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Molecules 2013, 18(1), 97-113; doi:10.3390/molecules18010097

Synthesis and Promising in Vitro Antiproliferative Activity of Sulfones of a 5-Nitrothiazole Series

1
Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, Institut de Chimie Radicalaire ICR UMR 7273, Aix-Marseille Univ, CNRS, 27 Boulevard Jean Moulin - CS30064 - 13385 Marseille cedex 05, France
2
Infections Parasitaires, Transmission, Pharmacologie et Thérapeutique IP-TPT UMR MD3, Faculté de Pharmacie, Aix-Marseille Univ, 27 Boulevard Jean Moulin - CS30064 - 13385 Marseille cedex 05, France
*
Authors to whom correspondence should be addressed.
Received: 6 November 2012 / Revised: 14 November 2012 / Accepted: 12 December 2012 / Published: 21 December 2012
(This article belongs to the Section Medicinal Chemistry)
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Abstract

The synthesis in water of new sulfone derivatives under microwave irradiation is described. This eco-friendly process leads to the expected products in good yields by reaction of various substituted sulfinates (commercially available or obtained by reduction of the corresponding sulfonyl chlorides) with 4-chloromethyl-2-methyl-5-nitro-1,3-thiazole. In order to evaluate the antiproliferative effect of these compounds, several sulfone derivatives are also dichlorinated on the Cα next to the sulfonyl group. An evaluation on different cancer cell lines reveals promising selective in vitro antiproliferative activity toward HepG2 human cell lines by dihydrogenated sulfones, suggesting further research should be to explore their anticancer potential in the treatment of liver cancer.
Keywords: 5-nitrothiazole; sulfones; microwave irradiation; in vitro antiproliferative; HepG2 cell line; activity cellular specificity 5-nitrothiazole; sulfones; microwave irradiation; in vitro antiproliferative; HepG2 cell line; activity cellular specificity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Cohen, A.; Crozet, M.D.; Rathelot, P.; Azas, N.; Vanelle, P. Synthesis and Promising in Vitro Antiproliferative Activity of Sulfones of a 5-Nitrothiazole Series. Molecules 2013, 18, 97-113.

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