Synthesis, Characterization and Cytotoxic evaluation of Novel derivatives of 1-[2-(Aryl substituted)-5-(4'-Fluoro-3-methyl biphenyl-4-yl)-[1, 3, 4] oxadiazole-3-yl]-ethanone

Abstract

A series of novel derivatives 6a-6f of 1, 3, 4-oxadiazole compounds have been synthesized and characterized by ¹ HNMR, ¹³ CNMR, LCMS and elemental analysis. Synthesis of these novel ethanone derivatives have been synthesized by the 4'-fluoro-3-methylbiphenyl-4-carbohydrazide 4 . The 4-fluoro-3-methylbiphenyl-4-carbohydrazide was reacted with various aldehydes (a-f) in presence of a catalytic amount of acetic acid and obtained the novel Schiff base compounds 5a-5f . The Schiff base compounds 5a-5f was acetylated by refluxing with acetic anhydride and obtained the corresponding final derivatives 6a-6f . All these compounds were screened for their MTT assay on three human carcinoma cell lines, namely HeLa , HepG2 and Caco-2 . The antiproliferative activity of these 1, 3, 4-oxadiazole compounds showed good cytotoxicity on Caco-2 cell line. The standard used for the experiment was 5-Fluorouracil and the cytotoxicity of the synthesized compounds was compared with the cytotoxicity exhibited by the standard. Among the synthesized compounds, 6a and 6e showed good cytotoxicity on Caco-2 cell line having IC ₅₀ of 6.3M and 4.4M respectively. Compounds 6a , 6b , 6c and 6f showed mild cytotoxicity on all the three cell lines.