TY  - JOUR
AU  - Novaković, Miroslav
AU  - Ilić-Tomić, Tatjana
AU  - Đorđević, Iris
AU  - Anđelković, Boban D.
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
AU  - Asakawa, Yoshinori
PY  - 2023
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7188
AB  - Bisbibenzyls are specialized metabolites found exclusively in liverworts, until recently; they represent chemical markers of liverworts. Their occurrence in vascular plants was noticed in 2007, when they were found in Primula veris subsp. macrocalyx from Russia. This report prompted us to chemically analyze the two most common Serbian Primula species, P. veris subsp. columnae and P. acaulis, in order to determine the presence of bisbibenzyls in them. Our study revealed nine structurally distinct bisbibenzyls (1–9), identified based on 1D and 2D NMR, IR, UV and HRESIMS data. Among them were five previously undescribed compounds (2–6). The remaining com­ pounds found and previously described in the literature were: the bisbibenzyls riccardin C (1), isoperrottetin A (7), isoplagiochin E (8) and 11-O-demethylmarchantin I (9), as well as 4-hydroxyphenylmethylketone (10) and 4-hydroxy-3-methoxyphenylmethylketone (11). Riccardin C was the most dominant bisbibenzyl in both species studied. Previously, it was the first bisbibenzyl found in vascular plants (P. veris subsp. macrocalyx). An assessment of the cytotoxic activity of the isolated compounds against A549 lung cancer and healthy MRC5 cell lines was also the subject of our study. Compounds 6 and 9 exhibited significant cytotoxic activity expressed by IC50 values of 12 μM, but the selectivity was not satisfactory.
PB  - Elsevier
T2  - Phytochemistry
T1  - Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L
VL  - 212
SP  - 113719
DO  - 10.1016/j.phytochem.2023.113719
ER  - 

@article{
author = "Novaković, Miroslav and Ilić-Tomić, Tatjana and Đorđević, Iris and Anđelković, Boban D. and Tešević, Vele and Milosavljević, Slobodan and Asakawa, Yoshinori",
year = "2023, 2023",
abstract = "Bisbibenzyls are specialized metabolites found exclusively in liverworts, until recently; they represent chemical markers of liverworts. Their occurrence in vascular plants was noticed in 2007, when they were found in Primula veris subsp. macrocalyx from Russia. This report prompted us to chemically analyze the two most common Serbian Primula species, P. veris subsp. columnae and P. acaulis, in order to determine the presence of bisbibenzyls in them. Our study revealed nine structurally distinct bisbibenzyls (1–9), identified based on 1D and 2D NMR, IR, UV and HRESIMS data. Among them were five previously undescribed compounds (2–6). The remaining com­ pounds found and previously described in the literature were: the bisbibenzyls riccardin C (1), isoperrottetin A (7), isoplagiochin E (8) and 11-O-demethylmarchantin I (9), as well as 4-hydroxyphenylmethylketone (10) and 4-hydroxy-3-methoxyphenylmethylketone (11). Riccardin C was the most dominant bisbibenzyl in both species studied. Previously, it was the first bisbibenzyl found in vascular plants (P. veris subsp. macrocalyx). An assessment of the cytotoxic activity of the isolated compounds against A549 lung cancer and healthy MRC5 cell lines was also the subject of our study. Compounds 6 and 9 exhibited significant cytotoxic activity expressed by IC50 values of 12 μM, but the selectivity was not satisfactory.",
publisher = "Elsevier",
journal = "Phytochemistry",
title = "Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L",
volume = "212",
pages = "113719",
doi = "10.1016/j.phytochem.2023.113719"
}

Novaković, M., Ilić-Tomić, T., Đorđević, I., Anđelković, B. D., Tešević, V., Milosavljević, S.,& Asakawa, Y.. (2023). Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry
Elsevier., 212, 113719.
https://doi.org/10.1016/j.phytochem.2023.113719

Novaković M, Ilić-Tomić T, Đorđević I, Anđelković BD, Tešević V, Milosavljević S, Asakawa Y. Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry. 2023;212:113719.
doi:10.1016/j.phytochem.2023.113719 .

Novaković, Miroslav, Ilić-Tomić, Tatjana, Đorđević, Iris, Anđelković, Boban D., Tešević, Vele, Milosavljević, Slobodan, Asakawa, Yoshinori, "Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L" in Phytochemistry, 212 (2023):113719,
https://doi.org/10.1016/j.phytochem.2023.113719 . .

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Todorović, Nina
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Milosavljević, Slobodan M.
AU  - Mandić, Boris
AU  - Tešević, Vele
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7191
AB  - A new auronolignan, named cotinignan B, was isolated from Cotinus coggygria Scop. Structure elucidation was performed on the basis of 1H, 13C NMR, COSY, NOESY, HSQC, and HMBC experiments, supported with HR-ESI-MS, IR and UV. Additional J-HMBC NMR experiment was essential to resolve the configuration of the trisubstituted double bond. This compound represents the secondly discovered natural compound belonging to the rare auronolignan type.
PB  - Springer
T2  - Chemistry of Natural Compounds
T1  - A New Auronolignan from the Cotinus coggygria Heartwood
VL  - 59
IS  - 3
SP  - 428
EP  - 430
DO  - 10.1007/s10600-023-04016-5
ER  - 

@article{
author = "Novaković, Miroslav and Todorović, Nina and Jadranin, Milka and Đorđević, Iris and Milosavljević, Slobodan M. and Mandić, Boris and Tešević, Vele",
year = "2023",
abstract = "A new auronolignan, named cotinignan B, was isolated from Cotinus coggygria Scop. Structure elucidation was performed on the basis of 1H, 13C NMR, COSY, NOESY, HSQC, and HMBC experiments, supported with HR-ESI-MS, IR and UV. Additional J-HMBC NMR experiment was essential to resolve the configuration of the trisubstituted double bond. This compound represents the secondly discovered natural compound belonging to the rare auronolignan type.",
publisher = "Springer",
journal = "Chemistry of Natural Compounds",
title = "A New Auronolignan from the Cotinus coggygria Heartwood",
volume = "59",
number = "3",
pages = "428-430",
doi = "10.1007/s10600-023-04016-5"
}

Novaković, M., Todorović, N., Jadranin, M., Đorđević, I., Milosavljević, S. M., Mandić, B.,& Tešević, V.. (2023). A New Auronolignan from the Cotinus coggygria Heartwood. in Chemistry of Natural Compounds
Springer., 59(3), 428-430.
https://doi.org/10.1007/s10600-023-04016-5

Novaković M, Todorović N, Jadranin M, Đorđević I, Milosavljević SM, Mandić B, Tešević V. A New Auronolignan from the Cotinus coggygria Heartwood. in Chemistry of Natural Compounds. 2023;59(3):428-430.
doi:10.1007/s10600-023-04016-5 .

Novaković, Miroslav, Todorović, Nina, Jadranin, Milka, Đorđević, Iris, Milosavljević, Slobodan M., Mandić, Boris, Tešević, Vele, "A New Auronolignan from the Cotinus coggygria Heartwood" in Chemistry of Natural Compounds, 59, no. 3 (2023):428-430,
https://doi.org/10.1007/s10600-023-04016-5 . .

TY  - JOUR
AU  - Nikolić, Biljana M.
AU  - Ballian, Dalibor A.
AU  - Đorđević, Iris
AU  - Rajčević, Nemanja
AU  - Todosijević, Marina M.
AU  - Stanković Jeremić, Jovana
AU  - Mitić, Zorica S.
AU  - Bojović, Srđan
AU  - Tešević, Vele
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6680
AB  - Population variability of n-alkanes in the cuticular waxes of Serbian spruce needles from Bosnia and Herzegovina was investigated for the first time. n-Alkanes exhibited composition variability ranging from C18 to C35. The divergence of populations from Bosnia and Herzegovina and previously investigated Serbian populations was statistically confirmed by PCA, DA, and CA (Cluster analysis), which could support the fact that there are two possible spruce chemotypes: one relating to the Bosnian-Herzegovinian and the other to the Serbian populations. Climate parameters (precipitation, temperature, wind, and solar radiation) approved this conclusion.
PB  - Elsevier Ltd.
T2  - Biochemical Systematics and Ecology
T1  - n-Alkanes variability in natural populations of Picea omorika (Pančić) Purk. From Bosnia and Herzegovina
VL  - 106
SP  - 104544
DO  - 10.1016/j.bse.2022.104544
ER  - 

@article{
author = "Nikolić, Biljana M. and Ballian, Dalibor A. and Đorđević, Iris and Rajčević, Nemanja and Todosijević, Marina M. and Stanković Jeremić, Jovana and Mitić, Zorica S. and Bojović, Srđan and Tešević, Vele",
year = "2023",
abstract = "Population variability of n-alkanes in the cuticular waxes of Serbian spruce needles from Bosnia and Herzegovina was investigated for the first time. n-Alkanes exhibited composition variability ranging from C18 to C35. The divergence of populations from Bosnia and Herzegovina and previously investigated Serbian populations was statistically confirmed by PCA, DA, and CA (Cluster analysis), which could support the fact that there are two possible spruce chemotypes: one relating to the Bosnian-Herzegovinian and the other to the Serbian populations. Climate parameters (precipitation, temperature, wind, and solar radiation) approved this conclusion.",
publisher = "Elsevier Ltd.",
journal = "Biochemical Systematics and Ecology",
title = "n-Alkanes variability in natural populations of Picea omorika (Pančić) Purk. From Bosnia and Herzegovina",
volume = "106",
pages = "104544",
doi = "10.1016/j.bse.2022.104544"
}

Nikolić, B. M., Ballian, D. A., Đorđević, I., Rajčević, N., Todosijević, M. M., Stanković Jeremić, J., Mitić, Z. S., Bojović, S.,& Tešević, V.. (2023). n-Alkanes variability in natural populations of Picea omorika (Pančić) Purk. From Bosnia and Herzegovina. in Biochemical Systematics and Ecology
Elsevier Ltd.., 106, 104544.
https://doi.org/10.1016/j.bse.2022.104544

Nikolić BM, Ballian DA, Đorđević I, Rajčević N, Todosijević MM, Stanković Jeremić J, Mitić ZS, Bojović S, Tešević V. n-Alkanes variability in natural populations of Picea omorika (Pančić) Purk. From Bosnia and Herzegovina. in Biochemical Systematics and Ecology. 2023;106:104544.
doi:10.1016/j.bse.2022.104544 .

Nikolić, Biljana M., Ballian, Dalibor A., Đorđević, Iris, Rajčević, Nemanja, Todosijević, Marina M., Stanković Jeremić, Jovana, Mitić, Zorica S., Bojović, Srđan, Tešević, Vele, "n-Alkanes variability in natural populations of Picea omorika (Pančić) Purk. From Bosnia and Herzegovina" in Biochemical Systematics and Ecology, 106 (2023):104544,
https://doi.org/10.1016/j.bse.2022.104544 . .

