Synthesis of some pyrazolylaldehyde N-isonicotinoyl hydrazones and 2,5-disubstituted 1,3,4-oxadiazoles as DNA photocleaving agents
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In search of potential biologically active compounds, some novel 2,5-disubstituted 1,3,4-oxadiazole derivatives have been prepared conveniently via oxidation of newly synthesized pyrazolylaldehyde N-isonicotinoyl hydrazones by (diacetoxyiodo)benzene in dichloromethane under mild reaction conditions. Compounds were obtained in excellent yields, and their structures have been established on the basis of their FT-IR, 1H, 13C NMR, and mass spectral data. The DNA photocleavage potential for all the synthesized compounds was evaluated using agarose gel electrophoresis. It has been observed that oxadiazole derivatives showed a significant level of DNA photocleavage activity when compared with their corresponding hydrazones, and some modifications in the basic structure may lead to construct some potential chemotherapeutic agents in future.
KeywordsPyrazole Oxadiazole Hydrazone Isonicotine DNA photocleavage (Diacetoxyiodo)benzene
The authors are grateful to the Chairman, Maharishi Markandeshwar University, Mullana (Ambala), for providing the necessary research facilities. We are also grateful to Manish Kumar and Avtar Singh of the SAIF, Panjab University, Chandigarh, for providing IR, 1H, 13C NMR, mass spectra, and elemental analysis.
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