Abstract

SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF ACETOHYDRAZIDE-HYDRAZONE DERIVATIVES OF VANILLIN

A.L.V. Kumar Reddy* and Niren E. Kathale

Abstract

Synthesis of novel hydrazide-hydrazone derivatives viz., substituted Phenyl-acetic acid [4-(4'-fluoro-bi phenyl-4-ylmethoxy)-3-methoxybenzylidene]- hydrazide (9a–e) was achieved by condensation of the key intermediate aldehyde 4-[(4'-fluorobiphenyl-4-yl)methoxy]-3- methoxybenzaldehyde 8 with various acetohydrazides 3a-e. The structural determination of the newly synthesized chalcone derivatives were established on the basis of the spectroscopic techniques viz., 1H NMR, mass and IR data. These compounds were evaluated for antibacterial screening against Gram positive (Staphylococcus aureus, Streptococcus pyogenes) and Gram negative pathogens (Escherichia coli, Pseudomonas aeruginosa) with reference to the standard drug Ampicillin (at 100μg/mL). It is observed that compounds 9a (R = H, ZI = 7-9 mm) and 9b (R = 3,5-dimethyl, ZI = 9-11 mm) displayed moderate antibacterial activity while the compounds 9c (R = 2-Cl-4-F, ZI = 12-16 mm), 9d (R = 4-NO2, ZI = 14-16 mm) and 9e (R = tetrahydrofuran, ZI = 15-18 mm) exhibited good antibacterial activity.

Keywords: Antibacterial activity, Biphenyl ring, Hydrazones, Hydrazide, Vanillin.