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

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

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

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

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

TY  - JOUR
AU  - Asakawa, Yoshinori
AU  - Ludwiczuk, Agnieszka
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Anchang, Kenneth Yongabi
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5404
AB  - The Marchantiophyta (liverworts) are rich sources of phenolic substances, especially cyclic and acyclic bis-bibenzyls, which are rare natural products in the plant kingdom, together with bibenzyls and characteristic terpenoids. At present, more than 125 bis-bibenzyls have been found in liverworts. They are biosynthesized from the dimerization of lunularic acid via dihydrocoumaric acid and prelunularin. The structurally unusual cyclic and acyclic bis-bibenzyls show various biological activities such as antimicrobial, antifungal, cytotoxic, muscle relaxation, antioxidant, tubulin polymerization inhibitory, and antitrypanosomal activities, among others. The present review article deals with the distribution and structure of bis-bibenzyls, bibenzyls, and several characteristic ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.
PB  - USA : American Chemical Society
T2  - Journal of Natural Products
T1  - Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity
VL  - 85
IS  - 3
SP  - 729
EP  - 762
DO  - 10.1021/acs.jnatprod.1c00302
ER  - 

@article{
author = "Asakawa, Yoshinori and Ludwiczuk, Agnieszka and Novaković, Miroslav and Bukvicki, Danka and Anchang, Kenneth Yongabi",
year = "2022",
abstract = "The Marchantiophyta (liverworts) are rich sources of phenolic substances, especially cyclic and acyclic bis-bibenzyls, which are rare natural products in the plant kingdom, together with bibenzyls and characteristic terpenoids. At present, more than 125 bis-bibenzyls have been found in liverworts. They are biosynthesized from the dimerization of lunularic acid via dihydrocoumaric acid and prelunularin. The structurally unusual cyclic and acyclic bis-bibenzyls show various biological activities such as antimicrobial, antifungal, cytotoxic, muscle relaxation, antioxidant, tubulin polymerization inhibitory, and antitrypanosomal activities, among others. The present review article deals with the distribution and structure of bis-bibenzyls, bibenzyls, and several characteristic ent-sesqui- and diterpenoids in liverworts. Furthermore, the biosynthesis and total syntheses and biological activities of bis-bibenzyls are also surveyed.",
publisher = "USA : American Chemical Society",
journal = "Journal of Natural Products",
title = "Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity",
volume = "85",
number = "3",
pages = "729-762",
doi = "10.1021/acs.jnatprod.1c00302"
}

Asakawa, Y., Ludwiczuk, A., Novaković, M., Bukvicki, D.,& Anchang, K. Y.. (2022). Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity. in Journal of Natural Products
USA : American Chemical Society., 85(3), 729-762.
https://doi.org/10.1021/acs.jnatprod.1c00302

Asakawa Y, Ludwiczuk A, Novaković M, Bukvicki D, Anchang KY. Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity. in Journal of Natural Products. 2022;85(3):729-762.
doi:10.1021/acs.jnatprod.1c00302 .

Asakawa, Yoshinori, Ludwiczuk, Agnieszka, Novaković, Miroslav, Bukvicki, Danka, Anchang, Kenneth Yongabi, "Bis-bibenzyls, Bibenzyls, and Terpenoids in 33 Genera of the Marchantiophyta (Liverworts): Structures, Synthesis, and Bioactivity" in Journal of Natural Products, 85, no. 3 (2022):729-762,
https://doi.org/10.1021/acs.jnatprod.1c00302 . .

TY  - JOUR
AU  - Novakovic, Miroslav
AU  - Ludwiczuk, Agnieszka
AU  - Bukvicki, Danka
AU  - Asakawa, Yoshinori
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4906
AB  - Little attention has been paid to the bryophytes as sources for human diet despite the presence of 23,000 species in the world. Some mosses contain Vitamin B1, tocopherols, prostaglandin-like highly unsaturated fatty acids and phenolic compounds. On the other hand, liverworts contain enantiomeric mono-, sesqui- and diterpenoids similar to those found in vascular plants. Additionally, they possess bibenzyls, bis-bibenzyls and polyketides, many of them showing various bioactivity, such as antimicrobial, antiviral, anti-inf­lam­matory, cytotoxicity against cancer cell lines, muscle relaxing, antioxidant and others. In this paper, the structures of phytochemicals from bryophytes and their biological activities are discussed.
AB  - На бриофите као изворе за људску исхрану се обраћа мала пажња иако их има преко 23000 врста. Неке маховине садрже витамин Б1, токофероле, простагландинима слична једињења, вишеструко незасићене масне киселине и фенолна једињења. С друге стране, јетрењаче садрже моно-, сескви- и дитерпеноиде енентиомерне онима пронађеним у васкуларним биљкама. Поред њих, оне садрже и бибензиле, бис-бибензиле и
поликетиде, од којих многи показују антимикробну, антивирусну, анти-инфламаторну, цитотоксичну на ћелије рака, миорекласантску, антиоксидативну и друге. У овом раду су продискутоване структуре и биолошка активност фитохемикалија из јетрењача.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Phytochemicals from bryophytes: Structures and biological activity
T1  - Фитохемикалије из бриофита: структура и биолошке активности
VL  - 86
IS  - 12
SP  - 1139
EP  - 1175
DO  - 10.2298/JSC211027100N
ER  - 