TY  - CONF
AU  - Jadranin, Milka
AU  - Cvetković, Mirjana
AU  - Đorđević, Iris
AU  - Krstić, Gordana
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5863
AB  - This study revealed results from reinvestigation of  sesquiterpene lactones composition in the crude and leaf  surface extracts of Amphoricarpos plants by rapid  resolution liquid chromatography (RRLC) coupled with  quadrupole time-of-flight mass spectrometry (QToF MS)  and the tentative identification of undescribed  sesquiterpene lactones is presented.
PB  - Macedonian Pharmaceutical Association
C3  - Macedonian Pharmaceutical Bulletin
T1  - New insights into sesquiterpene lactones composition of 
Western Balkan’s genus Amphoricarpos revealed by rapid 
resolution liquid chromatography coupled with quadrupole time-of-flight mass spectrometry
VL  - 68
IS  - Suppl.2
SP  - 71
EP  - 72
DO  - 10.33320/maced.pharm.bull.2022.68.04.030
ER  - 

@conference{
author = "Jadranin, Milka and Cvetković, Mirjana and Đorđević, Iris and Krstić, Gordana and Tešević, Vele and Milosavljević, Slobodan",
year = "2022",
abstract = "This study revealed results from reinvestigation of  sesquiterpene lactones composition in the crude and leaf  surface extracts of Amphoricarpos plants by rapid  resolution liquid chromatography (RRLC) coupled with  quadrupole time-of-flight mass spectrometry (QToF MS)  and the tentative identification of undescribed  sesquiterpene lactones is presented.",
publisher = "Macedonian Pharmaceutical Association",
journal = "Macedonian Pharmaceutical Bulletin",
title = "New insights into sesquiterpene lactones composition of 
Western Balkan’s genus Amphoricarpos revealed by rapid 
resolution liquid chromatography coupled with quadrupole time-of-flight mass spectrometry",
volume = "68",
number = "Suppl.2",
pages = "71-72",
doi = "10.33320/maced.pharm.bull.2022.68.04.030"
}

Jadranin, M., Cvetković, M., Đorđević, I., Krstić, G., Tešević, V.,& Milosavljević, S.. (2022). New insights into sesquiterpene lactones composition of 
Western Balkan’s genus Amphoricarpos revealed by rapid 
resolution liquid chromatography coupled with quadrupole time-of-flight mass spectrometry. in Macedonian Pharmaceutical Bulletin
Macedonian Pharmaceutical Association., 68(Suppl.2), 71-72.
https://doi.org/10.33320/maced.pharm.bull.2022.68.04.030

Jadranin M, Cvetković M, Đorđević I, Krstić G, Tešević V, Milosavljević S. New insights into sesquiterpene lactones composition of 
Western Balkan’s genus Amphoricarpos revealed by rapid 
resolution liquid chromatography coupled with quadrupole time-of-flight mass spectrometry. in Macedonian Pharmaceutical Bulletin. 2022;68(Suppl.2):71-72.
doi:10.33320/maced.pharm.bull.2022.68.04.030 .

Jadranin, Milka, Cvetković, Mirjana, Đorđević, Iris, Krstić, Gordana, Tešević, Vele, Milosavljević, Slobodan, "New insights into sesquiterpene lactones composition of 
Western Balkan’s genus Amphoricarpos revealed by rapid 
resolution liquid chromatography coupled with quadrupole time-of-flight mass spectrometry" in Macedonian Pharmaceutical Bulletin, 68, no. Suppl.2 (2022):71-72,
https://doi.org/10.33320/maced.pharm.bull.2022.68.04.030 . .

TY  - JOUR
AU  - Milosavljević, Slobodan
AU  - Đorđević, Iris
AU  - Mandić, Boris
AU  - Tešević, Vele
AU  - Stanković, Miroslava
AU  - Todorović, Nina
AU  - Novaković, Miroslav
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4913
AB  - In continuation of our study on Cotinus coggygria from Serbia, 10 known flavonoids (1-10) were isolated from the methylene chloride/ methanol extract of the heartwood. They were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes, using the cytokinesis-block micronucleus assay. All tested compounds (in minimal doses of 1 μg/mL) exerted a beneficial effect by decreasing DNA damage of human lymphocytes in the range of 24.2% to 54.5%, better than the radio protectant control, amifostine. Functional groups, such as 3′,4′-dihydroxyphenyl (catechol), 5-OH, 3-OH, and 4-keto in flavonoids (3-keto in aurones), which play a key role in antioxidant activity, are proposed to be responsible for the DNA protective activity of the tested compounds.
PB  - SAGE Publications
T2  - Natural Product Communications
T1  - Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA
VL  - 16
IS  - 12
SP  - 1
EP  - 8
DO  - 10.1177/1934578X211067289
ER  - 

@article{
author = "Milosavljević, Slobodan and Đorđević, Iris and Mandić, Boris and Tešević, Vele and Stanković, Miroslava and Todorović, Nina and Novaković, Miroslav",
year = "2021",
abstract = "In continuation of our study on Cotinus coggygria from Serbia, 10 known flavonoids (1-10) were isolated from the methylene chloride/ methanol extract of the heartwood. They were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes, using the cytokinesis-block micronucleus assay. All tested compounds (in minimal doses of 1 μg/mL) exerted a beneficial effect by decreasing DNA damage of human lymphocytes in the range of 24.2% to 54.5%, better than the radio protectant control, amifostine. Functional groups, such as 3′,4′-dihydroxyphenyl (catechol), 5-OH, 3-OH, and 4-keto in flavonoids (3-keto in aurones), which play a key role in antioxidant activity, are proposed to be responsible for the DNA protective activity of the tested compounds.",
publisher = "SAGE Publications",
journal = "Natural Product Communications",
title = "Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA",
volume = "16",
number = "12",
pages = "1-8",
doi = "10.1177/1934578X211067289"
}

Milosavljević, S., Đorđević, I., Mandić, B., Tešević, V., Stanković, M., Todorović, N.,& Novaković, M.. (2021). Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA. in Natural Product Communications
SAGE Publications., 16(12), 1-8.
https://doi.org/10.1177/1934578X211067289

Milosavljević S, Đorđević I, Mandić B, Tešević V, Stanković M, Todorović N, Novaković M. Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA. in Natural Product Communications. 2021;16(12):1-8.
doi:10.1177/1934578X211067289 .

Milosavljević, Slobodan, Đorđević, Iris, Mandić, Boris, Tešević, Vele, Stanković, Miroslava, Todorović, Nina, Novaković, Miroslav, "Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA" in Natural Product Communications, 16, no. 12 (2021):1-8,
https://doi.org/10.1177/1934578X211067289 . .

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  - Nikolić, Biljana
AU  - Todosijević, Marina
AU  - Đorđević, Iris
AU  - Stanković, Jovana
AU  - Mitić, Zorica S.
AU  - Tešević, Vele
AU  - Marin, Petar D.
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3620
AB  - In needle cuticular wax of Pinus halepensis, nonacosan-10-ol
is high (77.08% on average). n-Alkanes
ranged from C18 to C35 with the
most dominant C27 and C29 (32.4% and 25.8%, respectively). The carbon preference index ranged from 3.2 to 5.4 (3.4 on average),
while the average chain length ranged from 14.0 to 18.0 (17.2 on average). Long-chain
n-alkanes
strongly dominated (95.1%).
PB  - SAGE Publications Inc.
T2  - Natural Product Communications
T1  - Nonacosan-10-ol and n-Alkanes in Needles of Pinus halepensis
VL  - 15
IS  - 5
SP  - 1
EP  - 4
DO  - 10.1177/1934578X20920970
ER  - 

@article{
author = "Nikolić, Biljana and Todosijević, Marina and Đorđević, Iris and Stanković, Jovana and Mitić, Zorica S. and Tešević, Vele and Marin, Petar D.",
year = "2020",
abstract = "In needle cuticular wax of Pinus halepensis, nonacosan-10-ol
is high (77.08% on average). n-Alkanes
ranged from C18 to C35 with the
most dominant C27 and C29 (32.4% and 25.8%, respectively). The carbon preference index ranged from 3.2 to 5.4 (3.4 on average),
while the average chain length ranged from 14.0 to 18.0 (17.2 on average). Long-chain
n-alkanes
strongly dominated (95.1%).",
publisher = "SAGE Publications Inc.",
journal = "Natural Product Communications",
title = "Nonacosan-10-ol and n-Alkanes in Needles of Pinus halepensis",
volume = "15",
number = "5",
pages = "1-4",
doi = "10.1177/1934578X20920970"
}

Nikolić, B., Todosijević, M., Đorđević, I., Stanković, J., Mitić, Z. S., Tešević, V.,& Marin, P. D.. (2020). Nonacosan-10-ol and n-Alkanes in Needles of Pinus halepensis. in Natural Product Communications
SAGE Publications Inc.., 15(5), 1-4.
https://doi.org/10.1177/1934578X20920970

Nikolić B, Todosijević M, Đorđević I, Stanković J, Mitić ZS, Tešević V, Marin PD. Nonacosan-10-ol and n-Alkanes in Needles of Pinus halepensis. in Natural Product Communications. 2020;15(5):1-4.
doi:10.1177/1934578X20920970 .

Nikolić, Biljana, Todosijević, Marina, Đorđević, Iris, Stanković, Jovana, Mitić, Zorica S., Tešević, Vele, Marin, Petar D., "Nonacosan-10-ol and n-Alkanes in Needles of Pinus halepensis" in Natural Product Communications, 15, no. 5 (2020):1-4,
https://doi.org/10.1177/1934578X20920970 . .

TY  - JOUR
AU  - Nikolić, Biljana
AU  - Todosijević, Marina
AU  - Đorđević, Iris
AU  - Stanković, Jovana
AU  - Mitić, Zorica S.
AU  - Marin, Petar D.
AU  - Tešević, Vele
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3953
AB  - In leaf cuticular wax of Pinus pinaster, content of nonacosan-10-ol is high (77.1% on average). n-Alkanes ranged from C18 to C35
with the most dominant C29 (24.8%). The carbon preference index (CPItotal) ranged from 3.1 to 5.6 (4.0 on average), while the
average chain length (ACLtotal) ranged from 14.0 to 17.0 (14.8 on average). Long-chain n-alkanes (n-C25-35) strongly dominated
(80.1%) over middle-chain (n-C21-24 = 18.9%) and short-chain (n-C18-20 = 0.9%) n-alkanes.
PB  - SAGE Publications Inc.
T2  - Natural Product Communications
T1  - Nonacosan-10-ol and n-Alkanes in Leaves of Pinus pinaster
VL  - 15
IS  - 5
SP  - 1
EP  - 4
DO  - 10.1177/1934578X20926073
ER  - 

@article{
author = "Nikolić, Biljana and Todosijević, Marina and Đorđević, Iris and Stanković, Jovana and Mitić, Zorica S. and Marin, Petar D. and Tešević, Vele",
year = "2020",
abstract = "In leaf cuticular wax of Pinus pinaster, content of nonacosan-10-ol is high (77.1% on average). n-Alkanes ranged from C18 to C35
with the most dominant C29 (24.8%). The carbon preference index (CPItotal) ranged from 3.1 to 5.6 (4.0 on average), while the
average chain length (ACLtotal) ranged from 14.0 to 17.0 (14.8 on average). Long-chain n-alkanes (n-C25-35) strongly dominated
(80.1%) over middle-chain (n-C21-24 = 18.9%) and short-chain (n-C18-20 = 0.9%) n-alkanes.",
publisher = "SAGE Publications Inc.",
journal = "Natural Product Communications",
title = "Nonacosan-10-ol and n-Alkanes in Leaves of Pinus pinaster",
volume = "15",
number = "5",
pages = "1-4",
doi = "10.1177/1934578X20926073"
}

Nikolić, B., Todosijević, M., Đorđević, I., Stanković, J., Mitić, Z. S., Marin, P. D.,& Tešević, V.. (2020). Nonacosan-10-ol and n-Alkanes in Leaves of Pinus pinaster. in Natural Product Communications
SAGE Publications Inc.., 15(5), 1-4.
https://doi.org/10.1177/1934578X20926073

Nikolić B, Todosijević M, Đorđević I, Stanković J, Mitić ZS, Marin PD, Tešević V. Nonacosan-10-ol and n-Alkanes in Leaves of Pinus pinaster. in Natural Product Communications. 2020;15(5):1-4.
doi:10.1177/1934578X20926073 .

