Bioengineering functional copolymers. XXI. Synthesis of a novel end carboxyl-trithiocarbonate functionalized poly(maleic anhydride) and its interaction with cancer cells

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dc.contributor.authorRzayev, Zakir M. O.
dc.contributor.authorTürk, Mustafa
dc.contributor.authorSöylemez, Ernur A.
dc.date.accessioned2020-06-25T17:52:46Z
dc.date.available2020-06-25T17:52:46Z
dc.date.issued2012
dc.departmentKırıkkale Üniversitesi
dc.description.abstractA novel carboxyl-trithiocarbonate functionalized polymer with a highly selective antitumor activity was synthesized by a reversible addition-fragmentation chain transfer (RAFT) polymerization of maleic anhydride (MA) with benzoyl peroxide as an initiator and S-1-dodecyl-S-(alpha, alpha'-dimethyl-alpha ''-acetic acid)-trithiocarbonate as a RAFT agent with the aim to design and synthesize an effective anticancer agent with minimum side effects. The structure, molecular weights and composition of synthesized polymers were investigated by H-1 (C-13) NMR, MALDI-TOF-MS and GPC analyzes. It was demonstrated that RAFT polymerization of MA was accompanied by a partially controlled decarboxylation of anhydride units and the formation of conjugated double bond fragments in backbone macromolecular chains. The mechanism of interaction of pristine RAFT agent and PMA-RAFT polymer with cancer (HeLa human cervix carcinoma) and normal (L929 Fibroblast) cells was investigated by using a combination of chemical, biochemical, statistical, spectroscopic (SEM and fluorescence inverted microscope) and real-time analysis (RTCA) methods. PMA-RAFT exhibited higher and selective cytotoxicity, apoptotic and necrotic effects toward HeLa cells at relatively low concentrations (around 7.5-75 mu g mL (1), IC50 = 11.183 mu g mL (1)) and toward Fibroblast cells at high concentrations (IC50 > 100 mu g mL (1)). The observed highly selective antitumor activity render PMA-RAFT polymers as promising candidates for the utilization in cancer chemotherapy. (C) 2012 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipTUBITAK (Turkish Scientific and Technology Research Council)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK); Hacettepe University Scientific Research FoundationHacettepe University [TBAG-2386, HU-BAB-0201602006]en_US
dc.description.sponsorshipThe financial support for this work was provided by TUBITAK (Turkish Scientific and Technology Research Council) and the Hacettepe University Scientific Research Foundation through Grants TBAG-2386 and HU-BAB-0201602006, which are gratefully acknowledged.en_US
dc.identifier.citationclosedAccessen_US
dc.identifier.doi10.1016/j.bmc.2012.05.058
dc.identifier.endpage5061en_US
dc.identifier.issn0968-0896
dc.identifier.issn1464-3391
dc.identifier.issue16en_US
dc.identifier.pmid22796348
dc.identifier.scopus2-s2.0-84864428813
dc.identifier.scopusqualityQ1
dc.identifier.startpage5053en_US
dc.identifier.urihttps://doi.org/10.1016/j.bmc.2012.05.058
dc.identifier.urihttps://hdl.handle.net/20.500.12587/5222
dc.identifier.volume20en_US
dc.identifier.wosWOS:000307244300021
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofBioorganic & Medicinal Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectSynthesisen_US
dc.subjectRAFT polymerizationen_US
dc.subjectMultifunctional polymeren_US
dc.subjectCancer cellsen_US
dc.subjectCytoxicityen_US
dc.subjectApoptotic and necrotic effectsen_US
dc.titleBioengineering functional copolymers. XXI. Synthesis of a novel end carboxyl-trithiocarbonate functionalized poly(maleic anhydride) and its interaction with cancer cellsen_US
dc.typeArticle

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