
abstract = "Derivati fulerena C60, zahvaljujući svojim jedinstvenim fizičkohemijskim ielektronskim svojstvima, koja proističu iz visoko konjugovanog π-sistema, činezanimljive gradivne elemente u sintezama složenijih ciljnih molekula. Različitimderivatizacijama hidrofobne ugljenične sfere dobija se niz proizvoda primenljivih uhemiji materijala, supramolekulskoj i medicinskoj hemiji. Imajući u vidu povećanjerastvorljivosti, kao i promenu stereoelektronskih osobina sa povećenjem broja adenadana fulerenskom jezgru, korisna je svaka metoda višestruke derivatizacije fulerena kojase odigrava pod kontrolisanim uslovima.Prato-va reakcija jedan je od najzastupljenijih vidova kovalentne modifikacijefulerena. U njoj nastaju fuleropirolidini, proizvodi jasno definisane strukture i čestiintermedijeri u složenim hemijskim tranformacijama fulerena. Ozbiljno ograničenje overeakcije predstavlja lako i neselektivno građenje bis- i tris-pirolidinskih adukata, kojiznačajno umanjuju prinose i čistoću monoadukata. S druge strane, bisadukti su sepokazali korisnima u nekim sferama medicinske hemije i elektrohemije.Regioselektivno dobijanje bisadukata fulerena upotrebom posebno dizajniranihpremošćenih supstrata bio je predmet interesovanja nekolicine istraživačkih grupa uproteklom periodu.U toku ovog rada sintetisan je niz alkil-premošćenih diglicina, u cilju dobijanjapremošćenih bis-pirolidinskih adukata fulerena u reakciji dvostruke Prato-vecikloadicije. U prvom delu rada, na supstratu premošćenom oktametilenskim nizom,optimizovani su reakcioni uslovi za dobijanje bisadukata. Optimalnim reakcionimuslovima podvrgnuti su i ostali supstrati, premošćeni alkil-nizovima dužine od 6 do 12C-atoma i utvrđena je zavisnost regioselektivnosti od dužine niza. Istim reakcionimuslovima podvrgnuta su i dva supstrata koji sadrže dve, odnosno tri etarske podstruktureu mostu i ispitan je uticaj kiseonikovih atoma u linkeru na selektivnost reakcije..., Due to their unique physicochemical and electronic properties, emerging fromhighly conjugated π-system, derivatives of the fullerene C60 are interesting buildingblocks in the synthesis of the more complex target molecules. Diverse derivatizationsof hydrophobic carbone sphere provide a wide range of products for the use inmatherial, supramolecular and medicinal chemistry. Since the increase of the numberof addends on the carbon core improves the solubility and varies the stereoelectronicproperties, each method of the controlable multiple derivatization of fullerenes ishighly useful.Prato's reaction is one of the most common methodes for the covalentmodification of fullerenes. The fulleropyrrolidines, products with well definedstructures, are frequently used as intermediers in further chemical transformations offullerenes. This reaction is limited with the easy and unselective formation of bis- andtris(pyrrolidino) adducts and, hence, decrease of the yields and the purity ofmonoadducts. On the other hand, bisadducts are very useful in some aspects of themedicinal and electrochemistry. During the recent period, the regioselective synthesisof the fullerene bisadducts via templated supstrates has been the topic of interest ofseveral researcher groups.In this work, a series of alkyl-tethered diglycines were synthesized andunderwent the Prato's biscycloaddition conditions in aim to obtain templatedbis(pyrrolidino)fullerenes. The first part of the work refers to the optimization of thebiscycloaddition conditions on the octamethylene-tethered substrate. Other diglycines,wearing from C6 to C12 alkyl-linkers, were subjected to this optimal reactionconditions and the correlation between the distribution of the regioisomers and thelenght of the linker is determined. Another two diglycines, wearing two and threeoxygen atoms in the tether, underwent the same reaction conditions in aim toinvestigate the influence of the etheric subunits on the selectivity of the reaction...",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60, Synthesis and investigation of morphological,electrochemical, and antioxidative properties of tethered bis-pyrrolidinoderivatives of fullerene c60",
url = "https://hdl.handle.net/21.15107/rcub_nardus_6283"
}

Kop, T.. (2016). Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_6283

Kop T. Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60. in Универзитет у Београду. 2016;.
https://hdl.handle.net/21.15107/rcub_nardus_6283 .

