TY  - CONF
AU  - Milošević, Milena
AU  - Cvijetić, Ilija
AU  - Božić, Aleksandra
AU  - Prlainović, Nevena
AU  - Bjelogrlić, Snežana
AU  - Popović, Mina
AU  - Marinković, Aleksandar
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6963
AB  - Thiocarbohydrazones and their derivatives represent a class of compounds with various biological and pharmaceutical properties, including strong antioxidant, antitubercular, antimicrobial, and anticancer activity [1]. Therefore, in this work, new asymmetrically substituted bis-(thiocarbohydrazones) (TCHs) bearing 2-pyridine and quinoline moiety were synthesized and showed promising in vitro antioxidant and anticancer activity (Figure1). The results suggest that antioxidant activity of TCH depends on the structure, substituent type and antioxidant assay used. The maximum antioxidant activity in DPPH and CUPRAC tests was observed for compound with 8-quinolyl and 8-hydroxy-2quinolyl moiety. Additionally, anticancer assays revealed that compounds interfere with cancer cell mobility at concentrations below 10 μM, and exert low toxicity toward healthy human HaCaT fibroblasts. The results of this study represent a good foundation for further research and development of novel iminopyridines with improved antioxidant and anticancer activity.
PB  - Hellenic Society of Medicinal Chemistry (HSMC)
C3  - 18th Hellenic Symposium on Medicinal Chemistry, on-line, Greece, 25-27 February 2021
T1  - Experimental study of antioxidant and anticancer activity of new asymmetrically substituted thiocarbohydrazones
SP  - P065
UR  - https://hdl.handle.net/21.15107/rcub_cer_6963
ER  - 

@conference{
author = "Milošević, Milena and Cvijetić, Ilija and Božić, Aleksandra and Prlainović, Nevena and Bjelogrlić, Snežana and Popović, Mina and Marinković, Aleksandar",
year = "2021",
abstract = "Thiocarbohydrazones and their derivatives represent a class of compounds with various biological and pharmaceutical properties, including strong antioxidant, antitubercular, antimicrobial, and anticancer activity [1]. Therefore, in this work, new asymmetrically substituted bis-(thiocarbohydrazones) (TCHs) bearing 2-pyridine and quinoline moiety were synthesized and showed promising in vitro antioxidant and anticancer activity (Figure1). The results suggest that antioxidant activity of TCH depends on the structure, substituent type and antioxidant assay used. The maximum antioxidant activity in DPPH and CUPRAC tests was observed for compound with 8-quinolyl and 8-hydroxy-2quinolyl moiety. Additionally, anticancer assays revealed that compounds interfere with cancer cell mobility at concentrations below 10 μM, and exert low toxicity toward healthy human HaCaT fibroblasts. The results of this study represent a good foundation for further research and development of novel iminopyridines with improved antioxidant and anticancer activity.",
publisher = "Hellenic Society of Medicinal Chemistry (HSMC)",
journal = "18th Hellenic Symposium on Medicinal Chemistry, on-line, Greece, 25-27 February 2021",
title = "Experimental study of antioxidant and anticancer activity of new asymmetrically substituted thiocarbohydrazones",
pages = "P065",
url = "https://hdl.handle.net/21.15107/rcub_cer_6963"
}

Milošević, M., Cvijetić, I., Božić, A., Prlainović, N., Bjelogrlić, S., Popović, M.,& Marinković, A.. (2021). Experimental study of antioxidant and anticancer activity of new asymmetrically substituted thiocarbohydrazones. in 18th Hellenic Symposium on Medicinal Chemistry, on-line, Greece, 25-27 February 2021
Hellenic Society of Medicinal Chemistry (HSMC)., P065.
https://hdl.handle.net/21.15107/rcub_cer_6963

Milošević M, Cvijetić I, Božić A, Prlainović N, Bjelogrlić S, Popović M, Marinković A. Experimental study of antioxidant and anticancer activity of new asymmetrically substituted thiocarbohydrazones. in 18th Hellenic Symposium on Medicinal Chemistry, on-line, Greece, 25-27 February 2021. 2021;:P065.
https://hdl.handle.net/21.15107/rcub_cer_6963 .

Milošević, Milena, Cvijetić, Ilija, Božić, Aleksandra, Prlainović, Nevena, Bjelogrlić, Snežana, Popović, Mina, Marinković, Aleksandar, "Experimental study of antioxidant and anticancer activity of new asymmetrically substituted thiocarbohydrazones" in 18th Hellenic Symposium on Medicinal Chemistry, on-line, Greece, 25-27 February 2021 (2021):P065,
https://hdl.handle.net/21.15107/rcub_cer_6963 .