@article{
author = "Novakovic, Miroslav and Ludwiczuk, Agnieszka and Bukvicki, Danka and Asakawa, Yoshinori",
year = "2021",
abstract = "Little attention has been paid to the bryophytes as sources for human diet despite the presence of 23,000 species in the world. Some mosses contain Vitamin B1, tocopherols, prostaglandin-like highly unsaturated fatty acids and phenolic compounds. On the other hand, liverworts contain enantiomeric mono-, sesqui- and diterpenoids similar to those found in vascular plants. Additionally, they possess bibenzyls, bis-bibenzyls and polyketides, many of them showing various bioactivity, such as antimicrobial, antiviral, anti-inf­lam­matory, cytotoxicity against cancer cell lines, muscle relaxing, antioxidant and others. In this paper, the structures of phytochemicals from bryophytes and their biological activities are discussed., На бриофите као изворе за људску исхрану се обраћа мала пажња иако их има преко 23000 врста. Неке маховине садрже витамин Б1, токофероле, простагландинима слична једињења, вишеструко незасићене масне киселине и фенолна једињења. С друге стране, јетрењаче садрже моно-, сескви- и дитерпеноиде енентиомерне онима пронађеним у васкуларним биљкама. Поред њих, оне садрже и бибензиле, бис-бибензиле и
поликетиде, од којих многи показују антимикробну, антивирусну, анти-инфламаторну, цитотоксичну на ћелије рака, миорекласантску, антиоксидативну и друге. У овом раду су продискутоване структуре и биолошка активност фитохемикалија из јетрењача.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Phytochemicals from bryophytes: Structures and biological activity, Фитохемикалије из бриофита: структура и биолошке активности",
volume = "86",
number = "12",
pages = "1139-1175",
doi = "10.2298/JSC211027100N"
}

Novakovic, M., Ludwiczuk, A., Bukvicki, D.,& Asakawa, Y.. (2021). Phytochemicals from bryophytes: Structures and biological activity. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(12), 1139-1175.
https://doi.org/10.2298/JSC211027100N

Novakovic M, Ludwiczuk A, Bukvicki D, Asakawa Y. Phytochemicals from bryophytes: Structures and biological activity. in Journal of the Serbian Chemical Society. 2021;86(12):1139-1175.
doi:10.2298/JSC211027100N .

Novakovic, Miroslav, Ludwiczuk, Agnieszka, Bukvicki, Danka, Asakawa, Yoshinori, "Phytochemicals from bryophytes: Structures and biological activity" in Journal of the Serbian Chemical Society, 86, no. 12 (2021):1139-1175,
https://doi.org/10.2298/JSC211027100N . .

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 . .

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Simić, Stefan
AU  - Koračak, Ljiljana
AU  - Zlatović, Mario
AU  - Ilić-Tomić, Tatjana
AU  - Asakawa, Yoshinori
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3867
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3441
AB  - Chemical and biocatalytic synthesis of seven previously undescribed marchantin A ester derivatives has been presented. Chemical synthesis afforded three peresterified bisbibenzyl products (TE1-TE3), while enzymatic method, using lipase, produced regioselective monoester derivatives (ME1-ME4). The antiproliferative activities of all prepared derivatives of marchantin A were tested on MRC-5 healthy human lung fibroblast, A549 human lung cancer, and MDA-MB-231 human breast cancer cell lines. All tested esters were less cytotoxic in comparison to marchantin A, but they also exhibited lower cytotoxicity against healthy cells. Monoesters displayed higher cytotoxic activities than the corresponding peresterified products, presumably due to the presence of free catechol group. Monohexanoyl ester ME3 displayed the same IC50 like marchantin A against MDA-MB-231 cells, but the selectivity was higher. In this way, regioselective enzymatic monoesterification enhanced selectivity of marchantin A. ME3 was also the most active among all derivatives against lung cancer cells A549 with the slightly lower activity and selectivity in comparison to marchantin A.
PB  - Elsevier
T2  - Fitoterapia
T1  - Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives
VL  - 142
SP  - 104520
DO  - 10.1016/j.fitote.2020.104520
ER  - 