Kop, Tatjana, "Sinteza i ispitivanje morfološkihelektrohemijskih i antioksidativnih osobina premošćenih bis-pirolidinskih derivatafulerena C60" in Универзитет у Београду (2016),
https://hdl.handle.net/21.15107/rcub_nardus_6283 .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1983
AB  - A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.
PB  - Springer, New York
T2  - Journal of Materials Science
T1  - Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides
VL  - 51
IS  - 2
SP  - 739
EP  - 747
DO  - 10.1007/s10853-015-9396-z
ER  - 

@article{
author = "Bjelaković, Mira and Kop, Tatjana and Maslak, Veselin and Milić, Dragana",
year = "2016",
abstract = "A series of N-substituted fulleropyrrolidines containing peptide side chain was synthesized by the quantitative, TFA-mediated deprotection of the corresponding tert-butyl esters. The structures of all compounds were determined by comparative analysis of spectroscopic and spectrometric data. The electrochemical characterization, conducted by cyclic voltammetry at room temperature confirmed slightly attenuated reducibility in comparison to pristine C-60 and a weak long-range electron-accepting effect of the Gly(3)-fragment. The introduction of the peptide subunit led to improved solubility and enabled examination of the antioxidant properties in water environment. A notable radical scavenging activity of the fullerene subunit remained almost unchanged in all compounds. The investigation of the supramolecular self-assembling, performed by the scanning electron microscopy revealed an influence of the side chain, particularly the fraction of the hydrophobic residue, as well as the substrate structure on the final morphology. Most of the compounds underwent highly ordered multi-stage hierarchical assembling to the attractive, flower-shaped supramolecular aggregates during both the precipitation and slow evaporation of the solvent.",
publisher = "Springer, New York",
journal = "Journal of Materials Science",
title = "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides",
volume = "51",
number = "2",
pages = "739-747",
doi = "10.1007/s10853-015-9396-z"
}

Bjelaković, M., Kop, T., Maslak, V.,& Milić, D.. (2016). Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science
Springer, New York., 51(2), 739-747.
https://doi.org/10.1007/s10853-015-9396-z

Bjelaković M, Kop T, Maslak V, Milić D. Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides. in Journal of Materials Science. 2016;51(2):739-747.
doi:10.1007/s10853-015-9396-z .

Bjelaković, Mira, Kop, Tatjana, Maslak, Veselin, Milić, Dragana, "Synthesis and characterization of highly ordered self-assembled bioactive fulleropeptides" in Journal of Materials Science, 51, no. 2 (2016):739-747,
https://doi.org/10.1007/s10853-015-9396-z . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Milić, Dragana
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1631
AB  - The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether
VL  - 71
IS  - 29
SP  - 4801
EP  - 4809
DO  - 10.1016/j.tet.2015.05.038
ER  - 

@article{
author = "Kop, Tatjana and Bjelaković, Mira and Milić, Dragana",
year = "2015",
abstract = "The one-pot bistycloaddition of alkyl-tethered diglycines to C-60 provided five series of bridged bis(pyrrolidino)fullerenes with good regioselectivity, giving mainly cis-2 and cis-3 products. An influence of the bridge length and addition pattern on spectroscopic properties, as well as on the shape of hierarchically organized supramolecular structures was observed. Additional investigation of all synthesized compounds confirmed their strong in vitro antioxidant activity 4-10-fold better than the standard antioxidant vitamin C.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether",
volume = "71",
number = "29",
pages = "4801-4809",
doi = "10.1016/j.tet.2015.05.038"
}

Kop, T., Bjelaković, M.,& Milić, D.. (2015). Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 71(29), 4801-4809.
https://doi.org/10.1016/j.tet.2015.05.038

Kop T, Bjelaković M, Milić D. Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether. in Tetrahedron. 2015;71(29):4801-4809.
doi:10.1016/j.tet.2015.05.038 .

