Veljić, Milan

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orcid::0000-0002-1779-1721
  • Veljić, Milan (8)
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Author's Bibliography

Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity

Ivković, Ivana; Novaković, Miroslav; Veljić, Milan; Mojsin, Marija; Stevanović, Milena J.; Marin, Petar D.; Bukvički, Danka

(MDPI, 2021)

TY  - JOUR
AU  - Ivković, Ivana
AU  - Novaković, Miroslav
AU  - Veljić, Milan
AU  - Mojsin, Marija
AU  - Stevanović, Milena J.
AU  - Marin, Petar D.
AU  - Bukvički, Danka
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4696
AB  - Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10′-hydroxyperrottetin E, and 10,10′-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.
PB  - MDPI
T2  - Plants
T1  - Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity
VL  - 10
IS  - 6
SP  - 1063
DO  - 10.3390/plants10061063
ER  - 
@article{
author = "Ivković, Ivana and Novaković, Miroslav and Veljić, Milan and Mojsin, Marija and Stevanović, Milena J. and Marin, Petar D. and Bukvički, Danka",
year = "2021",
abstract = "Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perrottetin type were isolated, namely perrottetin E, 10′-hydroxyperrottetin E, and 10,10′-dihydroxyperrottetin E. The last two were found for the first time in this species. Their structures were resolved using 1D and 2D NMR, as well as by comparison with data in the literature. Cytotoxic activity of the isolated compounds was tested on three human leukemia cell lines, HL-60 (acute promyelocytic leukemia cells), U-937 (acute monocytic leukemia cells), and K-562 (human chronic myelogenous leukemia cells), as well as on human embryonal teratocarcinoma cell line (NT2/D1) and human glioblastoma cell lines A-172 and U-251, and compared to the previously isolated bis-bibenzyls (perrottetins) of similar structure. The isolated compounds exhibited modest activity against leukemia cells and significant activity against NT2/D1 and A-172. Overall, the most active cytotoxic compounds in this investigation were perrottetin E (1), isolated in this work from Pellia endiviifolia, and perrottetin F phenanthrene derivative (7), previously isolated from Lunularia cruciata and added for a comparison of their cytotoxic activity.",
publisher = "MDPI",
journal = "Plants",
title = "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity",
volume = "10",
number = "6",
pages = "1063",
doi = "10.3390/plants10061063"
}
Ivković, I., Novaković, M., Veljić, M., Mojsin, M., Stevanović, M. J., Marin, P. D.,& Bukvički, D.. (2021). Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants
MDPI., 10(6), 1063.
https://doi.org/10.3390/plants10061063
Ivković I, Novaković M, Veljić M, Mojsin M, Stevanović MJ, Marin PD, Bukvički D. Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity. in Plants. 2021;10(6):1063.
doi:10.3390/plants10061063 .
Ivković, Ivana, Novaković, Miroslav, Veljić, Milan, Mojsin, Marija, Stevanović, Milena J., Marin, Petar D., Bukvički, Danka, "Bis-Bibenzyls from the Liverwort Pellia endiviifolia and Their Biological Activity" in Plants, 10, no. 6 (2021):1063,
https://doi.org/10.3390/plants10061063 . .
13
2
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Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort

Ivković, Ivana; Bukvički, Danka; Novaković, Miroslav; Ivanović, Stefan; Stanojević, Olja; Nikolić, Ivan; Veljić, Milan

(Serbian Chemical Society, 2021)

