TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Anđelković, Boban
AU  - Gođevac, Dejan
AU  - Ivanović, Stefan
AU  - Simić, Katarina
AU  - Ljujić, Jovana
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5655
AB  - Chemotaxonomy presents various challenges that need to be overcome in order to obtain valid and reliable results. Individual genetic and environmental variations can give a false picture and lead to wrong conclusions. Applying a holistic approach, based on multivariate data analysis, these challenges can be overcome. Thus, a metabolomics approach has to be optimized depending on the subject of research. We used 1H NMR-based metabolomics as a potential chemotaxonomic tool on the selected Euphorbia species growing wild in Serbia. Principal components analysis (PCA), soft independent modeling by class analogy (SIMCA) and Orthogonal Projections to Latent Structures Discriminant Analysis (OPLS-DA) were used to analyze obtained NMR data in order to reveal chemotaxonomic biomarkers. The standard protocol for plant metabolomics was optimized aiming to extract more specific metabolites, which are characteristic for the Euphorbia genus. The obtained models were validated, which revealed that variables unique for each species were associated with certain classes of molecules according to literature data. In E. salicifolia, acacetin-7-O-glycoside (not found before in the species) was detected, and the structure of the aglycone part was solved based on 2D NMR data. In the presented paper, we have shown that metabolomics can be successfully used in Euphorbia chemotaxonomy.
PB  - Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)
T2  - Plants
T1  - Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia
VL  - 12
IS  - 2
SP  - 262
DO  - 10.3390/plants12020262
ER  - 

@article{
author = "Sofrenić, Ivana and Anđelković, Boban and Gođevac, Dejan and Ivanović, Stefan and Simić, Katarina and Ljujić, Jovana and Tešević, Vele and Milosavljević, Slobodan",
year = "2023",
abstract = "Chemotaxonomy presents various challenges that need to be overcome in order to obtain valid and reliable results. Individual genetic and environmental variations can give a false picture and lead to wrong conclusions. Applying a holistic approach, based on multivariate data analysis, these challenges can be overcome. Thus, a metabolomics approach has to be optimized depending on the subject of research. We used 1H NMR-based metabolomics as a potential chemotaxonomic tool on the selected Euphorbia species growing wild in Serbia. Principal components analysis (PCA), soft independent modeling by class analogy (SIMCA) and Orthogonal Projections to Latent Structures Discriminant Analysis (OPLS-DA) were used to analyze obtained NMR data in order to reveal chemotaxonomic biomarkers. The standard protocol for plant metabolomics was optimized aiming to extract more specific metabolites, which are characteristic for the Euphorbia genus. The obtained models were validated, which revealed that variables unique for each species were associated with certain classes of molecules according to literature data. In E. salicifolia, acacetin-7-O-glycoside (not found before in the species) was detected, and the structure of the aglycone part was solved based on 2D NMR data. In the presented paper, we have shown that metabolomics can be successfully used in Euphorbia chemotaxonomy.",
publisher = "Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)",
journal = "Plants",
title = "Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia",
volume = "12",
number = "2",
pages = "262",
doi = "10.3390/plants12020262"
}

Sofrenić, I., Anđelković, B., Gođevac, D., Ivanović, S., Simić, K., Ljujić, J., Tešević, V.,& Milosavljević, S.. (2023). Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia. in Plants
Switzerland : Multidisciplinary Digital Publishing Institute (MDPI)., 12(2), 262.
https://doi.org/10.3390/plants12020262

Sofrenić I, Anđelković B, Gođevac D, Ivanović S, Simić K, Ljujić J, Tešević V, Milosavljević S. Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia. in Plants. 2023;12(2):262.
doi:10.3390/plants12020262 .

Sofrenić, Ivana, Anđelković, Boban, Gođevac, Dejan, Ivanović, Stefan, Simić, Katarina, Ljujić, Jovana, Tešević, Vele, Milosavljević, Slobodan, "Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia" in Plants, 12, no. 2 (2023):262,
https://doi.org/10.3390/plants12020262 . .

TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Anđelković, Boban
AU  - Todorović, Nina
AU  - Stanojković, Tatjana
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4038
AB  - Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).
PB  - Elsevier
T2  - Phytochemistry
T1  - Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina
VL  - 181
SP  - 112580
DO  - 10.1016/j.phytochem.2020.112580
ER  - 

@article{
author = "Sofrenić, Ivana and Anđelković, Boban and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav and Milosavljević, Slobodan and Tešević, Vele",
year = "2021",
abstract = "Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).",
publisher = "Elsevier",
journal = "Phytochemistry",
title = "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina",
volume = "181",
pages = "112580",
doi = "10.1016/j.phytochem.2020.112580"
}

Sofrenić, I., Anđelković, B., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M., Milosavljević, S.,& Tešević, V.. (2021). Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry
Elsevier., 181, 112580.
https://doi.org/10.1016/j.phytochem.2020.112580

Sofrenić I, Anđelković B, Todorović N, Stanojković T, Vujisić LV, Novaković M, Milosavljević S, Tešević V. Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry. 2021;181:112580.
doi:10.1016/j.phytochem.2020.112580 .

Sofrenić, Ivana, Anđelković, Boban, Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav, Milosavljević, Slobodan, Tešević, Vele, "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina" in Phytochemistry, 181 (2021):112580,
https://doi.org/10.1016/j.phytochem.2020.112580 . .

TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Anđelković, Boban D.
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav
AU  - Knežević, Aleksandar
AU  - Stanković, Miroslava
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4801
AB  - Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine.
AB  - Једанаест 31-метиленланостанских тритерпеноида, то јест седам 21- и четири 26-
ланостанских киселина, као и лупански тритерпеноид бетулин изолованих из плодонос-
них тела гљиве Fomitopsis betulina тестирани су in vitro на заштитни ефекат на аберације
хромозома у периферним хуманим лимфоцитима. Примењен је тест мерења учес-
талости микронуклеуса индукованих применом инхибитора цитокинезе, цитохалазина
Б. Испитивања су показала да већина тестираних једињења показује значајан протек-
тивни ефекат на ДНК хуманих лимфоцита, већи него комерцијални радиопротективни
агенс аминофостин. У опсегу концентрација 1, 2 и 4 μg mL-1 сва испитивана једињења су
смањивала учесталост микронуклеуса (MN), при чему је најефиканија била концентра-
ција од 2,0 μg mL-1. Са повећањем концентрације (4 μg mL-1) активност се благо смањује.
Студије односа структуре и активности (SAR) показале су да ланостани који садрже кон-
југовани 7,9-(11)-диенски систем имају нижу активност од _8-аналога. Такође је пока-
зано да на заштитне активности ДНК унутар групе _8-ланостан-26-киселина утиче суп-
ституција у положају 3. У _8-серији присуство кисеоничних функција на C-12 или C-16,
као и C-21 или C-26 карбоксилних група повећава in vitro протективни ефекат на на
ДНК хуманих лимфоцита. Међу испитиваним једињењима тритерпен бетулин (лупанска
серија) је показао најмањи протективни ефекат сличан са протективним ефектом ами-
фостина.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina
T1  - DNK protektivna aktivnost triterpena izolovanih iz medicinske gljive Fomitopsis betulina
VL  - 86
IS  - 9
SP  - 809
EP  - 817
DO  - 10.2298/JSC210401039S
ER  - 