Kop, Tatjana, Bjelaković, Mira, Milić, Dragana, "Synthesis and properties of bis(pyrrolidino)fullerenes bridged by a flexible alkyl-tether" in Tetrahedron, 71, no. 29 (2015):4801-4809,
https://doi.org/10.1016/j.tet.2015.05.038 . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Dordevic, Jelena
AU  - Milić, Dragana
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1750
AB  - The potential use of amphiphilic fullerene derivatives as a bionanomaterial was investigated by cyclic voltammetry (CV), scanning electron microscopy (SEM), and the ferrous ion oxidation-xylenol orange (FOX) method. Despite the disrupted delocalization of the pi-electronic system over the C-60 sphere, its antioxidant capacity remained high for all twelve derivatives. The compounds expressed up to two-fold and 5-12-fold better peroxide quenching capacity as compared to pristine C-60 and standard antioxidant vitamin C, respectively. During precipitation and slow evaporation of the solvent, all compounds underwent spontaneous self-assembly giving ordered structures. The size and morphology of the resulting particles depend primarily on the sample concentration, and somewhat on the side chain structure.
PB  - Beilstein-Institut, Frankfurt Am Main
T2  - Beilstein Journal of Nanotechnology
T1  - Fulleropeptide esters as potential self-assembled antioxidants
VL  - 6
SP  - 1065
EP  - 1071
DO  - 10.3762/bjnano.6.107
ER  - 

@article{
author = "Bjelaković, Mira and Kop, Tatjana and Dordevic, Jelena and Milić, Dragana",
year = "2015",
abstract = "The potential use of amphiphilic fullerene derivatives as a bionanomaterial was investigated by cyclic voltammetry (CV), scanning electron microscopy (SEM), and the ferrous ion oxidation-xylenol orange (FOX) method. Despite the disrupted delocalization of the pi-electronic system over the C-60 sphere, its antioxidant capacity remained high for all twelve derivatives. The compounds expressed up to two-fold and 5-12-fold better peroxide quenching capacity as compared to pristine C-60 and standard antioxidant vitamin C, respectively. During precipitation and slow evaporation of the solvent, all compounds underwent spontaneous self-assembly giving ordered structures. The size and morphology of the resulting particles depend primarily on the sample concentration, and somewhat on the side chain structure.",
publisher = "Beilstein-Institut, Frankfurt Am Main",
journal = "Beilstein Journal of Nanotechnology",
title = "Fulleropeptide esters as potential self-assembled antioxidants",
volume = "6",
pages = "1065-1071",
doi = "10.3762/bjnano.6.107"
}

Bjelaković, M., Kop, T., Dordevic, J.,& Milić, D.. (2015). Fulleropeptide esters as potential self-assembled antioxidants. in Beilstein Journal of Nanotechnology
Beilstein-Institut, Frankfurt Am Main., 6, 1065-1071.
https://doi.org/10.3762/bjnano.6.107

Bjelaković M, Kop T, Dordevic J, Milić D. Fulleropeptide esters as potential self-assembled antioxidants. in Beilstein Journal of Nanotechnology. 2015;6:1065-1071.
doi:10.3762/bjnano.6.107 .