TY  - JOUR
AU  - Ivković, Ivana
AU  - Bukvički, Danka
AU  - Novaković, Miroslav
AU  - Ivanović, Stefan
AU  - Stanojević, Olja
AU  - Nikolić, Ivan
AU  - Veljić, Milan
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4920
AB  - The antimicrobial activity of methanol extracts of three thalloid liver­worts, Marchantia polymorpha, Conocephalum conicum and Pellia endiviifolia and bis-bibenzyl marchantin A, the most dominant compound in the methanol extract of M. polymorpha, have been investigated in this research. 1H-NMR spec­troscopy revealed that the M. polymorpha and P. endiviifolia extracts of liverwort contain terpenes, oils, sugars and bis-bibenzyls, while these specific macrocyclic compounds were absent in the C. conicum extract. The anti­mic­robial potential was tested on eight bacterial strains. Antimicrobial effects of extracts and mar­chantin A were observed against Gram-positive bacteria, while they showed no effect against Gram-negative bacteria in both methods used – well diffusion and broth microdilution.
AB  - У овом раду испитиван је хемијски састав и антибактеријска активност метанолних екстраката три јетрењачe, Marchantia polymorpha, Conocephalum conicum и Pellia endiveifolia и бис-бибензила маршанцина A, доминантне компоненте у метанолном екстракту M. polymorpha. 1H-NMR спектроскопија је показала присуство терпена, уља, шећера и бис-бибензила у екстрактима M. polymorpha и P. endiviifolia, док екстракт C. conicum не садржи специфична макроциклична једињења – бис-бибензиле. Антимикробни потен- цијал је тестиран на осам бактеријских сојева. Антимикробни ефекат маршанцина А уочен је на све грам позитивне сојеве, док је ефекат изостао код грам негативних сојева у обе тестиране методе – дифузионе методе у бунарима и микродилуционе методе у хранљивом бујону.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort
T1  - Антибактеријска својства талусних јетрењача marchantia polymorpha l., conocephalum conicum (l.) dum. И pellia endiviifolia (dicks.) dumort.
IS  - 12
SP  - 1249
EP  - 1258
DO  - 10.2298/JSC210728084I
ER  - 
@article{
author = "Ivković, Ivana and Bukvički, Danka and Novaković, Miroslav and Ivanović, Stefan and Stanojević, Olja and Nikolić, Ivan and Veljić, Milan",
year = "2021",
abstract = "The antimicrobial activity of methanol extracts of three thalloid liver­worts, Marchantia polymorpha, Conocephalum conicum and Pellia endiviifolia and bis-bibenzyl marchantin A, the most dominant compound in the methanol extract of M. polymorpha, have been investigated in this research. 1H-NMR spec­troscopy revealed that the M. polymorpha and P. endiviifolia extracts of liverwort contain terpenes, oils, sugars and bis-bibenzyls, while these specific macrocyclic compounds were absent in the C. conicum extract. The anti­mic­robial potential was tested on eight bacterial strains. Antimicrobial effects of extracts and mar­chantin A were observed against Gram-positive bacteria, while they showed no effect against Gram-negative bacteria in both methods used – well diffusion and broth microdilution., У овом раду испитиван је хемијски састав и антибактеријска активност метанолних екстраката три јетрењачe, Marchantia polymorpha, Conocephalum conicum и Pellia endiveifolia и бис-бибензила маршанцина A, доминантне компоненте у метанолном екстракту M. polymorpha. 1H-NMR спектроскопија је показала присуство терпена, уља, шећера и бис-бибензила у екстрактима M. polymorpha и P. endiviifolia, док екстракт C. conicum не садржи специфична макроциклична једињења – бис-бибензиле. Антимикробни потен- цијал је тестиран на осам бактеријских сојева. Антимикробни ефекат маршанцина А уочен је на све грам позитивне сојеве, док је ефекат изостао код грам негативних сојева у обе тестиране методе – дифузионе методе у бунарима и микродилуционе методе у хранљивом бујону.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort, Антибактеријска својства талусних јетрењача marchantia polymorpha l., conocephalum conicum (l.) dum. И pellia endiviifolia (dicks.) dumort.",
number = "12",
pages = "1249-1258",
doi = "10.2298/JSC210728084I"
}
Ivković, I., Bukvički, D., Novaković, M., Ivanović, S., Stanojević, O., Nikolić, I.,& Veljić, M.. (2021). Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort. in Journal of the Serbian Chemical Society
Serbian Chemical Society.(12), 1249-1258.
https://doi.org/10.2298/JSC210728084I
Ivković I, Bukvički D, Novaković M, Ivanović S, Stanojević O, Nikolić I, Veljić M. Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort. in Journal of the Serbian Chemical Society. 2021;(12):1249-1258.
doi:10.2298/JSC210728084I .
Ivković, Ivana, Bukvički, Danka, Novaković, Miroslav, Ivanović, Stefan, Stanojević, Olja, Nikolić, Ivan, Veljić, Milan, "Antibacterial properties of thalloid liverworts Marchantia polymorpha L., Conocephalum conicum (L.) Dum. and Pellia endiviifolia (Dicks.) Dumort" in Journal of the Serbian Chemical Society, no. 12 (2021):1249-1258,
https://doi.org/10.2298/JSC210728084I . .
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Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro

