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Investigation on the synthesis of new 3-[4-(arylalkoxy)phenylethyl]-2-thioxo-1,3-thiazolidin-4-ones and their biological evaluation against cancer cells

Abstract : Herein, we report on the 5-step synthesis of new 3-[4-(arylalkoxy)phenylethyl]-2-thioxo-1,3-thiazolidin-4-ones without 5-arylidene fragments starting from tyramine The construction involved protection with Boc(2)O, regioselective O-alkylation, deprotection with 6 M HCl, neutralization, and finally reaction of bis(carboxymethyl) trithiocarbonate under microwave irradiation. The intermediates and the N-substituted rhodanine have been also evaluated for their in vitro inhibition of cell proliferation (Huh7, Caco 2, MDA-MB231, HCT 116, PC3, NCI-H727, HaCat). Two compounds have shown a selective potent activity against HCT116 cell line.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01586061
Contributor : Laurent Jonchère <>
Submitted on : Tuesday, September 12, 2017 - 2:11:04 PM
Last modification on : Saturday, June 6, 2020 - 6:16:03 AM

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Camille Déliko Dago, Christelle N'Ta Ambeu, Wacothon Karime Coulibaly, Yves-Alain Békro, Janat A. Mamyrbekova-Bekro, et al.. Investigation on the synthesis of new 3-[4-(arylalkoxy)phenylethyl]-2-thioxo-1,3-thiazolidin-4-ones and their biological evaluation against cancer cells. Chemistry of Heterocyclic Compounds, Springer Verlag, 2017, 53 (3), pp.341--349. ⟨10.1007/s10593-017-2056-2⟩. ⟨hal-01586061⟩

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