Milosavljević, Slobodan M.

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Authority KeyName Variants
9bd0541f-70b3-4d36-8556-0ed951eeb538
  • Milosavljević, Slobodan M. (100)
Projects
Natural products of wild, cultivated and edible plants: structure and bioactivity determination Sekundarni metaboliti samoniklih, lekovitih biljaka: izolovanje, karakterizacija i biloška aktivnost
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry)
Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research Identification of predictive molecular markers for cancer progression, response to therapy and disease outcome
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200178 (University of Belgrade, Faculty of Biology) Ontogenetic characterization of phylogenetic biodiversity
Microbial diversity study and characterization of beneficial environmental microorganisms Biological response modifiers in physiological and pathological conditions
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200043 (Institute of Oncology and Radiology of Serbia, Belgrade) Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima
Government of Montenegro, Secretariat for Development Biotechnology in vitro - crop, medicinal and endangered plant species
The effects of magnetic fields and other environmental stressors on the physiological responses and behavior of different species Micromorphological, phytochemical and molecular investigations of plants - systematic, ecological and applicative aspects
Characterization and application of fungal metabolites and assessment of new biofungicides potential Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200007 (University of Belgrade, Institute for Biological Research 'Siniša Stanković')
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200042 (University of Belgrade, Institute of Molecular Genetics and Genetic Engineering) Modulation of intracellular energy balance-controlling signalling pathways in therapy of cancer and neuro-immuno-endocrine disorders
Geography of Serbia Ispitivanje lekovitog potencijala biljaka: morfološka, hemijska i farmakološka karakterizacija
Taksonomska, biohemijska i molekularna istraživanja gljiva i biološki aktivnih supstanci Istraživanje dejstava modifikatora biološkog odgovora u fiziološkim i patološkim stanjima
Farmakodinamska i farmakogenetska istraživanja novih lekova i prediktivna/prognostička vrednost farmakoterapije u onkologiji Citotoksični, citoprotektivni i imunomodulatorni efekti nanočestica
Biljni proizvodi u preventivi i terapiji nezaraznih hroničnih oboljenja kod ljudi Matsumae International Foundation
Serbian Academy of Sciences and Arts [F-188] Serbian Academy of Sciences and Arts, Grant No. 01-2022

Author's Bibliography

Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia

Sofrenić, Ivana; Anđelković, Boban D.; Gođevac, Dejan; Ivanović, Stefan; Simić, Katarina; Ljujić, Jovana; Tešević, Vele; Milosavljević, Slobodan M.

(MDPI, 2023)

TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Anđelković, Boban D.
AU  - Gođevac, Dejan
AU  - Ivanović, Stefan
AU  - Simić, Katarina
AU  - Ljujić, Jovana
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5811
AB  - Chemotaxonomy presents various challenges that need to be overcome in order to obtain valid and reliable results. Individual genetic and environmental variations can give a false picture and lead to wrong conclusions. Applying a holistic approach, based on multivariate data analysis, these challenges can be overcome. Thus, a metabolomics approach has to be optimized depending on the subject of research. We used 1H NMR-based metabolomics as a potential chemotaxonomic tool on the selected Euphorbia species growing wild in Serbia. Principal components analysis (PCA), soft independent modeling by class analogy (SIMCA) and Orthogonal Projections to Latent Structures Discriminant Analysis (OPLS-DA) were used to analyze obtained NMR data in order to reveal chemotaxonomic biomarkers. The standard protocol for plant metabolomics was optimized aiming to extract more specific metabolites, which are characteristic for the Euphorbia genus. The obtained models were validated, which revealed that variables unique for each species were associated with certain classes of molecules according to literature data. In E. salicifolia, acacetin-7-O-glycoside (not found before in the species) was detected, and the structure of the aglycone part was solved based on 2D NMR data. In the presented paper, we have shown that metabolomics can be successfully used in Euphorbia chemotaxonomy.
PB  - MDPI
T2  - Plants
T1  - Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia
VL  - 12
IS  - 2
SP  - 262
DO  - 10.3390/plants12020262
ER  - 
@article{
author = "Sofrenić, Ivana and Anđelković, Boban D. and Gođevac, Dejan and Ivanović, Stefan and Simić, Katarina and Ljujić, Jovana and Tešević, Vele and Milosavljević, Slobodan M.",
year = "2023",
abstract = "Chemotaxonomy presents various challenges that need to be overcome in order to obtain valid and reliable results. Individual genetic and environmental variations can give a false picture and lead to wrong conclusions. Applying a holistic approach, based on multivariate data analysis, these challenges can be overcome. Thus, a metabolomics approach has to be optimized depending on the subject of research. We used 1H NMR-based metabolomics as a potential chemotaxonomic tool on the selected Euphorbia species growing wild in Serbia. Principal components analysis (PCA), soft independent modeling by class analogy (SIMCA) and Orthogonal Projections to Latent Structures Discriminant Analysis (OPLS-DA) were used to analyze obtained NMR data in order to reveal chemotaxonomic biomarkers. The standard protocol for plant metabolomics was optimized aiming to extract more specific metabolites, which are characteristic for the Euphorbia genus. The obtained models were validated, which revealed that variables unique for each species were associated with certain classes of molecules according to literature data. In E. salicifolia, acacetin-7-O-glycoside (not found before in the species) was detected, and the structure of the aglycone part was solved based on 2D NMR data. In the presented paper, we have shown that metabolomics can be successfully used in Euphorbia chemotaxonomy.",
publisher = "MDPI",
journal = "Plants",
title = "Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia",
volume = "12",
number = "2",
pages = "262",
doi = "10.3390/plants12020262"
}
Sofrenić, I., Anđelković, B. D., Gođevac, D., Ivanović, S., Simić, K., Ljujić, J., Tešević, V.,& Milosavljević, S. M.. (2023). Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia. in Plants
MDPI., 12(2), 262.
https://doi.org/10.3390/plants12020262
Sofrenić I, Anđelković BD, Gođevac D, Ivanović S, Simić K, Ljujić J, Tešević V, Milosavljević SM. Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia. in Plants. 2023;12(2):262.
doi:10.3390/plants12020262 .
Sofrenić, Ivana, Anđelković, Boban D., Gođevac, Dejan, Ivanović, Stefan, Simić, Katarina, Ljujić, Jovana, Tešević, Vele, Milosavljević, Slobodan M., "Metabolomics as a Potential Chemotaxonomical Tool: Application on the Selected Euphorbia Species Growing Wild in Serbia" in Plants, 12, no. 2 (2023):262,
https://doi.org/10.3390/plants12020262 . .
1

Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L

Novaković, Miroslav M.; Ilić-Tomić, Tatjana; Đorđević, Iris; Anđelković, Boban D.; Tešević, Vele; Milosavljević, Slobodan M.; Asakawa, Yoshinori

(Elsevier, 2023)

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Ilić-Tomić, Tatjana
AU  - Đorđević, Iris
AU  - Anđelković, Boban D.
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Asakawa, Yoshinori
PY  - 2023
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6259
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
EP  - 113719
DO  - 10.1016/j.phytochem.2023.113719
ER  - 
@article{
author = "Novaković, Miroslav M. and Ilić-Tomić, Tatjana and Đorđević, Iris and Anđelković, Boban D. and Tešević, Vele and Milosavljević, Slobodan M. 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. M., Ilić-Tomić, T., Đorđević, I., Anđelković, B. D., Tešević, V., Milosavljević, S. M.,& Asakawa, Y.. (2023). Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry
Elsevier., 212.
https://doi.org/10.1016/j.phytochem.2023.113719
Novaković MM, Ilić-Tomić T, Đorđević I, Anđelković BD, Tešević V, Milosavljević SM, Asakawa Y. Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L. in Phytochemistry. 2023;212:null-113719.
doi:10.1016/j.phytochem.2023.113719 .
Novaković, Miroslav M., Ilić-Tomić, Tatjana, Đorđević, Iris, Anđelković, Boban D., Tešević, Vele, Milosavljević, Slobodan M., Asakawa, Yoshinori, "Bisbibenzyls from Serbian Primula veris subsp. Columnae (Ten.) Lȕdi and P. acaulis (L.) L" in Phytochemistry, 212 (2023),
https://doi.org/10.1016/j.phytochem.2023.113719 . .

LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity

Jadranin, Milka; Savić, Danica; Lupšić, Ema; Podolski-Renić, Ana; Pešić, Milica; Tešević, Vele; Milosavljević, Slobodan M.; Krstić, Gordana B.

(MDPI, 2023)

TY  - JOUR
AU  - Jadranin, Milka
AU  - Savić, Danica
AU  - Lupšić, Ema
AU  - Podolski-Renić, Ana
AU  - Pešić, Milica
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Krstić, Gordana B.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6432
AB  - Euphorbia seguieriana ssp. seguieriana Necker (ES) and Euphorbia cyparissias (EC) with a habitat in the Deliblato Sands were the subject of this examination. The latexes of these so far insufficiently investigated species of the Euphorbia genus are used in traditional medicine for the treatment of wounds and warts on the skin. To determine their chemical composition, non-targeted screening of the latexes’ chloroform extracts was performed using liquid chromatography coupled with quadrupole time-of-flight mass spectrometry employing an electrospray ionization source (LC-ESI QTOF MS). The analysis of the obtained results showed that the latexes of ES and EC represent rich sources of diterpenes, tentatively identified as jatrophanes, ingenanes, tiglianes, myrsinanes, premyrsinanes, and others. Examination of the anticancer activity of the ES and EC latex extracts showed that both extracts significantly inhibited the growth of the non-small cell lung carcinoma NCI-H460 and glioblastoma U87 cell lines as well as of their corresponding multi-drug resistant (MDR) cell lines, NCI-H460/R and U87-TxR. The obtained results also revealed that the ES and EC extracts inhibited the function of P-glycoprotein (P-gp) in MDR cancer cells, whose overexpression is one of the main mechanisms underlying MDR.
PB  - MDPI
T2  - Plants
T1  - LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity
VL  - 12
IS  - 24
SP  - 4181
DO  - 10.3390/plants12244181
ER  - 
@article{
author = "Jadranin, Milka and Savić, Danica and Lupšić, Ema and Podolski-Renić, Ana and Pešić, Milica and Tešević, Vele and Milosavljević, Slobodan M. and Krstić, Gordana B.",
year = "2023",
abstract = "Euphorbia seguieriana ssp. seguieriana Necker (ES) and Euphorbia cyparissias (EC) with a habitat in the Deliblato Sands were the subject of this examination. The latexes of these so far insufficiently investigated species of the Euphorbia genus are used in traditional medicine for the treatment of wounds and warts on the skin. To determine their chemical composition, non-targeted screening of the latexes’ chloroform extracts was performed using liquid chromatography coupled with quadrupole time-of-flight mass spectrometry employing an electrospray ionization source (LC-ESI QTOF MS). The analysis of the obtained results showed that the latexes of ES and EC represent rich sources of diterpenes, tentatively identified as jatrophanes, ingenanes, tiglianes, myrsinanes, premyrsinanes, and others. Examination of the anticancer activity of the ES and EC latex extracts showed that both extracts significantly inhibited the growth of the non-small cell lung carcinoma NCI-H460 and glioblastoma U87 cell lines as well as of their corresponding multi-drug resistant (MDR) cell lines, NCI-H460/R and U87-TxR. The obtained results also revealed that the ES and EC extracts inhibited the function of P-glycoprotein (P-gp) in MDR cancer cells, whose overexpression is one of the main mechanisms underlying MDR.",
publisher = "MDPI",
journal = "Plants",
title = "LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity",
volume = "12",
number = "24",
pages = "4181",
doi = "10.3390/plants12244181"
}
Jadranin, M., Savić, D., Lupšić, E., Podolski-Renić, A., Pešić, M., Tešević, V., Milosavljević, S. M.,& Krstić, G. B.. (2023). LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity. in Plants
MDPI., 12(24), 4181.
https://doi.org/10.3390/plants12244181
Jadranin M, Savić D, Lupšić E, Podolski-Renić A, Pešić M, Tešević V, Milosavljević SM, Krstić GB. LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity. in Plants. 2023;12(24):4181.
doi:10.3390/plants12244181 .
Jadranin, Milka, Savić, Danica, Lupšić, Ema, Podolski-Renić, Ana, Pešić, Milica, Tešević, Vele, Milosavljević, Slobodan M., Krstić, Gordana B., "LC-ESI QToF MS Non-Targeted Screening of Latex Extracts of Euphorbia seguieriana ssp. seguieriana Necker and Euphorbia cyparissias and Determination of Their Potential Anticancer Activity" in Plants, 12, no. 24 (2023):4181,
https://doi.org/10.3390/plants12244181 . .

A New Auronolignan from the Cotinus coggygria Heartwood

Novaković, Miroslav M.; Todorović, Nina; Jadranin, Milka; Đorđević, Iris; Milosavljević, Slobodan M.; Mandić, Boris; Tešević, Vele

(Springer, 2023)

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Todorović, Nina
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Milosavljević, Slobodan M.
AU  - Mandić, Boris
AU  - Tešević, Vele
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6264
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 M. 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. 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 MM, 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 M., 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 . .

DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina

Sofrenić, Ivana V.; Anđelković, Boban D.; Vujisić, Ljubodrag V.; Novaković, Miroslav M.; Knežević, Aleksandar; Stanković, Miroslava ; Milosavljević, Slobodan M.; Tešević, Vele

(Serbian Chemical Society, 2021)

TY  - JOUR
AU  - Sofrenić, Ivana V.
AU  - Anđelković, Boban D.
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav M.
AU  - Knežević, Aleksandar
AU  - Stanković, Miroslava

AU  - Milosavljević, Slobodan M.
AU  - Tešević, Vele
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4819
AB  - Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina
VL  - 86
IS  - 9
SP  - 809
EP  - 817
DO  - 10.2298/JSC210401039S
ER  - 
@article{
author = "Sofrenić, Ivana V. and Anđelković, Boban D. and Vujisić, Ljubodrag V. and Novaković, Miroslav M. and Knežević, Aleksandar and Stanković, Miroslava
 and Milosavljević, Slobodan M. and Tešević, Vele",
year = "2021",
abstract = "Eleven 31-methylenlanostane triterpenoids, i.e., seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina, were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay. Most of the tested compounds showed a beneficial effect by reducing DNA damage of human lymphocytes more effectively than amifostine, a radioprotective agent, used as a positive control. All the tested compounds decreased MN frequency in the concentration dependent manner, with the concentration of 2.0 µg mL-1 being the most effective – with increase of the concentration the activity slightly decreases. The structure–activity relationship (SAR) studies indicated that the lanostanes containing a conjugated 7,9 (11)-diene system exhibit lower activity than Δ8-analogues. It was also demonstrated that the DNA protective activities within the Δ8-lanostane-26-oic acid group are affected by the substitution in position 3 pattern. In the Δ8 series the oxygenation at C-12 or 16 as well as 21- or 26-oic acid functionality proved beneficial for in vitro protective effect on chromosomal aberrations. Betulin exhibited the lowest protective activity, but it is still comparable to that of amifostine.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina",
volume = "86",
number = "9",
pages = "809-817",
doi = "10.2298/JSC210401039S"
}
Sofrenić, I. V., Anđelković, B. D., Vujisić, L. V., Novaković, M. M., Knežević, A., Stanković, M., Milosavljević, S. M.,& Tešević, V.. (2021). DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(9), 809-817.
https://doi.org/10.2298/JSC210401039S
Sofrenić IV, Anđelković BD, Vujisić LV, Novaković MM, Knežević A, Stanković M, Milosavljević SM, Tešević V. DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina. in Journal of the Serbian Chemical Society. 2021;86(9):809-817.
doi:10.2298/JSC210401039S .
Sofrenić, Ivana V., Anđelković, Boban D., Vujisić, Ljubodrag V., Novaković, Miroslav M., Knežević, Aleksandar, Stanković, Miroslava
, Milosavljević, Slobodan M., Tešević, Vele, "DNA protective activity of triterpenoids isolated from medicinal mushroom Fomitopsis betulina" in Journal of the Serbian Chemical Society, 86, no. 9 (2021):809-817,
https://doi.org/10.2298/JSC210401039S . .

Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina

Sofrenić, Ivana V.; Anđelković, Boban D.; Todorović, Nina; Stanojković, Tatjana; Vujisić, Ljubodrag V.; Novaković, Miroslav M.; Milosavljević, Slobodan M.; Tešević, Vele

(2021)

TY  - JOUR
AU  - Sofrenić, Ivana V.
AU  - Anđelković, Boban D.
AU  - Todorović, Nina
AU  - Stanojković, Tatjana
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav M.
AU  - Milosavljević, Slobodan M.
AU  - Tešević, Vele
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4945
AB  - Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).
T2  - Phytochemistry
T1  - Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina
VL  - 181
SP  - 112580
DO  - 10.1016/j.phytochem.2020.112580
ER  - 
@article{
author = "Sofrenić, Ivana V. and Anđelković, Boban D. and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav M. and Milosavljević, Slobodan M. and Tešević, Vele",
year = "2021",
abstract = "Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).",
journal = "Phytochemistry",
title = "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina",
volume = "181",
pages = "112580",
doi = "10.1016/j.phytochem.2020.112580"
}
Sofrenić, I. V., Anđelković, B. D., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M. M., Milosavljević, S. M.,& Tešević, V.. (2021). Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry, 181, 112580.
https://doi.org/10.1016/j.phytochem.2020.112580
Sofrenić IV, Anđelković BD, Todorović N, Stanojković T, Vujisić LV, Novaković MM, Milosavljević SM, Tešević V. Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry. 2021;181:112580.
doi:10.1016/j.phytochem.2020.112580 .
Sofrenić, Ivana V., Anđelković, Boban D., Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav M., Milosavljević, Slobodan M., Tešević, Vele, "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina" in Phytochemistry, 181 (2021):112580,
https://doi.org/10.1016/j.phytochem.2020.112580 . .
2
15
4
15
11

Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580.

Sofrenić, Ivana V.; Anđelković, Boban D.; Todorović, Nina; Stanojković, Tatjana; Vujisić, Ljubodrag V.; Novaković, Miroslav M.; Milosavljević, Slobodan M.; Tešević, Vele

(2021)

TY  - DATA
AU  - Sofrenić, Ivana V.
AU  - Anđelković, Boban D.
AU  - Todorović, Nina
AU  - Stanojković, Tatjana
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav M.
AU  - Milosavljević, Slobodan M.
AU  - Tešević, Vele
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4946
T2  - Phytochemistry
T1  - Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4946
ER  - 
@misc{
author = "Sofrenić, Ivana V. and Anđelković, Boban D. and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav M. and Milosavljević, Slobodan M. and Tešević, Vele",
year = "2021",
journal = "Phytochemistry",
title = "Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4946"
}
Sofrenić, I. V., Anđelković, B. D., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M. M., Milosavljević, S. M.,& Tešević, V.. (2021). Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580.. in Phytochemistry.
https://hdl.handle.net/21.15107/rcub_cherry_4946
Sofrenić IV, Anđelković BD, Todorović N, Stanojković T, Vujisić LV, Novaković MM, Milosavljević SM, Tešević V. Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580.. in Phytochemistry. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4946 .
Sofrenić, Ivana V., Anđelković, Boban D., Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav M., Milosavljević, Slobodan M., Tešević, Vele, "Supplementary data for the article: Sofrenić, I.; Anđelković, B.; Todorović, N.; Stanojković, T.; Vujisić, L.; Novaković, M.; Milosavljević, S.; Tešević, V. Cytotoxic Triterpenoids and Triterpene Sugar Esters from the Medicinal Mushroom Fomitopsis Betulina. Phytochemistry 2021, 181, 112580. https://doi.org/10.1016/j.phytochem.2020.112580." in Phytochemistry (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4946 .

Flavonoids of the Heartwood of Cotinus coggygria Scop. Showing Protective Effect on Human Lymphocyte DNA

Milosavljević, Slobodan M.; Đorđević, Iris; Mandić, Boris; Tešević, Vele; Stanković, Miroslava; Todorović, Nina; Novaković, Miroslav M.

(SAGE Publications, 2021)

TY  - JOUR
AU  - Milosavljević, Slobodan M.
AU  - Đorđević, Iris
AU  - Mandić, Boris
AU  - Tešević, Vele
AU  - Stanković, Miroslava
AU  - Todorović, Nina
AU  - Novaković, Miroslav M.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4838
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 M. and Đorđević, Iris and Mandić, Boris and Tešević, Vele and Stanković, Miroslava and Todorović, Nina and Novaković, Miroslav M.",
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. M., Đorđević, I., Mandić, B., Tešević, V., Stanković, M., Todorović, N.,& Novaković, M. 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 SM, Đorđević I, Mandić B, Tešević V, Stanković M, Todorović N, Novaković MM. 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 M., Đorđević, Iris, Mandić, Boris, Tešević, Vele, Stanković, Miroslava, Todorović, Nina, Novaković, Miroslav M., "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 . .
2
2

Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus

Cvetković, Mirjana; Damjanović, Ana; Stanojković, Tatjana; Đorđević, Iris; Tešević, Vele; Milosavljević, Slobodan M.; Gođevac, Dejan

(2020)

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Damjanović, Ana
AU  - Stanojković, Tatjana
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Gođevac, Dejan
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3348
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.
T2  - Talanta
T1  - Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus
VL  - 206
SP  - 1
EP  - 6
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 M. 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.",
journal = "Talanta",
title = "Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus",
volume = "206",
pages = "1-6",
doi = "10.1016/j.talanta.2019.120248"
}
Cvetković, M., Damjanović, A., Stanojković, T., Đorđević, I., Tešević, V., Milosavljević, S. M.,& Gođevac, D.. (2020). Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus. in Talanta, 206, 1-6.
https://doi.org/10.1016/j.talanta.2019.120248
Cvetković M, Damjanović A, Stanojković T, Đorđević I, Tešević V, Milosavljević SM, Gođevac D. Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus. in Talanta. 2020;206:1-6.
doi:10.1016/j.talanta.2019.120248 .
Cvetković, Mirjana, Damjanović, Ana, Stanojković, Tatjana, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan M., Gođevac, Dejan, "Integration of dry-column flash chromatography with NMR and FTIR metabolomics to reveal cytotoxic metabolites from Amphoricarpos autariatus" in Talanta, 206 (2020):1-6,
https://doi.org/10.1016/j.talanta.2019.120248 . .
10
5
6
8

Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248

Cvetković, Mirjana; Damjanović, Ana; Stanojković, Tatjana; Đorđević, Iris; Tešević, Vele; Milosavljević, Slobodan M.; Gođevac, Dejan

(2020)

TY  - DATA
AU  - Cvetković, Mirjana
AU  - Damjanović, Ana
AU  - Stanojković, Tatjana
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Gođevac, Dejan
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3349
T2  - Talanta
T1  - Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3349
ER  - 
@misc{
author = "Cvetković, Mirjana and Damjanović, Ana and Stanojković, Tatjana and Đorđević, Iris and Tešević, Vele and Milosavljević, Slobodan M. and Gođevac, Dejan",
year = "2020",
journal = "Talanta",
title = "Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3349"
}
Cvetković, M., Damjanović, A., Stanojković, T., Đorđević, I., Tešević, V., Milosavljević, S. M.,& Gođevac, D.. (2020). Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248. in Talanta.
https://hdl.handle.net/21.15107/rcub_cherry_3349
Cvetković M, Damjanović A, Stanojković T, Đorđević I, Tešević V, Milosavljević SM, Gođevac D. Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248. in Talanta. 2020;.
https://hdl.handle.net/21.15107/rcub_cherry_3349 .
Cvetković, Mirjana, Damjanović, Ana, Stanojković, Tatjana, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan M., Gođevac, Dejan, "Supplementary material for the article: Cvetković, M.; Damjanović, A.; Stanojković, T. P.; 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. Talanta 2020, 206. https://doi.org/10.1016/j.talanta.2019.120248" in Talanta (2020),
https://hdl.handle.net/21.15107/rcub_cherry_3349 .

Leaf-surface guaianolides from Amphoricarpos neumaeyri showing protective effect on human lymphocytes DNA

Cvetković, Mirjana; Đorđević, Iris; Jadranin, Milka; Stanković, Miroslava; Mandić, Boris; Milosavljević, Slobodan M.; Vujisić, Ljubodrag V.