Ivković, Ivana; Bukvicki, Danka; Novaković, Miroslav; Majstorović, Ivana; Leskovac, Andreja; Petrović, Sandra; Veljić, Milan

(SAGE Publications Inc., 2021)

TY  - JOUR
AU  - Ivković, Ivana
AU  - Bukvicki, Danka
AU  - Novaković, Miroslav
AU  - Majstorović, Ivana
AU  - Leskovac, Andreja
AU  - Petrović, Sandra
AU  - Veljić, Milan
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4894
AB  - Liverworts are characterized by a high content of bioactive compounds reported to show antimicrobial, anticancer, and antioxidant properties. In this study, the biological effects of the methanol extract of the liverwort Pellia endiviifolia and its constituents, bis-bibenzyls perrottetin E, 10′-hydroxyperrottetin E, and 10,10′-dihydroxyperrottetin E, were investigated using human peripheral blood cells as a model system. The assessment of the investigated compounds comprised testing their genotoxicity, apoptotic potential, and redox modulating activities. The genotoxicity testing indicated that medium (25 µM) and high concentrations (100 µM) of the investigated compounds displayed genotoxic and antiproliferative effects in human lymphocytes as revealed by significant, concentration-dependent enhancement of the micronuclei incidence and decrease in the cytokinesis-block proliferation index compared to the control (P <.001). Analysis of leukocyte apoptosis showed a substantial potential of all investigated compounds to induce apoptosis, which was not concentration-dependent. The P endiviifolia extract and perrottetin E demonstrated considerable pro-apoptotic potential, even at the lowest concentration (1 µM) applied. Evaluation of the redox modulating effects, which comprised measuring erythrocyte catalase activity and the lymphocyte malondialdehyde level, showed that the investigated compounds did not induce oxidative stress in human peripheral blood cells (P >.05). The observed genotoxic, antiproliferative, and proapoptotic effects of the investigated compounds make them suitable for further comprehensive studies related to their possible applications as anticancer agents.
PB  - SAGE Publications Inc.
T2  - Natural Product Communications
T1  - Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro
VL  - 16
IS  - 11
SP  - 1
EP  - 9
DO  - 10.1177/1934578X211056422
ER  - 
@article{
author = "Ivković, Ivana and Bukvicki, Danka and Novaković, Miroslav and Majstorović, Ivana and Leskovac, Andreja and Petrović, Sandra and Veljić, Milan",
year = "2021",
abstract = "Liverworts are characterized by a high content of bioactive compounds reported to show antimicrobial, anticancer, and antioxidant properties. In this study, the biological effects of the methanol extract of the liverwort Pellia endiviifolia and its constituents, bis-bibenzyls perrottetin E, 10′-hydroxyperrottetin E, and 10,10′-dihydroxyperrottetin E, were investigated using human peripheral blood cells as a model system. The assessment of the investigated compounds comprised testing their genotoxicity, apoptotic potential, and redox modulating activities. The genotoxicity testing indicated that medium (25 µM) and high concentrations (100 µM) of the investigated compounds displayed genotoxic and antiproliferative effects in human lymphocytes as revealed by significant, concentration-dependent enhancement of the micronuclei incidence and decrease in the cytokinesis-block proliferation index compared to the control (P <.001). Analysis of leukocyte apoptosis showed a substantial potential of all investigated compounds to induce apoptosis, which was not concentration-dependent. The P endiviifolia extract and perrottetin E demonstrated considerable pro-apoptotic potential, even at the lowest concentration (1 µM) applied. Evaluation of the redox modulating effects, which comprised measuring erythrocyte catalase activity and the lymphocyte malondialdehyde level, showed that the investigated compounds did not induce oxidative stress in human peripheral blood cells (P >.05). The observed genotoxic, antiproliferative, and proapoptotic effects of the investigated compounds make them suitable for further comprehensive studies related to their possible applications as anticancer agents.",
publisher = "SAGE Publications Inc.",
journal = "Natural Product Communications",
title = "Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro",
volume = "16",
number = "11",
pages = "1-9",
doi = "10.1177/1934578X211056422"
}
Ivković, I., Bukvicki, D., Novaković, M., Majstorović, I., Leskovac, A., Petrović, S.,& Veljić, M.. (2021). Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro. in Natural Product Communications
SAGE Publications Inc.., 16(11), 1-9.
https://doi.org/10.1177/1934578X211056422
Ivković I, Bukvicki D, Novaković M, Majstorović I, Leskovac A, Petrović S, Veljić M. Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro. in Natural Product Communications. 2021;16(11):1-9.
doi:10.1177/1934578X211056422 .
Ivković, Ivana, Bukvicki, Danka, Novaković, Miroslav, Majstorović, Ivana, Leskovac, Andreja, Petrović, Sandra, Veljić, Milan, "Assessment of the Biological Effects of Pellia endiviifolia and its Constituents in Vitro" in Natural Product Communications, 16, no. 11 (2021):1-9,
https://doi.org/10.1177/1934578X211056422 . .
2
1

Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites

Bukvicki, Danka; Novaković, Miroslav; Ilić - Tomić, Tatjana; Nikodinović-Runić, Jasmina; Todorović, Nina; Veljić, Milan; Asakawa, Yoshinori

(Türkiye : ACG Publications, 2021)

TY  - JOUR
AU  - Bukvicki, Danka
AU  - Novaković, Miroslav
AU  - Ilić - Tomić, Tatjana
AU  - Nikodinović-Runić, Jasmina
AU  - Todorović, Nina
AU  - Veljić, Milan
AU  - Asakawa, Yoshinori
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4630
AB  - Biotransformation of bis-bibenzyl perrottetin F (1), isolated from the liverwort Lunularia cruciata by Aspergillus niger, has been investigated. New metabolites (2-4) have been isolated using reversed phase semipreparative HPLC and their structures were established to be 8-hydroxyperrottetin F, C-7-C-8 cleaved product, and perrottetin F 6’-sulfate using 1D and 2D NMR, HR-ESI-MS, IR and UV spectroscopy. The antimicrobial and cytotoxic properties of these compounds were also evaluated. Given the suggested cytotoxic properties of the parent compound, antiproliferative activity against healthy human lung fibroblasts (MRC5) and human lung carcinoma (A549) of three metabolites were evaluated revealing their lower cytotoxic properties in comparison to the starting compound-perrottetin F. The antimicrobial properties of these compounds were also evaluated, with the inhibitory activity against the Pseudomonas aeruginosa PAO1 and Staphylococcus aureus determined between 100 µM and 450 µM. The metabolites showed remarkable ability to inhibit synthesis of bacterial quorum-sensing signal molecules such as short chain acyl homoserine lactones (AHLs). Therefore, biotransformation method represents fast and effective tool for obtaining new bioactive structures.
PB  - Türkiye : ACG Publications
T2  - Records of Natural Products
T1  - Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites
VL  - 15
IS  - 4
SP  - 281
EP  - 292
DO  - 10.25135/rnp.215.20.09.1812
ER  - 
@article{
author = "Bukvicki, Danka and Novaković, Miroslav and Ilić - Tomić, Tatjana and Nikodinović-Runić, Jasmina and Todorović, Nina and Veljić, Milan and Asakawa, Yoshinori",
year = "2021",
abstract = "Biotransformation of bis-bibenzyl perrottetin F (1), isolated from the liverwort Lunularia cruciata by Aspergillus niger, has been investigated. New metabolites (2-4) have been isolated using reversed phase semipreparative HPLC and their structures were established to be 8-hydroxyperrottetin F, C-7-C-8 cleaved product, and perrottetin F 6’-sulfate using 1D and 2D NMR, HR-ESI-MS, IR and UV spectroscopy. The antimicrobial and cytotoxic properties of these compounds were also evaluated. Given the suggested cytotoxic properties of the parent compound, antiproliferative activity against healthy human lung fibroblasts (MRC5) and human lung carcinoma (A549) of three metabolites were evaluated revealing their lower cytotoxic properties in comparison to the starting compound-perrottetin F. The antimicrobial properties of these compounds were also evaluated, with the inhibitory activity against the Pseudomonas aeruginosa PAO1 and Staphylococcus aureus determined between 100 µM and 450 µM. The metabolites showed remarkable ability to inhibit synthesis of bacterial quorum-sensing signal molecules such as short chain acyl homoserine lactones (AHLs). Therefore, biotransformation method represents fast and effective tool for obtaining new bioactive structures.",
publisher = "Türkiye : ACG Publications",
journal = "Records of Natural Products",
title = "Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites",
volume = "15",
number = "4",
pages = "281-292",
doi = "10.25135/rnp.215.20.09.1812"
}
Bukvicki, D., Novaković, M., Ilić - Tomić, T., Nikodinović-Runić, J., Todorović, N., Veljić, M.,& Asakawa, Y.. (2021). Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites. in Records of Natural Products
Türkiye : ACG Publications., 15(4), 281-292.
https://doi.org/10.25135/rnp.215.20.09.1812
Bukvicki D, Novaković M, Ilić - Tomić T, Nikodinović-Runić J, Todorović N, Veljić M, Asakawa Y. Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites. in Records of Natural Products. 2021;15(4):281-292.
doi:10.25135/rnp.215.20.09.1812 .
Bukvicki, Danka, Novaković, Miroslav, Ilić - Tomić, Tatjana, Nikodinović-Runić, Jasmina, Todorović, Nina, Veljić, Milan, Asakawa, Yoshinori, "Biotransformation of Perrottetin F by Aspergillus niger: New Bioactive Secondary Metabolites" in Records of Natural Products, 15, no. 4 (2021):281-292,
https://doi.org/10.25135/rnp.215.20.09.1812 . .
6
4
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Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata

Novaković, Miroslav; Bukvicki, Danka; Anđelković, Boban D.; Ilić-Tomić, Tatjana; Veljić, Milan; Tešević, Vele; Asakawa, Yoshinori

(American Chemical Society (ACS), 2019)

