SYNTHESIS, CHARACTERIZATION AND IN-VITRO ANTICANCER EVALUATION OF NOVEL BENZO[D]IMIDAZOLE DERIVATIVESAbstract
The novel benzimidazole derivatives were synthesized by 2-acetyl benzimidazole consent to react with various substituted aromatic aldehyde (2a–e) to obtain preferred intermediate chalcones (3a–j), these intermediates are undergo the cyclocondensation with guanidine hydrochloride and phenyl hydrazine yielded benzimidazole derivatives (4a–j and 5a–j respectively). The synthesized compounds were analyzed spectral studies to confirm their structure and in-vitro anticancer activity was screened in MCF-7 and CaCo-2. Among them the compounds containing benzimidazole with pyrimidine moiety (4a, 4b, 4d, 4g, 4i) and compounds containing benzimidazole with pyrazole moiety (5b, 5d, 5g, 5i) showed significant activity against MCF-7 and CaCO-2 cell line. In particular compound 4a exhibited IC50 8.22μM in MCF-7 , IC50 5.67μM CaCO-2 cell line. The compound 4a induced apoptosis in Caco-2 cells as evaluated by EB/AO staining and 24 hours Caspase study revealed that compound 4a shows 2 fold activity in caspase 3 and 9 pathway, single fold activity in caspase 8 pathway, which can be regarded as promising anticancer potential.
S. S. Rajendran, G. Geetha *, R. Venkatanarayanan and N. Santhi
Department of Pharmaceutical Chemistry, PSG College of Pharmacy, Peelamedu, Coimabatore, Tamil Nadu, India.
03 January, 2017
03 May, 2017
16 May, 2017
01 July, 2017