(Informa UK Limited, 2019)

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Đorđević, Iris
AU  - Jadranin, Milka
AU  - Stanković, Miroslava
AU  - Mandić, Boris
AU  - Milosavljević, Slobodan M.
AU  - Vujisić, Ljubodrag V.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4938
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 M. 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. M.,& 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 SM, 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 M., 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 . .
3
3
2
2

Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013

Cvetković, Mirjana; Anđelković, Boban D.; Stevanović, Vladimir; Jadranin, Milka; Đorđević, Iris; Tešević, Vele; Milosavljević, Slobodan M.; Gođevac, Dejan

(Elsevier Science Bv, Amsterdam, 2018)

TY  - DATA
AU  - Cvetković, Mirjana
AU  - Anđelković, Boban D.
AU  - Stevanović, Vladimir
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Gođevac, Dejan
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3242
PB  - Elsevier Science Bv, Amsterdam
T2  - Phytochemistry Letters
T1  - Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3242
ER  - 
@misc{
author = "Cvetković, Mirjana and Anđelković, Boban D. and Stevanović, Vladimir and Jadranin, Milka and Đorđević, Iris and Tešević, Vele and Milosavljević, Slobodan M. and Gođevac, Dejan",
year = "2018",
publisher = "Elsevier Science Bv, Amsterdam",
journal = "Phytochemistry Letters",
title = "Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3242"
}
Cvetković, M., Anđelković, B. D., Stevanović, V., Jadranin, M., Đorđević, I., Tešević, V., Milosavljević, S. M.,& Gođevac, D.. (2018). Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013. in Phytochemistry Letters
Elsevier Science Bv, Amsterdam..
https://hdl.handle.net/21.15107/rcub_cherry_3242
Cvetković M, Anđelković BD, Stevanović V, Jadranin M, Đorđević I, Tešević V, Milosavljević SM, Gođevac D. Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013. in Phytochemistry Letters. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3242 .
Cvetković, Mirjana, Anđelković, Boban D., Stevanović, Vladimir, Jadranin, Milka, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan M., Gođevac, Dejan, "Supplementary material for the article: Cvetković, M.; Anđelković, B.; Stevanović, V.; Jadranin, M.; Đorđević, I.; Tešević, V.; Milosavljević, S.; Gođevac, D. NMR-Based Metabolomics Study of Amphoricarpos Species from Montenegro. Phytochemistry Letters 2018, 25, 1–5. https://doi.org/10.1016/j.phytol.2018.03.013" in Phytochemistry Letters (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3242 .

NMR-based metabolomics study of Amphoricarpos species from Montenegro

Cvetković, Mirjana; Anđelković, Boban D.; Stevanović, Vladimir; Jadranin, Milka; Đorđević, Iris; Tešević, Vele; Milosavljević, Slobodan M.; Gođevac, Dejan

(Elsevier Science Bv, Amsterdam, 2018)

TY  - JOUR
AU  - Cvetković, Mirjana
AU  - Anđelković, Boban D.
AU  - Stevanović, Vladimir
AU  - Jadranin, Milka
AU  - Đorđević, Iris
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Gođevac, Dejan
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2148
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 Science Bv, Amsterdam
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 Stevanović, Vladimir and Jadranin, Milka and Đorđević, Iris and Tešević, Vele and Milosavljević, Slobodan M. 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 Science Bv, Amsterdam",
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., Stevanović, V., Jadranin, M., Đorđević, I., Tešević, V., Milosavljević, S. M.,& Gođevac, D.. (2018). NMR-based metabolomics study of Amphoricarpos species from Montenegro. in Phytochemistry Letters
Elsevier Science Bv, Amsterdam., 25, 1-5.
https://doi.org/10.1016/j.phytol.2018.03.013
Cvetković M, Anđelković BD, Stevanović V, Jadranin M, Đorđević I, Tešević V, Milosavljević SM, 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., Stevanović, Vladimir, Jadranin, Milka, Đorđević, Iris, Tešević, Vele, Milosavljević, Slobodan M., 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 . .
2
3
4
2

Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger

Novaković, Miroslav M.; Bukvicki, Danka; Vajs, Vlatka; Tešević, Vele; Milosavljević, Slobodan M.; Marin, Petar D.; Asakawa, Yoshinori

(Natural Products Inc, Westerville, 2018)

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Bukvicki, Danka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
AU  - Marin, Petar D.
AU  - Asakawa, Yoshinori
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2150
AB  - A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus niger. GC/MS analyses of the original and biotransformed essential oil have revealed six(1-6) biotransformed compounds from one of the main component-limonene and one biotransformed product (7) originating from the less abundant component-thymol. Piperitone epoxide and piperitenone epoxide, the most abundant components of the original oil, were not biotransformed but gave three artefacts (A1, A2, B1) due to the acidic conditions formed in A. niger medium. Compounds 5, 6 as well as 7 have not been previously found as a biotransformation products of limonene (5 and 6) and thymol (7), respectively. New products (5, 6, and 7) together with the artefacts, were isolated by silica gel column chromatography followed by preparative silica gel thin layer chromatography, and their structures were established by a combination of 1D and 2D NMR spectra and GC/MS data. Biotransformation has one more confirmed as useful method, complementary to synthesis, for obtaining different type of molecules.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger
VL  - 13
IS  - 4
SP  - 479
EP  - 482
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2150
ER  - 
@article{
author = "Novaković, Miroslav M. and Bukvicki, Danka and Vajs, Vlatka and Tešević, Vele and Milosavljević, Slobodan M. and Marin, Petar D. and Asakawa, Yoshinori",
year = "2018",
abstract = "A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus niger. GC/MS analyses of the original and biotransformed essential oil have revealed six(1-6) biotransformed compounds from one of the main component-limonene and one biotransformed product (7) originating from the less abundant component-thymol. Piperitone epoxide and piperitenone epoxide, the most abundant components of the original oil, were not biotransformed but gave three artefacts (A1, A2, B1) due to the acidic conditions formed in A. niger medium. Compounds 5, 6 as well as 7 have not been previously found as a biotransformation products of limonene (5 and 6) and thymol (7), respectively. New products (5, 6, and 7) together with the artefacts, were isolated by silica gel column chromatography followed by preparative silica gel thin layer chromatography, and their structures were established by a combination of 1D and 2D NMR spectra and GC/MS data. Biotransformation has one more confirmed as useful method, complementary to synthesis, for obtaining different type of molecules.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger",
volume = "13",
number = "4",
pages = "479-482",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2150"
}
Novaković, M. M., Bukvicki, D., Vajs, V., Tešević, V., Milosavljević, S. M., Marin, P. D.,& Asakawa, Y.. (2018). Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications
Natural Products Inc, Westerville., 13(4), 479-482.
https://hdl.handle.net/21.15107/rcub_cherry_2150
Novaković MM, Bukvicki D, Vajs V, Tešević V, Milosavljević SM, Marin PD, Asakawa Y. Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications. 2018;13(4):479-482.
https://hdl.handle.net/21.15107/rcub_cherry_2150 .
Novaković, Miroslav M., Bukvicki, Danka, Vajs, Vlatka, Tešević, Vele, Milosavljević, Slobodan M., Marin, Petar D., Asakawa, Yoshinori, "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger" in Natural Product Communications, 13, no. 4 (2018):479-482,
https://hdl.handle.net/21.15107/rcub_cherry_2150 .
2
2

NMR Spectroscopy in the Analysis of Illegal Drugs

Vajs, Vlatka; Đorđević, Iris; Vujisić, Ljubodrag V.; Milosavljević, Slobodan M.

(2018)

TY  - CHAP
AU  - Vajs, Vlatka
AU  - Đorđević, Iris
AU  - Vujisić, Ljubodrag V.
AU  - Milosavljević, Slobodan M.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2841
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.
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 M.",
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.",
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. M.. (2018). NMR Spectroscopy in the Analysis of Illegal Drugs. in Chromatographic Techniques in the Forensic Analysis of Designer Drugs, 177-197.
https://doi.org/10.1201/9781315313177
Vajs V, Đorđević I, Vujisić LV, Milosavljević SM. 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 M., "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 . .
4
3

Supplementary data for article: Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805

Novaković, Miroslav M.; Nikodinović-Runić, Jasmina; Veselinović, Jovana; Ilić-Tomić, Tatjana; Vidaković, Vera; Tešević, Vele; Milosavljević, Slobodan M.

