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Abstract

SYNTHESIS OF 4-ETHYNYL CHALCONES AS POTENT ANTIBACTERIAL AGENTS

R. Adinarayana Reddy*, V. Krishna Reddy, B. Mahesh, B. Ram, B. Balram

Abstract

Synthesis of some new biologically active chalcone derivatives 3a-j was achieved using the classical Claisen-Schmidt reaction utilizing 4- thynylbenzaldehyde and various substituted acetophenones. The structural determination of the newly synthesized chalcone derivatives was made 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 Ciprofloxacin (250μg mL-1). It is observed that chalcones 3b, 3g, 3h and 3j with R = 4-OMe, 3-OH, 3-CN and 3,4,5-OMe exhibited good antibacterial activity (zone of inhibition; 22-26 mm) while the chalcones 3e and 3f with R = H and 3-NO2 showed moderate antibacterial activity (zone of inhibition: 16-21 mm) and the remaining chalcones in the series such as 3a, 3c, 3d and 3i with R = 4-Br, 3-Br, 3-Br, 4-F and 4-CH3 displayed weak antibacterial activity (zone of inhibition: < 16 mm) against tested Gram negative and Gram positive pathogens.

Keywords: Acetophenones, Antibacterial activity, Chalcones, 4-ethynylbenzaldehyde, Synthesis.


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