@article{
author = "Novaković, Miroslav and Simić, Stefan and Koračak, Ljiljana and Zlatović, Mario and Ilić-Tomić, Tatjana and Asakawa, Yoshinori and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2020",
abstract = "Chemical and biocatalytic synthesis of seven previously undescribed marchantin A ester derivatives has been presented. Chemical synthesis afforded three peresterified bisbibenzyl products (TE1-TE3), while enzymatic method, using lipase, produced regioselective monoester derivatives (ME1-ME4). The antiproliferative activities of all prepared derivatives of marchantin A were tested on MRC-5 healthy human lung fibroblast, A549 human lung cancer, and MDA-MB-231 human breast cancer cell lines. All tested esters were less cytotoxic in comparison to marchantin A, but they also exhibited lower cytotoxicity against healthy cells. Monoesters displayed higher cytotoxic activities than the corresponding peresterified products, presumably due to the presence of free catechol group. Monohexanoyl ester ME3 displayed the same IC50 like marchantin A against MDA-MB-231 cells, but the selectivity was higher. In this way, regioselective enzymatic monoesterification enhanced selectivity of marchantin A. ME3 was also the most active among all derivatives against lung cancer cells A549 with the slightly lower activity and selectivity in comparison to marchantin A.",
publisher = "Elsevier",
journal = "Fitoterapia",
title = "Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives",
volume = "142",
pages = "104520",
doi = "10.1016/j.fitote.2020.104520"
}

Novaković, M., Simić, S., Koračak, L., Zlatović, M., Ilić-Tomić, T., Asakawa, Y., Nikodinović-Runić, J.,& Opsenica, I.. (2020). Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives. in Fitoterapia
Elsevier., 142, 104520.
https://doi.org/10.1016/j.fitote.2020.104520

Novaković M, Simić S, Koračak L, Zlatović M, Ilić-Tomić T, Asakawa Y, Nikodinović-Runić J, Opsenica I. Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives. in Fitoterapia. 2020;142:104520.
doi:10.1016/j.fitote.2020.104520 .

Novaković, Miroslav, Simić, Stefan, Koračak, Ljiljana, Zlatović, Mario, Ilić-Tomić, Tatjana, Asakawa, Yoshinori, Nikodinović-Runić, Jasmina, Opsenica, Igor, "Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives" in Fitoterapia, 142 (2020):104520,
https://doi.org/10.1016/j.fitote.2020.104520 . .

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Simić, Stefan
AU  - Koračak, Ljiljana
AU  - Zlatović, Mario
AU  - Ilić-Tomić, Tatjana
AU  - Asakawa, Yoshinori
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3449
AB  - Chemical and biocatalytic synthesis of seven previously undescribed marchantin A ester derivatives has been presented. Chemical synthesis afforded three peresterified bisbibenzyl products (TE1-TE3), while enzymatic method, using lipase, produced regioselective monoester derivatives (ME1-ME4). The antiproliferative activities of all prepared derivatives of marchantin A were tested on MRC-5 healthy human lung fibroblast, A549 human lung cancer, and MDA-MB-231 human breast cancer cell lines. All tested esters were less cytotoxic in comparison to marchantin A, but they also exhibited lower cytotoxicity against healthy cells. Monoesters displayed higher cytotoxic activities than the corresponding peresterified products, presumably due to the presence of free catechol group. Monohexanoyl ester ME3 displayed the same IC50 like marchantin A against MDA-MB-231 cells, but the selectivity was higher. In this way, regioselective enzymatic monoesterification enhanced selectivity of marchantin A. ME3 was also the most active among all derivatives against lung cancer cells A549 with the slightly lower activity and selectivity in comparison to marchantin A.
PB  - Elsevier
T2  - Fitoterapia
T1  - Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives
VL  - 142
SP  - 104520
DO  - 10.1016/j.fitote.2020.104520
ER  - 

@article{
author = "Novaković, Miroslav and Simić, Stefan and Koračak, Ljiljana and Zlatović, Mario and Ilić-Tomić, Tatjana and Asakawa, Yoshinori and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2020",
abstract = "Chemical and biocatalytic synthesis of seven previously undescribed marchantin A ester derivatives has been presented. Chemical synthesis afforded three peresterified bisbibenzyl products (TE1-TE3), while enzymatic method, using lipase, produced regioselective monoester derivatives (ME1-ME4). The antiproliferative activities of all prepared derivatives of marchantin A were tested on MRC-5 healthy human lung fibroblast, A549 human lung cancer, and MDA-MB-231 human breast cancer cell lines. All tested esters were less cytotoxic in comparison to marchantin A, but they also exhibited lower cytotoxicity against healthy cells. Monoesters displayed higher cytotoxic activities than the corresponding peresterified products, presumably due to the presence of free catechol group. Monohexanoyl ester ME3 displayed the same IC50 like marchantin A against MDA-MB-231 cells, but the selectivity was higher. In this way, regioselective enzymatic monoesterification enhanced selectivity of marchantin A. ME3 was also the most active among all derivatives against lung cancer cells A549 with the slightly lower activity and selectivity in comparison to marchantin A.",
publisher = "Elsevier",
journal = "Fitoterapia",
title = "Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives",
volume = "142",
pages = "104520",
doi = "10.1016/j.fitote.2020.104520"
}

Novaković, M., Simić, S., Koračak, L., Zlatović, M., Ilić-Tomić, T., Asakawa, Y., Nikodinović-Runić, J.,& Opsenica, I.. (2020). Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives. in Fitoterapia
Elsevier., 142, 104520.
https://doi.org/10.1016/j.fitote.2020.104520

Novaković M, Simić S, Koračak L, Zlatović M, Ilić-Tomić T, Asakawa Y, Nikodinović-Runić J, Opsenica I. Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives. in Fitoterapia. 2020;142:104520.
doi:10.1016/j.fitote.2020.104520 .