(Amer Chemical Soc, Washington, 2017)

TY  - DATA
AU  - Novaković, Miroslav M.
AU  - Nikodinović-Runić, Jasmina
AU  - Veselinović, Jovana
AU  - Ilić-Tomić, Tatjana
AU  - Vidaković, Vera
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3088
PB  - Amer Chemical Soc, Washington
T2  - Journal of Natural Products
T1  - Supplementary data for article:  Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3088
ER  - 
@misc{
author = "Novaković, Miroslav M. and Nikodinović-Runić, Jasmina and Veselinović, Jovana and Ilić-Tomić, Tatjana and Vidaković, Vera and Tešević, Vele and Milosavljević, Slobodan M.",
year = "2017",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Natural Products",
title = "Supplementary data for article:  Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3088"
}
Novaković, M. M., Nikodinović-Runić, J., Veselinović, J., Ilić-Tomić, T., Vidaković, V., Tešević, V.,& Milosavljević, S. M.. (2017). Supplementary data for article:  Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805. in Journal of Natural Products
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3088
Novaković MM, Nikodinović-Runić J, Veselinović J, Ilić-Tomić T, Vidaković V, Tešević V, Milosavljević SM. Supplementary data for article:  Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805. in Journal of Natural Products. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3088 .
Novaković, Miroslav M., Nikodinović-Runić, Jasmina, Veselinović, Jovana, Ilić-Tomić, Tatjana, Vidaković, Vera, Tešević, Vele, Milosavljević, Slobodan M., "Supplementary data for article:  Novakovic, M.; Nikodinovic-Runic, J.; Veselinovic, J.; Ilic-Tomic, T.; Vidakovic, V.; Tesevic, V.; Milosavljevic, S. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus Viridis Ssp. Viridis Bark. Journal of Natural Products 2017, 80 (5), 1255–1263. https://doi.org/10.1021/acs.jnatprod.6b00805" in Journal of Natural Products (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3088 .

Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark

Novaković, Miroslav M.; Nikodinović-Runić, Jasmina; Veselinović, Jovana; Ilić-Tomić, Tatjana; Vidaković, Vera; Tešević, Vele; Milosavljević, Slobodan M.

(Amer Chemical Soc, Washington, 2017)

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Nikodinović-Runić, Jasmina
AU  - Veselinović, Jovana
AU  - Ilić-Tomić, Tatjana
AU  - Vidaković, Vera
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2466
AB  - Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydroxybetulinic acid derivative (6), and a 3-epi-maslinic acid derivative (7), respectively. Pentacyclic triterpenoids with a C-27 hydroxymethyl group have been found in species of the genus Alnus for the first time. These compounds were subjected to cytotoxicity testing against a number of canter cell lines. Also, selected pentacyclic triterpenoids were selected as potential inhibitors of topoisomerases I and Ha for an in silico investigation.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Natural Products
T1  - Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark
VL  - 80
IS  - 5
SP  - 1255
EP  - 1263
DO  - 10.1021/acs.jnatprod.6b00805
ER  - 
@article{
author = "Novaković, Miroslav M. and Nikodinović-Runić, Jasmina and Veselinović, Jovana and Ilić-Tomić, Tatjana and Vidaković, Vera and Tešević, Vele and Milosavljević, Slobodan M.",
year = "2017",
abstract = "Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydroxybetulinic acid derivative (6), and a 3-epi-maslinic acid derivative (7), respectively. Pentacyclic triterpenoids with a C-27 hydroxymethyl group have been found in species of the genus Alnus for the first time. These compounds were subjected to cytotoxicity testing against a number of canter cell lines. Also, selected pentacyclic triterpenoids were selected as potential inhibitors of topoisomerases I and Ha for an in silico investigation.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Natural Products",
title = "Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark",
volume = "80",
number = "5",
pages = "1255-1263",
doi = "10.1021/acs.jnatprod.6b00805"
}
Novaković, M. M., Nikodinović-Runić, J., Veselinović, J., Ilić-Tomić, T., Vidaković, V., Tešević, V.,& Milosavljević, S. M.. (2017). Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark. in Journal of Natural Products
Amer Chemical Soc, Washington., 80(5), 1255-1263.
https://doi.org/10.1021/acs.jnatprod.6b00805
Novaković MM, Nikodinović-Runić J, Veselinović J, Ilić-Tomić T, Vidaković V, Tešević V, Milosavljević SM. Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark. in Journal of Natural Products. 2017;80(5):1255-1263.
doi:10.1021/acs.jnatprod.6b00805 .
Novaković, Miroslav M., Nikodinović-Runić, Jasmina, Veselinović, Jovana, Ilić-Tomić, Tatjana, Vidaković, Vera, Tešević, Vele, Milosavljević, Slobodan M., "Bioactive Pentacyclic Triterpene Ester Derivatives from Alnus viridis ssp viridis Bark" in Journal of Natural Products, 80, no. 5 (2017):1255-1263,
https://doi.org/10.1021/acs.jnatprod.6b00805 . .
6
12
7
11
11

Artemisinin Story from the Balkans

Vajs, Vlatka; Jokić, Aleksandar; Milosavljević, Slobodan M.

(Natural Products Inc, Westerville, 2017)

TY  - JOUR
AU  - Vajs, Vlatka
AU  - Jokić, Aleksandar
AU  - Milosavljević, Slobodan M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2511
AB  - The isolation is reported of artemisinin (qinghaosu), a drug remarkably effective against malaria, from the aerial parts of Artemisia annua L. (sweet wormwood) at the Department of Chemistry, University of Belgrade (now Faculty of Chemistry), Serbia by the end of 1970, almost two years before the isolation of the same compound in China.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Artemisinin Story from the Balkans
VL  - 12
IS  - 8
SP  - 1157
EP  - 1160
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2511
ER  - 
@article{
author = "Vajs, Vlatka and Jokić, Aleksandar and Milosavljević, Slobodan M.",
year = "2017",
abstract = "The isolation is reported of artemisinin (qinghaosu), a drug remarkably effective against malaria, from the aerial parts of Artemisia annua L. (sweet wormwood) at the Department of Chemistry, University of Belgrade (now Faculty of Chemistry), Serbia by the end of 1970, almost two years before the isolation of the same compound in China.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Artemisinin Story from the Balkans",
volume = "12",
number = "8",
pages = "1157-1160",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2511"
}
Vajs, V., Jokić, A.,& Milosavljević, S. M.. (2017). Artemisinin Story from the Balkans. in Natural Product Communications
Natural Products Inc, Westerville., 12(8), 1157-1160.
https://hdl.handle.net/21.15107/rcub_cherry_2511
Vajs V, Jokić A, Milosavljević SM. Artemisinin Story from the Balkans. in Natural Product Communications. 2017;12(8):1157-1160.
https://hdl.handle.net/21.15107/rcub_cherry_2511 .
Vajs, Vlatka, Jokić, Aleksandar, Milosavljević, Slobodan M., "Artemisinin Story from the Balkans" in Natural Product Communications, 12, no. 8 (2017):1157-1160,
https://hdl.handle.net/21.15107/rcub_cherry_2511 .
2
2

Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence

Vesović, Nikola; Ćurčić, Srećko; Vujisić, Ljubodrag V.; Nenadic, Marija; Krstić, Gordana B.; Peric-Mataruga, Vesna; Milosavljević, Slobodan M.; Antic, Dragan; Mandić, Boris; Petkovic, Matija; Vučković, Ivan M.; Marković, Đorđe; Vrbica, Maja; Ćurčić, Božidar P. M.; Makarov, Slobodan E.

