Abstract

SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL ACTIVITY OF SOME NOVEL SEMI-SYNTHETIC DERIVATIVES FROM NATURAL PHENOLIC COMPOUNDS

Uzma Ayesha*, Basavaraj H.S. and Md. Sabeelkhan P.

ABSTRACT

This work involves the synthesis of some new series of chemical compounds which contain substituted pyrimidine and thiopyrimidine from 4-Amino acetophenone as a starting compound. In the first step Schiff Base reaction Where 4-Amino acetophenone and Various aldehyde affords (1a-h) as Schiff base. The second step (1a-h) is treated with vanillin to yield various substituted Chalcones (2a-h). In the third step, various substituted chalcones (2a-h) were treated with urea to get substituted pyrimidines (3a-h), Further various substituted chalcones (2a-h) were treated with thiourea to get substituted thiopyrimidine (4a-h). All the synthesized compounds were confirmed by FTIR, 1H NMR, and Mass spectral data. Some of the synthesized compounds were tested in vitro for their anti-microbial activity by cup plate method against Gram-positive bacterial strains (Staphylococcus aureus) and Gram-negative bacterial strains (Klebsiella pneumoniae) and fungal strains (Candida albicans). Further few synthesized compounds are also screened for their anti-tubercular activity (H37Rv strain). Compound 1h exhibits promising antibacterial activity as that of standard drug ciprofloxacin and analogue 1g exhibits moderate antifungal activity compared with standard drug Fluconazole. Analogue 2b was showed the same significant antitubercular activity compared to that of standard pyrazinamide drug.

Keywords: 4-amino acetophenone, Vanillin, Pyrimidine, Thiopyrimidine, Antibacterial activity, antifungal activity, Antitubercular activity.