@article{
author = "Sofrenić, Ivana and Anđelković, Boban D. and Vujisić, Ljubodrag V. and Novaković, Miroslav and Knežević, Aleksandar and Stanković, Miroslava and Milosavljević, Slobodan and Tešević, Vele",
year = "2021",
abstract = "Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine., Једанаест 31-метиленланостанских тритерпеноида, то јест седам 21- и четири 26-
ланостанских киселина, као и лупански тритерпеноид бетулин изолованих из плодонос-
них тела гљиве Fomitopsis betulina тестирани су in vitro на заштитни ефекат на аберације
хромозома у периферним хуманим лимфоцитима. Примењен је тест мерења учес-
талости микронуклеуса индукованих применом инхибитора цитокинезе, цитохалазина
Б. Испитивања су показала да већина тестираних једињења показује значајан протек-
тивни ефекат на ДНК хуманих лимфоцита, већи него комерцијални радиопротективни
агенс аминофостин. У опсегу концентрација 1, 2 и 4 μg mL-1 сва испитивана једињења су
смањивала учесталост микронуклеуса (MN), при чему је најефиканија била концентра-
ција од 2,0 μg mL-1. Са повећањем концентрације (4 μg mL-1) активност се благо смањује.
Студије односа структуре и активности (SAR) показале су да ланостани који садрже кон-
југовани 7,9-(11)-диенски систем имају нижу активност од _8-аналога. Такође је пока-
зано да на заштитне активности ДНК унутар групе _8-ланостан-26-киселина утиче суп-
ституција у положају 3. У _8-серији присуство кисеоничних функција на C-12 или C-16,
као и C-21 или C-26 карбоксилних група повећава in vitro протективни ефекат на на
ДНК хуманих лимфоцита. Међу испитиваним једињењима тритерпен бетулин (лупанска
серија) је показао најмањи протективни ефекат сличан са протективним ефектом ами-
фостина.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina, DNK protektivna aktivnost triterpena izolovanih iz medicinske gljive Fomitopsis betulina",
volume = "86",
number = "9",
pages = "809-817",
doi = "10.2298/JSC210401039S"
}

Sofrenić, I., Anđelković, B. D., Vujisić, L. V., Novaković, M., Knežević, A., Stanković, M., Milosavljević, S.,& Tešević, V.. (2021). DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 86(9), 809-817.
https://doi.org/10.2298/JSC210401039S

Sofrenić I, Anđelković BD, Vujisić LV, Novaković M, Knežević A, Stanković M, Milosavljević S, Tešević V. DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society. 2021;86(9):809-817.
doi:10.2298/JSC210401039S .

Sofrenić, Ivana, Anđelković, Boban D., Vujisić, Ljubodrag V., Novaković, Miroslav, Knežević, Aleksandar, Stanković, Miroslava, Milosavljević, Slobodan, Tešević, Vele, "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina" in Journal of the Serbian Chemical Society, 86, no. 9 (2021):809-817,
https://doi.org/10.2298/JSC210401039S . .

TY  - CONF
AU  - Sofrenić, Ivana
AU  - Ljujić, Jovana
AU  - Simić, Katarina
AU  - Kukić-Marković, Jelena
AU  - Ivanović, Nevena
AU  - Dodevska, Margarita
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7394
AB  - Edible nuts and seeds are nutrient-rich food, and also valuable source of various bioactive compounds. Among them are phytosterols, plant triterpenes with proven antioxidant, anti-inflammatory and antibacterial properties. Due to their similar structure with cholesterol, these plant sterols, when digested, compete with cholesterol for small intestine absorption leading to lowering of the cholesterol level in blood.
PB  - University Prince of Songkla, Thailand; University of Novi Sad, Faculty of Sciences, Serbia
C3  - Book of Abstracts, International Bioscience Conference and the 8th International PSU – UNS Bioscience Conference, 25-26 November 2021, Novi Sad, Serbia
T1  - Phytosterol composition of selected nuts and seeds from the Serbian market
SP  - 229
EP  - 229
UR  - https://hdl.handle.net/21.15107/rcub_cer_7394
ER  - 

@conference{
author = "Sofrenić, Ivana and Ljujić, Jovana and Simić, Katarina and Kukić-Marković, Jelena and Ivanović, Nevena and Dodevska, Margarita",
year = "2021",
abstract = "Edible nuts and seeds are nutrient-rich food, and also valuable source of various bioactive compounds. Among them are phytosterols, plant triterpenes with proven antioxidant, anti-inflammatory and antibacterial properties. Due to their similar structure with cholesterol, these plant sterols, when digested, compete with cholesterol for small intestine absorption leading to lowering of the cholesterol level in blood.",
publisher = "University Prince of Songkla, Thailand; University of Novi Sad, Faculty of Sciences, Serbia",
journal = "Book of Abstracts, International Bioscience Conference and the 8th International PSU – UNS Bioscience Conference, 25-26 November 2021, Novi Sad, Serbia",
title = "Phytosterol composition of selected nuts and seeds from the Serbian market",
pages = "229-229",
url = "https://hdl.handle.net/21.15107/rcub_cer_7394"
}

Sofrenić, I., Ljujić, J., Simić, K., Kukić-Marković, J., Ivanović, N.,& Dodevska, M.. (2021). Phytosterol composition of selected nuts and seeds from the Serbian market. in Book of Abstracts, International Bioscience Conference and the 8th International PSU – UNS Bioscience Conference, 25-26 November 2021, Novi Sad, Serbia
University Prince of Songkla, Thailand; University of Novi Sad, Faculty of Sciences, Serbia., 229-229.
https://hdl.handle.net/21.15107/rcub_cer_7394

Sofrenić I, Ljujić J, Simić K, Kukić-Marković J, Ivanović N, Dodevska M. Phytosterol composition of selected nuts and seeds from the Serbian market. in Book of Abstracts, International Bioscience Conference and the 8th International PSU – UNS Bioscience Conference, 25-26 November 2021, Novi Sad, Serbia. 2021;:229-229.
https://hdl.handle.net/21.15107/rcub_cer_7394 .

Sofrenić, Ivana, Ljujić, Jovana, Simić, Katarina, Kukić-Marković, Jelena, Ivanović, Nevena, Dodevska, Margarita, "Phytosterol composition of selected nuts and seeds from the Serbian market" in Book of Abstracts, International Bioscience Conference and the 8th International PSU – UNS Bioscience Conference, 25-26 November 2021, Novi Sad, Serbia (2021):229-229,
https://hdl.handle.net/21.15107/rcub_cer_7394 .

TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Ljujić, Jovana
AU  - Simić, Katarina
AU  - Ivanović, Stefan
AU  - Stanković Jeremić, Jovana
AU  - Ćirić, Ana
AU  - Soković, Marina
AU  - Andjelković, Boban
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4909
AB  - The objective of this study was to test four-dimensional LC-ESI-MS/MS chromatography in analysis of complex mixture such as ethanol extracts of different propolis samples. In total more than 1200 picks were identified and only for 185 literature conformation was found. The given data represent the result of tentative identification, and summarized results are given in the text. Comparing the samples, from different altitudes, 96 components were detected as characteristic in high altitude samples and 18 in samples collected at low altitudes. Antimicrobial activity of ethanol extracts of propolis (EEP) and pro­pyl­ene glycol extracts of propolis (PGEP) were carried out on S. aureus, B. cereus, M. flavus, L. monocytogenes, P. aeruginosa, S. typhimurium, E. coli and E. cloacae bacterial strains and compared with broad-spectrum antibiotics, streptomycin and ampicillin. Anti-quorum sensing activity was performed on P. aeruginosa by testing the effect of representative propolis extracts on bio­film formation, twitching and motility activity and production of pyocyanin. We demonstrated that the majority of explored propolis extracts have greater or equal minimal inhibitory concentration and minimum bactericidal concen­tra­tion values compared to antibiotics, independently of the solvent used for the extraction. The samples collected from the highest altitude emerged as least active antimicrobial agents but with the greatest potential as anti-quorum sen­sing agents.
AB  - Циљ овог истраживања је билo тестирање четвородимензионалне LC–ESI-MS/MS хроматографије у анализи комплексних смеша, као што су етанолни екстракти различитих узорака прополиса. Укупно је идентификовано више од 1200 пикова, а самo за 185 смо нашли литературну потврду. Приказани подаци представљају тентативну идентификацију и сумирани резултат је дат у тексту. Поређењем узорака са различитих надморских висина, за 96 једињења је утврђено да се налазе само у узорцима са високе надморске висине и 18 само у узорцима прикупљеним на нижим надморским висинама. Антибактеријске активности етанолних и пропиленгликолних екстрактата прополиса (EEP и PGEP, редом) тестиране су на S. aureus, B. cereus, M. flavus, L. monocytogenes, P. aeruginosa, S. typhimurium, E. coli и E. cloacae бактеријским линијама и поређене са анти- биотицима широког спектра деловања, стрептомицином и ампицилином. Anti-quorum sensing активност је тестирана на P. aeruginosa испитивањем ефекта репрезентативних екстраката прополиса на формирање биофилма, тестовима покретљивости руба коло- није (twitching и mobility) и производње пиоцианина. Показали смо да највећи број, коришћених екстраката прополиса, има истe и/или мање MIC и MBC вредности, у поре- ђењу са атибиотицима, независно од растварача коришћеног за екстракцију. Узорци прикупљени на високим надморским висинама су се показали као најмање активни антибактерициди али имају велики anti-quorum sensing потенцијал.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Application of LC-MS/MS with ion mobility for chemical analysis of propolis extracts with antimicrobial potential
T1  - Примена lc–ms/ms технике са јонском покретљивошћу за хемијску анализу екстраката прополиса са антимикробним потенцијалом.
IS  - 12
SP  - 1205
EP  - 1218
DO  - 10.2298/JSC210812086S
ER  - 

@article{
author = "Sofrenić, Ivana and Ljujić, Jovana and Simić, Katarina and Ivanović, Stefan and Stanković Jeremić, Jovana and Ćirić, Ana and Soković, Marina and Andjelković, Boban",
year = "2021",
abstract = "The objective of this study was to test four-dimensional LC-ESI-MS/MS chromatography in analysis of complex mixture such as ethanol extracts of different propolis samples. In total more than 1200 picks were identified and only for 185 literature conformation was found. The given data represent the result of tentative identification, and summarized results are given in the text. Comparing the samples, from different altitudes, 96 components were detected as characteristic in high altitude samples and 18 in samples collected at low altitudes. Antimicrobial activity of ethanol extracts of propolis (EEP) and pro­pyl­ene glycol extracts of propolis (PGEP) were carried out on S. aureus, B. cereus, M. flavus, L. monocytogenes, P. aeruginosa, S. typhimurium, E. coli and E. cloacae bacterial strains and compared with broad-spectrum antibiotics, streptomycin and ampicillin. Anti-quorum sensing activity was performed on P. aeruginosa by testing the effect of representative propolis extracts on bio­film formation, twitching and motility activity and production of pyocyanin. We demonstrated that the majority of explored propolis extracts have greater or equal minimal inhibitory concentration and minimum bactericidal concen­tra­tion values compared to antibiotics, independently of the solvent used for the extraction. The samples collected from the highest altitude emerged as least active antimicrobial agents but with the greatest potential as anti-quorum sen­sing agents., Циљ овог истраживања је билo тестирање четвородимензионалне LC–ESI-MS/MS хроматографије у анализи комплексних смеша, као што су етанолни екстракти различитих узорака прополиса. Укупно је идентификовано више од 1200 пикова, а самo за 185 смо нашли литературну потврду. Приказани подаци представљају тентативну идентификацију и сумирани резултат је дат у тексту. Поређењем узорака са различитих надморских висина, за 96 једињења је утврђено да се налазе само у узорцима са високе надморске висине и 18 само у узорцима прикупљеним на нижим надморским висинама. Антибактеријске активности етанолних и пропиленгликолних екстрактата прополиса (EEP и PGEP, редом) тестиране су на S. aureus, B. cereus, M. flavus, L. monocytogenes, P. aeruginosa, S. typhimurium, E. coli и E. cloacae бактеријским линијама и поређене са анти- биотицима широког спектра деловања, стрептомицином и ампицилином. Anti-quorum sensing активност је тестирана на P. aeruginosa испитивањем ефекта репрезентативних екстраката прополиса на формирање биофилма, тестовима покретљивости руба коло- није (twitching и mobility) и производње пиоцианина. Показали смо да највећи број, коришћених екстраката прополиса, има истe и/или мање MIC и MBC вредности, у поре- ђењу са атибиотицима, независно од растварача коришћеног за екстракцију. Узорци прикупљени на високим надморским висинама су се показали као најмање активни антибактерициди али имају велики anti-quorum sensing потенцијал.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Application of LC-MS/MS with ion mobility for chemical analysis of propolis extracts with antimicrobial potential, Примена lc–ms/ms технике са јонском покретљивошћу за хемијску анализу екстраката прополиса са антимикробним потенцијалом.",
number = "12",
pages = "1205-1218",
doi = "10.2298/JSC210812086S"
}

Sofrenić, I., Ljujić, J., Simić, K., Ivanović, S., Stanković Jeremić, J., Ćirić, A., Soković, M.,& Andjelković, B.. (2021). Application of LC-MS/MS with ion mobility for chemical analysis of propolis extracts with antimicrobial potential. in Journal of the Serbian Chemical Society
Serbian Chemical Society.(12), 1205-1218.
https://doi.org/10.2298/JSC210812086S

Sofrenić I, Ljujić J, Simić K, Ivanović S, Stanković Jeremić J, Ćirić A, Soković M, Andjelković B. Application of LC-MS/MS with ion mobility for chemical analysis of propolis extracts with antimicrobial potential. in Journal of the Serbian Chemical Society. 2021;(12):1205-1218.
doi:10.2298/JSC210812086S .

Sofrenić, Ivana, Ljujić, Jovana, Simić, Katarina, Ivanović, Stefan, Stanković Jeremić, Jovana, Ćirić, Ana, Soković, Marina, Andjelković, Boban, "Application of LC-MS/MS with ion mobility for chemical analysis of propolis extracts with antimicrobial potential" in Journal of the Serbian Chemical Society, no. 12 (2021):1205-1218,
https://doi.org/10.2298/JSC210812086S . .