Nikolić, Biljana, Todosijević, Marina, Đorđević, Iris, Stanković, Jovana, Mitić, Zorica S., Marin, Petar D., Tešević, Vele, "Nonacosan-10-ol and n-Alkanes in Leaves of Pinus pinaster" in Natural Product Communications, 15, no. 5 (2020):1-4,
https://doi.org/10.1177/1934578X20926073 . .

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Damjanović, Ana
AU  - Stanojković, Tatjana
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
AU  - Gođevac, Dejan
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3054
AB  - Metabolomics generate a profile of small molecules from plant extracts, which could be directly responsible for bioactivity effects. Using dry-column flash chromatography enabled a rapid and inexpensive method for the very efficient separation of plant extract with a high resolution. This separation method coupled to NMR and FTIR based metabolomics is applied to identify bioactive natural products. OPLS multivariate analysis method, was used for correlation the chemical composition of the plant extracts, Amphoricarpos autariatus, with the results of cytotoxic activity against Human cervical adenocarcinoma cell line (HeLa) and epithelial lung cancer cell line
(A549). In this way, the highest contribution to the cytotoxic activity was recorded for the guaianolide sesquiterpene lactones named amphoricarpolides. The compounds indicated as bioactive after metabolomics analysis were tested, and their cytotoxic activity were confirmed.
PB  - Elsevier
T2  - Talanta
T1  - Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus
VL  - 206
SP  - 120248
DO  - 10.1016/j.talanta.2019.120248
ER  - 

@article{
author = "Cvetković, Mirjana and Damjanović, Ana and Stanojković, Tatjana and Đorđević, Iris and Tešević, Vele and Milosavljević, Slobodan and Gođevac, Dejan",
year = "2020",
abstract = "Metabolomics generate a profile of small molecules from plant extracts, which could be directly responsible for bioactivity effects. Using dry-column flash chromatography enabled a rapid and inexpensive method for the very efficient separation of plant extract with a high resolution. This separation method coupled to NMR and FTIR based metabolomics is applied to identify bioactive natural products. OPLS multivariate analysis method, was used for correlation the chemical composition of the plant extracts, Amphoricarpos autariatus, with the results of cytotoxic activity against Human cervical adenocarcinoma cell line (HeLa) and epithelial lung cancer cell line
(A549). In this way, the highest contribution to the cytotoxic activity was recorded for the guaianolide sesquiterpene lactones named amphoricarpolides. The compounds indicated as bioactive after metabolomics analysis were tested, and their cytotoxic activity were confirmed.",
publisher = "Elsevier",
journal = "Talanta",
title = "Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus",
volume = "206",
pages = "120248",
doi = "10.1016/j.talanta.2019.120248"
}

Cvetković, M., Damjanović, A., Stanojković, T., Đorđević, I., Tešević, V., Milosavljević, S.,& Gođevac, D.. (2020). Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus. in Talanta
Elsevier., 206, 120248.
https://doi.org/10.1016/j.talanta.2019.120248

Cvetković M, Damjanović A, Stanojković T, Đorđević I, Tešević V, Milosavljević S, Gođevac D. Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus. in Talanta. 2020;206:120248.
doi:10.1016/j.talanta.2019.120248 .

Cvetković, Mirjana, Damjanović, Ana, Stanojković, Tatjana, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan, Gođevac, Dejan, "Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus" in Talanta, 206 (2020):120248,
https://doi.org/10.1016/j.talanta.2019.120248 . .

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Đorđević, Iris
AU  - Jadranin, Milka
AU  - Stanković, Miroslava
AU  - Mandić, Boris
AU  - Milosavljević, Slobodan
AU  - Vujisić, Ljubodrag V.
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3266
AB  - Analysis of composition of CH2Cl2 surface extract of leaves of Amphoricarpos neumayeri Vis. revealed 16 sesquiterpene lactones with guaianolide skeleton, so called amphoricarpolides, typical for this genus. Four of them, 13–16, were new derivatives and their structures were elucidated by detailed analyses of IR, NMR and MS data. Amphoricarpolide (9), its 15-O-acetyl derivative (5), and two 9β-hydroxyamphoricarpolides, 3,15-di-O-acetyl- and 3-O-acetyl-15-O-isovaleroyl derivatives (3 and 6, respectively) were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. The tested compound exerted a beneficial effect by decreasing DNA damage of human lymphocytes.
PB  - Informa UK Limited
T2  - Natural Product Research
T1  - Leaf-surface guaianolides from Amphoricarpos neumaeyri                    showing protective effect on human lymphocytes DNA
SP  - 1
EP  - 9
DO  - 10.1080/14786419.2019.1687470
ER  - 

@article{
author = "Cvetković, Mirjana and Đorđević, Iris and Jadranin, Milka and Stanković, Miroslava and Mandić, Boris and Milosavljević, Slobodan and Vujisić, Ljubodrag V.",
year = "2019",
abstract = "Analysis of composition of CH2Cl2 surface extract of leaves of Amphoricarpos neumayeri Vis. revealed 16 sesquiterpene lactones with guaianolide skeleton, so called amphoricarpolides, typical for this genus. Four of them, 13–16, were new derivatives and their structures were elucidated by detailed analyses of IR, NMR and MS data. Amphoricarpolide (9), its 15-O-acetyl derivative (5), and two 9β-hydroxyamphoricarpolides, 3,15-di-O-acetyl- and 3-O-acetyl-15-O-isovaleroyl derivatives (3 and 6, respectively) were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. The tested compound exerted a beneficial effect by decreasing DNA damage of human lymphocytes.",
publisher = "Informa UK Limited",
journal = "Natural Product Research",
title = "Leaf-surface guaianolides from Amphoricarpos neumaeyri                    showing protective effect on human lymphocytes DNA",
pages = "1-9",
doi = "10.1080/14786419.2019.1687470"
}

Cvetković, M., Đorđević, I., Jadranin, M., Stanković, M., Mandić, B., Milosavljević, S.,& Vujisić, L. V.. (2019). Leaf-surface guaianolides from Amphoricarpos neumaeyri                    showing protective effect on human lymphocytes DNA. in Natural Product Research
Informa UK Limited., 1-9.
https://doi.org/10.1080/14786419.2019.1687470

Cvetković M, Đorđević I, Jadranin M, Stanković M, Mandić B, Milosavljević S, Vujisić LV. Leaf-surface guaianolides from Amphoricarpos neumaeyri                    showing protective effect on human lymphocytes DNA. in Natural Product Research. 2019;:1-9.
doi:10.1080/14786419.2019.1687470 .

Cvetković, Mirjana, Đorđević, Iris, Jadranin, Milka, Stanković, Miroslava, Mandić, Boris, Milosavljević, Slobodan, Vujisić, Ljubodrag V., "Leaf-surface guaianolides from Amphoricarpos neumaeyri                    showing protective effect on human lymphocytes DNA" in Natural Product Research (2019):1-9,
https://doi.org/10.1080/14786419.2019.1687470 . .

TY  - DATA
AU  - Novaković, Miroslav
AU  - Đorđević, Iris
AU  - Todorović, Nina
AU  - Trifunovic, Snežana
AU  - Anđelković, Boban D.
AU  - Mandić, Boris
AU  - Jadranin, Milka
AU  - Vučković, Ivan
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4447
AB  - Table S1. HPLC program for the quantification of the main compounds from the C. coggygria CH2Cl2/MeOH extract Figure S1. UV spectra of 14 in MeOH, with addition of AlCl3, and HCl Figure S2. UV spectra of compound 14 in MeOH, with NaOAc, NaOAc+H3BO3 and with NaOMe Figure S3. 1H NMR spectrum of compound 14 Figure S4. 13C NMR spectrum of compound 14 Figure S5. Aromatic part of the COSY spectrum of 14 Figure S6. Aromatic part of the NOESY spectrum of 14 Figure S7. Aromatic part of the HSQC spectrum of 14 Figure S8. Aromatic part of the HMBC spectrum of 14 Figure S9. Key HMBC correlations of 14 Table S2. 1H, 13C NMR and HMBC data of 14 (CD3OD, δ ppm, J in Hz) Figure S10. Aromatic part of the 1H NMR spectrum of 15 Figure S11. Aliphatic part of the 1H NMR spectrum of 15 Figure S12. 13C NMR spectrum of 15 Figure S13. HSQC spectrum of 15 Figure S14. The first part of the HMBC spectrum of 15 Figure S15. The second part of the HMBC spectrum of 15 Figure S16. HMBC (4 Hz) correlation H-7''/C-4' (15) Figure S17. The first part of the NOESY spectrum of 15 Figure S18. The second part of the NOESY spectrum of 15 Table S3. 1H and 13C NMR data of 15 (CD3OD, δ ppm, J in Hz) Figure S19. 3-Aryl-propanol moiety in 15 Figure S20. Key HMBC correlations in 15 Figure S21. UV spectrum of 15 Figure S22. UV spectrum of 10
PB  - Taylor and Francis Ltd.
T2  - Natural Product Research
T1  - Supplementary material for: "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop."
DO  - 10.6084/m9.figshare.7418396.v1
ER  - 

