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dc.creatorNovaković, Miroslav
dc.creatorSimić, Stefan
dc.creatorKoračak, Ljiljana
dc.creatorZlatović, Mario
dc.creatorIlić-Tomić, Tatjana
dc.creatorAsakawa, Yoshinori
dc.creatorNikodinović-Runić, Jasmina
dc.creatorOpsenica, Igor
dc.date.accessioned2020-03-30T16:05:28Z
dc.date.available2021-02-20
dc.date.issued2020
dc.identifier.issn0367-326X
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/3449
dc.description.abstractChemical 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.sr
dc.language.isoensr
dc.publisherElseviersr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172053/RS//sr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172008/RS//sr
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173048/RS//sr
dc.rightsembargoedAccesssr
dc.sourceFitoterapiasr
dc.subjectMarchantin Asr
dc.subjectLipasesr
dc.subjectEsterificationsr
dc.subjectCytotoxicitysr
dc.subjectCytotoxicitysr
dc.subjectLungsr
dc.subjectcell linessr
dc.subjectbreast cancersr
dc.titleChemo- and biocatalytic esterification of marchantin A and cytotoxic activity of ester derivativessr
dc.typearticlesr
dc.rights.licenseARRsr
dcterms.abstractОпсеница, Игор; Симић, Стефан; Корачак, Љиљана; Златовић, Марио; Илић-Томич, Татјана; Aсакаwа, Yосхинори; Никодиновић-Рунић, Јасмина; Новаковић, Мирослав;
dc.rights.holderElsevier B.V.sr
dc.citation.volume142
dc.citation.spage104520
dc.citation.rankM22~
dc.description.otherThis is the peer-reviewed version of the article: Novakovic, M.; Simić, S.; Koračak, L.; Zlatović, M.; Ilic-Tomic, T.; Asakawa, Y.; Nikodinovic-Runic, J.; Opsenica, I. Chemo- and Biocatalytic Esterification of Marchantin A and Cytotoxic Activity of Ester Derivatives. Fitoterapia 2020, 142. [https://doi.org/10.1016/j.fitote.2020.104520]
dc.description.otherPublished version: [http://cer.ihtm.bg.ac.rs/handle/123456789/3441]
dc.identifier.doi10.1016/j.fitote.2020.104520
dc.identifier.scopus2-s2.0-85080118434
dc.identifier.wos000528030000030
dc.type.versionacceptedVersionsr


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