TY  - CONF
AU  - Kovačina, Jovanka
AU  - Milošević, Milena D.
AU  - Božić, Aleksandra
AU  - Jovanović, Aleksandar
AU  - Marinković, Aleksandar D.
AU  - Onjia, Antonije E.
AU  - Povrenović, Dragan
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3939
AB  - Usled razvoja industrije i rastom populacije tokom poslednjih godina javljaju se
problemi u vezi sa otpadnim vodama iz proizvodnje koje je neophodno rešavati na ekološki i
ekonomičan način. Sve otpadne vode iz postrojenja bez obzira kako su nastale sadrže štetne
materije koje mogu da imaju i određen stepen toksičnih primesa, moraju se prečistiti ako njihov
kvalitet ne odgovara zakonskim okvirima. Svrha tretmana otpadnih voda je uklanjanje štetnih
materija čime se postiže smanjnje stepena njene zagađenosti, a istovremeno se ostvaruje i određen
ekonomski i ekološki efekat, stoga je u ovom radu izvršeno prečišćavanje otpadne vode postupkom
taloženja upotrebom kalcijum-oksida u cilju uklanjanja koloidnih materija i teških metala. Većina
zagađujućih materija su organskog porekla i njihovo ukljanjanje vršiće se primenom naprednih
oksidacionih procesa korišćenjem ozona i ozona u kombinaciji sa ultrazvukom u cilju postizanja
kvaliteta vode koji odgovara zakonskoj regulativi. Proces prečišćavanja će se optimizovati u
odnosu na tehnološki postupak, koncentraciju, vreme tretmana i količinu primenjenog oksidacionog
sredstva. Stepen zagađenosti vode organskim jedinjenjima će se određivati na osnovu merenja
HPK, BPK i koncentracije teških metala (olovo, gvožđe, hrom, bakar, cink, aluminijum).
AB  - Due to the development of industry and population growth during the in recent years, there are problems with wastewater from production that needs to be addressed in an environmentally and economical way. All wastewaters from industry, no matter how they are created, contain harmful substances that may have some degree of toxicity, must be treated if their quality does not meet the legal requirements. The purpose of wastewater treatment is to remove
harmful substances, thereby reducing its pollution level, and at the same time, it also has a certain economic and environmental effect. Therefore, wastewater treatment was carried out in this work by precipitation using calcium oxide to remove colloidal substances and heavy metals. Most pollutants are of organic origin and their removal will be carried in this work out using advanced
oxidation processes using ozone, and ozone in combination with ultrasound to achieve water quality that complies with the law. The purification process will be optimized with respect to, method, time and amount of oxidizing agent applied. The degree of pollution of water by organic compounds will be determined on the basis of measurements of HPK, BOD and the concentration of heavy metals (lead, ferrum, chromium, copper, zinc, aluminum).
PB  - Beograd : Beogradska politehnika
C3  - Zbornik radova - Peti naučno-stručni skup politehnika
T1  - Prečišćavanje otpadnih voda primenom ozonizacije
T1  - Purification of waste water using ozonization
SP  - 142
EP  - 147
UR  - https://hdl.handle.net/21.15107/rcub_cer_3939
ER  - 

@conference{
author = "Kovačina, Jovanka and Milošević, Milena D. and Božić, Aleksandra and Jovanović, Aleksandar and Marinković, Aleksandar D. and Onjia, Antonije E. and Povrenović, Dragan",
year = "2019",
abstract = "Usled razvoja industrije i rastom populacije tokom poslednjih godina javljaju se
problemi u vezi sa otpadnim vodama iz proizvodnje koje je neophodno rešavati na ekološki i
ekonomičan način. Sve otpadne vode iz postrojenja bez obzira kako su nastale sadrže štetne
materije koje mogu da imaju i određen stepen toksičnih primesa, moraju se prečistiti ako njihov
kvalitet ne odgovara zakonskim okvirima. Svrha tretmana otpadnih voda je uklanjanje štetnih
materija čime se postiže smanjnje stepena njene zagađenosti, a istovremeno se ostvaruje i određen
ekonomski i ekološki efekat, stoga je u ovom radu izvršeno prečišćavanje otpadne vode postupkom
taloženja upotrebom kalcijum-oksida u cilju uklanjanja koloidnih materija i teških metala. Većina
zagađujućih materija su organskog porekla i njihovo ukljanjanje vršiće se primenom naprednih
oksidacionih procesa korišćenjem ozona i ozona u kombinaciji sa ultrazvukom u cilju postizanja
kvaliteta vode koji odgovara zakonskoj regulativi. Proces prečišćavanja će se optimizovati u
odnosu na tehnološki postupak, koncentraciju, vreme tretmana i količinu primenjenog oksidacionog
sredstva. Stepen zagađenosti vode organskim jedinjenjima će se određivati na osnovu merenja
HPK, BPK i koncentracije teških metala (olovo, gvožđe, hrom, bakar, cink, aluminijum)., Due to the development of industry and population growth during the in recent years, there are problems with wastewater from production that needs to be addressed in an environmentally and economical way. All wastewaters from industry, no matter how they are created, contain harmful substances that may have some degree of toxicity, must be treated if their quality does not meet the legal requirements. The purpose of wastewater treatment is to remove
harmful substances, thereby reducing its pollution level, and at the same time, it also has a certain economic and environmental effect. Therefore, wastewater treatment was carried out in this work by precipitation using calcium oxide to remove colloidal substances and heavy metals. Most pollutants are of organic origin and their removal will be carried in this work out using advanced
oxidation processes using ozone, and ozone in combination with ultrasound to achieve water quality that complies with the law. The purification process will be optimized with respect to, method, time and amount of oxidizing agent applied. The degree of pollution of water by organic compounds will be determined on the basis of measurements of HPK, BOD and the concentration of heavy metals (lead, ferrum, chromium, copper, zinc, aluminum).",
publisher = "Beograd : Beogradska politehnika",
journal = "Zbornik radova - Peti naučno-stručni skup politehnika",
title = "Prečišćavanje otpadnih voda primenom ozonizacije, Purification of waste water using ozonization",
pages = "142-147",
url = "https://hdl.handle.net/21.15107/rcub_cer_3939"
}