@misc{
author = "Novaković, Miroslav and Đorđević, Iris and Todorović, Nina and Trifunovic, Snežana and Anđelković, Boban D. and Mandić, Boris and Jadranin, Milka and Vučković, Ivan and Vajs, Vlatka and Milosavljević, Slobodan and Tešević, Vele",
year = "2018",
abstract = "Table S1. HPLC program for the quantification of the main compounds from the C. coggygria CH2Cl2/MeOH extract Figure S1. UV spectra of 14 in MeOH, with addition of AlCl3, and HCl Figure S2. UV spectra of compound 14 in MeOH, with NaOAc, NaOAc+H3BO3 and with NaOMe Figure S3. 1H NMR spectrum of compound 14 Figure S4. 13C NMR spectrum of compound 14 Figure S5. Aromatic part of the COSY spectrum of 14 Figure S6. Aromatic part of the NOESY spectrum of 14 Figure S7. Aromatic part of the HSQC spectrum of 14 Figure S8. Aromatic part of the HMBC spectrum of 14 Figure S9. Key HMBC correlations of 14 Table S2. 1H, 13C NMR and HMBC data of 14 (CD3OD, δ ppm, J in Hz) Figure S10. Aromatic part of the 1H NMR spectrum of 15 Figure S11. Aliphatic part of the 1H NMR spectrum of 15 Figure S12. 13C NMR spectrum of 15 Figure S13. HSQC spectrum of 15 Figure S14. The first part of the HMBC spectrum of 15 Figure S15. The second part of the HMBC spectrum of 15 Figure S16. HMBC (4 Hz) correlation H-7''/C-4' (15) Figure S17. The first part of the NOESY spectrum of 15 Figure S18. The second part of the NOESY spectrum of 15 Table S3. 1H and 13C NMR data of 15 (CD3OD, δ ppm, J in Hz) Figure S19. 3-Aryl-propanol moiety in 15 Figure S20. Key HMBC correlations in 15 Figure S21. UV spectrum of 15 Figure S22. UV spectrum of 10",
publisher = "Taylor and Francis Ltd.",
journal = "Natural Product Research",
title = "Supplementary material for: "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop."",
doi = "10.6084/m9.figshare.7418396.v1"
}

Novaković, M., Đorđević, I., Todorović, N., Trifunovic, S., Anđelković, B. D., Mandić, B., Jadranin, M., Vučković, I., Vajs, V., Milosavljević, S.,& Tešević, V.. (2018). Supplementary material for: "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop.". in Natural Product Research
Taylor and Francis Ltd...
https://doi.org/10.6084/m9.figshare.7418396.v1

Novaković M, Đorđević I, Todorović N, Trifunovic S, Anđelković BD, Mandić B, Jadranin M, Vučković I, Vajs V, Milosavljević S, Tešević V. Supplementary material for: "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop.". in Natural Product Research. 2018;.
doi:10.6084/m9.figshare.7418396.v1 .

Novaković, Miroslav, Đorđević, Iris, Todorović, Nina, Trifunovic, Snežana, Anđelković, Boban D., Mandić, Boris, Jadranin, Milka, Vučković, Ivan, Vajs, Vlatka, Milosavljević, Slobodan, Tešević, Vele, "Supplementary material for: "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop."" in Natural Product Research (2018),
https://doi.org/10.6084/m9.figshare.7418396.v1 . .

TY  - CHAP
AU  - Vajs, Vlatka
AU  - Đorđević, Iris
AU  - Vujisić, Ljubodrag V.
AU  - Milosavljević, Slobodan
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3106
AB  - The detection of illegal drugs in various samples has been among the most fascinating objects for the practicing analytical chemist involved in forensic analysis. For centuries (until the end of the nineteenth century), drugs were almost entirely of natural origin, mostly herbal, and in some cases slightly chemically modified (e.g., through acetylation of morphine to heroin). By the development of synthetic organic chemistry (commencing at the beginning of the twentieth century), quite a few synthetic drugs designed to mimic the pharmacological effects of drugs originating from natural sources have been designed (e.g., cannabimimetic indazole derivatives or amphetamines, etc.). Detection of such synthetic drugs, named “designer drugs,” due to a large number of new substances continuously emerging on the market, is crucial. The efficacy of this analysis has become a tremendous challenge in the analytical forensic field. A development of fast identification and structural characterization is greatly facilitated by the advent of modern spectroscopic techniques, namely nuclear magnetic resonance spectroscopy (NMR) and modern mass spectrometry (MS) as well as separation techniques, such as gas and liquid chromatography (GC and LC). Nowadays, rapid strategies for chemical characterizations of illicit drugs are available.
PB  - Taylor & Francis
T2  - Chromatographic Techniques in the Forensic Analysis of Designer Drugs
T1  - NMR Spectroscopy in the Analysis of Illegal Drugs
SP  - 177
EP  - 197
DO  - 10.1201/9781315313177
ER  - 

@inbook{
author = "Vajs, Vlatka and Đorđević, Iris and Vujisić, Ljubodrag V. and Milosavljević, Slobodan",
year = "2018",
abstract = "The detection of illegal drugs in various samples has been among the most fascinating objects for the practicing analytical chemist involved in forensic analysis. For centuries (until the end of the nineteenth century), drugs were almost entirely of natural origin, mostly herbal, and in some cases slightly chemically modified (e.g., through acetylation of morphine to heroin). By the development of synthetic organic chemistry (commencing at the beginning of the twentieth century), quite a few synthetic drugs designed to mimic the pharmacological effects of drugs originating from natural sources have been designed (e.g., cannabimimetic indazole derivatives or amphetamines, etc.). Detection of such synthetic drugs, named “designer drugs,” due to a large number of new substances continuously emerging on the market, is crucial. The efficacy of this analysis has become a tremendous challenge in the analytical forensic field. A development of fast identification and structural characterization is greatly facilitated by the advent of modern spectroscopic techniques, namely nuclear magnetic resonance spectroscopy (NMR) and modern mass spectrometry (MS) as well as separation techniques, such as gas and liquid chromatography (GC and LC). Nowadays, rapid strategies for chemical characterizations of illicit drugs are available.",
publisher = "Taylor & Francis",
journal = "Chromatographic Techniques in the Forensic Analysis of Designer Drugs",
booktitle = "NMR Spectroscopy in the Analysis of Illegal Drugs",
pages = "177-197",
doi = "10.1201/9781315313177"
}

Vajs, V., Đorđević, I., Vujisić, L. V.,& Milosavljević, S.. (2018). NMR Spectroscopy in the Analysis of Illegal Drugs. in Chromatographic Techniques in the Forensic Analysis of Designer Drugs
Taylor & Francis., 177-197.
https://doi.org/10.1201/9781315313177

Vajs V, Đorđević I, Vujisić LV, Milosavljević S. NMR Spectroscopy in the Analysis of Illegal Drugs. in Chromatographic Techniques in the Forensic Analysis of Designer Drugs. 2018;:177-197.
doi:10.1201/9781315313177 .

Vajs, Vlatka, Đorđević, Iris, Vujisić, Ljubodrag V., Milosavljević, Slobodan, "NMR Spectroscopy in the Analysis of Illegal Drugs" in Chromatographic Techniques in the Forensic Analysis of Designer Drugs (2018):177-197,
https://doi.org/10.1201/9781315313177 . .

TY  - JOUR
AU  - Nikolić, Biljana
AU  - Todosijević, Marina
AU  - Ratknic, Mihajlo
AU  - Đorđević, Iris
AU  - Stanković, Jovana
AU  - Cvetković, Mirjana
AU  - Marin, Petar D.
AU  - Tešević, Vele
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2483
AB  - Simultaneous hydrodistillation and extraction of Pinus cembra needles from Slovakia was done (via Likens Nickerson apparatus) for the first time. In essential oil extracts 55 compounds were identified, comprising 99.6% of the extract. The most abundant were monoterpene hydrocarbons (71.0%). In the terpene profile alpha-pinene, limonene/beta-phellandrene, germacrene D, beta-pinene, and delta-cadinene dominated (53.2%, 11.4%, 9.4%, 4.6%, and 4.3%, respectively). Seven new compounds for P. cembra, such as methyl daniellate (0.5%), 1,8 cineole (0.2%) and trans-cadina-1(6),4-diene (0.2%), etc. were found. In needle cuticular wax of P. cembra the amount of nonacosan-10-ol was 75.8%. n-Alkanes ranged from C-20 to C-35 with the most dominant C-31, C-29 and C-33 (33.4%, 16.9%, and 9.6%, resp.). Differences in terpene profiles between Slovakian and Greece from one side and Romanian and Polish cembran pines on the other side could be the consequence of its disjuncted areal in Carpathian Mountains caused by glaciation and survival of species in different ecological niches. Obtained differences in n-alkane profiles among our and literature results could be the consequence of different age of trees.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Terpenes and n-Alkanes in Needles of Pinus cembra
VL  - 13
IS  - 8
SP  - 1035
EP  - 1037
UR  - https://hdl.handle.net/21.15107/rcub_cer_2483
ER  - 

@article{
author = "Nikolić, Biljana and Todosijević, Marina and Ratknic, Mihajlo and Đorđević, Iris and Stanković, Jovana and Cvetković, Mirjana and Marin, Petar D. and Tešević, Vele",
year = "2018",
abstract = "Simultaneous hydrodistillation and extraction of Pinus cembra needles from Slovakia was done (via Likens Nickerson apparatus) for the first time. In essential oil extracts 55 compounds were identified, comprising 99.6% of the extract. The most abundant were monoterpene hydrocarbons (71.0%). In the terpene profile alpha-pinene, limonene/beta-phellandrene, germacrene D, beta-pinene, and delta-cadinene dominated (53.2%, 11.4%, 9.4%, 4.6%, and 4.3%, respectively). Seven new compounds for P. cembra, such as methyl daniellate (0.5%), 1,8 cineole (0.2%) and trans-cadina-1(6),4-diene (0.2%), etc. were found. In needle cuticular wax of P. cembra the amount of nonacosan-10-ol was 75.8%. n-Alkanes ranged from C-20 to C-35 with the most dominant C-31, C-29 and C-33 (33.4%, 16.9%, and 9.6%, resp.). Differences in terpene profiles between Slovakian and Greece from one side and Romanian and Polish cembran pines on the other side could be the consequence of its disjuncted areal in Carpathian Mountains caused by glaciation and survival of species in different ecological niches. Obtained differences in n-alkane profiles among our and literature results could be the consequence of different age of trees.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Terpenes and n-Alkanes in Needles of Pinus cembra",
volume = "13",
number = "8",
pages = "1035-1037",
url = "https://hdl.handle.net/21.15107/rcub_cer_2483"
}

Nikolić, B., Todosijević, M., Ratknic, M., Đorđević, I., Stanković, J., Cvetković, M., Marin, P. D.,& Tešević, V.. (2018). Terpenes and n-Alkanes in Needles of Pinus cembra. in Natural Product Communications
Natural Products Inc, Westerville., 13(8), 1035-1037.
https://hdl.handle.net/21.15107/rcub_cer_2483

Nikolić B, Todosijević M, Ratknic M, Đorđević I, Stanković J, Cvetković M, Marin PD, Tešević V. Terpenes and n-Alkanes in Needles of Pinus cembra. in Natural Product Communications. 2018;13(8):1035-1037.
https://hdl.handle.net/21.15107/rcub_cer_2483 .

Nikolić, Biljana, Todosijević, Marina, Ratknic, Mihajlo, Đorđević, Iris, Stanković, Jovana, Cvetković, Mirjana, Marin, Petar D., Tešević, Vele, "Terpenes and n-Alkanes in Needles of Pinus cembra" in Natural Product Communications, 13, no. 8 (2018):1035-1037,
https://hdl.handle.net/21.15107/rcub_cer_2483 .