Bjelaković, Mira, Kop, Tatjana, Dordevic, Jelena, Milić, Dragana, "Fulleropeptide esters as potential self-assembled antioxidants" in Beilstein Journal of Nanotechnology, 6 (2015):1065-1071,
https://doi.org/10.3762/bjnano.6.107 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Bjelaković, Mira
AU  - Dordevic, Jelena
AU  - Zekic, Andrijana
AU  - Milić, Dragana
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1829
AB  - Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines
VL  - 5
IS  - 115
SP  - 94599
EP  - 94606
DO  - 10.1039/c5ra17392b
ER  - 

@article{
author = "Kop, Tatjana and Bjelaković, Mira and Dordevic, Jelena and Zekic, Andrijana and Milić, Dragana",
year = "2015",
abstract = "Two different alpha,omega-diglicynes linked by linear polyoxaalkyl chains in the presence of formaldehyde underwent Prato reaction to the fullerene C-60. The shorter linker templated formation of only cis-bisadducts, while the longer one afforded a mixture of four bisadducts (all cis and the equatorial) and difullerene dumbbell compound. Their structures were confirmed by the extensive analysis of the spectral data and molecular symmetry, as well. All compounds expressed an ability to arrange into hierarchically ordered supramolecular aggregates, the form of which depended both on the addition pattern and the spacer structure. The attenuated electron-accepting affinity, examined by cyclic voltammetry was in agreement with diminished delocalization of the pi-electronic system. In addition, all compounds exerted a notable radical scavenging activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines",
volume = "5",
number = "115",
pages = "94599-94606",
doi = "10.1039/c5ra17392b"
}

Kop, T., Bjelaković, M., Dordevic, J., Zekic, A.,& Milić, D.. (2015). Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances
Royal Soc Chemistry, Cambridge., 5(115), 94599-94606.
https://doi.org/10.1039/c5ra17392b

Kop T, Bjelaković M, Dordevic J, Zekic A, Milić D. Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines. in RSC Advances. 2015;5(115):94599-94606.
doi:10.1039/c5ra17392b .

Kop, Tatjana, Bjelaković, Mira, Dordevic, Jelena, Zekic, Andrijana, Milić, Dragana, "Fulleropyrrolidines derived from dioxa- and trioxaalkyl-tethered diglycines" in RSC Advances, 5, no. 115 (2015):94599-94606,
https://doi.org/10.1039/c5ra17392b . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Vajić, Marina
AU  - Đordevic, Jelena
AU  - Milić, Dragana
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1471
AB  - The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids
VL  - 70
IS  - 45
SP  - 8564
EP  - 8570
DO  - 10.1016/j.tet.2014.09.070
ER  - 

@article{
author = "Bjelaković, Mira and Kop, Tatjana and Vajić, Marina and Đordevic, Jelena and Milić, Dragana",
year = "2014",
abstract = "The present study reports the synthesis, spectral characterization, self-assembly properties, and preliminary in vitro study of antioxidant capacity of two triple covalent hybrids consisting of fullerene C-60, peptide, and steroidal moiety. Previously synthesized fulleropyrrolidinic acid and pregnenolone were connected by peptide linker using a multistep DCC/DMAP and/or EDC/HOBT esterification/amidation procedure. The hybrids were characterized by comparative analysis of spectroscopic data obtained from FUR, UV-vis, HRMS, and extensive NMR experiments (H-1, C-13, COSY, HSQC, and HMBC). The self-assembling properties and morphology of triads samples prepared by drop-drying method were examined by scanning electron microscopy (SEM). Preliminary in vitro antioxidant activity was studied by Ferrous ion Oxidation-Xylenol orange (FOX) method.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids",
volume = "70",
number = "45",
pages = "8564-8570",
doi = "10.1016/j.tet.2014.09.070"
}

Bjelaković, M., Kop, T., Vajić, M., Đordevic, J.,& Milić, D.. (2014). Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 70(45), 8564-8570.
https://doi.org/10.1016/j.tet.2014.09.070

Bjelaković M, Kop T, Vajić M, Đordevic J, Milić D. Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids. in Tetrahedron. 2014;70(45):8564-8570.
doi:10.1016/j.tet.2014.09.070 .

