Abstract

SYNTHESIS, CHARACTERISATION AND IN VITRO ANTICANCER ACTIVITY OF SOME BENZIMIDOTHIAZOLIDINONE DERIVATIVES

Reshma P. T.* and Jishaprems

ABSTRACT

Benzimidazole derivatives plays an important role in medical field with so many pharmacological activities. A series of novel benzimidazole substituted Schiff bases were synthesized by reaction of 2-amino benzimidazoles with corresponding aromatic aldehydes. The prepared Schiff bases were reacted with thioglycolic acid to form correspondingthiazolidinone derivatives. The synthesized title compounds were characterized by means of their FT-IR, ¹HNMR and ESI MS spectroscopy. The above synthesized title compounds were tested for in vitro anticancer activity against HCT-116 cell line and PaCa MIA cell line. Among the tested compounds, the compounds 3NB(3-[4-(1H-benzimidazol-2-yl)phenyl]-5-(3-nitrophenyl)-1,3- thiazolidin-4-one) and PFB(3-[4(1H-benzimidazol-2-yl)phenyl]-5-(4-fluorophenyl)-1,3-thiazolidin-4-one) exerted significant activity in HCT-116 celllines at micro molar concentration. Compound PFB (3-[4(1H-benzimidazol-2-yl) phenyl]-5-(4-fluoro phenyl)-1, 3-thiazolidin-4-one), and compound 2CB3-[4-(1H-benzimidazol-2-yl)phenyl]-5-(2- chloro phenyl)-1,3- thiazolidin-4-one have significant activity against PACA MIA cell lines. This may due to presence of electronegative atoms in the benzimidothiazolidinone ringprobably interacts with a specific target molecule to inhibit cell growth.

Keywords: Benzimidazole, Schiff reaction, benzimidothiazolidinone, anticancer, MTT assay.