Journal
MEDICINAL CHEMISTRY RESEARCH
Volume 22, Issue 8, Pages 3688-3697Publisher
SPRINGER BIRKHAUSER
DOI: 10.1007/s00044-012-0369-3
Keywords
Chalcones; Benzimidazole; Antimicrobial activity; MIC
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Funding
- Department of Science and Technology-INDIA
- DST-JRF (INSPIRE fellowship)
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Different derivatives of chalcone-possessing benzimidazole as a prime motif were synthesized by the authors by acid catalyzed aldol condensation reaction. The synthesis of the desired compounds was initiated by undertaking two parallel reactions: (i) synthesis of 2-mercaptobenzimidazole and (ii) synthesis of N-(4-acetylphenyl)-2-chloroacetamide from 4-aminoacetophenone. The two intermediates so prepared were condensed to yield 2-(1H-benzo[d]imidazol-2-ylthio)-N-(4-acetylphenyl)acetamide (II) using acetone as solvent and K2CO3 as a scavenger. The resultant product was further reacted with differently substituted aldehydes to produce the titled compounds using thionyl chloride (SOCl2) in catalytic amount. The synthesized compounds were confirmed for their structure by means of various spectrometric techniques like IR, H-1 NMR, C-13 NMR, Mass spectra, and Elemental analysis. Thus-obtained chalcone derivatives were tested for their antibacterial and antifungal activities and were reported in form of minimum inhibitory concentration values.
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