Kovačina, J., Milošević, M. D., Božić, A., Jovanović, A., Marinković, A. D., Onjia, A. E.,& Povrenović, D.. (2019). Prečišćavanje otpadnih voda primenom ozonizacije. in Zbornik radova - Peti naučno-stručni skup politehnika
Beograd : Beogradska politehnika., 142-147.
https://hdl.handle.net/21.15107/rcub_cer_3939

Kovačina J, Milošević MD, Božić A, Jovanović A, Marinković AD, Onjia AE, Povrenović D. Prečišćavanje otpadnih voda primenom ozonizacije. in Zbornik radova - Peti naučno-stručni skup politehnika. 2019;:142-147.
https://hdl.handle.net/21.15107/rcub_cer_3939 .

Kovačina, Jovanka, Milošević, Milena D., Božić, Aleksandra, Jovanović, Aleksandar, Marinković, Aleksandar D., Onjia, Antonije E., Povrenović, Dragan, "Prečišćavanje otpadnih voda primenom ozonizacije" in Zbornik radova - Peti naučno-stručni skup politehnika (2019):142-147,
https://hdl.handle.net/21.15107/rcub_cer_3939 .

TY  - JOUR
AU  - Assaleh, Mohamed H.
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana
AU  - Milošević, Milena D.
AU  - Simić, Milena R.
AU  - Marinković, Aleksandar D.
AU  - Cvijetić, Ilija
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3037
AB  - Thiocarbohydrazones (TCHs) and structurally related molecules are versatile organic compounds which exert antioxidant, anticancer, and other beneficial health effects. The combination of UV/Vis, NMR spectroscopy, and quantum chemical calculations was used to rationalize the experimentally observed increase in the radical scavenging activity upon the addition of water in DMSO solution of TCHs. Mono- and bis(salicylaldehyde) TCHs (compounds 1 and 2) undergo water-induced E-to-Z isomerization which is followed by disruption of intramolecular hydrogen bond, ground state destabilization, and 11 kcal/mol decrease in the bond dissociation enthalpy (BDE). Electron spin delocalization is more pronounced in Z-isomers of 1 and 2. On the other hand, 2-acetylpyridine TCHs (compounds 3 and 4) undergo thione-to-thiol tautomerism which also decreases the BDE and facilitates the hydrogen atom transfer to 2,2-diphenyl-1-picrylhydrazyl radical (DPPH∙). The appearance of thiolic –SH group as another reactive site toward free radicals improves the antioxidant activity of 3 and 4. The spin density of 3- and 4-thiol radicals is delocalized over the entire thiocarbohydrazide moiety compared to more localized spin of thione radicals. Additional stabilization of thiol radicals corroborates with the increased antioxidant activity. This study provides the new insights on the solution structure of TCHs, and also highlights the importance of solution structure determination when studying the structure-antioxidant relationships of isomerizable compounds.
PB  - Springer
T2  - Structural Chemistry
T1  - Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study
VL  - 30
SP  - 2447
EP  - 2457
DO  - 10.1007/s11224-019-01371-4
ER  - 

@article{
author = "Assaleh, Mohamed H. and Božić, Aleksandra R. and Bjelogrlić, Snežana and Milošević, Milena D. and Simić, Milena R. and Marinković, Aleksandar D. and Cvijetić, Ilija",
year = "2019",
abstract = "Thiocarbohydrazones (TCHs) and structurally related molecules are versatile organic compounds which exert antioxidant, anticancer, and other beneficial health effects. The combination of UV/Vis, NMR spectroscopy, and quantum chemical calculations was used to rationalize the experimentally observed increase in the radical scavenging activity upon the addition of water in DMSO solution of TCHs. Mono- and bis(salicylaldehyde) TCHs (compounds 1 and 2) undergo water-induced E-to-Z isomerization which is followed by disruption of intramolecular hydrogen bond, ground state destabilization, and 11 kcal/mol decrease in the bond dissociation enthalpy (BDE). Electron spin delocalization is more pronounced in Z-isomers of 1 and 2. On the other hand, 2-acetylpyridine TCHs (compounds 3 and 4) undergo thione-to-thiol tautomerism which also decreases the BDE and facilitates the hydrogen atom transfer to 2,2-diphenyl-1-picrylhydrazyl radical (DPPH∙). The appearance of thiolic –SH group as another reactive site toward free radicals improves the antioxidant activity of 3 and 4. The spin density of 3- and 4-thiol radicals is delocalized over the entire thiocarbohydrazide moiety compared to more localized spin of thione radicals. Additional stabilization of thiol radicals corroborates with the increased antioxidant activity. This study provides the new insights on the solution structure of TCHs, and also highlights the importance of solution structure determination when studying the structure-antioxidant relationships of isomerizable compounds.",
publisher = "Springer",
journal = "Structural Chemistry",
title = "Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study",
volume = "30",
pages = "2447-2457",
doi = "10.1007/s11224-019-01371-4"
}