(Springer, Dordrecht, 2015)

TY  - JOUR
AU  - Vesović, Nikola
AU  - Ćurčić, Srećko
AU  - Vujisić, Ljubodrag V.
AU  - Nenadic, Marija
AU  - Krstić, Gordana B.
AU  - Peric-Mataruga, Vesna
AU  - Milosavljević, Slobodan M.
AU  - Antic, Dragan
AU  - Mandić, Boris
AU  - Petkovic, Matija
AU  - Vučković, Ivan M.
AU  - Marković, Đorđe
AU  - Vrbica, Maja
AU  - Ćurčić, Božidar P. M.
AU  - Makarov, Slobodan E.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1482
AB  - Three adult cave-dwelling ground beetle species were induced to discharge secretions of their pygidial glands into vials. Dichloromethane extraction was used to obtain the secretions. In total, 42 compounds were identified by GC/MS analysis. Pheggomisetes ninae contained 32 glandular compounds, Laemostenus (Pristonychus) punctatus 13, whereas Duvalius (Paraduvalius) milutini had nine compounds. Caproic, oleic, palmitic, and stearic acids were present in the samples of all analyzed species. Undecane was predominant in the extract of L. punctatus. Palmitic acid was the major component in the secretion of D. milutini. Finally, the most abundant compounds in P. ninae secretion were heptacosene and nonacosadienes. Herein, we present the first data on the identification of pygidial gland secretion components in both troglophilous and troglobite cave-dwelling ground beetles. Some compounds are reported for the first time in the secretions of ground beetles and other higher or lower taxa. The adaptation to underground life has not led to a reduction or changes in the chemical defense mechanism in the analyzed troglophilous and troglobitic Platyninae and Trechinae taxa.
PB  - Springer, Dordrecht
T2  - Journal of Chemical Ecology
T1  - Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence
VL  - 41
IS  - 6
SP  - 533
EP  - 539
DO  - 10.1007/s10886-015-0593-7
ER  - 
@article{
author = "Vesović, Nikola and Ćurčić, Srećko and Vujisić, Ljubodrag V. and Nenadic, Marija and Krstić, Gordana B. and Peric-Mataruga, Vesna and Milosavljević, Slobodan M. and Antic, Dragan and Mandić, Boris and Petkovic, Matija and Vučković, Ivan M. and Marković, Đorđe and Vrbica, Maja and Ćurčić, Božidar P. M. and Makarov, Slobodan E.",
year = "2015",
abstract = "Three adult cave-dwelling ground beetle species were induced to discharge secretions of their pygidial glands into vials. Dichloromethane extraction was used to obtain the secretions. In total, 42 compounds were identified by GC/MS analysis. Pheggomisetes ninae contained 32 glandular compounds, Laemostenus (Pristonychus) punctatus 13, whereas Duvalius (Paraduvalius) milutini had nine compounds. Caproic, oleic, palmitic, and stearic acids were present in the samples of all analyzed species. Undecane was predominant in the extract of L. punctatus. Palmitic acid was the major component in the secretion of D. milutini. Finally, the most abundant compounds in P. ninae secretion were heptacosene and nonacosadienes. Herein, we present the first data on the identification of pygidial gland secretion components in both troglophilous and troglobite cave-dwelling ground beetles. Some compounds are reported for the first time in the secretions of ground beetles and other higher or lower taxa. The adaptation to underground life has not led to a reduction or changes in the chemical defense mechanism in the analyzed troglophilous and troglobitic Platyninae and Trechinae taxa.",
publisher = "Springer, Dordrecht",
journal = "Journal of Chemical Ecology",
title = "Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence",
volume = "41",
number = "6",
pages = "533-539",
doi = "10.1007/s10886-015-0593-7"
}
Vesović, N., Ćurčić, S., Vujisić, L. V., Nenadic, M., Krstić, G. B., Peric-Mataruga, V., Milosavljević, S. M., Antic, D., Mandić, B., Petkovic, M., Vučković, I. M., Marković, Đ., Vrbica, M., Ćurčić, B. P. M.,& Makarov, S. E.. (2015). Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence. in Journal of Chemical Ecology
Springer, Dordrecht., 41(6), 533-539.
https://doi.org/10.1007/s10886-015-0593-7
Vesović N, Ćurčić S, Vujisić LV, Nenadic M, Krstić GB, Peric-Mataruga V, Milosavljević SM, Antic D, Mandić B, Petkovic M, Vučković IM, Marković Đ, Vrbica M, Ćurčić BPM, Makarov SE. Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence. in Journal of Chemical Ecology. 2015;41(6):533-539.
doi:10.1007/s10886-015-0593-7 .
Vesović, Nikola, Ćurčić, Srećko, Vujisić, Ljubodrag V., Nenadic, Marija, Krstić, Gordana B., Peric-Mataruga, Vesna, Milosavljević, Slobodan M., Antic, Dragan, Mandić, Boris, Petkovic, Matija, Vučković, Ivan M., Marković, Đorđe, Vrbica, Maja, Ćurčić, Božidar P. M., Makarov, Slobodan E., "Molecular Diversity of Compounds from Pygidial Gland Secretions of Cave-Dwelling Ground Beetles: The First Evidence" in Journal of Chemical Ecology, 41, no. 6 (2015):533-539,
https://doi.org/10.1007/s10886-015-0593-7 . .
3
17
11
17
15

Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge

Mandić, Boris; Vlajić, Marina D.; Trifunović, Snežana S.; Simić, Milena R.; Vujisić, Ljubodrag V.; Vučković, Ivan M.; Novaković, Miroslav M.; Nikolić-Mandić, Snežana D.; Tešević, Vele; Vajs, Vlatka; Milosavljević, Slobodan M.

(Taylor & Francis Ltd, Abingdon, 2015)

TY  - JOUR
AU  - Mandić, Boris
AU  - Vlajić, Marina D.
AU  - Trifunović, Snežana S.
AU  - Simić, Milena R.
AU  - Vujisić, Ljubodrag V.
AU  - Vučković, Ivan M.
AU  - Novaković, Miroslav M.
AU  - Nikolić-Mandić, Snežana D.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1692
AB  - Procedure for isolation of pyrrolizidine alkaloids (PAs) from Rindera umbellata Bunge plant species was optimised. Different extraction media (methanol, ethanol and sulphuric acid), concentration and volume of sulphuric acid, pH of PA solution for alkaline extraction, extraction time and techniques (maceration, ultrasonic and overhead rotary mixer assisted extraction) were investigated. The yields of six PAs (7-angeloyl heliotridane, 7-angeloyl heliotridine, lindelofine, 7-angeloyl rinderine, punctanecine and heliosupine) were monitored by GC-MS/FID. The best results for the isolation all of six PAs were obtained when the extraction was performed with 1M sulphuric acid (30mL per 1.00g of dried sample) by overhead rotary mixer during three days. Optimal pH value for alkaline extraction of PAs with CH2Cl2 was 9, and the extraction should be performed with four portions of 30mL of CH2Cl2. This procedure could be also useful for a plant sample preparation for GC and LC analyses of PAs.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Natural Product Research
T1  - Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge
VL  - 29
IS  - 9
SP  - 887
EP  - 890
DO  - 10.1080/14786419.2014.991929
ER  - 
@article{
author = "Mandić, Boris and Vlajić, Marina D. and Trifunović, Snežana S. and Simić, Milena R. and Vujisić, Ljubodrag V. and Vučković, Ivan M. and Novaković, Miroslav M. and Nikolić-Mandić, Snežana D. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2015",
abstract = "Procedure for isolation of pyrrolizidine alkaloids (PAs) from Rindera umbellata Bunge plant species was optimised. Different extraction media (methanol, ethanol and sulphuric acid), concentration and volume of sulphuric acid, pH of PA solution for alkaline extraction, extraction time and techniques (maceration, ultrasonic and overhead rotary mixer assisted extraction) were investigated. The yields of six PAs (7-angeloyl heliotridane, 7-angeloyl heliotridine, lindelofine, 7-angeloyl rinderine, punctanecine and heliosupine) were monitored by GC-MS/FID. The best results for the isolation all of six PAs were obtained when the extraction was performed with 1M sulphuric acid (30mL per 1.00g of dried sample) by overhead rotary mixer during three days. Optimal pH value for alkaline extraction of PAs with CH2Cl2 was 9, and the extraction should be performed with four portions of 30mL of CH2Cl2. This procedure could be also useful for a plant sample preparation for GC and LC analyses of PAs.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Natural Product Research",
title = "Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge",
volume = "29",
number = "9",
pages = "887-890",
doi = "10.1080/14786419.2014.991929"
}
Mandić, B., Vlajić, M. D., Trifunović, S. S., Simić, M. R., Vujisić, L. V., Vučković, I. M., Novaković, M. M., Nikolić-Mandić, S. D., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2015). Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge. in Natural Product Research
Taylor & Francis Ltd, Abingdon., 29(9), 887-890.
https://doi.org/10.1080/14786419.2014.991929
Mandić B, Vlajić MD, Trifunović SS, Simić MR, Vujisić LV, Vučković IM, Novaković MM, Nikolić-Mandić SD, Tešević V, Vajs V, Milosavljević SM. Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge. in Natural Product Research. 2015;29(9):887-890.
doi:10.1080/14786419.2014.991929 .
Mandić, Boris, Vlajić, Marina D., Trifunović, Snežana S., Simić, Milena R., Vujisić, Ljubodrag V., Vučković, Ivan M., Novaković, Miroslav M., Nikolić-Mandić, Snežana D., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge" in Natural Product Research, 29, no. 9 (2015):887-890,
https://doi.org/10.1080/14786419.2014.991929 . .
16
6
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12

Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929

Mandić, Boris; Vlajić, Marina D.; Trifunović, Snežana S.; Simić, Milena R.; Vujisić, Ljubodrag V.; Vučković, Ivan M.; Novaković, Miroslav M.; Nikolić-Mandić, Snežana D.; Tešević, Vele; Vajs, Vlatka; Milosavljević, Slobodan M.