TY  - CONF
AU  - Stanković, Jovana
AU  - Gođevac, Dejan
AU  - Cvetković, Mirjana
AU  - Tešević, Vele
AU  - Sofrenić, Ivana
AU  - Ivanović, Stefan
AU  - Novaković, Miroslav
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5527
AB  - A new flavonoid glucoside derivative, patuletin 3-O-(2-O-feruloyl)-β-D-glucuronopyranosyl-(1→2)-β-Dglucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-
D-glucopyranosyl-3-O-(2-O-sulfo-β-D-galactopyranosyl)-(1→2)-α-L-arabinopyranoside-30-alolean-12-en-28-
oate (2), named atriplexogenin I, β-D glucopyranosyl-3-O-(2-O-sulfo-β-D-galactopyranosyl)-(1→2)-α-Larabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-D-glucopyranosyl-3-
O-(β-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→2)-α-L-arabinopyranoside)-30-alolean-12-en-28-oate
(4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography
from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary
metabolites, patuletin 3-O-β-D-apiofuranosyl-(1‴→2″)-β-D-glucopyranoside (5) and patuletin 3-O-5‴-Oferuloyl-β-D-apiofuranosyl-(1‴→2″)-β-D-glucopyranoside (6), were isolated for the first time from A. tatarica.
The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data.
Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed.
The best activity against Micrococcus flavus and Pseudomonas aeruginosa showed compound 1, while against
Listeria monocytogenes and Escherichia coli the strongest activity was shown by compound 5. Isolated
saponins (2-4) exhibited a more pronounced biofilm inhibition activity than flavonoid glycosides (1, 5-6). The
best anti-biofilm activity showed compound 2.
PB  - Portugal : PROTEOMASS Scientific Society
C3  - Book of abstracts - 5th International Caparica Christmas Conference on Sample Treatment (ST 2021), 15th – 18th November 2021, Caparica, Portugal
T1  - Antibacterial	 and	 Antibiofilm	 Activity	 of	 Flavonoid	 and	 Saponin	 Derivatives	 from	 Atriplex	 tatarica against	 Pseudomonas	 aeruginosa
SP  - 150
EP  - 150
UR  - https://hdl.handle.net/21.15107/rcub_cer_5527
ER  - 

@conference{
author = "Stanković, Jovana and Gođevac, Dejan and Cvetković, Mirjana and Tešević, Vele and Sofrenić, Ivana and Ivanović, Stefan and Novaković, Miroslav",
year = "2021",
abstract = "A new flavonoid glucoside derivative, patuletin 3-O-(2-O-feruloyl)-β-D-glucuronopyranosyl-(1→2)-β-Dglucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-
D-glucopyranosyl-3-O-(2-O-sulfo-β-D-galactopyranosyl)-(1→2)-α-L-arabinopyranoside-30-alolean-12-en-28-
oate (2), named atriplexogenin I, β-D glucopyranosyl-3-O-(2-O-sulfo-β-D-galactopyranosyl)-(1→2)-α-Larabinopyranoside)-30-hydroxyolean-12-en-28-oate (3), named atriplexogenin II, and β-D-glucopyranosyl-3-
O-(β-D-glucopyranosyl-(1→2)-β-D-galactopyranosyl-(1→2)-α-L-arabinopyranoside)-30-alolean-12-en-28-oate
(4), named atriplexogenin III, were isolated by silica gel column and semipreparative HPLC chromatography
from the n-butanol extract of the salt marsh plant Atriplex tatarica. In addition, two known secondary
metabolites, patuletin 3-O-β-D-apiofuranosyl-(1‴→2″)-β-D-glucopyranoside (5) and patuletin 3-O-5‴-Oferuloyl-β-D-apiofuranosyl-(1‴→2″)-β-D-glucopyranoside (6), were isolated for the first time from A. tatarica.
The structures of the isolated compounds were elucidated by 1D and 2D NMR, HRESIMS, IR, and UV data.
Antibacterial activity by the microdilution method and antibiofilm activity against P. aeruginosa were assessed.
The best activity against Micrococcus flavus and Pseudomonas aeruginosa showed compound 1, while against
Listeria monocytogenes and Escherichia coli the strongest activity was shown by compound 5. Isolated
saponins (2-4) exhibited a more pronounced biofilm inhibition activity than flavonoid glycosides (1, 5-6). The
best anti-biofilm activity showed compound 2.",
publisher = "Portugal : PROTEOMASS Scientific Society",
journal = "Book of abstracts - 5th International Caparica Christmas Conference on Sample Treatment (ST 2021), 15th – 18th November 2021, Caparica, Portugal",
title = "Antibacterial	 and	 Antibiofilm	 Activity	 of	 Flavonoid	 and	 Saponin	 Derivatives	 from	 Atriplex	 tatarica against	 Pseudomonas	 aeruginosa",
pages = "150-150",
url = "https://hdl.handle.net/21.15107/rcub_cer_5527"
}

Stanković, J., Gođevac, D., Cvetković, M., Tešević, V., Sofrenić, I., Ivanović, S.,& Novaković, M.. (2021). Antibacterial	 and	 Antibiofilm	 Activity	 of	 Flavonoid	 and	 Saponin	 Derivatives	 from	 Atriplex	 tatarica against	 Pseudomonas	 aeruginosa. in Book of abstracts - 5th International Caparica Christmas Conference on Sample Treatment (ST 2021), 15th – 18th November 2021, Caparica, Portugal
Portugal : PROTEOMASS Scientific Society., 150-150.
https://hdl.handle.net/21.15107/rcub_cer_5527

Stanković J, Gođevac D, Cvetković M, Tešević V, Sofrenić I, Ivanović S, Novaković M. Antibacterial	 and	 Antibiofilm	 Activity	 of	 Flavonoid	 and	 Saponin	 Derivatives	 from	 Atriplex	 tatarica against	 Pseudomonas	 aeruginosa. in Book of abstracts - 5th International Caparica Christmas Conference on Sample Treatment (ST 2021), 15th – 18th November 2021, Caparica, Portugal. 2021;:150-150.
https://hdl.handle.net/21.15107/rcub_cer_5527 .

Stanković, Jovana, Gođevac, Dejan, Cvetković, Mirjana, Tešević, Vele, Sofrenić, Ivana, Ivanović, Stefan, Novaković, Miroslav, "Antibacterial	 and	 Antibiofilm	 Activity	 of	 Flavonoid	 and	 Saponin	 Derivatives	 from	 Atriplex	 tatarica against	 Pseudomonas	 aeruginosa" in Book of abstracts - 5th International Caparica Christmas Conference on Sample Treatment (ST 2021), 15th – 18th November 2021, Caparica, Portugal (2021):150-150,
https://hdl.handle.net/21.15107/rcub_cer_5527 .