Assaleh, M. H., Božić, A. R., Bjelogrlić, S., Milošević, M. D., Simić, M. R., Marinković, A. D.,& Cvijetić, I.. (2019). Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study. in Structural Chemistry
Springer., 30, 2447-2457.
https://doi.org/10.1007/s11224-019-01371-4

Assaleh MH, Božić AR, Bjelogrlić S, Milošević MD, Simić MR, Marinković AD, Cvijetić I. Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study. in Structural Chemistry. 2019;30:2447-2457.
doi:10.1007/s11224-019-01371-4 .

Assaleh, Mohamed H., Božić, Aleksandra R., Bjelogrlić, Snežana, Milošević, Milena D., Simić, Milena R., Marinković, Aleksandar D., Cvijetić, Ilija, "Water-induced isomerism of salicylaldehyde and 2-acetylpyridine mono- and bis-(thiocarbohydrazones) improves the antioxidant activity: spectroscopic and DFT study" in Structural Chemistry, 30 (2019):2447-2457,
https://doi.org/10.1007/s11224-019-01371-4 . .

TY  - JOUR
AU  - Milošević, Milena
AU  - Prlainović, Nevena
AU  - Milčić, Miloš
AU  - Nikolić, Vesna
AU  - Božić, Aleksandra
AU  - Bigović, Miljan
AU  - Marinković, Aleksandar
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6959
AB  - 15 symmetric 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides were synthesized in this work. Their structures were characterized using IR, H-1 and C-13 NMR, and UV-Vis spectroscopy. DFT calculations indicated that s-trans/s-trans conformation prevail in all compounds. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear solvation-free energy relationships (LSER), i.e., Kamlet-Taft and Catalan models. A linear free energy relationship (LFER) in the form of single substituent parameter equations (SSP) was used to postulate quantitative structure-property relations of substituent effect on NMR data. TD-DFT results showed dependence of electronic transition on the substituent effects. The push-pull character of these compounds was analyzed by differences in C-13 chemical shift of the ethylenic double bond in 2- and 6-positions of cross-conjugated with pyridinum central ring. Also, the quotient of the occupations for the bonding pi and anti-bonding pi* orbitals of this bond was considered. Good correlations of the selected parameter between double bond lengths with pi*/pi and C-13 chemical shift differences of the bridging group proved them to be adequate descriptor of push-pull character. Synthesized compounds were screened for the antioxidant activity, using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical methods, and results demonstrated moderate antioxidant potential.
PB  - Springer
T2  - Journal of the Iranian Chemical Society
T1  - Solvent, structural, quantum chemical study and antioxidative activity of symmetrical 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides
VL  - 15
IS  - 11
SP  - 2483
EP  - 2501
DO  - 10.1007/s13738-018-1437-5
ER  - 

@article{
author = "Milošević, Milena and Prlainović, Nevena and Milčić, Miloš and Nikolić, Vesna and Božić, Aleksandra and Bigović, Miljan and Marinković, Aleksandar",
year = "2018",
abstract = "15 symmetric 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides were synthesized in this work. Their structures were characterized using IR, H-1 and C-13 NMR, and UV-Vis spectroscopy. DFT calculations indicated that s-trans/s-trans conformation prevail in all compounds. The effects of specific and non-specific solvent-solute interactions on the UV-Vis absorption maxima shifts were evaluated using linear solvation-free energy relationships (LSER), i.e., Kamlet-Taft and Catalan models. A linear free energy relationship (LFER) in the form of single substituent parameter equations (SSP) was used to postulate quantitative structure-property relations of substituent effect on NMR data. TD-DFT results showed dependence of electronic transition on the substituent effects. The push-pull character of these compounds was analyzed by differences in C-13 chemical shift of the ethylenic double bond in 2- and 6-positions of cross-conjugated with pyridinum central ring. Also, the quotient of the occupations for the bonding pi and anti-bonding pi* orbitals of this bond was considered. Good correlations of the selected parameter between double bond lengths with pi*/pi and C-13 chemical shift differences of the bridging group proved them to be adequate descriptor of push-pull character. Synthesized compounds were screened for the antioxidant activity, using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical methods, and results demonstrated moderate antioxidant potential.",
publisher = "Springer",
journal = "Journal of the Iranian Chemical Society",
title = "Solvent, structural, quantum chemical study and antioxidative activity of symmetrical 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides",
volume = "15",
number = "11",
pages = "2483-2501",
doi = "10.1007/s13738-018-1437-5"
}

Milošević, M., Prlainović, N., Milčić, M., Nikolić, V., Božić, A., Bigović, M.,& Marinković, A.. (2018). Solvent, structural, quantum chemical study and antioxidative activity of symmetrical 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides. in Journal of the Iranian Chemical Society
Springer., 15(11), 2483-2501.
https://doi.org/10.1007/s13738-018-1437-5

Milošević M, Prlainović N, Milčić M, Nikolić V, Božić A, Bigović M, Marinković A. Solvent, structural, quantum chemical study and antioxidative activity of symmetrical 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides. in Journal of the Iranian Chemical Society. 2018;15(11):2483-2501.
doi:10.1007/s13738-018-1437-5 .