(Taylor & Francis Ltd, Abingdon, 2015)

TY  - DATA
AU  - Mandić, Boris
AU  - Vlajić, Marina D.
AU  - Trifunović, Snežana S.
AU  - Simić, Milena R.
AU  - Vujisić, Ljubodrag V.
AU  - Vučković, Ivan M.
AU  - Novaković, Miroslav M.
AU  - Nikolić-Mandić, Snežana D.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3388
PB  - Taylor & Francis Ltd, Abingdon
T2  - Natural Product Research
T1  - Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3388
ER  - 
@misc{
author = "Mandić, Boris and Vlajić, Marina D. and Trifunović, Snežana S. and Simić, Milena R. and Vujisić, Ljubodrag V. and Vučković, Ivan M. and Novaković, Miroslav M. and Nikolić-Mandić, Snežana D. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2015",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Natural Product Research",
title = "Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3388"
}
Mandić, B., Vlajić, M. D., Trifunović, S. S., Simić, M. R., Vujisić, L. V., Vučković, I. M., Novaković, M. M., Nikolić-Mandić, S. D., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2015). Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929. in Natural Product Research
Taylor & Francis Ltd, Abingdon..
https://hdl.handle.net/21.15107/rcub_cherry_3388
Mandić B, Vlajić MD, Trifunović SS, Simić MR, Vujisić LV, Vučković IM, Novaković MM, Nikolić-Mandić SD, Tešević V, Vajs V, Milosavljević SM. Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929. in Natural Product Research. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3388 .
Mandić, Boris, Vlajić, Marina D., Trifunović, Snežana S., Simić, Milena R., Vujisić, Ljubodrag V., Vučković, Ivan M., Novaković, Miroslav M., Nikolić-Mandić, Snežana D., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Supplementary data for article: Mandić, B. M.; Vlajić, M. D.; Trifunović, S. S.; Simić, M. R.; Vujisić, L. V.; Vučković, I. M.; Novaković, M. M.; Nikolić-Mandić, S. D.; Tešević, V. V.; Vajs, V. V.; et al. Optimisation of Isolation Procedure for Pyrrolizidine Alkaloids from Rindera Umbellata Bunge. Natural Product Research 2015, 29 (9), 887–890. https://doi.org/10.1080/14786419.2014.991929" in Natural Product Research (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3388 .

Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines

Aljančić, Ivana; Vučković, Ivan M.; Jadranin, Milka; Pešić, Milica; Đorđević, Iris; Podolski-Renić, Ana; Stojković, Sonja; Menkovic, Nebojsa; Vajs, Vlatka; Milosavljević, Slobodan M.

(Pergamon-Elsevier Science Ltd, Oxford, 2014)

TY  - JOUR
AU  - Aljančić, Ivana
AU  - Vučković, Ivan M.
AU  - Jadranin, Milka
AU  - Pešić, Milica
AU  - Đorđević, Iris
AU  - Podolski-Renić, Ana
AU  - Stojković, Sonja
AU  - Menkovic, Nebojsa
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1500
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. (C) 2013 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
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 M. and Jadranin, Milka and Pešić, Milica and Đorđević, Iris and Podolski-Renić, Ana and Stojković, Sonja and Menkovic, Nebojsa and Vajs, Vlatka and Milosavljević, Slobodan M.",
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. (C) 2013 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
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. M., Jadranin, M., Pešić, M., Đorđević, I., Podolski-Renić, A., Stojković, S., Menkovic, N., Vajs, V.,& Milosavljević, S. M.. (2014). Two structurally distinct chalcone dimers from Helichrysum zivojinii and their activities in cancer cell lines. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 98, 190-196.
https://doi.org/10.1016/j.phytochem.2013.11.025
Aljančić I, Vučković IM, Jadranin M, Pešić M, Đorđević I, Podolski-Renić A, Stojković S, Menkovic N, Vajs V, Milosavljević SM. 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 M., Jadranin, Milka, Pešić, Milica, Đorđević, Iris, Podolski-Renić, Ana, Stojković, Sonja, Menkovic, Nebojsa, Vajs, Vlatka, Milosavljević, Slobodan M., "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 . .
26
17
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Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae

Trifunović, Snežana S.; Isaković, Anđelka M.; Isaković, Aleksandra J.; Vučković, Ivan M.; Mandić, Boris; Novaković, Miroslav M.; Vajs, Vlatka; Milosavljević, Slobodan M.; Trajković, Vladimir S.

(Georg Thieme Verlag Kg, Stuttgart, 2014)

TY  - JOUR
AU  - Trifunović, Snežana S.
AU  - Isaković, Anđelka M.
AU  - Isaković, Aleksandra J.
AU  - Vučković, Ivan M.
AU  - Mandić, Boris
AU  - Novaković, Miroslav M.
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
AU  - Trajković, Vladimir S.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1511
AB  - Further phytochemical investigation of the aerial parts of Achillea clavennae has resulted in the isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and the iso-seco-guaianolide 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known compounds were also found, of which 9-acetoxycanin (5), sintenin (6), and oleanolic acid (7) were detected for the first time. The structures of the isolated compounds were elucidated by combined spectroscopic methods (1D and 2DNMR, HRESIMS, CIMS, and FTIR). While the predominant metabolite germacranolide sintenin (6) was not cytotoxic, the new iso-seco-guaianolide (3) displayed cytotoxicity comparable to that of cisplatin and the lactone apressin (4), inducing partly apoptotic death in human U251 and rat C6 glioma cell lines.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae
VL  - 80
IS  - 4
SP  - 297
EP  - 305
DO  - 10.1055/s-0033-1360312
ER  - 
@article{
author = "Trifunović, Snežana S. and Isaković, Anđelka M. and Isaković, Aleksandra J. and Vučković, Ivan M. and Mandić, Boris and Novaković, Miroslav M. and Vajs, Vlatka and Milosavljević, Slobodan M. and Trajković, Vladimir S.",
year = "2014",
abstract = "Further phytochemical investigation of the aerial parts of Achillea clavennae has resulted in the isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and the iso-seco-guaianolide 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known compounds were also found, of which 9-acetoxycanin (5), sintenin (6), and oleanolic acid (7) were detected for the first time. The structures of the isolated compounds were elucidated by combined spectroscopic methods (1D and 2DNMR, HRESIMS, CIMS, and FTIR). While the predominant metabolite germacranolide sintenin (6) was not cytotoxic, the new iso-seco-guaianolide (3) displayed cytotoxicity comparable to that of cisplatin and the lactone apressin (4), inducing partly apoptotic death in human U251 and rat C6 glioma cell lines.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae",
volume = "80",
number = "4",
pages = "297-305",
doi = "10.1055/s-0033-1360312"
}
Trifunović, S. S., Isaković, A. M., Isaković, A. J., Vučković, I. M., Mandić, B., Novaković, M. M., Vajs, V., Milosavljević, S. M.,& Trajković, V. S.. (2014). Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 80(4), 297-305.
https://doi.org/10.1055/s-0033-1360312
Trifunović SS, Isaković AM, Isaković AJ, Vučković IM, Mandić B, Novaković MM, Vajs V, Milosavljević SM, Trajković VS. Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae. in Planta Medica. 2014;80(4):297-305.
doi:10.1055/s-0033-1360312 .
Trifunović, Snežana S., Isaković, Anđelka M., Isaković, Aleksandra J., Vučković, Ivan M., Mandić, Boris, Novaković, Miroslav M., Vajs, Vlatka, Milosavljević, Slobodan M., Trajković, Vladimir S., "Isolation, Characterization, and In Vitro Cytotoxicity of New Sesquiterpenoids from Achillea clavennae" in Planta Medica, 80, no. 4 (2014):297-305,
https://doi.org/10.1055/s-0033-1360312 . .
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Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro

Vučković, Ivan M.; Vujisić, Ljubodrag V.; Todosijević, Marina; Stesevic, Danijela; Milosavljević, Slobodan M.; Trifunović, Snežana S.