TY  - CONF
AU  - Anđelković, Boban
AU  - Sofrenić, Ivana
AU  - Ljujić, Jovana
AU  - Simić, Katarina
AU  - Ivanović, Stefan
AU  - Gođevac, Dejan
AU  - Tešević, Vele
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5528
AB  - FTIR spectroscopy is non-destructive and simple analytical technique that requires
small sample amounts for providing information about functional groups in molecules. In
certain cases, it is indispensable for structure elucidation of complex organic molecules such as
triterpene derivatives1. Applying this technique, it is possible to monitor the change in the
secondary structure of the protein.2.
Combined with various statistical methods it is a powerful analytical tool in
metabolomics. Thus, FTIR data based statistical models enabled propolis classification and
floral origin determination3. In combination with biological tests such as cytotoxic activity), it
can be used for biologically guided isolation of active compounds4.
Nowadays FTIR spectroscopy is being routinely used for solving various practical
analytical problems, e. g. quality analysis of bees products (beeswax and honey), quantitative
determination of the major constituents in most types of food and agricultural products,
straightforward identification of kidney and bladder stones etc.
PB  - Societat Catalana de Química (SCQ) (Catalan Chemical Society)
PB  - EuChemS Divison of Organic Chemistry
C3  - XII Young Investigator Workshop, 25th – 26th November 2021, Barcelona, Spain
T1  - Ft-IR spectroscopy as a simple tool for rapid solution of various problems
SP  - 35
EP  - 35
UR  - https://hdl.handle.net/21.15107/rcub_cer_5528
ER  - 

@conference{
author = "Anđelković, Boban and Sofrenić, Ivana and Ljujić, Jovana and Simić, Katarina and Ivanović, Stefan and Gođevac, Dejan and Tešević, Vele",
year = "2021",
abstract = "FTIR spectroscopy is non-destructive and simple analytical technique that requires
small sample amounts for providing information about functional groups in molecules. In
certain cases, it is indispensable for structure elucidation of complex organic molecules such as
triterpene derivatives1. Applying this technique, it is possible to monitor the change in the
secondary structure of the protein.2.
Combined with various statistical methods it is a powerful analytical tool in
metabolomics. Thus, FTIR data based statistical models enabled propolis classification and
floral origin determination3. In combination with biological tests such as cytotoxic activity), it
can be used for biologically guided isolation of active compounds4.
Nowadays FTIR spectroscopy is being routinely used for solving various practical
analytical problems, e. g. quality analysis of bees products (beeswax and honey), quantitative
determination of the major constituents in most types of food and agricultural products,
straightforward identification of kidney and bladder stones etc.",
publisher = "Societat Catalana de Química (SCQ) (Catalan Chemical Society), EuChemS Divison of Organic Chemistry",
journal = "XII Young Investigator Workshop, 25th – 26th November 2021, Barcelona, Spain",
title = "Ft-IR spectroscopy as a simple tool for rapid solution of various problems",
pages = "35-35",
url = "https://hdl.handle.net/21.15107/rcub_cer_5528"
}

Anđelković, B., Sofrenić, I., Ljujić, J., Simić, K., Ivanović, S., Gođevac, D.,& Tešević, V.. (2021). Ft-IR spectroscopy as a simple tool for rapid solution of various problems. in XII Young Investigator Workshop, 25th – 26th November 2021, Barcelona, Spain
Societat Catalana de Química (SCQ) (Catalan Chemical Society)., 35-35.
https://hdl.handle.net/21.15107/rcub_cer_5528

Anđelković B, Sofrenić I, Ljujić J, Simić K, Ivanović S, Gođevac D, Tešević V. Ft-IR spectroscopy as a simple tool for rapid solution of various problems. in XII Young Investigator Workshop, 25th – 26th November 2021, Barcelona, Spain. 2021;:35-35.
https://hdl.handle.net/21.15107/rcub_cer_5528 .

Anđelković, Boban, Sofrenić, Ivana, Ljujić, Jovana, Simić, Katarina, Ivanović, Stefan, Gođevac, Dejan, Tešević, Vele, "Ft-IR spectroscopy as a simple tool for rapid solution of various problems" in XII Young Investigator Workshop, 25th – 26th November 2021, Barcelona, Spain (2021):35-35,
https://hdl.handle.net/21.15107/rcub_cer_5528 .

TY  - JOUR
AU  - Đorđević, Iris
AU  - Cvetković, Mirjana
AU  - Jadranin, Milka
AU  - Bojović, Srdjan
AU  - Andjelković, Boban
AU  - Sofrenić, Ivana
AU  - Simić, Katarina
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4907
AB  - Phytochemistry deals with the study of secondary metabolites pro­duced by plants that synthesize these compounds for many reasons, including their own protection against attack of herbivores and plant diseases. Secondary metabolites are believed to represent plant adaptation to various environmental factors and that they enabled the survival of the species. Secondary metabolites of plants can have curative or toxic effects in humans and animals. Herbal medicine has a long tradition in folk medicine and until the early 20th century, when synthetic organic chemistry began to develop, plants were the main source of medicines. The two basic goals of our phytochemical research are: isolation and identification of new (biologically active) compounds – potential drugs, and chemotaxonomy (chemo­systematics). In the following text through one selected example, the genus Amphoricarpos Vis., our phytochemical res­earch is shown on both aspects.
AB  - Фитохемија се бави изучавањем секундарних метаболита кoje биљке синтетишу из много разлога, укључујући сопствену заштиту од напада биљоједа и од биљних болести. Сматра се да секундарни метаболити представљају адаптацију биљака на различите факторе околине и да су управо они омогућили опстанак врста. Секундарни метаболити биљака могу испољити лековито или токсично дејство на људе и животиње. Лечење биљем има дугу традицију у народној медицини и све до почетка 20. века, када је почела да се развија синтетичка органска хемија, биљке су биле главни извор лекова. Основни циљеви наших фитохемијских истраживања обухватају: изоловање и идентификацију нових (биолошки активних) једињења – потенцијалних лекова, и хемотаксономију (хемосистематика). У тексту су кроз један одабран пример – род Amphoricarpos Vis. – приказана оба наведена аспекта наших фитохемијских истраживања.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Phytochemical study of the genus amphoricarpos
T1  - Фитохемијско истраживање биљног рода Amphoricarpos
VL  - 86
IS  - 12
SP  - 1177
EP  - 1193
DO  - 10.2298/JSC210726083D
ER  - 

@article{
author = "Đorđević, Iris and Cvetković, Mirjana and Jadranin, Milka and Bojović, Srdjan and Andjelković, Boban and Sofrenić, Ivana and Simić, Katarina",
year = "2021",
abstract = "Phytochemistry deals with the study of secondary metabolites pro­duced by plants that synthesize these compounds for many reasons, including their own protection against attack of herbivores and plant diseases. Secondary metabolites are believed to represent plant adaptation to various environmental factors and that they enabled the survival of the species. Secondary metabolites of plants can have curative or toxic effects in humans and animals. Herbal medicine has a long tradition in folk medicine and until the early 20th century, when synthetic organic chemistry began to develop, plants were the main source of medicines. The two basic goals of our phytochemical research are: isolation and identification of new (biologically active) compounds – potential drugs, and chemotaxonomy (chemo­systematics). In the following text through one selected example, the genus Amphoricarpos Vis., our phytochemical res­earch is shown on both aspects., Фитохемија се бави изучавањем секундарних метаболита кoje биљке синтетишу из много разлога, укључујући сопствену заштиту од напада биљоједа и од биљних болести. Сматра се да секундарни метаболити представљају адаптацију биљака на различите факторе околине и да су управо они омогућили опстанак врста. Секундарни метаболити биљака могу испољити лековито или токсично дејство на људе и животиње. Лечење биљем има дугу традицију у народној медицини и све до почетка 20. века, када је почела да се развија синтетичка органска хемија, биљке су биле главни извор лекова. Основни циљеви наших фитохемијских истраживања обухватају: изоловање и идентификацију нових (биолошки активних) једињења – потенцијалних лекова, и хемотаксономију (хемосистематика). У тексту су кроз један одабран пример – род Amphoricarpos Vis. – приказана оба наведена аспекта наших фитохемијских истраживања.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Phytochemical study of the genus amphoricarpos, Фитохемијско истраживање биљног рода Amphoricarpos",
volume = "86",
number = "12",
pages = "1177-1193",
doi = "10.2298/JSC210726083D"
}