Milošević, Milena, Prlainović, Nevena, Milčić, Miloš, Nikolić, Vesna, Božić, Aleksandra, Bigović, Miljan, Marinković, Aleksandar, "Solvent, structural, quantum chemical study and antioxidative activity of symmetrical 1-methyl-2,6-bis[2-(substituted phenyl)ethenyl]pyridinium iodides" in Journal of the Iranian Chemical Society, 15, no. 11 (2018):2483-2501,
https://doi.org/10.1007/s13738-018-1437-5 . .

TY  - DATA
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana K.
AU  - Novaković, Irena
AU  - Filipovic, Nenad R.
AU  - Petrović, Predrag M.
AU  - Marinković, Aleksandar D.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4480
AB  - Table S1. Statistics of the PCA model generated after 2 FFD cycle. Table S2. Statistics of 3LV PLS model applying different CV procedures. Table S3. Statistics of the PCA model generated after 2 FFD cycle. Table S4. Statistics of 2LV PLS model applying different CV procedures. Experimental Section: materials, methods, general procedure for synthesis of m-TCHs 1-11, general procedure for synthesis of b-TCHs 12-22,. Antimicrobial activity: agar diffusion method, Broth microdilution antimicrobial assay. Alignment-independent 3D QSAR models. Figure S1. 1H NMR spectrum of 3 in DMSO-d6. Figure S2.13C NMR spectrum of 3 in DMSO-d6. Figure S3. 1H NMR spectrum of 4 in DMSO-d6. Figure S4.13C NMR spectrum of 4 in DMSO-d6. Figure S5. 1H NMR spectrum of 6 in DMSO-d6. Figure S6.13C NMR spectrum of 6 in DMSO-d6. Additional references.
PB  - Wiley
T2  - Chemistryselect
T1  - Supporting information for: "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4480
ER  - 

@misc{
author = "Božić, Aleksandra R. and Bjelogrlić, Snežana K. and Novaković, Irena and Filipovic, Nenad R. and Petrović, Predrag M. and Marinković, Aleksandar D. and Todorović, Tamara and Cvijetić, Ilija",
year = "2018",
abstract = "Table S1. Statistics of the PCA model generated after 2 FFD cycle. Table S2. Statistics of 3LV PLS model applying different CV procedures. Table S3. Statistics of the PCA model generated after 2 FFD cycle. Table S4. Statistics of 2LV PLS model applying different CV procedures. Experimental Section: materials, methods, general procedure for synthesis of m-TCHs 1-11, general procedure for synthesis of b-TCHs 12-22,. Antimicrobial activity: agar diffusion method, Broth microdilution antimicrobial assay. Alignment-independent 3D QSAR models. Figure S1. 1H NMR spectrum of 3 in DMSO-d6. Figure S2.13C NMR spectrum of 3 in DMSO-d6. Figure S3. 1H NMR spectrum of 4 in DMSO-d6. Figure S4.13C NMR spectrum of 4 in DMSO-d6. Figure S5. 1H NMR spectrum of 6 in DMSO-d6. Figure S6.13C NMR spectrum of 6 in DMSO-d6. Additional references.",
publisher = "Wiley",
journal = "Chemistryselect",
title = "Supporting information for: "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4480"
}

Božić, A. R., Bjelogrlić, S. K., Novaković, I., Filipovic, N. R., Petrović, P. M., Marinković, A. D., Todorović, T.,& Cvijetić, I.. (2018). Supporting information for: "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models". in Chemistryselect
Wiley..
https://hdl.handle.net/21.15107/rcub_cer_4480

Božić AR, Bjelogrlić SK, Novaković I, Filipovic NR, Petrović PM, Marinković AD, Todorović T, Cvijetić I. Supporting information for: "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models". in Chemistryselect. 2018;.
https://hdl.handle.net/21.15107/rcub_cer_4480 .

Božić, Aleksandra R., Bjelogrlić, Snežana K., Novaković, Irena, Filipovic, Nenad R., Petrović, Predrag M., Marinković, Aleksandar D., Todorović, Tamara, Cvijetić, Ilija, "Supporting information for: "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models"" in Chemistryselect (2018),
https://hdl.handle.net/21.15107/rcub_cer_4480 .