(Acg Publications, Gebze-Kocaeli, 2014)

TY  - JOUR
AU  - Vučković, Ivan M.
AU  - Vujisić, Ljubodrag V.
AU  - Todosijević, Marina
AU  - Stesevic, Danijela
AU  - Milosavljević, Slobodan M.
AU  - Trifunović, Snežana S.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1775
AB  - The volatile constituents of different plant parts and populations of Malabaila aurea Boiss. from Montenegro were obtained by simultaneous distillation-extraction and analyzed by GC-FID and GC-MS. A total of 12 samples were examined and 45 compounds were identified. The volatile content of different M. aurea populations was very similar, while the volatile fractions obtained from different plant parts showed significant qualitative and quantitative differences. The most abundant compounds found in stems & leaves were apiole (51.0-56.3%), myristicin (16.3-25.4%), and falcarinol (4.1-10.7%). The roots showed the same major components, but with different relative abundances: 30.9-49.1% of apiole, 12.9-34.7% of falcarinol, and 9.9-31.1% of myristicin. The volatile constituents of fruits & flowers were remarkably different, containing up to 71.2-80.5% octyl butyrate, 11.4-18.0% octanol, and 2.7-6.8% octyl hexanoate. The results were discussed as possible indication of relatedness of Malabaila aurea and Pastinaca sativa (parsnip).
PB  - Acg Publications, Gebze-Kocaeli
T2  - Records of Natural Products
T1  - Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro
VL  - 8
IS  - 2
SP  - 148
EP  - 155
UR  - https://hdl.handle.net/21.15107/rcub_cherry_1775
ER  - 
@article{
author = "Vučković, Ivan M. and Vujisić, Ljubodrag V. and Todosijević, Marina and Stesevic, Danijela and Milosavljević, Slobodan M. and Trifunović, Snežana S.",
year = "2014",
abstract = "The volatile constituents of different plant parts and populations of Malabaila aurea Boiss. from Montenegro were obtained by simultaneous distillation-extraction and analyzed by GC-FID and GC-MS. A total of 12 samples were examined and 45 compounds were identified. The volatile content of different M. aurea populations was very similar, while the volatile fractions obtained from different plant parts showed significant qualitative and quantitative differences. The most abundant compounds found in stems & leaves were apiole (51.0-56.3%), myristicin (16.3-25.4%), and falcarinol (4.1-10.7%). The roots showed the same major components, but with different relative abundances: 30.9-49.1% of apiole, 12.9-34.7% of falcarinol, and 9.9-31.1% of myristicin. The volatile constituents of fruits & flowers were remarkably different, containing up to 71.2-80.5% octyl butyrate, 11.4-18.0% octanol, and 2.7-6.8% octyl hexanoate. The results were discussed as possible indication of relatedness of Malabaila aurea and Pastinaca sativa (parsnip).",
publisher = "Acg Publications, Gebze-Kocaeli",
journal = "Records of Natural Products",
title = "Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro",
volume = "8",
number = "2",
pages = "148-155",
url = "https://hdl.handle.net/21.15107/rcub_cherry_1775"
}
Vučković, I. M., Vujisić, L. V., Todosijević, M., Stesevic, D., Milosavljević, S. M.,& Trifunović, S. S.. (2014). Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro. in Records of Natural Products
Acg Publications, Gebze-Kocaeli., 8(2), 148-155.
https://hdl.handle.net/21.15107/rcub_cherry_1775
Vučković IM, Vujisić LV, Todosijević M, Stesevic D, Milosavljević SM, Trifunović SS. Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro. in Records of Natural Products. 2014;8(2):148-155.
https://hdl.handle.net/21.15107/rcub_cherry_1775 .
Vučković, Ivan M., Vujisić, Ljubodrag V., Todosijević, Marina, Stesevic, Danijela, Milosavljević, Slobodan M., Trifunović, Snežana S., "Volatile Constituents of Different Plant Parts and Populations of Malabaila aurea Boiss. from Montenegro" in Records of Natural Products, 8, no. 2 (2014):148-155,
https://hdl.handle.net/21.15107/rcub_cherry_1775 .
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Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection

Novaković, Miroslav M.; Stanković, Miroslava; Vučković, Ivan M.; Todorović, Nina; Trifunović, Snežana S.; Apostolović, Danijela; Mandić, Boris; Veljić, Milan; Marin, Petar D.; Tešević, Vele; Vajs, Vlatka; Milosavljević, Slobodan M.

(Wiley-V C H Verlag Gmbh, Weinheim, 2014)

TY  - JOUR
AU  - Novaković, Miroslav M.
AU  - Stanković, Miroslava
AU  - Vučković, Ivan M.
AU  - Todorović, Nina
AU  - Trifunović, Snežana S.
AU  - Apostolović, Danijela
AU  - Mandić, Boris
AU  - Veljić, Milan
AU  - Marin, Petar D.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan M.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1793
AB  - Nine diarylheptanoids, 1-9, catechin (11), and a phenolic glucoside, 10, were isolated from the bark of green alder (Alnus viridis). Four of the isolated compounds, i.e., 2, 5, 8, 10, are new. The structures of 1-11 were determined on the basis of spectroscopic data. All isolated compounds were evaluated for their in vitro protective effects on chromosome aberrations in peripheral human lymphocytes using cytokinesis-block micronucleus (CBMN) assay. Almost all of them exerted a pronounced effect of decreasing DNA damage of human lymphocytes, acting stronger than the known synthetic protector amifostine.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry and Biodiversity
T1  - Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection
VL  - 11
IS  - 6
SP  - 872
EP  - 885
DO  - 10.1002/cbdv.201300277
ER  - 
@article{
author = "Novaković, Miroslav M. and Stanković, Miroslava and Vučković, Ivan M. and Todorović, Nina and Trifunović, Snežana S. and Apostolović, Danijela and Mandić, Boris and Veljić, Milan and Marin, Petar D. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan M.",
year = "2014",
abstract = "Nine diarylheptanoids, 1-9, catechin (11), and a phenolic glucoside, 10, were isolated from the bark of green alder (Alnus viridis). Four of the isolated compounds, i.e., 2, 5, 8, 10, are new. The structures of 1-11 were determined on the basis of spectroscopic data. All isolated compounds were evaluated for their in vitro protective effects on chromosome aberrations in peripheral human lymphocytes using cytokinesis-block micronucleus (CBMN) assay. Almost all of them exerted a pronounced effect of decreasing DNA damage of human lymphocytes, acting stronger than the known synthetic protector amifostine.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry and Biodiversity",
title = "Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection",
volume = "11",
number = "6",
pages = "872-885",
doi = "10.1002/cbdv.201300277"
}
Novaković, M. M., Stanković, M., Vučković, I. M., Todorović, N., Trifunović, S. S., Apostolović, D., Mandić, B., Veljić, M., Marin, P. D., Tešević, V., Vajs, V.,& Milosavljević, S. M.. (2014). Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry and Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 11(6), 872-885.
https://doi.org/10.1002/cbdv.201300277
Novaković MM, Stanković M, Vučković IM, Todorović N, Trifunović SS, Apostolović D, Mandić B, Veljić M, Marin PD, Tešević V, Vajs V, Milosavljević SM. Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry and Biodiversity. 2014;11(6):872-885.
doi:10.1002/cbdv.201300277 .
Novaković, Miroslav M., Stanković, Miroslava, Vučković, Ivan M., Todorović, Nina, Trifunović, Snežana S., Apostolović, Danijela, Mandić, Boris, Veljić, Milan, Marin, Petar D., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan M., "Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection" in Chemistry and Biodiversity, 11, no. 6 (2014):872-885,
https://doi.org/10.1002/cbdv.201300277 . .
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