Synthesis and promising in vitro antiproliferative activity of sulfones of a 5-nitrothiazole series.
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.
Laboratoire de Pharmaco-Chimie Radicalaire, Institut de Chimie Radicalaire ICR UMR, Aix-Marseille Univ, CNRS, Marseille cedex, France.
Anita
A
Cohen
Maxime D
MD
Crozet
Pascal
P
Rathelot
Nadine
N
Azas
Patrice
P
Vanelle
D000818:Animals; D016466:CHO Cells; D049109:Cell Proliferation / Q000187:drug effects*; D006224:Cricetinae; D004354:Drug Screening Assays, Antitumor; D056945:Hep G2 Cells; D006801:Humans; D013450:Sulfones / Q000138:chemical synthesis* / Q000494:pharmacology*; D013844:Thiazoles / Q000737:chemistry*
C581042:5-nitrothiazole; D013450:Sulfones; D013844:Thiazoles