Synthesis and cytotoxicity of Mannich Base of Benzimidazole Derivatives against Neuroblastoma Cell line

Abstract

The present study is to synthesize a novel Mannich base of benzimidazole derivatives and to screen for cytotoxicity in a neuroblastoma cell line using the MTT assay. 2-phenyl benzimidazole, formaldehyde, adamantine 1-carboxylicacid and substituted benzylamine such as 4-methyl, 4-methoxy, 4-chloro, 2-chloro, 4-fluoro, 3-methoxy, 4-trifluoromethyl, 3,4-dichloro and 3,5 bistrifluoromethyl were used to synthesize Mannich bases of (3r, 5r, 7r)-N-Benzyl-N-((2-phenyl-1H-benzo[d]imidazol-1-yl) methyl) adamantane-1-carboxamide. The MTT cell viability assay was performed to determine the half maximal inhibitory concentration (IC50) of synthesized compounds. Neuroblastoma (SK-N-MC) exposed to Mannich base at different concentration of 6.25 μg/mL, 12.5 μg/mL, 25 μg/mL, 50 μg/mL and 100 μg/mL was compared with standard drug. The IC50 value of the 4-methoxy Mannich base derivative was found to be 74.64 μg/mL. The IC50 values of benzylamine substituted Mannich base such as benzylamine, 4-methyl, 4-chloro, 2-chloro, 4-fluoro, 3-methoxy, 3,4-dichloro, 4-trifluoro methyl and 3,5 bistrifluoromethyl derivatives were found to be 35 μg/mL, 34.08 μg/mL, 27.29 μg/mL, 25.88 μg/mL, 33.11 μg/mL, 52.91 μg/mL, 44.80 μg/mL, 30.87 μg/mL and 55.20 μg/mL respectively. Among the electron withdrawing and electron donating substituents on Mannich bases, 2-chloro benzylamine substituted Mannich base possessed the highest cytotoxicity.