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Anđelković, Boban D.
AU  - Stevanovic, Vladimir
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
AU  - Gođevac, Dejan
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2316
AB  - The genus Amphoricarpos Vis. is endemic of westpart of Balkan peninsula. In order to get more insight into the ambiguous taxonomy of the genus, the metabolomic study of the Amphoricarpos samples, has been undertaken. The(1)H 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. The main difference between A. autariatus and A. neumayeri has been found to be the presence of characteristic sesquiterpene lactones of guaianolide type named amphoricarpolides. While the main sesquiterpene lactone in A. neumayeri was oxidized in position 2, those present in both subspecies of A. autariatus samples were oxidized in position 9. The use of sesquiterpene lactones as taxonomic characters for differentiating species of the Asteraceae family was reviewed elsewhere. For the differentiation of two subspecies, A. autariatus ssp. autariatus, and A. autariatus ssp. bertisceus, chlorogenic and malic acid have been found to be decisive, but these compounds do not have chemotaxonomic significance. Our results were in accordance with above mentioned classification of Blecic and Mayer but they differentiate from those of the recent genomic study of the genus indicating a single, genetically, morphologically and ecologically variable species, without intraspecific taxa.
PB  - Elsevier
T2  - Phytochemistry Letters
T1  - NMR-based metabolomics study of Amphoricarpos species from Montenegro
VL  - 25
SP  - 1
EP  - 5
DO  - 10.1016/j.phytol.2018.03.013
ER  - 

@article{
author = "Cvetković, Mirjana and Anđelković, Boban D. and Stevanovic, Vladimir and Jadranin, Milka and Đorđević, Iris and Tešević, Vele and Milosavljević, Slobodan and Gođevac, Dejan",
year = "2018",
abstract = "The genus Amphoricarpos Vis. is endemic of westpart of Balkan peninsula. In order to get more insight into the ambiguous taxonomy of the genus, the metabolomic study of the Amphoricarpos samples, has been undertaken. The(1)H 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. The main difference between A. autariatus and A. neumayeri has been found to be the presence of characteristic sesquiterpene lactones of guaianolide type named amphoricarpolides. While the main sesquiterpene lactone in A. neumayeri was oxidized in position 2, those present in both subspecies of A. autariatus samples were oxidized in position 9. The use of sesquiterpene lactones as taxonomic characters for differentiating species of the Asteraceae family was reviewed elsewhere. For the differentiation of two subspecies, A. autariatus ssp. autariatus, and A. autariatus ssp. bertisceus, chlorogenic and malic acid have been found to be decisive, but these compounds do not have chemotaxonomic significance. Our results were in accordance with above mentioned classification of Blecic and Mayer but they differentiate from those of the recent genomic study of the genus indicating a single, genetically, morphologically and ecologically variable species, without intraspecific taxa.",
publisher = "Elsevier",
journal = "Phytochemistry Letters",
title = "NMR-based metabolomics study of Amphoricarpos species from Montenegro",
volume = "25",
pages = "1-5",
doi = "10.1016/j.phytol.2018.03.013"
}

Cvetković, M., Anđelković, B. D., Stevanovic, V., Jadranin, M., Đorđević, I., Tešević, V., Milosavljević, S.,& Gođevac, D.. (2018). NMR-based metabolomics study of Amphoricarpos species from Montenegro. in Phytochemistry Letters
Elsevier., 25, 1-5.
https://doi.org/10.1016/j.phytol.2018.03.013

Cvetković M, Anđelković BD, Stevanovic V, Jadranin M, Đorđević I, Tešević V, Milosavljević S, Gođevac D. NMR-based metabolomics study of Amphoricarpos species from Montenegro. in Phytochemistry Letters. 2018;25:1-5.
doi:10.1016/j.phytol.2018.03.013 .

Cvetković, Mirjana, Anđelković, Boban D., Stevanovic, Vladimir, Jadranin, Milka, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan, Gođevac, Dejan, "NMR-based metabolomics study of Amphoricarpos species from Montenegro" in Phytochemistry Letters, 25 (2018):1-5,
https://doi.org/10.1016/j.phytol.2018.03.013 . .

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Đorđević, Iris
AU  - Todorović, Nina
AU  - Trifunovic, S.
AU  - Anđelković, Boban D.
AU  - Mandić, Boris
AU  - Jadranin, Milka
AU  - Vučković, Ivan
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2389
AB  - New aurone epoxide, 2,10-oxy-10-methoxysulfuretin (14), and new auronolignan (15), named cotinignan A, were isolated by silica gel column and semipreparative HPLC chromatography from the methylene chloride/methanol extract of Cotinus coggygria Scop. heartwood. In addition, thirteen known secondary metabolites namely sulfuretin, 2,3-trans-fustin, fisetin, butin, butein, taxifolin, eriodictyol, 3',5,5',7–tetrahydroxyflavanone, 3',4',7-trihydroxyflavone, 3-O-methyl-2,3-trans-fustin, 3-O-galloyl-2,3-trans-fustin, β-resorcylic acid and 3-O-β-sitosterol glucoside were isolated as well. Their structures were elucidated by 1D and 2D NMR, HR-ESI-MS, IR and UV. Ten out of eleven isolated flavonoids possess 7, 3' and 4' hydroxy groups. These structural features could be considered as chemotaxonomic characteristic of flavonoids from C. coggygria. Cotinignan A (15) represents new subclass of secondary metabolites - auronolignans. (Figure presented.).
PB  - Taylor and Francis Ltd.
T2  - Natural Product Research
T1  - New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop
VL  - 33
IS  - 19
SP  - 2837
EP  - 2844
DO  - 10.1080/14786419.2018.1508141
ER  - 

@article{
author = "Novaković, Miroslav and Đorđević, Iris and Todorović, Nina and Trifunovic, S. and Anđelković, Boban D. and Mandić, Boris and Jadranin, Milka and Vučković, Ivan and Vajs, Vlatka and Milosavljević, Slobodan and Tešević, Vele",
year = "2018",
abstract = "New aurone epoxide, 2,10-oxy-10-methoxysulfuretin (14), and new auronolignan (15), named cotinignan A, were isolated by silica gel column and semipreparative HPLC chromatography from the methylene chloride/methanol extract of Cotinus coggygria Scop. heartwood. In addition, thirteen known secondary metabolites namely sulfuretin, 2,3-trans-fustin, fisetin, butin, butein, taxifolin, eriodictyol, 3',5,5',7–tetrahydroxyflavanone, 3',4',7-trihydroxyflavone, 3-O-methyl-2,3-trans-fustin, 3-O-galloyl-2,3-trans-fustin, β-resorcylic acid and 3-O-β-sitosterol glucoside were isolated as well. Their structures were elucidated by 1D and 2D NMR, HR-ESI-MS, IR and UV. Ten out of eleven isolated flavonoids possess 7, 3' and 4' hydroxy groups. These structural features could be considered as chemotaxonomic characteristic of flavonoids from C. coggygria. Cotinignan A (15) represents new subclass of secondary metabolites - auronolignans. (Figure presented.).",
publisher = "Taylor and Francis Ltd.",
journal = "Natural Product Research",
title = "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop",
volume = "33",
number = "19",
pages = "2837-2844",
doi = "10.1080/14786419.2018.1508141"
}

Novaković, M., Đorđević, I., Todorović, N., Trifunovic, S., Anđelković, B. D., Mandić, B., Jadranin, M., Vučković, I., Vajs, V., Milosavljević, S.,& Tešević, V.. (2018). New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. in Natural Product Research
Taylor and Francis Ltd.., 33(19), 2837-2844.
https://doi.org/10.1080/14786419.2018.1508141

Novaković M, Đorđević I, Todorović N, Trifunovic S, Anđelković BD, Mandić B, Jadranin M, Vučković I, Vajs V, Milosavljević S, Tešević V. New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop. in Natural Product Research. 2018;33(19):2837-2844.
doi:10.1080/14786419.2018.1508141 .

Novaković, Miroslav, Đorđević, Iris, Todorović, Nina, Trifunovic, S., Anđelković, Boban D., Mandić, Boris, Jadranin, Milka, Vučković, Ivan, Vajs, Vlatka, Milosavljević, Slobodan, Tešević, Vele, "New aurone epoxide and auronolignan from the heartwood of Cotinus coggygria Scop" in Natural Product Research, 33, no. 19 (2018):2837-2844,
https://doi.org/10.1080/14786419.2018.1508141 . .

TY  - CHAP
AU  - Šavikin, Katarina
AU  - Aljančić, Ivana
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Menković, Nebojša
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1835
AB  - The results are presented of phytochemical investigations, during the last decade, of some wild-growing species of the family Gentianaceae from Serbia and Montenegro. Some of the species investigated, members of the genera Gentiana, Gentianella, and Swertia, are endemic, and the emphasis in this report is on those exhibiting biological activities that could be regarded as a potential source of drugs. This review discusses more than fifty compounds, such as xanthones, secoiridoids, and C-glucoflavonoids.
PB  - Springer Berlin Heidelberg
T2  - The Gentianaceae - Volume 2: Biotechnology and Applications
T1  - Bioactive secondary metabolites in several genera of gentianaceae species from thè central regions of thè balkan peninsula
SP  - 319
EP  - 347
DO  - 10.1007/978-3-642-54102-5_14
ER  - 

@inbook{
author = "Šavikin, Katarina and Aljančić, Ivana and Vajs, Vlatka and Milosavljević, Slobodan and Jadranin, Milka and Đorđević, Iris and Menković, Nebojša",
year = "2015",
abstract = "The results are presented of phytochemical investigations, during the last decade, of some wild-growing species of the family Gentianaceae from Serbia and Montenegro. Some of the species investigated, members of the genera Gentiana, Gentianella, and Swertia, are endemic, and the emphasis in this report is on those exhibiting biological activities that could be regarded as a potential source of drugs. This review discusses more than fifty compounds, such as xanthones, secoiridoids, and C-glucoflavonoids.",
publisher = "Springer Berlin Heidelberg",
journal = "The Gentianaceae - Volume 2: Biotechnology and Applications",
booktitle = "Bioactive secondary metabolites in several genera of gentianaceae species from thè central regions of thè balkan peninsula",
pages = "319-347",
doi = "10.1007/978-3-642-54102-5_14"
}

Šavikin, K., Aljančić, I., Vajs, V., Milosavljević, S., Jadranin, M., Đorđević, I.,& Menković, N.. (2015). Bioactive secondary metabolites in several genera of gentianaceae species from thè central regions of thè balkan peninsula. in The Gentianaceae - Volume 2: Biotechnology and Applications
Springer Berlin Heidelberg., 319-347.
https://doi.org/10.1007/978-3-642-54102-5_14

Šavikin K, Aljančić I, Vajs V, Milosavljević S, Jadranin M, Đorđević I, Menković N. Bioactive secondary metabolites in several genera of gentianaceae species from thè central regions of thè balkan peninsula. in The Gentianaceae - Volume 2: Biotechnology and Applications. 2015;:319-347.
doi:10.1007/978-3-642-54102-5_14 .