Novaković, Miroslav, Simić, Stefan, Koračak, Ljiljana, Zlatović, Mario, Ilić-Tomić, Tatjana, Asakawa, Yoshinori, Nikodinović-Runić, Jasmina, Opsenica, Igor, "Chemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivatives" in Fitoterapia, 142 (2020):104520,
https://doi.org/10.1016/j.fitote.2020.104520 . .

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 . .

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 . .

TY  - DATA
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
AU  - Marin, Petar D.
AU  - Asakawa, Yoshinori
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4448
AB  - Text S1. General experimental procedures Table S1. Elution system for the silica gel column chromatography separation of biotransformed products Figure 1S. 1 H NMR spectrum of compound 5 Figure 2S. 13C NMR spectrum of compound 5 Figure 3S. 1 H NMR spectrum of compound 6 Figure 4S. 13C NMR spectrum of compound 6 Figure 5S. 1 H NMR spectrum of compound 7 Figure 6S. Aromatic part of the 1 H NMR spectrum of compound 7 Figure 7S. 13C NMR spectrum of compound 7
PB  - SAGE Publications
T2  - Natural Product Communications
T1  - Supplementary material for: "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4448
ER  - 

@misc{
author = "Novaković, Miroslav and Bukvicki, Danka and Vajs, Vlatka and Tešević, Vele and Milosavljević, Slobodan and Marin, Petar D. and Asakawa, Yoshinori",
year = "2018",
abstract = "Text S1. General experimental procedures Table S1. Elution system for the silica gel column chromatography separation of biotransformed products Figure 1S. 1 H NMR spectrum of compound 5 Figure 2S. 13C NMR spectrum of compound 5 Figure 3S. 1 H NMR spectrum of compound 6 Figure 4S. 13C NMR spectrum of compound 6 Figure 5S. 1 H NMR spectrum of compound 7 Figure 6S. Aromatic part of the 1 H NMR spectrum of compound 7 Figure 7S. 13C NMR spectrum of compound 7",
publisher = "SAGE Publications",
journal = "Natural Product Communications",
title = "Supplementary material for: "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4448"
}

Novaković, M., Bukvicki, D., Vajs, V., Tešević, V., Milosavljević, S., Marin, P. D.,& Asakawa, Y.. (2018). Supplementary material for: "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger". in Natural Product Communications
SAGE Publications..
https://hdl.handle.net/21.15107/rcub_cer_4448

Novaković M, Bukvicki D, Vajs V, Tešević V, Milosavljević S, Marin PD, Asakawa Y. Supplementary material for: "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger". in Natural Product Communications. 2018;.
https://hdl.handle.net/21.15107/rcub_cer_4448 .

Novaković, Miroslav, Bukvicki, Danka, Vajs, Vlatka, Tešević, Vele, Milosavljević, Slobodan, Marin, Petar D., Asakawa, Yoshinori, "Supplementary material for: "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger"" in Natural Product Communications (2018),
https://hdl.handle.net/21.15107/rcub_cer_4448 .

TY  - JOUR
AU  - Bukvicki, Danka
AU  - Novaković, Miroslav
AU  - Ab, Ghani Nurunajah
AU  - Marin, Petar D.
AU  - Asakawa, Yoshinori
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2438
AB  - This manuscript describes the first detailed chemical investigation of endemic species Iris adriatica, including isolation and structure elucidation. Chemical analyses of the rhizome CH2Cl2/MeOH (2:1) extract revealed fourteen secondary metabolites, mainly isoflavonoids. Among isoflavonoids, two groups have been found: nigricin-type and tectorigenin-type. Dominant group of the isolated compounds has been nigricin-type isoflavones: nigricin, nigricin-4'-(1-O-beta-D- glucopyranoside) and nigricin-4'-(1-O-beta-D-glucopyranosyl (1-6)-beta-D-glucopyranoside) with 2.5, 10 and 1% of the total extract, respectively. Irisxanthone - xanthone C-glucoside, beta-sitosterol, benzophenone and one of its derivatives have also been found. Nigricin-type isoflavonoids and irisxanthone can be considered as possible chemotaxonomic markers for I. adriatica. 5,3',5'-Trimethoxy-6,7-methylenedioxyisoflavone-4'-(1-O-beta-D-glucopyranoside) and benzophenone have been isolated from Iris species for the first time. Left-hand image of Iris adriatica (Adriatic potato) with redditsh purple flowers
PB  - Taylor and Francis Ltd.
T2  - Natural Product Research
T1  - Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)
VL  - 32
IS  - 15
SP  - 1849
EP  - 1852
DO  - 10.1080/14786419.2017.1402309
ER  - 

