Chimie médicale

Synthesis of Some Aroylhydrazones and 2,5-Disubstituted-1,3,4-Oxadiazoles as DNA Photocleaving Agents

Abstract

Vinod Kumar, Mohit Kumar, Vikas Beniwal, Girish Kumar Gupta, Sunil Kumar and Ramesh Kataria

Some 2,5-disubstituted-1,3,4-oxadiazole derivatives have been synthesized conveniently via oxidative cyclization of various synthesized aroylhydrazones by (diacetoxyiodo)benzene in dichloromethane under mild reaction conditions. In addition, the effect of electron-withdrawing/releasing groups on the formation of oxadiazole nucleus has also been studied. Compounds were obtained in good yields and their structures have been established on the basis of their FT-IR, 1H, 13C NMR and mass spectral data. Herein, a total of 42 compounds (hydrazones as well as oxadiazoles) were synthesized and investigated for their DNA photocleavage potential using plasmid DNA. It has been observed that aroylhydrazones showed good DNA photocleavage activity in comparison to their corresponding oxadiazoles.