Bjelaković, Mira, Kop, Tatjana, Vajić, Marina, Đordevic, Jelena, Milić, Dragana, "Design, synthesis, and characterization of fullerene-peptide-steroid covalent hybrids" in Tetrahedron, 70, no. 45 (2014):8564-8570,
https://doi.org/10.1016/j.tet.2014.09.070 . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Kop, Tatjana
AU  - Baošić, Rada
AU  - Zlatović, Mario
AU  - Zekic, Andrijana
AU  - Maslak, Veselin
AU  - Milić, Dragana
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1394
AB  - Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.
PB  - Springer Wien, Wien
T2  - Monatshefte Fur Chemie
T1  - Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids
VL  - 145
IS  - 11
SP  - 1715
EP  - 1725
DO  - 10.1007/s00706-014-1287-5
ER  - 

@article{
author = "Bjelaković, Mira and Kop, Tatjana and Baošić, Rada and Zlatović, Mario and Zekic, Andrijana and Maslak, Veselin and Milić, Dragana",
year = "2014",
abstract = "Four fullerosteroidal conjugates, previously confirmed to express two- to threefold better antioxidant activity in vitro than C-60, were subjected to additional studies, including electrochemical, theoretical, and morphological examination. All tested compounds underwent reversible, diffusion-controlled reductions. A notable influence of the solvent properties on the reduction potential, the level of aggregation, and the lowest unoccupied molecular orbital (LUMO) energy was observed. Theoretical calculations indicated that the energy gain obtained by an intermediate formation, together with compounds' polarizability, polarity, and lipophilicity contributed to the radical quenching capacity. Very large supramolecular aggregates of all fullerosteroidal esters with no hierarchical arrangement were observed in precipitated samples, while solvent induced self-assembling led to round nanoplates, which further arranged to flower-shaped hierarchically ordered architectures or uniformly distributed discoid particles. As in electrochemical studies, fine tuning of the aggregation level was achieved by the solvent.",
publisher = "Springer Wien, Wien",
journal = "Monatshefte Fur Chemie",
title = "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids",
volume = "145",
number = "11",
pages = "1715-1725",
doi = "10.1007/s00706-014-1287-5"
}

Bjelaković, M., Kop, T., Baošić, R., Zlatović, M., Zekic, A., Maslak, V.,& Milić, D.. (2014). Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie
Springer Wien, Wien., 145(11), 1715-1725.
https://doi.org/10.1007/s00706-014-1287-5

Bjelaković M, Kop T, Baošić R, Zlatović M, Zekic A, Maslak V, Milić D. Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids. in Monatshefte Fur Chemie. 2014;145(11):1715-1725.
doi:10.1007/s00706-014-1287-5 .

Bjelaković, Mira, Kop, Tatjana, Baošić, Rada, Zlatović, Mario, Zekic, Andrijana, Maslak, Veselin, Milić, Dragana, "Electrochemical, theoretical, and morphological studies of antioxidant fullerosteroids" in Monatshefte Fur Chemie, 145, no. 11 (2014):1715-1725,
https://doi.org/10.1007/s00706-014-1287-5 . .

TY  - JOUR
AU  - Bjelaković, Mira
AU  - Krstić, Natalija
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Robeyns, Koen
AU  - Pavlović, Vladimir D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1114
AB  - The present study is concerned with the oxidative behaviour of unsaturated and epoxy 5-oxo-5,10-secosteroids in the presence of m-CPBA or TFAA-UHP as oxidants in order to investigate potential parameters controlling the chemoselectivity and regioselectivity. In the study we discovered a striking difference in the chemical behaviour of stereoisomeric compounds, (Z)- and (E)-3 beta-acetoxy-5,10-secocholest-1(10)-en-5-ones, as well as 1S,10R- and 1R,10R-epoxides. The secoketones were oxidized with exclusively C-6 migration and Baeyer-Villiger rearrangement product formation, whereas their stereoisomers provided the ring-contracted products, without lactone formation. The preferred conformation of expanded and contracted rings was established by NOESY correlations. The structures of two obtained lactones were also confirmed by X-ray analysis. The mechanistic and stereochemical aspects of these transformations are discussed.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Tetrahedron
T1  - Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids
VL  - 68
IS  - 36
SP  - 7479
EP  - 7488
DO  - 10.1016/j.tet.2012.06.024
ER  - 