@article{
author = "Bukvicki, Danka and Novaković, Miroslav and Ab, Ghani Nurunajah and Marin, Petar D. and Asakawa, Yoshinori",
year = "2018",
abstract = "This manuscript describes the first detailed chemical investigation of endemic species Iris adriatica, including isolation and structure elucidation. Chemical analyses of the rhizome CH2Cl2/MeOH (2:1) extract revealed fourteen secondary metabolites, mainly isoflavonoids. Among isoflavonoids, two groups have been found: nigricin-type and tectorigenin-type. Dominant group of the isolated compounds has been nigricin-type isoflavones: nigricin, nigricin-4'-(1-O-beta-D- glucopyranoside) and nigricin-4'-(1-O-beta-D-glucopyranosyl (1-6)-beta-D-glucopyranoside) with 2.5, 10 and 1% of the total extract, respectively. Irisxanthone - xanthone C-glucoside, beta-sitosterol, benzophenone and one of its derivatives have also been found. Nigricin-type isoflavonoids and irisxanthone can be considered as possible chemotaxonomic markers for I. adriatica. 5,3',5'-Trimethoxy-6,7-methylenedioxyisoflavone-4'-(1-O-beta-D-glucopyranoside) and benzophenone have been isolated from Iris species for the first time. Left-hand image of Iris adriatica (Adriatic potato) with redditsh purple flowers",
publisher = "Taylor and Francis Ltd.",
journal = "Natural Product Research",
title = "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)",
volume = "32",
number = "15",
pages = "1849-1852",
doi = "10.1080/14786419.2017.1402309"
}

Bukvicki, D., Novaković, M., Ab, G. N., Marin, P. D.,& Asakawa, Y.. (2018). Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae). in Natural Product Research
Taylor and Francis Ltd.., 32(15), 1849-1852.
https://doi.org/10.1080/14786419.2017.1402309

Bukvicki D, Novaković M, Ab GN, Marin PD, Asakawa Y. Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae). in Natural Product Research. 2018;32(15):1849-1852.
doi:10.1080/14786419.2017.1402309 .

Bukvicki, Danka, Novaković, Miroslav, Ab, Ghani Nurunajah, Marin, Petar D., Asakawa, Yoshinori, "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)" in Natural Product Research, 32, no. 15 (2018):1849-1852,
https://doi.org/10.1080/14786419.2017.1402309 . .

TY  - DATA
AU  - Bukvicki, Danka
AU  - Novaković, Miroslav
AU  - Ab, Ghani Nurunajah
AU  - Marin, Petar D.
AU  - Asakawa, Yoshinori
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4469
AB  - Experimental data: Plant material; Extract preparation; Extract separation; General. Table S1. Silica gel column separation program. Isolation. Figure S1. The main HMBC correlations in both types of Iris adriatica isofavonoids; A - nigricin-type, B - tectorigenin-type. 1H and 13C NMR spectra of all isolated compounds.
PB  - Taylor and Francis
T2  - Natural Product Research
T1  - Supplementary material for: "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)"
DO  - 10.6084/m9.figshare.5592772.v1
ER  - 

@misc{
author = "Bukvicki, Danka and Novaković, Miroslav and Ab, Ghani Nurunajah and Marin, Petar D. and Asakawa, Yoshinori",
year = "2018",
abstract = "Experimental data: Plant material; Extract preparation; Extract separation; General. Table S1. Silica gel column separation program. Isolation. Figure S1. The main HMBC correlations in both types of Iris adriatica isofavonoids; A - nigricin-type, B - tectorigenin-type. 1H and 13C NMR spectra of all isolated compounds.",
publisher = "Taylor and Francis",
journal = "Natural Product Research",
title = "Supplementary material for: "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)"",
doi = "10.6084/m9.figshare.5592772.v1"
}

Bukvicki, D., Novaković, M., Ab, G. N., Marin, P. D.,& Asakawa, Y.. (2018). Supplementary material for: "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)". in Natural Product Research
Taylor and Francis..
https://doi.org/10.6084/m9.figshare.5592772.v1

Bukvicki D, Novaković M, Ab GN, Marin PD, Asakawa Y. Supplementary material for: "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)". in Natural Product Research. 2018;.
doi:10.6084/m9.figshare.5592772.v1 .

Bukvicki, Danka, Novaković, Miroslav, Ab, Ghani Nurunajah, Marin, Petar D., Asakawa, Yoshinori, "Supplementary material for: "Secondary metabolites from endemic species Iris adriatica Trinajstic ex Mitic (Iridaceae)"" in Natural Product Research (2018),
https://doi.org/10.6084/m9.figshare.5592772.v1 . .