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Anđelković, Boban D.
AU  - Ilić-Tomić, Tatjana
AU  - Veljić, Milan
AU  - Tešević, Vele
AU  - Asakawa, Yoshinori
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2838
AB  - Seven new bisbibenzyls (1−7) were isolated from the methanol extract of the liverwort Lunularia cruciata along with one previously known bibenzyl and five known bisbibenzyls. The structures of compounds 1−7 were elucidated on the basis of the spectroscopic data. These newly isolated bisbibenzyls may be divided into two groups, the acyclic bisbibenzyls, perrottetins (1− 3), and the cyclic analogues, riccardins (4−7). Besides standard perrottetin and riccardin structures (1 and 4, respectively), they contain phenanthrene (3 and 5), dihydrophenanthrene (2), and quinone moieties (6 and 7), rarely found in natural products. The new compounds 3 and 5, as well as the known riccardin G, exhibited cytotoxic activity against the A549 lung cancer cell line with IC50 values of 5.0, 5.0, and 2.5 μM, respectively.
PB  - American Chemical Society (ACS)
T2  - Journal of Natural Products
T1  - Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata
VL  - 82
IS  - 4
SP  - 694
EP  - 701
DO  - 10.1021/acs.jnatprod.8b00390
ER  - 
@article{
author = "Novaković, Miroslav and Bukvicki, Danka and Anđelković, Boban D. and Ilić-Tomić, Tatjana and Veljić, Milan and Tešević, Vele and Asakawa, Yoshinori",
year = "2019",
abstract = "Seven new bisbibenzyls (1−7) were isolated from the methanol extract of the liverwort Lunularia cruciata along with one previously known bibenzyl and five known bisbibenzyls. The structures of compounds 1−7 were elucidated on the basis of the spectroscopic data. These newly isolated bisbibenzyls may be divided into two groups, the acyclic bisbibenzyls, perrottetins (1− 3), and the cyclic analogues, riccardins (4−7). Besides standard perrottetin and riccardin structures (1 and 4, respectively), they contain phenanthrene (3 and 5), dihydrophenanthrene (2), and quinone moieties (6 and 7), rarely found in natural products. The new compounds 3 and 5, as well as the known riccardin G, exhibited cytotoxic activity against the A549 lung cancer cell line with IC50 values of 5.0, 5.0, and 2.5 μM, respectively.",
publisher = "American Chemical Society (ACS)",
journal = "Journal of Natural Products",
title = "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata",
volume = "82",
number = "4",
pages = "694-701",
doi = "10.1021/acs.jnatprod.8b00390"
}
Novaković, M., Bukvicki, D., Anđelković, B. D., Ilić-Tomić, T., Veljić, M., Tešević, V.,& Asakawa, Y.. (2019). Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata. in Journal of Natural Products
American Chemical Society (ACS)., 82(4), 694-701.
https://doi.org/10.1021/acs.jnatprod.8b00390