@article{
author = "Bjelaković, Mira and Krstić, Natalija and Milić, Dragana and Kop, Tatjana and Robeyns, Koen and Pavlović, Vladimir D.",
year = "2012",
abstract = "The present study is concerned with the oxidative behaviour of unsaturated and epoxy 5-oxo-5,10-secosteroids in the presence of m-CPBA or TFAA-UHP as oxidants in order to investigate potential parameters controlling the chemoselectivity and regioselectivity. In the study we discovered a striking difference in the chemical behaviour of stereoisomeric compounds, (Z)- and (E)-3 beta-acetoxy-5,10-secocholest-1(10)-en-5-ones, as well as 1S,10R- and 1R,10R-epoxides. The secoketones were oxidized with exclusively C-6 migration and Baeyer-Villiger rearrangement product formation, whereas their stereoisomers provided the ring-contracted products, without lactone formation. The preferred conformation of expanded and contracted rings was established by NOESY correlations. The structures of two obtained lactones were also confirmed by X-ray analysis. The mechanistic and stereochemical aspects of these transformations are discussed.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Tetrahedron",
title = "Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids",
volume = "68",
number = "36",
pages = "7479-7488",
doi = "10.1016/j.tet.2012.06.024"
}

Bjelaković, M., Krstić, N., Milić, D., Kop, T., Robeyns, K.,& Pavlović, V. D.. (2012). Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids. in Tetrahedron
Oxford : Pergamon-Elsevier Science Ltd., 68(36), 7479-7488.
https://doi.org/10.1016/j.tet.2012.06.024

Bjelaković M, Krstić N, Milić D, Kop T, Robeyns K, Pavlović VD. Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids. in Tetrahedron. 2012;68(36):7479-7488.
doi:10.1016/j.tet.2012.06.024 .

Bjelaković, Mira, Krstić, Natalija, Milić, Dragana, Kop, Tatjana, Robeyns, Koen, Pavlović, Vladimir D., "Oxidative 10-membered ring expansion and contraction of stereoisomeric 1(10)-unsaturated and 1,10-epoxy-5-oxo-5,10-secosteroids induced by peracids" in Tetrahedron, 68, no. 36 (2012):7479-7488,
https://doi.org/10.1016/j.tet.2012.06.024 . .

TY  - JOUR
AU  - Milić, Dragana
AU  - Kop, Tatjana
AU  - Csanadi, J.
AU  - Juranić, Zorica
AU  - Žižak, Željko
AU  - Gašić, Miroslav J.
AU  - Šolaja, Bogdan
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/618
AB  - A simple approach to a stable steroidal estrone derived A,B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac2O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the antiproliferative activity of the spiro-product against three cancer cell lines, are also presented.
PB  - Elsevier Science Inc, New York
T2  - Steroids
T1  - Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system
VL  - 74
IS  - 12
SP  - 890
EP  - 895
DO  - 10.1016/j.steroids.2009.06.002
ER  - 