TY  - JOUR
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Vajs, Vlatka
AU  - Tešević, Vele
AU  - Milosavljević, Slobodan
AU  - Marin, Petar D.
AU  - Asakawa, Yoshinori
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2294
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  - SAGE Publications
T2  - Natural Product Communications
T1  - Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger
VL  - 13
IS  - 4
SP  - 479
EP  - 482
DO  - 10.1177/1934578x1801300425
ER  - 

@article{
author = "Novaković, Miroslav and Bukvicki, Danka and Vajs, Vlatka and Tešević, Vele and Milosavljević, Slobodan 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 = "SAGE Publications",
journal = "Natural Product Communications",
title = "Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger",
volume = "13",
number = "4",
pages = "479-482",
doi = "10.1177/1934578x1801300425"
}

Novaković, M., Bukvicki, D., Vajs, V., Tešević, V., Milosavljević, S., Marin, P. D.,& Asakawa, Y.. (2018). Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications
SAGE Publications., 13(4), 479-482.
https://doi.org/10.1177/1934578x1801300425

Novaković M, Bukvicki D, Vajs V, Tešević V, Milosavljević S, Marin PD, Asakawa Y. Microbial Transformation of Calamintha glandulosa Essential Oil by Aspergillus niger. in Natural Product Communications. 2018;13(4):479-482.
doi:10.1177/1934578x1801300425 .

Novaković, Miroslav, Bukvicki, Danka, Vajs, Vlatka, Tešević, Vele, Milosavljević, Slobodan, 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://doi.org/10.1177/1934578x1801300425 . .

TY  - JOUR
AU  - Bukvicki, Danka
AU  - Ciric, Ana
AU  - Soković, Marina
AU  - Vannini, Lucia
AU  - Nissen, Lorenzo
AU  - Novaković, Miroslav
AU  - Vujisić, Ljubodrag V.
AU  - Asakawa, Yoshinori
AU  - Marin, Petar D.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1906
AB  - The chemical composition, antimicrobial and antiquorum sensing activity of the essential oil of Micromeria thymifolia (Scop.) Fritsch were investigated. Limonene, piperitone epoxide and piperitenone epoxide were found as the main constituents using a gas chromatography-mass spectrometry technique. In vitro antimicrobial activity of the oil was tested against six bacterial and seven fungal strains and high antimicrobial potential was noticed. Minimum inhibitory concentration varied from 0.031 mg/mL to 0.5 mg/mL for bacterial and 0.062 mg/mL to 0.5 mg/mL for fungal strains. The antiquorum properties of the essential oil were evaluated on Pseudomonas aeruginosa PAO1. The oil was tested at subMiC concentrations for anti-quorum sensing activity. The analyses on quorum-sensing functions have been carried out by evaluating twitching and swarming of bacterial cultures and the total amount of pyocyanin production produced by P. aeruginosa. This study showed that M thymifolia essential oil exhibited antiquorum sensing activity and may be used as an antipathogenic drug.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Micromeria thymifolia Essential Oil Suppresses Quorum-sensing Signaling in Pseudomonas aeruginosa
VL  - 11
IS  - 12
SP  - 1903
EP  - 1906
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2374
ER  - 

@article{
author = "Bukvicki, Danka and Ciric, Ana and Soković, Marina and Vannini, Lucia and Nissen, Lorenzo and Novaković, Miroslav and Vujisić, Ljubodrag V. and Asakawa, Yoshinori and Marin, Petar D.",
year = "2016",
abstract = "The chemical composition, antimicrobial and antiquorum sensing activity of the essential oil of Micromeria thymifolia (Scop.) Fritsch were investigated. Limonene, piperitone epoxide and piperitenone epoxide were found as the main constituents using a gas chromatography-mass spectrometry technique. In vitro antimicrobial activity of the oil was tested against six bacterial and seven fungal strains and high antimicrobial potential was noticed. Minimum inhibitory concentration varied from 0.031 mg/mL to 0.5 mg/mL for bacterial and 0.062 mg/mL to 0.5 mg/mL for fungal strains. The antiquorum properties of the essential oil were evaluated on Pseudomonas aeruginosa PAO1. The oil was tested at subMiC concentrations for anti-quorum sensing activity. The analyses on quorum-sensing functions have been carried out by evaluating twitching and swarming of bacterial cultures and the total amount of pyocyanin production produced by P. aeruginosa. This study showed that M thymifolia essential oil exhibited antiquorum sensing activity and may be used as an antipathogenic drug.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Micromeria thymifolia Essential Oil Suppresses Quorum-sensing Signaling in Pseudomonas aeruginosa",
volume = "11",
number = "12",
pages = "1903-1906",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2374"
}