Đorđević, I., Cvetković, M., Jadranin, M., Bojović, S., Andjelković, B., Sofrenić, I.,& Simić, K.. (2021). Phytochemical study of the genus amphoricarpos. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(12), 1177-1193.
https://doi.org/10.2298/JSC210726083D

Đorđević I, Cvetković M, Jadranin M, Bojović S, Andjelković B, Sofrenić I, Simić K. Phytochemical study of the genus amphoricarpos. in Journal of the Serbian Chemical Society. 2021;86(12):1177-1193.
doi:10.2298/JSC210726083D .

Đorđević, Iris, Cvetković, Mirjana, Jadranin, Milka, Bojović, Srdjan, Andjelković, Boban, Sofrenić, Ivana, Simić, Katarina, "Phytochemical study of the genus amphoricarpos" in Journal of the Serbian Chemical Society, 86, no. 12 (2021):1177-1193,
https://doi.org/10.2298/JSC210726083D . .

TY  - CONF
AU  - Anđelković, Boban
AU  - Sofrenić, Ivana
AU  - Đorđević, Iris
AU  - Ivanović, Stefan
AU  - Cvetković, Mirjana
AU  - Gođevac, Dejan
AU  - Milosavljević, Slobodan
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5525
AB  - Metabolomics has emerged in recent years as an indispensable tool for the analysis of thousands
of metabolites from crude natural extracts, leading to a paradigm shift in natural products drug
research. Many of the technologies used in metabolomics have method-specific advantages and
drawbacks in terms of diversity of metabolites detected, sensitivity, or resolution.
We will describe the use of metabolomic methods for:
• Correlation of propolis composition to altitude of collection and revealing its major botanical
origin.
• revealing cytotoxic metabolites from Mahonia aquifolium stem-bark
• application for differentiation of the ambiguous taxonomy of the genus Amphoricarpos Vis.
In order to correlate variability in Populus type propolis composition with the altitude of its
collection, NMR spectroscopy followed by OPLS was conducted. The botanical origin of propolis
was established by comparing propolis spectral data to those of buds of various Populus species.
An O2PLS method was utilized to integrate two blocks of data. The utilization of various NMR
experiments, in combination with sophisticated multivariate analysis methods, was demonstrated
to be a powerful tool to correlate propolis composition to altitude of collection and reveal its major
botanical origin. OPLS methods were used to identify changes in the chemical composition of
propolis, while O2PLS methods enabled the identification of the botanical origin of propolis.[1]
A 1H NMR-based metabolomics method was used to reveal cytotoxic metabolites from Mahonia
aquifolium stem-bark. Primary and secondary metabolites in the Mahonia aquifolium extracts
were identified by thorough analysis of 1H and 2D NMR spectra, without prior isolation. An OPLS
multivariate analysis method was used to correlate the chemical composition of the plant extracts
with the results of cytotoxic activity against Human cervical adenocarcinoma cell line.[2]
Metabolomic methods were used to get more insight into the ambiguous taxonomy of the genus
Amphoricarpos Vis. The 1H NMR spectroscopy combined with multivariate data analysis has been
applied. OPLS-DA has been shown to be the best method for clear discrimination of these samples
based on the metabolites present in the extracts. 1H NMR fingerprinting in combination with PCA
and OPLS-DA showed a clear separation between the species resulting in two groups according to
metabolomic similarities.
PB  - Zagreb, Croatia : Department of Chemistry, Faculty of Science, University of Zagreb
C3  - Book of abstracts - The Adriatic NMR Conference, 22–24 September 2020, Peroj, Croatia
T1  - NMR metabolomics insight into phytochemistry
SP  - 30
EP  - 30
UR  - https://hdl.handle.net/21.15107/rcub_cer_5525
ER  - 

@conference{
author = "Anđelković, Boban and Sofrenić, Ivana and Đorđević, Iris and Ivanović, Stefan and Cvetković, Mirjana and Gođevac, Dejan and Milosavljević, Slobodan",
year = "2020",
abstract = "Metabolomics has emerged in recent years as an indispensable tool for the analysis of thousands
of metabolites from crude natural extracts, leading to a paradigm shift in natural products drug
research. Many of the technologies used in metabolomics have method-specific advantages and
drawbacks in terms of diversity of metabolites detected, sensitivity, or resolution.
We will describe the use of metabolomic methods for:
• Correlation of propolis composition to altitude of collection and revealing its major botanical
origin.
• revealing cytotoxic metabolites from Mahonia aquifolium stem-bark
• application for differentiation of the ambiguous taxonomy of the genus Amphoricarpos Vis.
In order to correlate variability in Populus type propolis composition with the altitude of its
collection, NMR spectroscopy followed by OPLS was conducted. The botanical origin of propolis
was established by comparing propolis spectral data to those of buds of various Populus species.
An O2PLS method was utilized to integrate two blocks of data. The utilization of various NMR
experiments, in combination with sophisticated multivariate analysis methods, was demonstrated
to be a powerful tool to correlate propolis composition to altitude of collection and reveal its major
botanical origin. OPLS methods were used to identify changes in the chemical composition of
propolis, while O2PLS methods enabled the identification of the botanical origin of propolis.[1]
A 1H NMR-based metabolomics method was used to reveal cytotoxic metabolites from Mahonia
aquifolium stem-bark. Primary and secondary metabolites in the Mahonia aquifolium extracts
were identified by thorough analysis of 1H and 2D NMR spectra, without prior isolation. An OPLS
multivariate analysis method was used to correlate the chemical composition of the plant extracts
with the results of cytotoxic activity against Human cervical adenocarcinoma cell line.[2]
Metabolomic methods were used to get more insight into the ambiguous taxonomy of the genus
Amphoricarpos Vis. The 1H NMR spectroscopy combined with multivariate data analysis has been
applied. OPLS-DA has been shown to be the best method for clear discrimination of these samples
based on the metabolites present in the extracts. 1H NMR fingerprinting in combination with PCA
and OPLS-DA showed a clear separation between the species resulting in two groups according to
metabolomic similarities.",
publisher = "Zagreb, Croatia : Department of Chemistry, Faculty of Science, University of Zagreb",
journal = "Book of abstracts - The Adriatic NMR Conference, 22–24 September 2020, Peroj, Croatia",
title = "NMR metabolomics insight into phytochemistry",
pages = "30-30",
url = "https://hdl.handle.net/21.15107/rcub_cer_5525"
}

Anđelković, B., Sofrenić, I., Đorđević, I., Ivanović, S., Cvetković, M., Gođevac, D.,& Milosavljević, S.. (2020). NMR metabolomics insight into phytochemistry. in Book of abstracts - The Adriatic NMR Conference, 22–24 September 2020, Peroj, Croatia
Zagreb, Croatia : Department of Chemistry, Faculty of Science, University of Zagreb., 30-30.
https://hdl.handle.net/21.15107/rcub_cer_5525

Anđelković B, Sofrenić I, Đorđević I, Ivanović S, Cvetković M, Gođevac D, Milosavljević S. NMR metabolomics insight into phytochemistry. in Book of abstracts - The Adriatic NMR Conference, 22–24 September 2020, Peroj, Croatia. 2020;:30-30.
https://hdl.handle.net/21.15107/rcub_cer_5525 .

