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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.accessioned2020-03-23T10:26:22Z
dc.date.available2020-03-23T10:26:22Z
dc.date.issued2020
dc.identifier.issn0367-326X
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/3867
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/3441
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.rightsrestrictedAccesssr
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.abstractНикодиновић-Рунић, Јасмина; Корачак, Љиљана; Илић-Томич, Татјана; Опсеница, Игор; Новаковић, Мирослав; Симић, Стефан; Златовић, Марио; Aсакаwа, Yосхинори;
dc.rights.holderElsevier B.V.sr
dc.citation.volume142
dc.citation.spage104520
dc.citation.rankM22~
dc.description.otherThe peer-reviewed version: [http://cer.ihtm.bg.ac.rs/handle/123456789/3449]
dc.identifier.doi10.1016/j.fitote.2020.104520
dc.identifier.scopus2-s2.0-85080118434
dc.identifier.wos000528030000030
dc.type.versionpublishedVersionsr


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