Bukvicki, D., Ciric, A., Soković, M., Vannini, L., Nissen, L., Novaković, M., Vujisić, L. V., Asakawa, Y.,& Marin, P. D.. (2016). Micromeria thymifolia Essential Oil Suppresses Quorum-sensing Signaling in Pseudomonas aeruginosa. in Natural Product Communications
Natural Products Inc, Westerville., 11(12), 1903-1906.
https://hdl.handle.net/21.15107/rcub_cherry_2374

Bukvicki D, Ciric A, Soković M, Vannini L, Nissen L, Novaković M, Vujisić LV, Asakawa Y, Marin PD. Micromeria thymifolia Essential Oil Suppresses Quorum-sensing Signaling in Pseudomonas aeruginosa. in Natural Product Communications. 2016;11(12):1903-1906.
https://hdl.handle.net/21.15107/rcub_cherry_2374 .

Bukvicki, Danka, Ciric, Ana, Soković, Marina, Vannini, Lucia, Nissen, Lorenzo, Novaković, Miroslav, Vujisić, Ljubodrag V., Asakawa, Yoshinori, Marin, Petar D., "Micromeria thymifolia Essential Oil Suppresses Quorum-sensing Signaling in Pseudomonas aeruginosa" in Natural Product Communications, 11, no. 12 (2016):1903-1906,
https://hdl.handle.net/21.15107/rcub_cherry_2374 .

TY  - JOUR
AU  - Anchang, Kenneth Yongabi
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Asakawa, Yoshinori
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1925
AB  - Liverworts are rich sources of terpenoids and aromatic compounds among which bis-bibenzyls are well known for their wide spectrum of biological activities. This is the first report of chemical analysis of the African liverwort Marchantia debilis Goebel. From the methanol extract marchantinquinone-l'-methyl ether was newly isolated together with three known bis-bibenzyls, marchantin C, marchantinquinone and perrottetin E. The presence of bis-bibenzyls with a quinone moiety is noted for the first time in the Marchantia genus.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Bis-bibenzyls from the Cameroon Liverwort Marchantia debilis
VL  - 11
IS  - 9
SP  - 1317
EP  - 1318
UR  - https://hdl.handle.net/21.15107/rcub_cer_1925
ER  - 

@article{
author = "Anchang, Kenneth Yongabi and Novaković, Miroslav and Bukvicki, Danka and Asakawa, Yoshinori",
year = "2016",
abstract = "Liverworts are rich sources of terpenoids and aromatic compounds among which bis-bibenzyls are well known for their wide spectrum of biological activities. This is the first report of chemical analysis of the African liverwort Marchantia debilis Goebel. From the methanol extract marchantinquinone-l'-methyl ether was newly isolated together with three known bis-bibenzyls, marchantin C, marchantinquinone and perrottetin E. The presence of bis-bibenzyls with a quinone moiety is noted for the first time in the Marchantia genus.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Bis-bibenzyls from the Cameroon Liverwort Marchantia debilis",
volume = "11",
number = "9",
pages = "1317-1318",
url = "https://hdl.handle.net/21.15107/rcub_cer_1925"
}

Anchang, K. Y., Novaković, M., Bukvicki, D.,& Asakawa, Y.. (2016). Bis-bibenzyls from the Cameroon Liverwort Marchantia debilis. in Natural Product Communications
Natural Products Inc, Westerville., 11(9), 1317-1318.
https://hdl.handle.net/21.15107/rcub_cer_1925

Anchang KY, Novaković M, Bukvicki D, Asakawa Y. Bis-bibenzyls from the Cameroon Liverwort Marchantia debilis. in Natural Product Communications. 2016;11(9):1317-1318.
https://hdl.handle.net/21.15107/rcub_cer_1925 .

Anchang, Kenneth Yongabi, Novaković, Miroslav, Bukvicki, Danka, Asakawa, Yoshinori, "Bis-bibenzyls from the Cameroon Liverwort Marchantia debilis" in Natural Product Communications, 11, no. 9 (2016):1317-1318,
https://hdl.handle.net/21.15107/rcub_cer_1925 .