Anđelković, Boban, Sofrenić, Ivana, Đorđević, Iris, Ivanović, Stefan, Cvetković, Mirjana, Gođevac, Dejan, Milosavljević, Slobodan, "NMR metabolomics insight into phytochemistry" in Book of abstracts - The Adriatic NMR Conference, 22–24 September 2020, Peroj, Croatia (2020):30-30,
https://hdl.handle.net/21.15107/rcub_cer_5525 .

TY  - JOUR
AU  - Ozek, Gulmira
AU  - Yur, Suleyman
AU  - Goger, Fatih
AU  - Ozek, Temel
AU  - Anđelković, Boban D.
AU  - Gođevac, Dejan
AU  - Sofrenić, Ivana
AU  - Aneva, Ina
AU  - Todorova, Milka
AU  - Trendafilova, Antoaneta
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2869
AB  - Hexane extracts of Heracleum verticillatum, H. sibiricum, H. angustisectum, and H. ternatum were studied for their furanocoumarin content antioxidant potential and acetylcholinesterase and α-amylase inhibitory activities. Quantification of the furanocoumarins was performed by 1H-NMR. Pimpinellin was found to be the main component in the roots of all studied species. Bergapten and imperatorin were the major compounds in the fruits of H. sibiricum and H. verticillatum, respectively, while byakangelicol dominated in H. angustisectum and H. ternatum fruits. The leaf and fruit extracts of H. angustisectum demonstrated the highest DPPH radical scavenging activity and TEAC (IC50 0.58 mg/mL and 1.83 mM, respectively). The root extracts of H. verticillatum and H.angustisectum were found to be the most effective against acetylcholinesterase (IC50 0.30 and 0.34 mg/mL, respectively). The studied extracts were not active or demonstrated a weak inhibitory effect (%Inh. up to 29.7) towards α-amylase.
PB  - Willey
T2  - Chemistry and Biodiversity
T1  - Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes
VL  - 16
IS  - 4
SP  - e1800672
DO  - 10.1002/cbdv.201800672
ER  - 

@article{
author = "Ozek, Gulmira and Yur, Suleyman and Goger, Fatih and Ozek, Temel and Anđelković, Boban D. and Gođevac, Dejan and Sofrenić, Ivana and Aneva, Ina and Todorova, Milka and Trendafilova, Antoaneta",
year = "2019",
abstract = "Hexane extracts of Heracleum verticillatum, H. sibiricum, H. angustisectum, and H. ternatum were studied for their furanocoumarin content antioxidant potential and acetylcholinesterase and α-amylase inhibitory activities. Quantification of the furanocoumarins was performed by 1H-NMR. Pimpinellin was found to be the main component in the roots of all studied species. Bergapten and imperatorin were the major compounds in the fruits of H. sibiricum and H. verticillatum, respectively, while byakangelicol dominated in H. angustisectum and H. ternatum fruits. The leaf and fruit extracts of H. angustisectum demonstrated the highest DPPH radical scavenging activity and TEAC (IC50 0.58 mg/mL and 1.83 mM, respectively). The root extracts of H. verticillatum and H.angustisectum were found to be the most effective against acetylcholinesterase (IC50 0.30 and 0.34 mg/mL, respectively). The studied extracts were not active or demonstrated a weak inhibitory effect (%Inh. up to 29.7) towards α-amylase.",
publisher = "Willey",
journal = "Chemistry and Biodiversity",
title = "Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes",
volume = "16",
number = "4",
pages = "e1800672",
doi = "10.1002/cbdv.201800672"
}

Ozek, G., Yur, S., Goger, F., Ozek, T., Anđelković, B. D., Gođevac, D., Sofrenić, I., Aneva, I., Todorova, M.,& Trendafilova, A.. (2019). Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes. in Chemistry and Biodiversity
Willey., 16(4), e1800672.
https://doi.org/10.1002/cbdv.201800672

Ozek G, Yur S, Goger F, Ozek T, Anđelković BD, Gođevac D, Sofrenić I, Aneva I, Todorova M, Trendafilova A. Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes. in Chemistry and Biodiversity. 2019;16(4):e1800672.
doi:10.1002/cbdv.201800672 .

Ozek, Gulmira, Yur, Suleyman, Goger, Fatih, Ozek, Temel, Anđelković, Boban D., Gođevac, Dejan, Sofrenić, Ivana, Aneva, Ina, Todorova, Milka, Trendafilova, Antoaneta, "Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes" in Chemistry and Biodiversity, 16, no. 4 (2019):e1800672,
https://doi.org/10.1002/cbdv.201800672 . .

TY  - JOUR
AU  - Ozek, Gulmira
AU  - Yur, Suleyman
AU  - Goger, Fatih
AU  - Ozek, Temel
AU  - Anđelković, Boban D.
AU  - Gođevac, Dejan
AU  - Sofrenić, Ivana
AU  - Aneva, Ina
AU  - Todorova, Milka
AU  - Trendafilova, Antoaneta
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2869
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2899
AB  - Hexane extracts of Heracleum verticillatum, H. sibiricum, H. angustisectum, and H. ternatum were studied fortheir furanocoumarin content antioxidant potential and acetylcholinesterase and α-amylase inhibitory activities.Quantification of the furanocoumarins was performed by 1H-NMR. Pimpinellin was found to be the maincomponent in the roots of all studied species. Bergapten and imperatorin were the major compounds in thefruits of H. sibiricum and H. verticillatum, respectively, while byakangelicol dominated in H. angustisectum and H.ternatum fruits. The leaf and fruit extracts of H. angustisectum demonstrated the highest DPPH radical scavengingactivity and TEAC (IC50 0.58 mg/mL and 1.83 mM, respectively). The root extracts of H. verticillatum and H.angustisectum were found to be the most effective against acetylcholinesterase (IC50 0.30 and 0.34 mg/mL,respectively). The studied extracts were not active or demonstrated a weak inhibitory effect (%Inh. up to 29.7)towards α-amylase.
PB  - Willey
T2  - Chemistry and Biodiversity
T1  - Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes
VL  - 16
IS  - 4
SP  - e1800672
DO  - 10.1002/cbdv.201800672
ER  - 

