Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate

The bioorganometallic <b>III</b> containing trimethylene chain between ferrocene and resveratrol (3,5,4'-trihydroxystilbene, <b>RSV</b>) moieties connected <i>via</i> ester bond has been synthesized. The novel bioconjugate was characterized using IR and NMR (...

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Main Authors: Veronika Kovač, Ivana Kmetič, Teuta Murati, Marina Miletić, Lidija Barišić
Format: Article
Language:English
Published: Croatian Chemical Society 2016-09-01
Series:Croatica Chemica Acta
Online Access:http://hrcak.srce.hr/file/250062
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author Veronika Kovač
Ivana Kmetič
Teuta Murati
Marina Miletić
Lidija Barišić
author_facet Veronika Kovač
Ivana Kmetič
Teuta Murati
Marina Miletić
Lidija Barišić
author_sort Veronika Kovač
collection DOAJ
description The bioorganometallic <b>III</b> containing trimethylene chain between ferrocene and resveratrol (3,5,4'-trihydroxystilbene, <b>RSV</b>) moieties connected <i>via</i> ester bond has been synthesized. The novel bioconjugate was characterized using IR and NMR (<sup>1</sup>H, <sup>13</sup>C, COSY, NOESY, HMBC) spectroscopy, ESI-MS and HRMS. The <b>RSV</b> and ferrocene-<b>RSV</b> conjugate <b>III</b> were screened <i>in vitro</i> for their inhibitory effects against proliferation of hepatoblastoma (Hep G2) cells by MTT assay. Also, possible cytotoxicity towards normal ovary cells (CHO-K1) was evaluated. The obtained data revealed profound effects in biological/cytotoxic activity of <b>III</b> <i>vs</i>. <b>RSV</b> in Hep G2 cell line. Lower cytotoxicity of <b>III</b> was observed in normal ovary cells as compared to hepatoblastoma cells. <br><a rel="license" href="http://creativecommons.org/licenses/by/4.0/"><img alt="Creative Commons License" style="border-width:0" src="https://i.creativecommons.org/l/by/4.0/80x15.png" /></a> This work is licensed under a <a rel="license" href="http://creativecommons.org/licenses/by/4.0/">Creative Commons Attribution 4.0 International License</a>.
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spelling doaj.art-6306d4cda9784c4c9229fa1c55bf008e2022-12-22T03:52:37ZengCroatian Chemical SocietyCroatica Chemica Acta0011-16431334-417X2016-09-0189333934310.5562/cca2992169468Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol ConjugateVeronika Kovač0Ivana Kmetič1Teuta Murati2Marina Miletić3Lidija Barišić4Department of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, CroatiaDepartment of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, CroatiaDepartment of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, CroatiaDepartment of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, CroatiaDepartment of Chemistry and Biochemistry, Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000 Zagreb, CroatiaThe bioorganometallic <b>III</b> containing trimethylene chain between ferrocene and resveratrol (3,5,4'-trihydroxystilbene, <b>RSV</b>) moieties connected <i>via</i> ester bond has been synthesized. The novel bioconjugate was characterized using IR and NMR (<sup>1</sup>H, <sup>13</sup>C, COSY, NOESY, HMBC) spectroscopy, ESI-MS and HRMS. The <b>RSV</b> and ferrocene-<b>RSV</b> conjugate <b>III</b> were screened <i>in vitro</i> for their inhibitory effects against proliferation of hepatoblastoma (Hep G2) cells by MTT assay. Also, possible cytotoxicity towards normal ovary cells (CHO-K1) was evaluated. The obtained data revealed profound effects in biological/cytotoxic activity of <b>III</b> <i>vs</i>. <b>RSV</b> in Hep G2 cell line. Lower cytotoxicity of <b>III</b> was observed in normal ovary cells as compared to hepatoblastoma cells. <br><a rel="license" href="http://creativecommons.org/licenses/by/4.0/"><img alt="Creative Commons License" style="border-width:0" src="https://i.creativecommons.org/l/by/4.0/80x15.png" /></a> This work is licensed under a <a rel="license" href="http://creativecommons.org/licenses/by/4.0/">Creative Commons Attribution 4.0 International License</a>.http://hrcak.srce.hr/file/250062
spellingShingle Veronika Kovač
Ivana Kmetič
Teuta Murati
Marina Miletić
Lidija Barišić
Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
Croatica Chemica Acta
title Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
title_full Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
title_fullStr Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
title_full_unstemmed Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
title_short Facile Synthesis and Cytotoxic Activity of the First Ferrocene-Resveratrol Conjugate
title_sort facile synthesis and cytotoxic activity of the first ferrocene resveratrol conjugate
url http://hrcak.srce.hr/file/250062
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