TY  - JOUR
AU  - Yongabi, Kenneth Anchang
AU  - Novaković, Miroslav
AU  - Bukvicki, Danka
AU  - Reeb, Catherine
AU  - Asakawa, Yoshinori
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1926
AB  - Diabetic bacterial foot infections (DBFIs) are limb-threatening complications in patients with diabetes mellitus, accounting for 50% of diabetes related lower limb amputations in developing countries, representing approximately 20 percent of all diabetes-related hospital admissions with significant healthcare-related costs involved. The widespread problem of bacterial resistance to most commonly used antibiotics places a huge economic burden on the healthcare system, with both increased morbidity and mortality among diabetic patients with foot infections. In this study, the antibacterial activity of organic extracts of the fresh liverwort Marchantia debilis from the North West Region of Cameroon is reported. An exit pool system, where patients presenting with DBFIs consented to be involved in the use of phytomedicines, after long term treatment of ulcers with antibiotics and not yielding significant long term benefit, presented themselves at the Phytobiotechnology Research clinic (PRF). Continuous culture of swabs from foot and toe wounds from 30 infected patients on nutrient agar and MacConkey agars in triplicate as well as Gram stain microscopy, revealed the presence of Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Proteus mirabilis and Bacillus species. Light petroleum and methanol extracts of the whole bryophyte plants at 100% concentration were tested. In vitro inhibition of the tested bacterial isolates from the diabetic foot ulcers by M debilis was observed only with the light petroleum extract. No inhibition by the extracts was observed for the Pseudomonas aeruginosa isolate. The light petroleum extract of M debilis was formulated into a petroleum oil based cream named BryoCream (TM). This was administered to 20 of the patients with 90% cure rate in a three week time period. The main nonpolar components were determined by GCMS as lepidozene and beta-barbatene, and by NMR. as stigmasterol and beta-sitosterol. In conclusion, nonpolar extracts from bryophytes from Cameroon could, potentially, be used to treat diabetic bacterial foot infections.
PB  - Natural Products Inc, Westerville
T2  - Natural Product Communications
T1  - Management of Diabetic Bacterial Foot Infections with Organic Extracts of Liverwort Marchantia debilis from Cameroon
VL  - 11
IS  - 9
SP  - 1333
EP  - 1336
UR  - https://hdl.handle.net/21.15107/rcub_cer_1926
ER  - 

@article{
author = "Yongabi, Kenneth Anchang and Novaković, Miroslav and Bukvicki, Danka and Reeb, Catherine and Asakawa, Yoshinori",
year = "2016",
abstract = "Diabetic bacterial foot infections (DBFIs) are limb-threatening complications in patients with diabetes mellitus, accounting for 50% of diabetes related lower limb amputations in developing countries, representing approximately 20 percent of all diabetes-related hospital admissions with significant healthcare-related costs involved. The widespread problem of bacterial resistance to most commonly used antibiotics places a huge economic burden on the healthcare system, with both increased morbidity and mortality among diabetic patients with foot infections. In this study, the antibacterial activity of organic extracts of the fresh liverwort Marchantia debilis from the North West Region of Cameroon is reported. An exit pool system, where patients presenting with DBFIs consented to be involved in the use of phytomedicines, after long term treatment of ulcers with antibiotics and not yielding significant long term benefit, presented themselves at the Phytobiotechnology Research clinic (PRF). Continuous culture of swabs from foot and toe wounds from 30 infected patients on nutrient agar and MacConkey agars in triplicate as well as Gram stain microscopy, revealed the presence of Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli, Proteus mirabilis and Bacillus species. Light petroleum and methanol extracts of the whole bryophyte plants at 100% concentration were tested. In vitro inhibition of the tested bacterial isolates from the diabetic foot ulcers by M debilis was observed only with the light petroleum extract. No inhibition by the extracts was observed for the Pseudomonas aeruginosa isolate. The light petroleum extract of M debilis was formulated into a petroleum oil based cream named BryoCream (TM). This was administered to 20 of the patients with 90% cure rate in a three week time period. The main nonpolar components were determined by GCMS as lepidozene and beta-barbatene, and by NMR. as stigmasterol and beta-sitosterol. In conclusion, nonpolar extracts from bryophytes from Cameroon could, potentially, be used to treat diabetic bacterial foot infections.",
publisher = "Natural Products Inc, Westerville",
journal = "Natural Product Communications",
title = "Management of Diabetic Bacterial Foot Infections with Organic Extracts of Liverwort Marchantia debilis from Cameroon",
volume = "11",
number = "9",
pages = "1333-1336",
url = "https://hdl.handle.net/21.15107/rcub_cer_1926"
}

Yongabi, K. A., Novaković, M., Bukvicki, D., Reeb, C.,& Asakawa, Y.. (2016). Management of Diabetic Bacterial Foot Infections with Organic Extracts of Liverwort Marchantia debilis from Cameroon. in Natural Product Communications
Natural Products Inc, Westerville., 11(9), 1333-1336.
https://hdl.handle.net/21.15107/rcub_cer_1926

Yongabi KA, Novaković M, Bukvicki D, Reeb C, Asakawa Y. Management of Diabetic Bacterial Foot Infections with Organic Extracts of Liverwort Marchantia debilis from Cameroon. in Natural Product Communications. 2016;11(9):1333-1336.
https://hdl.handle.net/21.15107/rcub_cer_1926 .

Yongabi, Kenneth Anchang, Novaković, Miroslav, Bukvicki, Danka, Reeb, Catherine, Asakawa, Yoshinori, "Management of Diabetic Bacterial Foot Infections with Organic Extracts of Liverwort Marchantia debilis from Cameroon" in Natural Product Communications, 11, no. 9 (2016):1333-1336,
https://hdl.handle.net/21.15107/rcub_cer_1926 .