Šavikin, Katarina, Aljančić, Ivana, Vajs, Vlatka, Milosavljević, Slobodan, Jadranin, Milka, Đorđević, Iris, Menković, Nebojša, "Bioactive secondary metabolites in several genera of gentianaceae species from thè central regions of thè balkan peninsula" in The Gentianaceae - Volume 2: Biotechnology and Applications (2015):319-347,
https://doi.org/10.1007/978-3-642-54102-5_14 . .

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Đorđević, Iris
AU  - Jadranin, Milka
AU  - Vajs, Vlatka
AU  - Vučković, Ivan
AU  - Menković, Nebojša
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1430
AB  - Analysis of composition of sesquiterpene lactone fraction of leaf cuticular neutral lipids of Amphoricarpos complex from two different localities in north Montenegro, i.e., canyon of river Tara (A. autariatus ssp. autariatus) and mountain Zeletin (A. autariatus ssp. bertisceus) afforded sesquiterpene lactones with guaianolide skeletons (17 compounds), so called amphoricarpolides, typical for this genus. Nine of them, 9-17, were new compounds, and their structures were elucidated by detailed analyses of IR, NMR, and MS data.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry & Biodiversity
T1  - Further Amphoricarpolides from the Surface Extracts of Amphoricarpos Complex from Montenegro
VL  - 11
IS  - 9
SP  - 1428
EP  - 1437
DO  - 10.1002/cbdv.201400101
ER  - 

@article{
author = "Cvetković, Mirjana and Đorđević, Iris and Jadranin, Milka and Vajs, Vlatka and Vučković, Ivan and Menković, Nebojša and Milosavljević, Slobodan and Tešević, Vele",
year = "2014",
abstract = "Analysis of composition of sesquiterpene lactone fraction of leaf cuticular neutral lipids of Amphoricarpos complex from two different localities in north Montenegro, i.e., canyon of river Tara (A. autariatus ssp. autariatus) and mountain Zeletin (A. autariatus ssp. bertisceus) afforded sesquiterpene lactones with guaianolide skeletons (17 compounds), so called amphoricarpolides, typical for this genus. Nine of them, 9-17, were new compounds, and their structures were elucidated by detailed analyses of IR, NMR, and MS data.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry & Biodiversity",
title = "Further Amphoricarpolides from the Surface Extracts of Amphoricarpos Complex from Montenegro",
volume = "11",
number = "9",
pages = "1428-1437",
doi = "10.1002/cbdv.201400101"
}

Cvetković, M., Đorđević, I., Jadranin, M., Vajs, V., Vučković, I., Menković, N., Milosavljević, S.,& Tešević, V.. (2014). Further Amphoricarpolides from the Surface Extracts of Amphoricarpos Complex from Montenegro. in Chemistry & Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 11(9), 1428-1437.
https://doi.org/10.1002/cbdv.201400101

Cvetković M, Đorđević I, Jadranin M, Vajs V, Vučković I, Menković N, Milosavljević S, Tešević V. Further Amphoricarpolides from the Surface Extracts of Amphoricarpos Complex from Montenegro. in Chemistry & Biodiversity. 2014;11(9):1428-1437.
doi:10.1002/cbdv.201400101 .

Cvetković, Mirjana, Đorđević, Iris, Jadranin, Milka, Vajs, Vlatka, Vučković, Ivan, Menković, Nebojša, Milosavljević, Slobodan, Tešević, Vele, "Further Amphoricarpolides from the Surface Extracts of Amphoricarpos Complex from Montenegro" in Chemistry & Biodiversity, 11, no. 9 (2014):1428-1437,
https://doi.org/10.1002/cbdv.201400101 . .

TY  - JOUR
AU  - Aljančić, Ivana
AU  - Vučković, Ivan
AU  - Jadranin, Milka
AU  - Pešić, Milica
AU  - Đorđević, Iris
AU  - Podolski-Renic, Ana
AU  - Stojkovic, Sonja
AU  - Menković, Nebojša
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1542
AB  - Dimers tomoroside A (1) and tomoroside B (2) of the co-occuring known chalcone monomer (3), along with the seven known flavonoid glucosides (4-10), were isolated from the aerial parts of Helichrysum zivojinii Cernjavski & Soska. The structures of the isolated compounds were elucidated by spectroscopic techniques. Compound 1 inhibited topo Ha and hif-1 alpha expression and stimulated doxorubicin anticancer effect, while 2 increased the expression of hif-1 alpha a, probably acting as antioxidant and redox status modulator. Notably, 2 synergized with Tipifarnib showing potential to improve the action of this new chemotherapeutic involved in the modulation of mitogene activated protein (MAP) kinase signaling pathway.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Phytochemistry
T1  - Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines
VL  - 98
SP  - 190
EP  - 196
DO  - 10.1016/j.phytochem.2013.11.025
ER  - 

@article{
author = "Aljančić, Ivana and Vučković, Ivan and Jadranin, Milka and Pešić, Milica and Đorđević, Iris and Podolski-Renic, Ana and Stojkovic, Sonja and Menković, Nebojša and Vajs, Vlatka and Milosavljević, Slobodan",
year = "2014",
abstract = "Dimers tomoroside A (1) and tomoroside B (2) of the co-occuring known chalcone monomer (3), along with the seven known flavonoid glucosides (4-10), were isolated from the aerial parts of Helichrysum zivojinii Cernjavski & Soska. The structures of the isolated compounds were elucidated by spectroscopic techniques. Compound 1 inhibited topo Ha and hif-1 alpha expression and stimulated doxorubicin anticancer effect, while 2 increased the expression of hif-1 alpha a, probably acting as antioxidant and redox status modulator. Notably, 2 synergized with Tipifarnib showing potential to improve the action of this new chemotherapeutic involved in the modulation of mitogene activated protein (MAP) kinase signaling pathway.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Phytochemistry",
title = "Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines",
volume = "98",
pages = "190-196",
doi = "10.1016/j.phytochem.2013.11.025"
}

Aljančić, I., Vučković, I., Jadranin, M., Pešić, M., Đorđević, I., Podolski-Renic, A., Stojkovic, S., Menković, N., Vajs, V.,& Milosavljević, S.. (2014). Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines. in Phytochemistry
Oxford : Pergamon-Elsevier Science Ltd., 98, 190-196.
https://doi.org/10.1016/j.phytochem.2013.11.025

Aljančić I, Vučković I, Jadranin M, Pešić M, Đorđević I, Podolski-Renic A, Stojkovic S, Menković N, Vajs V, Milosavljević S. Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines. in Phytochemistry. 2014;98:190-196.
doi:10.1016/j.phytochem.2013.11.025 .

Aljančić, Ivana, Vučković, Ivan, Jadranin, Milka, Pešić, Milica, Đorđević, Iris, Podolski-Renic, Ana, Stojkovic, Sonja, Menković, Nebojša, Vajs, Vlatka, Milosavljević, Slobodan, "Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines" in Phytochemistry, 98 (2014):190-196,
https://doi.org/10.1016/j.phytochem.2013.11.025 . .

TY  - JOUR
AU  - Tešević, Vele
AU  - Aljančić, Ivana
AU  - Milosavljević, Slobodan
AU  - Vajs, Vlatka
AU  - Đorđević, Iris
AU  - Jadranin, Milka
AU  - Menković, Nebojša
AU  - Matevski, Vlado
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1478
AB  - The aerial parts of three endemic Centaurea L. species, namely C. tomorosii Micevski, C. soskae Hayek and C. galicicae Micevski, afforded the sesquiterpene lactone cnicin (1) and seven flavonoids: apigenin (2), isokaempferide (3), hispidulin (4), eupatorin (5), cirsimaritin (6), santoflavone (7) and salvigenin (8). The structures of the isolated compounds were determined by UV, H-1-NMR and C-13-NMR spectroscopy and HR-ESI-MS spectrometry. H-1-NMR spectroscopy was used as a method for the quantitative analysis of cnicin.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Secondary metabolites of three endemic Centaurea L. species
VL  - 79
IS  - 11
SP  - 1355
EP  - 1362
DO  - 10.2298/JSC140318048T
ER  - 

@article{
author = "Tešević, Vele and Aljančić, Ivana and Milosavljević, Slobodan and Vajs, Vlatka and Đorđević, Iris and Jadranin, Milka and Menković, Nebojša and Matevski, Vlado",
year = "2014",
abstract = "The aerial parts of three endemic Centaurea L. species, namely C. tomorosii Micevski, C. soskae Hayek and C. galicicae Micevski, afforded the sesquiterpene lactone cnicin (1) and seven flavonoids: apigenin (2), isokaempferide (3), hispidulin (4), eupatorin (5), cirsimaritin (6), santoflavone (7) and salvigenin (8). The structures of the isolated compounds were determined by UV, H-1-NMR and C-13-NMR spectroscopy and HR-ESI-MS spectrometry. H-1-NMR spectroscopy was used as a method for the quantitative analysis of cnicin.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Secondary metabolites of three endemic Centaurea L. species",
volume = "79",
number = "11",
pages = "1355-1362",
doi = "10.2298/JSC140318048T"
}

Tešević, V., Aljančić, I., Milosavljević, S., Vajs, V., Đorđević, I., Jadranin, M., Menković, N.,& Matevski, V.. (2014). Secondary metabolites of three endemic Centaurea L. species. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 79(11), 1355-1362.
https://doi.org/10.2298/JSC140318048T

Tešević V, Aljančić I, Milosavljević S, Vajs V, Đorđević I, Jadranin M, Menković N, Matevski V. Secondary metabolites of three endemic Centaurea L. species. in Journal of the Serbian Chemical Society. 2014;79(11):1355-1362.
doi:10.2298/JSC140318048T .

Tešević, Vele, Aljančić, Ivana, Milosavljević, Slobodan, Vajs, Vlatka, Đorđević, Iris, Jadranin, Milka, Menković, Nebojša, Matevski, Vlado, "Secondary metabolites of three endemic Centaurea L. species" in Journal of the Serbian Chemical Society, 79, no. 11 (2014):1355-1362,
https://doi.org/10.2298/JSC140318048T . .