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Bjelogrlić, Snežana K.
AU  - Novaković, Irena
AU  - Filipovic, Nenad R.
AU  - Petrović, Predrag M.
AU  - Marinković, Aleksandar D.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2329
AB  - Due to the rise of microbial strains resistant to conventional therapies, there is an urgent need for finding the new antimicrobial chemotypes. Heterocyclic compounds such as thiocarbohydrazones (TCHs) are able to interact with many metalloenzymes essential for microbes, while sulfur atom increases lipophilicity which is generally positively correlated with potency. In this paper, we report antibacterial and antifungal activity of twenty-two TCHs toward eight bacterial and three fungal strains. Furthermore, three alignment independent 3D QSAR models based on descriptors derived from molecular interaction fields (MIFs) are developed in order to rationalize structure-activity relationships for activities of TCHs toward S. aureus, P. aeruginosa and C. albicans. Several structural fragments important for biological activity are recognized in each model, and structural modifications which could lead to increased potency are suggested. Designed structures will be synthesized accordingly and tested toward the same microbial strains in order to obtain more potent derivatives.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistryselect
T1  - Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models
VL  - 3
IS  - 7
SP  - 2215
EP  - 2221
DO  - 10.1002/slct.201702691
ER  - 

@article{
author = "Božić, Aleksandra R. and Bjelogrlić, Snežana K. and Novaković, Irena and Filipovic, Nenad R. and Petrović, Predrag M. and Marinković, Aleksandar D. and Todorović, Tamara and Cvijetić, Ilija",
year = "2018",
abstract = "Due to the rise of microbial strains resistant to conventional therapies, there is an urgent need for finding the new antimicrobial chemotypes. Heterocyclic compounds such as thiocarbohydrazones (TCHs) are able to interact with many metalloenzymes essential for microbes, while sulfur atom increases lipophilicity which is generally positively correlated with potency. In this paper, we report antibacterial and antifungal activity of twenty-two TCHs toward eight bacterial and three fungal strains. Furthermore, three alignment independent 3D QSAR models based on descriptors derived from molecular interaction fields (MIFs) are developed in order to rationalize structure-activity relationships for activities of TCHs toward S. aureus, P. aeruginosa and C. albicans. Several structural fragments important for biological activity are recognized in each model, and structural modifications which could lead to increased potency are suggested. Designed structures will be synthesized accordingly and tested toward the same microbial strains in order to obtain more potent derivatives.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistryselect",
title = "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models",
volume = "3",
number = "7",
pages = "2215-2221",
doi = "10.1002/slct.201702691"
}

Božić, A. R., Bjelogrlić, S. K., Novaković, I., Filipovic, N. R., Petrović, P. M., Marinković, A. D., Todorović, T.,& Cvijetić, I.. (2018). Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models. in Chemistryselect
Wiley-V C H Verlag Gmbh, Weinheim., 3(7), 2215-2221.
https://doi.org/10.1002/slct.201702691

Božić AR, Bjelogrlić SK, Novaković I, Filipovic NR, Petrović PM, Marinković AD, Todorović T, Cvijetić I. Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models. in Chemistryselect. 2018;3(7):2215-2221.
doi:10.1002/slct.201702691 .

Božić, Aleksandra R., Bjelogrlić, Snežana K., Novaković, Irena, Filipovic, Nenad R., Petrović, Predrag M., Marinković, Aleksandar D., Todorović, Tamara, Cvijetić, Ilija, "Antimicrobial Activity of Thiocarbohydrazones: Experimental Studies and Alignment-Independent 3D QSAR Models" in Chemistryselect, 3, no. 7 (2018):2215-2221,
https://doi.org/10.1002/slct.201702691 . .

TY  - JOUR
AU  - Tasic, Ana
AU  - Rusmirović, Jelena
AU  - Nikolić, Jovana
AU  - Božić, Aleksandra R.
AU  - Pavlović, Vladimir B.
AU  - Marinković, Aleksandar D.
AU  - Uskoković, Petar S.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2225
AB  - Production of high-performance nanocomposite materials obtained from unsaturated polyester resin, based on products of the waste poly(ethylene terephthalate) recycling, and modified multi-walled carbon nanotubes is presented. Di-hydroxy functional glycolysates, synthesized by catalytic depolymerization of poly(ethylene terephthalate) with propylene glycol, were used for the unsaturated polyester resin synthesis. The structure of the obtained glycolysis product and unsaturated polyester resin were characterized by using FTIR and NMR spectroscopy, and by acid, iodine, and hydroxyl value. Nanofillers were prepared by direct and two-step amidation of oxidized multi-walled carbon nanotubes. Direct amidation with diallylamine produced multi-walled carbon nanotube-diallylamine reactive nanofiller. Two-step modification with diamines: hexamethylenediamine and p-phenylenediamine gave multi-walled carbon nanotubehexamethylenediamine and multi-walled carbon nanotube-p-phenylenediamine nanofiller, respectively, whose amidation with methyl ester of linseed oil fatty acids gave multi-walled carbon nanotube-hexamethylenediamine/methyl ester of linseed oil fatty acid and multi-walled carbon nanotube-p-phenylenediamine/methyl ester of linseed oil fatty acid nanofiller, respectively. Influences of vinyl functionalities on mechanical properties of nanocomposite were analyzed from tensile strength (sigma(b)), elongation (epsilon(b)) and Young's modulus (E) determination. An increase of 97.4, 119 and 139% of sigma(b) was obtained for nanocomposites with addition of 0.25 wt.% of diallylamine, p-phenylenediamine/methyl ester of linseed oil fatty acid and hexamethylenediamine/methyl ester of linseed oil fatty acid multi-walled carbon nanotubes, respectively. Short techno-economic analysis, performed on the basis of fixed and variable unsaturated polyester resin production costs, showed satisfactory potential profit, which could be realized by the implementation of the presented technology.
PB  - Sage Publications Ltd, London
T2  - Journal of Composite Materials
T1  - Effect of the vinyl modification of multi-walled carbon nanotubes on the performances of waste poly(ethylene terephthalate)-based nanocomposites
VL  - 51
IS  - 4
SP  - 491
EP  - 505
DO  - 10.1177/0021998316648757
ER  - 