Novaković M, Bukvicki D, Anđelković BD, Ilić-Tomić T, Veljić M, Tešević V, Asakawa Y. Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata. in Journal of Natural Products. 2019;82(4):694-701.
doi:10.1021/acs.jnatprod.8b00390 .
Novaković, Miroslav, Bukvicki, Danka, Anđelković, Boban D., Ilić-Tomić, Tatjana, Veljić, Milan, Tešević, Vele, Asakawa, Yoshinori, "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata" in Journal of Natural Products, 82, no. 4 (2019):694-701,
https://doi.org/10.1021/acs.jnatprod.8b00390 . .
1
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Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata"

Novaković, Miroslav; Bukvicki, Danka; Anđelković, Boban D.; Ilić-Tomić, Tatjana; Veljić, Milan; Tešević, Vele; Asakawa, Yoshinori

(American Chemical Society (ACS), 2019)

TY  - DATA
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Anđelković, Boban D.
AU  - Ilić-Tomić, Tatjana
AU  - Veljić, Milan
AU  - Tešević, Vele
AU  - Asakawa, Yoshinori
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4449
AB  - NMR spectra of the isolated compounds and additional figures and tables. Table S1. Elution Program for the Silica Gel Column Separation;  Figure S1. Aromatic part of the 1H NMR spectrum of compound 1;
PB  - American Chemical Society (ACS)
T2  - Journal of Natural Products
T1  - Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata"
DO  - 10.1021/acs.jnatprod.8b00390.s001
ER  - 
@misc{
author = "Novaković, Miroslav and Bukvicki, Danka and Anđelković, Boban D. and Ilić-Tomić, Tatjana and Veljić, Milan and Tešević, Vele and Asakawa, Yoshinori",
year = "2019",
abstract = "NMR spectra of the isolated compounds and additional figures and tables. Table S1. Elution Program for the Silica Gel Column Separation;  Figure S1. Aromatic part of the 1H NMR spectrum of compound 1;",
publisher = "American Chemical Society (ACS)",
journal = "Journal of Natural Products",
title = "Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata"",
doi = "10.1021/acs.jnatprod.8b00390.s001"
}
Novaković, M., Bukvicki, D., Anđelković, B. D., Ilić-Tomić, T., Veljić, M., Tešević, V.,& Asakawa, Y.. (2019). Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata". in Journal of Natural Products
American Chemical Society (ACS)..
https://doi.org/10.1021/acs.jnatprod.8b00390.s001
Novaković M, Bukvicki D, Anđelković BD, Ilić-Tomić T, Veljić M, Tešević V, Asakawa Y. Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata". in Journal of Natural Products. 2019;.
doi:10.1021/acs.jnatprod.8b00390.s001 .
Novaković, Miroslav, Bukvicki, Danka, Anđelković, Boban D., Ilić-Tomić, Tatjana, Veljić, Milan, Tešević, Vele, Asakawa, Yoshinori, "Supporting information for: "Cytotoxic Activity of Riccardin and Perrottetin Derivatives from the Liverwort Lunularia cruciata"" in Journal of Natural Products (2019),
https://doi.org/10.1021/acs.jnatprod.8b00390.s001 . .

Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa

Ilić-Tomić, Tatjana; Soković, Marina; Vojnovic, Sandra; Ciric, Ana; Veljić, Milan; Nikodinović-Runić, Jasmina; Novaković, Miroslav

(Georg Thieme Verlag Kg, Stuttgart, 2017)

TY  - JOUR
AU  - Ilić-Tomić, Tatjana
AU  - Soković, Marina
AU  - Vojnovic, Sandra
AU  - Ciric, Ana
AU  - Veljić, Milan
AU  - Nikodinović-Runić, Jasmina
AU  - Novaković, Miroslav
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2199
AB  - Diarylheptanoids from the barks of Alnus viridis ssp. viridis (green alder) and Alnus glutinosa (black alder) were explored for anti-quorum sensing activity. Chemicals with anti-quorum sensing activity have recently been examined for antimicrobial applications. The anti-quorum sensing activity of the selected diarylheptanoids was determined using two biosensors, namely Pseudomonas aeruginosa PAO1 and Chromobacterium violaceum CV026. Although all of the investigated compounds negatively influenced the motility of P. aeruginosa PAO1, four were able to inhibit biofilm formation of this human opportunistic pathogen for 40-70%. Three of the diarylheptanoids (3, 4, and 5) negatively influenced the biosynthesis of pyocyanin, which is under the control of quorum sensing. Platyphyllenone (7) and hirsutenone (5) were able to inhibit the biosynthesis of violacein in C. violaceum CV026, with 5 being able to inhibit the synthesis of both biopigments. Only one of the tested diarylheptanoids (1) was shown to significantly decrease the production of acyl homoserine lactones (AHL) in P. aeruginosa PAO1, more specifically, production of the long chain N-(3-oxododecanoyl)- l-HSL. On the other side, four diarylheptanoids (2-5) significantly reduced the synthesis of 2-alkyl-4-quinolones, part of the P. aeruginosa quinolone-mediated signaling system. To properly assess therapeutic potential of these compounds, their in vitro antiproliferative effect on normal human lung fibroblasts was determined, with doses affecting cell proliferation between 10 and 100 mu g/mL. This study confirms that the barks of green and black alders are rich source of phytochemicals with a wide range of biological activities that could further be exploited as natural agents against bacterial contaminations and infections.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Planta Medica
T1  - Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa
VL  - 83
IS  - 01-02
SP  - 117
EP  - 125
DO  - 10.1055/s-0042-107674
ER  - 
@article{
author = "Ilić-Tomić, Tatjana and Soković, Marina and Vojnovic, Sandra and Ciric, Ana and Veljić, Milan and Nikodinović-Runić, Jasmina and Novaković, Miroslav",
year = "2017",
abstract = "Diarylheptanoids from the barks of Alnus viridis ssp. viridis (green alder) and Alnus glutinosa (black alder) were explored for anti-quorum sensing activity. Chemicals with anti-quorum sensing activity have recently been examined for antimicrobial applications. The anti-quorum sensing activity of the selected diarylheptanoids was determined using two biosensors, namely Pseudomonas aeruginosa PAO1 and Chromobacterium violaceum CV026. Although all of the investigated compounds negatively influenced the motility of P. aeruginosa PAO1, four were able to inhibit biofilm formation of this human opportunistic pathogen for 40-70%. Three of the diarylheptanoids (3, 4, and 5) negatively influenced the biosynthesis of pyocyanin, which is under the control of quorum sensing. Platyphyllenone (7) and hirsutenone (5) were able to inhibit the biosynthesis of violacein in C. violaceum CV026, with 5 being able to inhibit the synthesis of both biopigments. Only one of the tested diarylheptanoids (1) was shown to significantly decrease the production of acyl homoserine lactones (AHL) in P. aeruginosa PAO1, more specifically, production of the long chain N-(3-oxododecanoyl)- l-HSL. On the other side, four diarylheptanoids (2-5) significantly reduced the synthesis of 2-alkyl-4-quinolones, part of the P. aeruginosa quinolone-mediated signaling system. To properly assess therapeutic potential of these compounds, their in vitro antiproliferative effect on normal human lung fibroblasts was determined, with doses affecting cell proliferation between 10 and 100 mu g/mL. This study confirms that the barks of green and black alders are rich source of phytochemicals with a wide range of biological activities that could further be exploited as natural agents against bacterial contaminations and infections.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Planta Medica",
title = "Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa",
volume = "83",
number = "01-02",
pages = "117-125",
doi = "10.1055/s-0042-107674"
}
Ilić-Tomić, T., Soković, M., Vojnovic, S., Ciric, A., Veljić, M., Nikodinović-Runić, J.,& Novaković, M.. (2017). Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa. in Planta Medica
Georg Thieme Verlag Kg, Stuttgart., 83(01-02), 117-125.
https://doi.org/10.1055/s-0042-107674
Ilić-Tomić T, Soković M, Vojnovic S, Ciric A, Veljić M, Nikodinović-Runić J, Novaković M. Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa. in Planta Medica. 2017;83(01-02):117-125.
doi:10.1055/s-0042-107674 .
Ilić-Tomić, Tatjana, Soković, Marina, Vojnovic, Sandra, Ciric, Ana, Veljić, Milan, Nikodinović-Runić, Jasmina, Novaković, Miroslav, "Diarylheptanoids from Alnus viridis ssp viridis and Alnus glutinosa: Modulation of Quorum Sensing Activity in Pseudomonas aeruginosa" in Planta Medica, 83, no. 01-02 (2017):117-125,
https://doi.org/10.1055/s-0042-107674 . .
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Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection

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

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

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Stanković, Miroslava
AU  - Vučković, Ivan
AU  - Todorović, Nina
AU  - Trifunović, Snežana
AU  - Apostolovic, Danijela
AU  - Mandić, Boris
AU  - Veljić, Milan
AU  - Marin, Petar D.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Milosavljević, Slobodan
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1596
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 & 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 and Stanković, Miroslava and Vučković, Ivan and Todorović, Nina and Trifunović, Snežana and Apostolovic, Danijela and Mandić, Boris and Veljić, Milan and Marin, Petar D. and Tešević, Vele and Vajs, Vlatka and Milosavljević, Slobodan",
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 & 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., Stanković, M., Vučković, I., Todorović, N., Trifunović, S., Apostolovic, D., Mandić, B., Veljić, M., Marin, P. D., Tešević, V., Vajs, V.,& Milosavljević, S.. (2014). Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry & Biodiversity
Wiley-V C H Verlag Gmbh, Weinheim., 11(6), 872-885.
https://doi.org/10.1002/cbdv.201300277
Novaković M, Stanković M, Vučković I, Todorović N, Trifunović S, Apostolovic D, Mandić B, Veljić M, Marin PD, Tešević V, Vajs V, Milosavljević S. Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection. in Chemistry & Biodiversity. 2014;11(6):872-885.
doi:10.1002/cbdv.201300277 .
Novaković, Miroslav, Stanković, Miroslava, Vučković, Ivan, Todorović, Nina, Trifunović, Snežana, Apostolovic, Danijela, Mandić, Boris, Veljić, Milan, Marin, Petar D., Tešević, Vele, Vajs, Vlatka, Milosavljević, Slobodan, "Diarylheptanoids from Green Alder Bark and Their Potential for DNA Protection" in Chemistry & Biodiversity, 11, no. 6 (2014):872-885,
https://doi.org/10.1002/cbdv.201300277 . .
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