TY  - JOUR
AU  - Nikolić, Biljana
AU  - Tešević, Vele
AU  - Đorđević, Iris
AU  - Todosijević, Marina
AU  - Jadranin, Milka
AU  - Bojovic, Srdjan
AU  - Marin, Petar D.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1295
AB  - This is the first report of population variability of the contents of n-alkanes and nonacosan-10-ol in the needle epicuticular waxes of Serbian spruce (Picea omorika). The hexane extracts of needle samples originated from three natural populations in Serbia (Vranjak, Zmajevaki potok, and Mileevka Canyon) were investigated by GC and GC/MS analyses. The amount of nonacosan-10-ol varied individually from 50.05 to 74.42% (65.74% in average), but the differences between the three investigated populations were not statistically confirmed. The results exhibited variability of the composition of n-alkanes in the epicuticular waxes with their size ranging from C18 to C35. The most abundant n-alkanes were C29, C31, and C27 (35.22, 13.77, and 12.28% in average, resp.). The carbon preference index of all the n-alkanes (CPItotal) of the P. omorika populations (average of populations IIII) ranged from 3.3 to 11.5 (mean of 5.9), while the average chain length (ACL) ranged from 26.6 to 29.2. The principal component and cluster analyses of the contents of nine n-alkanes showed the greatest difference for the population growing in the Mileevka Canyon. The obtained results were compared with previous literature data given for other Picea species, and this comparison was briefly discussed.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry & Biodiversity
T1  - Variability of n-Alkanes and Nonacosan-10-ol in Natural Populations of Picea omorika
VL  - 10
IS  - 3
SP  - 473
EP  - 483
DO  - 10.1002/cbdv.201200271
ER  - 

@article{
author = "Nikolić, Biljana and Tešević, Vele and Đorđević, Iris and Todosijević, Marina and Jadranin, Milka and Bojovic, Srdjan and Marin, Petar D.",
year = "2013",
abstract = "This is the first report of population variability of the contents of n-alkanes and nonacosan-10-ol in the needle epicuticular waxes of Serbian spruce (Picea omorika). The hexane extracts of needle samples originated from three natural populations in Serbia (Vranjak, Zmajevaki potok, and Mileevka Canyon) were investigated by GC and GC/MS analyses. The amount of nonacosan-10-ol varied individually from 50.05 to 74.42% (65.74% in average), but the differences between the three investigated populations were not statistically confirmed. The results exhibited variability of the composition of n-alkanes in the epicuticular waxes with their size ranging from C18 to C35. The most abundant n-alkanes were C29, C31, and C27 (35.22, 13.77, and 12.28% in average, resp.). The carbon preference index of all the n-alkanes (CPItotal) of the P. omorika populations (average of populations IIII) ranged from 3.3 to 11.5 (mean of 5.9), while the average chain length (ACL) ranged from 26.6 to 29.2. The principal component and cluster analyses of the contents of nine n-alkanes showed the greatest difference for the population growing in the Mileevka Canyon. The obtained results were compared with previous literature data given for other Picea species, and this comparison was briefly discussed.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry & Biodiversity",
title = "Variability of n-Alkanes and Nonacosan-10-ol in Natural Populations of Picea omorika",
volume = "10",
number = "3",
pages = "473-483",
doi = "10.1002/cbdv.201200271"
}

Nikolić, B., Tešević, V., Đorđević, I., Todosijević, M., Jadranin, M., Bojovic, S.,& Marin, P. D.. (2013). Variability of n-Alkanes and Nonacosan-10-ol in Natural Populations of Picea omorika. in Chemistry & Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 10(3), 473-483.
https://doi.org/10.1002/cbdv.201200271

Nikolić B, Tešević V, Đorđević I, Todosijević M, Jadranin M, Bojovic S, Marin PD. Variability of n-Alkanes and Nonacosan-10-ol in Natural Populations of Picea omorika. in Chemistry & Biodiversity. 2013;10(3):473-483.
doi:10.1002/cbdv.201200271 .

Nikolić, Biljana, Tešević, Vele, Đorđević, Iris, Todosijević, Marina, Jadranin, Milka, Bojovic, Srdjan, Marin, Petar D., "Variability of n-Alkanes and Nonacosan-10-ol in Natural Populations of Picea omorika" in Chemistry & Biodiversity, 10, no. 3 (2013):473-483,
https://doi.org/10.1002/cbdv.201200271 . .

TY  - JOUR
AU  - Pavlovic, Voja
AU  - Stojanovic, Igor
AU  - Jadranin, Milka
AU  - Vajs, Vlatka
AU  - Đorđević, Iris
AU  - Smelcerovic, Andrija
AU  - Stojanovic, Gordana
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1281
AB  - Four lichen acids, physodalic acid (F1), physodic acid (F2), 3-hydroxyphysodic acid (F3), and isophysodic acid (F4), were isolated from Hypogymnia physodes methanol extract using preparative reversed-phase high performance liquid chromatography and their structures were determined by UV, MS, H-1 NMR and C-13 NMR. This is the first report on the isolation of F4 from H. physodes. Isolated rat thymocytes were cultivated with increasing F1-F4 concentrations (0.1, 1, 10 mu g/well) and proliferative activity, viability, ROS (reactive oxygen species) production and MMP (mitochondrial membrane potential) disturbances were evaluated. Obtained results show significantly decreased thymocytes proliferation was observed when cells were treated with F1 (1 mu g, p  LT  0.05; 10 mu g; p  LT  0.001), F2 (10 mu g, p  LT  0.05) and F3 compound (10 mu g, p  LT  0.05). Significantly increased cytotoxicity was detected when cells were incubated with F1 (1 mu g, p  LT  0.05; 10 mu g, p  LT  0.01), F2 (10 mu g, p  LT  0.05) and F3 compound (10 mu g, p  LT  0.001). Increased H2DCF-DA fluorescence intensity, when cells were treated with F1 (1 mu g, p  LT  0.001; 1 mu g, p  LT  0.01; 10 mu g, p  LT  0.001) and F2 (1 mu g, p  LT  0.05; 10 mu g, p  LT  0.01) compound, indicating the increase of intracellular ROS production. Simultaneously, increased ROS levels were followed with significantly decreased MMP when thymocytes were cultivated with F1 (0.1 mu g, p  LT  0.001; 1 mu g, p  LT  0.001; 10 mu g, p  LT  0.001) and F2 compound (10 mu g, p  LT  0.001). Thymocytes exposure to increased (0.1, 1, 10 mu g) concentrations of F3 and F4 compounds did not result with significant alterations in MMP and intracellular ROS production. We have shown that higher F1 and F2 concentrations induce thymocytes toxicity mainly through induction of oxidative stress, while cytotoxicity effect of F3 is followed with altered antioxidant/oxidant balance. The rigid 11H-dibenzo[b,e][1,4]dioxepin-11-one ring in the depsidone structure may play a important role for the examined biological activities.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Food and Chemical Toxicology
T1  - Effect of four lichen acids isolated from Hypogymnia physodes on viability of rat thymocytes
VL  - 51
SP  - 160
EP  - 164
DO  - 10.1016/j.fct.2012.04.043
ER  - 

@article{
author = "Pavlovic, Voja and Stojanovic, Igor and Jadranin, Milka and Vajs, Vlatka and Đorđević, Iris and Smelcerovic, Andrija and Stojanovic, Gordana",
year = "2013",
abstract = "Four lichen acids, physodalic acid (F1), physodic acid (F2), 3-hydroxyphysodic acid (F3), and isophysodic acid (F4), were isolated from Hypogymnia physodes methanol extract using preparative reversed-phase high performance liquid chromatography and their structures were determined by UV, MS, H-1 NMR and C-13 NMR. This is the first report on the isolation of F4 from H. physodes. Isolated rat thymocytes were cultivated with increasing F1-F4 concentrations (0.1, 1, 10 mu g/well) and proliferative activity, viability, ROS (reactive oxygen species) production and MMP (mitochondrial membrane potential) disturbances were evaluated. Obtained results show significantly decreased thymocytes proliferation was observed when cells were treated with F1 (1 mu g, p  LT  0.05; 10 mu g; p  LT  0.001), F2 (10 mu g, p  LT  0.05) and F3 compound (10 mu g, p  LT  0.05). Significantly increased cytotoxicity was detected when cells were incubated with F1 (1 mu g, p  LT  0.05; 10 mu g, p  LT  0.01), F2 (10 mu g, p  LT  0.05) and F3 compound (10 mu g, p  LT  0.001). Increased H2DCF-DA fluorescence intensity, when cells were treated with F1 (1 mu g, p  LT  0.001; 1 mu g, p  LT  0.01; 10 mu g, p  LT  0.001) and F2 (1 mu g, p  LT  0.05; 10 mu g, p  LT  0.01) compound, indicating the increase of intracellular ROS production. Simultaneously, increased ROS levels were followed with significantly decreased MMP when thymocytes were cultivated with F1 (0.1 mu g, p  LT  0.001; 1 mu g, p  LT  0.001; 10 mu g, p  LT  0.001) and F2 compound (10 mu g, p  LT  0.001). Thymocytes exposure to increased (0.1, 1, 10 mu g) concentrations of F3 and F4 compounds did not result with significant alterations in MMP and intracellular ROS production. We have shown that higher F1 and F2 concentrations induce thymocytes toxicity mainly through induction of oxidative stress, while cytotoxicity effect of F3 is followed with altered antioxidant/oxidant balance. The rigid 11H-dibenzo[b,e][1,4]dioxepin-11-one ring in the depsidone structure may play a important role for the examined biological activities.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Food and Chemical Toxicology",
title = "Effect of four lichen acids isolated from Hypogymnia physodes on viability of rat thymocytes",
volume = "51",
pages = "160-164",
doi = "10.1016/j.fct.2012.04.043"
}

Pavlovic, V., Stojanovic, I., Jadranin, M., Vajs, V., Đorđević, I., Smelcerovic, A.,& Stojanovic, G.. (2013). Effect of four lichen acids isolated from Hypogymnia physodes on viability of rat thymocytes. in Food and Chemical Toxicology
Oxford : Pergamon-Elsevier Science Ltd., 51, 160-164.
https://doi.org/10.1016/j.fct.2012.04.043

Pavlovic V, Stojanovic I, Jadranin M, Vajs V, Đorđević I, Smelcerovic A, Stojanovic G. Effect of four lichen acids isolated from Hypogymnia physodes on viability of rat thymocytes. in Food and Chemical Toxicology. 2013;51:160-164.
doi:10.1016/j.fct.2012.04.043 .

Pavlovic, Voja, Stojanovic, Igor, Jadranin, Milka, Vajs, Vlatka, Đorđević, Iris, Smelcerovic, Andrija, Stojanovic, Gordana, "Effect of four lichen acids isolated from Hypogymnia physodes on viability of rat thymocytes" in Food and Chemical Toxicology, 51 (2013):160-164,
https://doi.org/10.1016/j.fct.2012.04.043 . .