@article{
author = "Ozek, Gulmira and Yur, Suleyman and Goger, Fatih and Ozek, Temel and Anđelković, Boban D. and Gođevac, Dejan and Sofrenić, Ivana and Aneva, Ina and Todorova, Milka and Trendafilova, Antoaneta",
year = "2019",
abstract = "Hexane extracts of Heracleum verticillatum, H. sibiricum, H. angustisectum, and H. ternatum were studied fortheir furanocoumarin content antioxidant potential and acetylcholinesterase and α-amylase inhibitory activities.Quantification of the furanocoumarins was performed by 1H-NMR. Pimpinellin was found to be the maincomponent in the roots of all studied species. Bergapten and imperatorin were the major compounds in thefruits of H. sibiricum and H. verticillatum, respectively, while byakangelicol dominated in H. angustisectum and H.ternatum fruits. The leaf and fruit extracts of H. angustisectum demonstrated the highest DPPH radical scavengingactivity and TEAC (IC50 0.58 mg/mL and 1.83 mM, respectively). The root extracts of H. verticillatum and H.angustisectum were found to be the most effective against acetylcholinesterase (IC50 0.30 and 0.34 mg/mL,respectively). The studied extracts were not active or demonstrated a weak inhibitory effect (%Inh. up to 29.7)towards α-amylase.",
publisher = "Willey",
journal = "Chemistry and Biodiversity",
title = "Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes",
volume = "16",
number = "4",
pages = "e1800672",
doi = "10.1002/cbdv.201800672"
}

Ozek, G., Yur, S., Goger, F., Ozek, T., Anđelković, B. D., Gođevac, D., Sofrenić, I., Aneva, I., Todorova, M.,& Trendafilova, A.. (2019). Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes. in Chemistry and Biodiversity
Willey., 16(4), e1800672.
https://doi.org/10.1002/cbdv.201800672

Ozek G, Yur S, Goger F, Ozek T, Anđelković BD, Gođevac D, Sofrenić I, Aneva I, Todorova M, Trendafilova A. Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes. in Chemistry and Biodiversity. 2019;16(4):e1800672.
doi:10.1002/cbdv.201800672 .

Ozek, Gulmira, Yur, Suleyman, Goger, Fatih, Ozek, Temel, Anđelković, Boban D., Gođevac, Dejan, Sofrenić, Ivana, Aneva, Ina, Todorova, Milka, Trendafilova, Antoaneta, "Furanocoumarin Content, Antioxidant Activity, and Inhibitory Potential of Heracleum verticillatum, Heracleum sibiricum, Heracleum angustisectum, and Heracleum ternatum Extracts against Enzymes Involved in Alzheimer’s Disease and Type II Diabetes" in Chemistry and Biodiversity, 16, no. 4 (2019):e1800672,
https://doi.org/10.1002/cbdv.201800672 . .

TY  - JOUR
AU  - Ninić-Todorović, Jelena
AU  - Novaković, Miroslav
AU  - Čukanović, Jelena
AU  - Sofrenić, Ivana
AU  - Todorović, Ivan
AU  - Todorović, Dragan
AU  - Tešević, Vele
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3466
AB  - Five genotypes of Turkish hazelnuts (Corylus colurna L.) were analyzed for chemical composition,
including total oil content, fatty acid and sterol composition. The oil yields from these kernels
varied from 36.5% to 60.8% and the main fatty acids were oleic acid (79.34–83.0%) and linoleic acid
(7.52–10.81%). The polyunsaturated/saturated fatty acid ratio was low, ranging from 0.87 to 1.25. Total phytosterol content ranged from 4.52 to 6.50 mg g-1 of oil. Among the eleven sterols identified
and quantified, β-sitosterol was the major one with a mean percentage of 65.09% while fucosterol
and campesterol were the second and the third components of the group with mean values of 10.91%
and 4.36%, respectively. The radical scavenging activity was evaluated using 2.2-diphenyl-1 picrylhydrazyl (DPPH) assay.
PB  - Belgrade : Institute for Medicinal Plant Research 'Dr Josif Pančić'
T2  - Lekovite sirovine
T1  - Lipid composition and DPPH activities of the seed oil of five TurkiLipid composition and DPPH activities of the seed oil of five Turkish hazelnut genotypes (Corylus colurna L.)sh hazelnut genotypes (Corylus colurna L.)
VL  - 39
IS  - 39
SP  - 18
EP  - 22
DO  - 10.5937/leksir1939018N
ER  - 

@article{
author = "Ninić-Todorović, Jelena and Novaković, Miroslav and Čukanović, Jelena and Sofrenić, Ivana and Todorović, Ivan and Todorović, Dragan and Tešević, Vele",
year = "2019",
abstract = "Five genotypes of Turkish hazelnuts (Corylus colurna L.) were analyzed for chemical composition,
including total oil content, fatty acid and sterol composition. The oil yields from these kernels
varied from 36.5% to 60.8% and the main fatty acids were oleic acid (79.34–83.0%) and linoleic acid
(7.52–10.81%). The polyunsaturated/saturated fatty acid ratio was low, ranging from 0.87 to 1.25. Total phytosterol content ranged from 4.52 to 6.50 mg g-1 of oil. Among the eleven sterols identified
and quantified, β-sitosterol was the major one with a mean percentage of 65.09% while fucosterol
and campesterol were the second and the third components of the group with mean values of 10.91%
and 4.36%, respectively. The radical scavenging activity was evaluated using 2.2-diphenyl-1 picrylhydrazyl (DPPH) assay.",
publisher = "Belgrade : Institute for Medicinal Plant Research 'Dr Josif Pančić'",
journal = "Lekovite sirovine",
title = "Lipid composition and DPPH activities of the seed oil of five TurkiLipid composition and DPPH activities of the seed oil of five Turkish hazelnut genotypes (Corylus colurna L.)sh hazelnut genotypes (Corylus colurna L.)",
volume = "39",
number = "39",
pages = "18-22",
doi = "10.5937/leksir1939018N"
}

Ninić-Todorović, J., Novaković, M., Čukanović, J., Sofrenić, I., Todorović, I., Todorović, D.,& Tešević, V.. (2019). Lipid composition and DPPH activities of the seed oil of five TurkiLipid composition and DPPH activities of the seed oil of five Turkish hazelnut genotypes (Corylus colurna L.)sh hazelnut genotypes (Corylus colurna L.). in Lekovite sirovine
Belgrade : Institute for Medicinal Plant Research 'Dr Josif Pančić'., 39(39), 18-22.
https://doi.org/10.5937/leksir1939018N

Ninić-Todorović J, Novaković M, Čukanović J, Sofrenić I, Todorović I, Todorović D, Tešević V. Lipid composition and DPPH activities of the seed oil of five TurkiLipid composition and DPPH activities of the seed oil of five Turkish hazelnut genotypes (Corylus colurna L.)sh hazelnut genotypes (Corylus colurna L.). in Lekovite sirovine. 2019;39(39):18-22.
doi:10.5937/leksir1939018N .

Ninić-Todorović, Jelena, Novaković, Miroslav, Čukanović, Jelena, Sofrenić, Ivana, Todorović, Ivan, Todorović, Dragan, Tešević, Vele, "Lipid composition and DPPH activities of the seed oil of five TurkiLipid composition and DPPH activities of the seed oil of five Turkish hazelnut genotypes (Corylus colurna L.)sh hazelnut genotypes (Corylus colurna L.)" in Lekovite sirovine, 39, no. 39 (2019):18-22,
https://doi.org/10.5937/leksir1939018N . .