Abstract

SYNTHESIS AND ANTICANCER ACTIVITY OF NOVEL 1,3-THIAZOLE DERIVATIVES

Elsherbiny H. Elsayed, Jehan A. Hasanen* and Maha El-Ashry

ABSTRACT

2,5-disubstituted and 2,4-disubstituted thiazoles (2) and (3) were obtained from the reaction of 2,3-dihydroxybenzaldehyde thiosemicarbazone with p-chlorophenacyl bromide in different conditions. Acylation and alkylation of compound (2) and (3) with acetic anhydride and methyl iodide yielded the corresponding triacetyl derivatives (4 and 7) and N-methyl derivatives (5 and 8), respectively. Condensation of compound 3 with aromatic aldehyde in the presence of piperidine gave the corresponding aryl vinyl azo derivative (10a,b). Some thiazole derivatives were evaluated for their anticancer activity against MCF-7 and Hep-G2 cell lines. Among the tested compounds highest activity against liver carcinoma cells (Hep-G2) cell lines than the breast cancer (MCF-7) cell lines. The results showed that the investigated compounds (2,3,5,8) and (10a) had a significantly greater cytotoxic effect against human hepatocellualr carcinoma cells (Hep-G2) compared to that of other compounds (4) and (6).

Keywords: p-chlorophenacyl, piperidine, hepatocellular.