TY  - JOUR
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Lekic, S.
AU  - Đorđević, Iris
AU  - Novaković, Miroslav
AU  - Vujisić, Ljubodrag V.
AU  - Todosijevic, M.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2723
AB  - The oil content and fatty acids, unsaponifiable composition and antioxidant activities of the seed oil from three Malvaceae species (Malva sylvestris L., Malva sylvestris L. var. mauritiana and Althaea officinalis L.) from Serbia were determined. The oil yields from the seeds varied from 7.18 to 9.60%. The main fatty acids of the seed oils were linoleic acid (44.14-54.49%), oleic acid (13.00-16.99%) and palmitic acid (11.45-24.29%). A small amount of cyclopropenoid acids, up to 1.85% was also established. The predominant sterol in all seed oils was beta-sitosterol (11.51-17.34 mg/g of oil). The antioxidant potential of all the investigated seed oils was evaluated by radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay.
PB  - Inst Bioloska Istrazivanja Sinisa Stankovic, Beograd
T2  - Archives of biological sciences
T1  - Lipid Composition and Antioxidant Activities of the Seed Oil from  Three Malvaceae Species
VL  - 64
IS  - 1
SP  - 221
EP  - 227
DO  - 10.2298/ABS1201221T
ER  - 

@article{
author = "Tešević, Vele and Vajs, Vlatka and Lekic, S. and Đorđević, Iris and Novaković, Miroslav and Vujisić, Ljubodrag V. and Todosijevic, M.",
year = "2012",
abstract = "The oil content and fatty acids, unsaponifiable composition and antioxidant activities of the seed oil from three Malvaceae species (Malva sylvestris L., Malva sylvestris L. var. mauritiana and Althaea officinalis L.) from Serbia were determined. The oil yields from the seeds varied from 7.18 to 9.60%. The main fatty acids of the seed oils were linoleic acid (44.14-54.49%), oleic acid (13.00-16.99%) and palmitic acid (11.45-24.29%). A small amount of cyclopropenoid acids, up to 1.85% was also established. The predominant sterol in all seed oils was beta-sitosterol (11.51-17.34 mg/g of oil). The antioxidant potential of all the investigated seed oils was evaluated by radical scavenging activity using 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay.",
publisher = "Inst Bioloska Istrazivanja Sinisa Stankovic, Beograd",
journal = "Archives of biological sciences",
title = "Lipid Composition and Antioxidant Activities of the Seed Oil from  Three Malvaceae Species",
volume = "64",
number = "1",
pages = "221-227",
doi = "10.2298/ABS1201221T"
}

Tešević, V., Vajs, V., Lekic, S., Đorđević, I., Novaković, M., Vujisić, L. V.,& Todosijevic, M.. (2012). Lipid Composition and Antioxidant Activities of the Seed Oil from  Three Malvaceae Species. in Archives of biological sciences
Inst Bioloska Istrazivanja Sinisa Stankovic, Beograd., 64(1), 221-227.
https://doi.org/10.2298/ABS1201221T

Tešević V, Vajs V, Lekic S, Đorđević I, Novaković M, Vujisić LV, Todosijevic M. Lipid Composition and Antioxidant Activities of the Seed Oil from  Three Malvaceae Species. in Archives of biological sciences. 2012;64(1):221-227.
doi:10.2298/ABS1201221T .

Tešević, Vele, Vajs, Vlatka, Lekic, S., Đorđević, Iris, Novaković, Miroslav, Vujisić, Ljubodrag V., Todosijevic, M., "Lipid Composition and Antioxidant Activities of the Seed Oil from  Three Malvaceae Species" in Archives of biological sciences, 64, no. 1 (2012):221-227,
https://doi.org/10.2298/ABS1201221T . .

TY  - JOUR
AU  - Makarov, Slobodan E.
AU  - Vujisić, Ljubodrag V.
AU  - Curcic, Bozidar P. M.
AU  - Ilic, Bojan S.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Vučković, Ivan
AU  - Mitic, Bojan M.
AU  - Lučić, Luka
AU  - Đorđević, Iris
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2736
AB  - Makarov S. E., Vujisic L.V., Curcic B.P.M., Ilic B.S., Tesevic V.V., Vajs V.E., Vuckovic I.M., Mitic B. M., Lucic L.R. and Dordevic I.Z. 2012. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). International Journal of Speleology, 41(1), 95-100. Tampa, FL (USA). ISSN 0392-6672. http://dx.doi.org/10.5038/1827-806X.41.1.10 The troglomorphic millipede Brachydesmus troglobius Daday, 1889 (Polydesmida: Polydesmidae) secretes allomones from glands on both lateral surfaces of its body segments. The secretion was identified by gas chromatography-mass spectrometry (GC-MS) analysis with electron and chemical ionization, and was shown to be composed of a mixture of benzaldehyde, benzyl alcohol, benzoylnitrile, benzoic acid and mandelonitrile benzoate. Hydrogen cyanide was qualitatively identified by the picric acid test. This is the first identification of these compounds in a cave-dwelling polydesmid.
PB  - Societa Speleologica Italiana, Bologna
T2  - International Journal of Speleology
T1  - Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)
VL  - 41
IS  - 1
SP  - 95
EP  - 100
DO  - 10.5038/1827-806X.41.1.10
ER  - 

@article{
author = "Makarov, Slobodan E. and Vujisić, Ljubodrag V. and Curcic, Bozidar P. M. and Ilic, Bojan S. and Tešević, Vele and Vajs, Vlatka and Vučković, Ivan and Mitic, Bojan M. and Lučić, Luka and Đorđević, Iris",
year = "2012",
abstract = "Makarov S. E., Vujisic L.V., Curcic B.P.M., Ilic B.S., Tesevic V.V., Vajs V.E., Vuckovic I.M., Mitic B. M., Lucic L.R. and Dordevic I.Z. 2012. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). International Journal of Speleology, 41(1), 95-100. Tampa, FL (USA). ISSN 0392-6672. http://dx.doi.org/10.5038/1827-806X.41.1.10 The troglomorphic millipede Brachydesmus troglobius Daday, 1889 (Polydesmida: Polydesmidae) secretes allomones from glands on both lateral surfaces of its body segments. The secretion was identified by gas chromatography-mass spectrometry (GC-MS) analysis with electron and chemical ionization, and was shown to be composed of a mixture of benzaldehyde, benzyl alcohol, benzoylnitrile, benzoic acid and mandelonitrile benzoate. Hydrogen cyanide was qualitatively identified by the picric acid test. This is the first identification of these compounds in a cave-dwelling polydesmid.",
publisher = "Societa Speleologica Italiana, Bologna",
journal = "International Journal of Speleology",
title = "Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)",
volume = "41",
number = "1",
pages = "95-100",
doi = "10.5038/1827-806X.41.1.10"
}

Makarov, S. E., Vujisić, L. V., Curcic, B. P. M., Ilic, B. S., Tešević, V., Vajs, V., Vučković, I., Mitic, B. M., Lučić, L.,& Đorđević, I.. (2012). Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). in International Journal of Speleology
Societa Speleologica Italiana, Bologna., 41(1), 95-100.
https://doi.org/10.5038/1827-806X.41.1.10

Makarov SE, Vujisić LV, Curcic BPM, Ilic BS, Tešević V, Vajs V, Vučković I, Mitic BM, Lučić L, Đorđević I. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). in International Journal of Speleology. 2012;41(1):95-100.
doi:10.5038/1827-806X.41.1.10 .

Makarov, Slobodan E., Vujisić, Ljubodrag V., Curcic, Bozidar P. M., Ilic, Bojan S., Tešević, Vele, Vajs, Vlatka, Vučković, Ivan, Mitic, Bojan M., Lučić, Luka, Đorđević, Iris, "Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)" in International Journal of Speleology, 41, no. 1 (2012):95-100,
https://doi.org/10.5038/1827-806X.41.1.10 . .

TY  - JOUR
AU  - Nikolić, Biljana
AU  - Tešević, Vele
AU  - Đorđević, Iris
AU  - Todosijević, Marina
AU  - Jadranin, Milka
AU  - Bojovic, Srdjan
AU  - Marin, Petar D.
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/985
AB  - This is the first report on population variability of nonacosan-10-ol and n-alkanes in needle epicuticular waxes of Macedonian pine (Pinus peuce Griseb.) Hexane extracts of needle samples, originating from two natural populations in Montenegro (Zeletin and Sjekirica) and from one population in Serbia (Mokra Gora) were analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). The amount of nonacosan-10-ol varied individually from 41.3 to 72.31% (average 55.9%), with the Sjekirica population being statistically divergent (64.4% on average). The results showed n-alkanes in epicuticular waxes ranging from C18 to C33. The most abundant alkanes were C29, C25, C27, and C23 (15.5, 11.1, 10.6, and 10.5% on average, resp.). The carbon preference index of Pinus peuce ranged from 1.0 to 4.3 (1.9 on average). Average chain length ranged from 18.4 to 27.7 (average 25.7). A high level of inidividual quantitative variation in all of these hydrocarbon parameters was also detected. These results were compared with published data on other species from the Pinus genus.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry & Biodiversity
T1  - Population Variability of Nonacosan-10-ol and n-Alkanes in Needle Cuticular Waxes of Macedonian Pine (Pinus peuce Griseb.)
VL  - 9
IS  - 6
SP  - 1155
EP  - 1165
DO  - 10.1002/cbdv.201100316
ER  - 

@article{
author = "Nikolić, Biljana and Tešević, Vele and Đorđević, Iris and Todosijević, Marina and Jadranin, Milka and Bojovic, Srdjan and Marin, Petar D.",
year = "2012",
abstract = "This is the first report on population variability of nonacosan-10-ol and n-alkanes in needle epicuticular waxes of Macedonian pine (Pinus peuce Griseb.) Hexane extracts of needle samples, originating from two natural populations in Montenegro (Zeletin and Sjekirica) and from one population in Serbia (Mokra Gora) were analyzed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). The amount of nonacosan-10-ol varied individually from 41.3 to 72.31% (average 55.9%), with the Sjekirica population being statistically divergent (64.4% on average). The results showed n-alkanes in epicuticular waxes ranging from C18 to C33. The most abundant alkanes were C29, C25, C27, and C23 (15.5, 11.1, 10.6, and 10.5% on average, resp.). The carbon preference index of Pinus peuce ranged from 1.0 to 4.3 (1.9 on average). Average chain length ranged from 18.4 to 27.7 (average 25.7). A high level of inidividual quantitative variation in all of these hydrocarbon parameters was also detected. These results were compared with published data on other species from the Pinus genus.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry & Biodiversity",
title = "Population Variability of Nonacosan-10-ol and n-Alkanes in Needle Cuticular Waxes of Macedonian Pine (Pinus peuce Griseb.)",
volume = "9",
number = "6",
pages = "1155-1165",
doi = "10.1002/cbdv.201100316"
}

Nikolić, B., Tešević, V., Đorđević, I., Todosijević, M., Jadranin, M., Bojovic, S.,& Marin, P. D.. (2012). Population Variability of Nonacosan-10-ol and n-Alkanes in Needle Cuticular Waxes of Macedonian Pine (Pinus peuce Griseb.). in Chemistry & Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 9(6), 1155-1165.
https://doi.org/10.1002/cbdv.201100316

Nikolić B, Tešević V, Đorđević I, Todosijević M, Jadranin M, Bojovic S, Marin PD. Population Variability of Nonacosan-10-ol and n-Alkanes in Needle Cuticular Waxes of Macedonian Pine (Pinus peuce Griseb.). in Chemistry & Biodiversity. 2012;9(6):1155-1165.
doi:10.1002/cbdv.201100316 .

Nikolić, Biljana, Tešević, Vele, Đorđević, Iris, Todosijević, Marina, Jadranin, Milka, Bojovic, Srdjan, Marin, Petar D., "Population Variability of Nonacosan-10-ol and n-Alkanes in Needle Cuticular Waxes of Macedonian Pine (Pinus peuce Griseb.)" in Chemistry & Biodiversity, 9, no. 6 (2012):1155-1165,
https://doi.org/10.1002/cbdv.201100316 . .