@article{
author = "Milić, Dragana and Kop, Tatjana and Csanadi, J. and Juranić, Zorica and Žižak, Željko and Gašić, Miroslav J. and Šolaja, Bogdan",
year = "2009",
abstract = "A simple approach to a stable steroidal estrone derived A,B-spiro system is reported. Treatment of estrone derived A-ring diepoxyalcohol with the Ac2O-TMSOTf system at the ambient temperature led to acetylation, while at the reflux temperature the acid-catalysed rearrangement took place affording the spiro-compound. Results of extensive in vitro and in vivo anticancer tests on the diepoxide, as well as preliminary data on the antiproliferative activity of the spiro-product against three cancer cell lines, are also presented.",
publisher = "Elsevier Science Inc, New York",
journal = "Steroids",
title = "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system",
volume = "74",
number = "12",
pages = "890-895",
doi = "10.1016/j.steroids.2009.06.002"
}

Milić, D., Kop, T., Csanadi, J., Juranić, Z., Žižak, Ž., Gašić, M. J.,& Šolaja, B.. (2009). Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids
Elsevier Science Inc, New York., 74(12), 890-895.
https://doi.org/10.1016/j.steroids.2009.06.002

Milić D, Kop T, Csanadi J, Juranić Z, Žižak Ž, Gašić MJ, Šolaja B. Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system. in Steroids. 2009;74(12):890-895.
doi:10.1016/j.steroids.2009.06.002 .

Milić, Dragana, Kop, Tatjana, Csanadi, J., Juranić, Zorica, Žižak, Željko, Gašić, Miroslav J., Šolaja, Bogdan, "Estrone derived steroidal diepoxide: Biologically active compound and precursor of a stable steroidal A,B-spiro system" in Steroids, 74, no. 12 (2009):890-895,
https://doi.org/10.1016/j.steroids.2009.06.002 . .

TY  - JOUR
AU  - Kop, Tatjana
AU  - Pocsfalvi, Gabriella
AU  - Šolaja, Bogdan A.
PY  - 2004
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7445
AB  - Synthesis of a steroidal dendrimercore possessing various functional termini, such as ester, carboxy and hydroxy, is presented. The approach described enables further simple manipulations for the introduction of more complex functionalities.
AB  - U ovom radu prikazana je sinteza dendrimerskog steroidnog jezgra sa estarskim karboksilnim i hidroksilnim završecima. Opisani pristup sintezi omogućava dalju, kompleksniju funkcionalizaciju jednostavnim manipulacijama.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis of a steroidal dendrimer core
T1  - Sinteza dendrimerskog steroidnog jezgra
VL  - 69
IS  - 10
SP  - 769
EP  - 775
DO  - 10.2298/JSC0410769K
ER  - 

@article{
author = "Kop, Tatjana and Pocsfalvi, Gabriella and Šolaja, Bogdan A.",
year = "2004",
abstract = "Synthesis of a steroidal dendrimercore possessing various functional termini, such as ester, carboxy and hydroxy, is presented. The approach described enables further simple manipulations for the introduction of more complex functionalities., U ovom radu prikazana je sinteza dendrimerskog steroidnog jezgra sa estarskim karboksilnim i hidroksilnim završecima. Opisani pristup sintezi omogućava dalju, kompleksniju funkcionalizaciju jednostavnim manipulacijama.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis of a steroidal dendrimer core, Sinteza dendrimerskog steroidnog jezgra",
volume = "69",
number = "10",
pages = "769-775",
doi = "10.2298/JSC0410769K"
}

Kop, T., Pocsfalvi, G.,& Šolaja, B. A.. (2004). Synthesis of a steroidal dendrimer core. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 69(10), 769-775.
https://doi.org/10.2298/JSC0410769K

Kop T, Pocsfalvi G, Šolaja BA. Synthesis of a steroidal dendrimer core. in Journal of the Serbian Chemical Society. 2004;69(10):769-775.
doi:10.2298/JSC0410769K .

Kop, Tatjana, Pocsfalvi, Gabriella, Šolaja, Bogdan A., "Synthesis of a steroidal dendrimer core" in Journal of the Serbian Chemical Society, 69, no. 10 (2004):769-775,
https://doi.org/10.2298/JSC0410769K . .