@article{
author = "Tasic, Ana and Rusmirović, Jelena and Nikolić, Jovana and Božić, Aleksandra R. and Pavlović, Vladimir B. and Marinković, Aleksandar D. and Uskoković, Petar S.",
year = "2017",
abstract = "Production of high-performance nanocomposite materials obtained from unsaturated polyester resin, based on products of the waste poly(ethylene terephthalate) recycling, and modified multi-walled carbon nanotubes is presented. Di-hydroxy functional glycolysates, synthesized by catalytic depolymerization of poly(ethylene terephthalate) with propylene glycol, were used for the unsaturated polyester resin synthesis. The structure of the obtained glycolysis product and unsaturated polyester resin were characterized by using FTIR and NMR spectroscopy, and by acid, iodine, and hydroxyl value. Nanofillers were prepared by direct and two-step amidation of oxidized multi-walled carbon nanotubes. Direct amidation with diallylamine produced multi-walled carbon nanotube-diallylamine reactive nanofiller. Two-step modification with diamines: hexamethylenediamine and p-phenylenediamine gave multi-walled carbon nanotubehexamethylenediamine and multi-walled carbon nanotube-p-phenylenediamine nanofiller, respectively, whose amidation with methyl ester of linseed oil fatty acids gave multi-walled carbon nanotube-hexamethylenediamine/methyl ester of linseed oil fatty acid and multi-walled carbon nanotube-p-phenylenediamine/methyl ester of linseed oil fatty acid nanofiller, respectively. Influences of vinyl functionalities on mechanical properties of nanocomposite were analyzed from tensile strength (sigma(b)), elongation (epsilon(b)) and Young's modulus (E) determination. An increase of 97.4, 119 and 139% of sigma(b) was obtained for nanocomposites with addition of 0.25 wt.% of diallylamine, p-phenylenediamine/methyl ester of linseed oil fatty acid and hexamethylenediamine/methyl ester of linseed oil fatty acid multi-walled carbon nanotubes, respectively. Short techno-economic analysis, performed on the basis of fixed and variable unsaturated polyester resin production costs, showed satisfactory potential profit, which could be realized by the implementation of the presented technology.",
publisher = "Sage Publications Ltd, London",
journal = "Journal of Composite Materials",
title = "Effect of the vinyl modification of multi-walled carbon nanotubes on the performances of waste poly(ethylene terephthalate)-based nanocomposites",
volume = "51",
number = "4",
pages = "491-505",
doi = "10.1177/0021998316648757"
}

Tasic, A., Rusmirović, J., Nikolić, J., Božić, A. R., Pavlović, V. B., Marinković, A. D.,& Uskoković, P. S.. (2017). Effect of the vinyl modification of multi-walled carbon nanotubes on the performances of waste poly(ethylene terephthalate)-based nanocomposites. in Journal of Composite Materials
Sage Publications Ltd, London., 51(4), 491-505.
https://doi.org/10.1177/0021998316648757

Tasic A, Rusmirović J, Nikolić J, Božić AR, Pavlović VB, Marinković AD, Uskoković PS. Effect of the vinyl modification of multi-walled carbon nanotubes on the performances of waste poly(ethylene terephthalate)-based nanocomposites. in Journal of Composite Materials. 2017;51(4):491-505.
doi:10.1177/0021998316648757 .

Tasic, Ana, Rusmirović, Jelena, Nikolić, Jovana, Božić, Aleksandra R., Pavlović, Vladimir B., Marinković, Aleksandar D., Uskoković, Petar S., "Effect of the vinyl modification of multi-walled carbon nanotubes on the performances of waste poly(ethylene terephthalate)-based nanocomposites" in Journal of Composite Materials, 51, no. 4 (2017):491-505,
https://doi.org/10.1177/0021998316648757 . .

