Abstract

T. Sarala Devi¹*  and  G. Rajitha²

DOI : http://dx.doi.org/10.13005/ojc/320350

A series of N-cinnamoyl aryl hydrazones  2a-2i  were synthesized in good yields by  microwave irradiation technique . The  title compounds were formed by nucleophilic condensation of various N¹- substituted benzylidene-2-cyano aceto hydrazides with N,N-dimethyl amino benzaldehyde. The  intermediate N¹- substituted benzylidene-2-cyano aceto hydrazide  was  obtained by condensing various substituted benzaldehydes  with cyanoacetohydrazide. The structures of the compounds were characterized by   IR, ¹H NMR  and Mass spectra. The antioxidant activity  was studied by DPPH,  nitric oxide and hydrogen peroxide methods with ascorbic acid as the standard drug. The compounds were evaluated  for  cytotoxic activity  by BSLT  method and their ED₅₀ values were compared with the standard  podophyllotoxin. Among  the compounds evaluated, N¹- benzylidene-2-cyano-3-(4-dimethylamino) phenyl acrylo hydrazide (2a) and   N¹- (4-methoxy-benzylidene)-2-cyano-3-(4-dimethylamino) phenyl acrylohydrazide (2e) showed good  antioxidant activity towards all the three models .The compounds  2a and 2e showed ED₅₀ values 3.07 µg/ml and  3.7 µg/ml respectively which were compared against the standard podophyllotoxin (1.64 µg/ml).

Cinnamoyl hydrazones; Cyanoacetohydrazide; ED50; BSLT; Cytotoxic; DPPH, Nitric Oxide; Hydrogen Peroxide

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