SYNTHESIS AND ANTICANCER ACTIVITY OF N-SUBSTITUTED INDOLE DERIVATIVES

Abstract

Thizolidine-2,4-dione (1), on reaction with p-fluorobenzaldehyde in the presence of piperidine and toluene, gives (Z)-5-(2-fluororobenzylidin)-thiazolidin-2,4-dione (2), which on reaction with indole and o-chlorobenzaldehyde in the presence of ethanol yielded final derivatives i.e (Z)-5-(4-fluororobenzylidene)-3-[(1H-indol-1-yl) (substituted phenyl) methyl] thiazolidine-2,4-dione (3a-3e). All the synthesized compounds were characterized by UV, FTIR, 1 H NMR, MASS spectroscopy and elemental analysis. These compounds were screened for their anticancer activity against MCF-7 human breast cancer cell line by sulpho rhodamine B (SRB) assay method. Among the tested compounds, compound 3b with nitro group, which is a strong electron withdrawing group, was found to be most active for the inhibition of topoisomerase-I enzyme.