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Filipovic, Nenad R.
AU  - Novaković, Irena
AU  - Bjelogrlić, Snežana K.
AU  - Nikolić, Jasmina B.
AU  - Drmanić, Saša Ž.
AU  - Marinković, Aleksandar D.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2130
AB  - Fourteen mono- and bis-carbohydrazone ligands have been synthesized and characterized. Antioxidant activity of the substances was investigated together with possible (E)/(Z) isomerization, and explained on the most active antioxidant compound 4 in various dimethyl sulphoxide-water mixtures. The addition of water to the system was involved in the formation of hydrated molecules which was confirmed in NMR after the addition of D2O. The ligands were tested in vitro against Gram-positive and Gram-negative bacteria and fungi, and their activity was discussed in relation to the structure of investigated carbohydrazone.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, antioxidant and antimicrobial activity of carbohydrazones
VL  - 82
IS  - 5
SP  - 495
EP  - 508
DO  - 10.2298/JSC161220045B
ER  - 

@article{
author = "Božić, Aleksandra R. and Filipovic, Nenad R. and Novaković, Irena and Bjelogrlić, Snežana K. and Nikolić, Jasmina B. and Drmanić, Saša Ž. and Marinković, Aleksandar D.",
year = "2017",
abstract = "Fourteen mono- and bis-carbohydrazone ligands have been synthesized and characterized. Antioxidant activity of the substances was investigated together with possible (E)/(Z) isomerization, and explained on the most active antioxidant compound 4 in various dimethyl sulphoxide-water mixtures. The addition of water to the system was involved in the formation of hydrated molecules which was confirmed in NMR after the addition of D2O. The ligands were tested in vitro against Gram-positive and Gram-negative bacteria and fungi, and their activity was discussed in relation to the structure of investigated carbohydrazone.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, antioxidant and antimicrobial activity of carbohydrazones",
volume = "82",
number = "5",
pages = "495-508",
doi = "10.2298/JSC161220045B"
}

Božić, A. R., Filipovic, N. R., Novaković, I., Bjelogrlić, S. K., Nikolić, J. B., Drmanić, S. Ž.,& Marinković, A. D.. (2017). Synthesis, antioxidant and antimicrobial activity of carbohydrazones. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 82(5), 495-508.
https://doi.org/10.2298/JSC161220045B

Božić AR, Filipovic NR, Novaković I, Bjelogrlić SK, Nikolić JB, Drmanić SŽ, Marinković AD. Synthesis, antioxidant and antimicrobial activity of carbohydrazones. in Journal of the Serbian Chemical Society. 2017;82(5):495-508.
doi:10.2298/JSC161220045B .

Božić, Aleksandra R., Filipovic, Nenad R., Novaković, Irena, Bjelogrlić, Snežana K., Nikolić, Jasmina B., Drmanić, Saša Ž., Marinković, Aleksandar D., "Synthesis, antioxidant and antimicrobial activity of carbohydrazones" in Journal of the Serbian Chemical Society, 82, no. 5 (2017):495-508,
https://doi.org/10.2298/JSC161220045B . .

TY  - JOUR
AU  - Božić, Aleksandra R.
AU  - Marinković, Aleksandar D.
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Novaković, Irena
AU  - Muller, Christian D.
AU  - Filipovic, Nenad R.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1895
AB  - A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models
VL  - 6
IS  - 106
SP  - 104763
EP  - 104781
DO  - 10.1039/c6ra23940d
ER  - 

@article{
author = "Božić, Aleksandra R. and Marinković, Aleksandar D. and Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Novaković, Irena and Muller, Christian D. and Filipovic, Nenad R.",
year = "2016",
abstract = "A comparative study of antitumor activity of mono- and bis-quinoline based (thio) carbohydrazones was investigated by a series of tests on two human malignant cell lines: acute monocytic leukemia (THP-1) and pancreatic adenocarcinoma cancer stem cells (AsPC-1). Thiocarbohydrazones (TCHs) revealed superior pro-apoptotic activity over carbohydrazones (CHs) on both tested cell phenotypes, also displaying multi-target profile activities. Programmed cell death triggered by TCHs was partially caspase-dependent, mainly caspase-8 related. Activity against cancer stem cells (CSCs) was evaluated on 2D monolayers and 3D spheroidal models, where two out of three tested bis-TCHs successfully stimulated apoptosis accompanied by a reduction in size of treated spheres. Additionally, all bis-TCHs induced significant decrease in percentage of CD44-expressing AsPC-1 cells that indicate on their ability to induce reprogramming of CSC phenotype. Current results highly support further assessment of bis-TCHs in order to specify their specific targets in cancer cells and particularly in the CSCs subpopulation.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models",
volume = "6",
number = "106",
pages = "104763-104781",
doi = "10.1039/c6ra23940d"
}

Božić, A. R., Marinković, A. D., Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Novaković, I., Muller, C. D.,& Filipovic, N. R.. (2016). Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(106), 104763-104781.
https://doi.org/10.1039/c6ra23940d

Božić AR, Marinković AD, Bjelogrlić SK, Todorović T, Cvijetić I, Novaković I, Muller CD, Filipovic NR. Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models. in RSC Advances. 2016;6(106):104763-104781.
doi:10.1039/c6ra23940d .

Božić, Aleksandra R., Marinković, Aleksandar D., Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Novaković, Irena, Muller, Christian D., Filipovic, Nenad R., "Quinoline based mono- and bis-(thio) carbohydrazones: synthesis, anticancer activity in 2D and 3D cancer and cancer stem cell models" in RSC Advances, 6, no. 106 (2016):104763-104781,
https://doi.org/10.1039/c6ra23940d . .