Synthesis and antibacterial evaluation of nitrogen containing novel heterocyclic chalcones

ABSTRACT

Thirteen different novel heterocyclic chalcones were synthesized using cycloaddition and Claisen–Schmidt condensation reactions. These newly synthesized compounds were characterized by their spectral studies and structure of (E)-3-(4-methoxyphenyl)-1-(5-methyl-1-(pyridin-3-yl)-1H-1,2,3-triazol-4-yl)prop-2-en-1-one (4h) was also evidenced by single crystal X-ray studies. These compounds were evaluated for antibacterial activities against seven bacterial strains in vitro. Compounds 4b and 4c containing 4-fluoro and 4-chloro groups have shown remarkable inhibition as showed by the standard drug ciprofloxacin against Escherichia coli and Staphylococcus aureus, respectively. Another compound 4k containing 3,4,5-trimethoxy group also showed similar activity against both these strains. Beside these three potential compounds 4b, 4c, 4k, one more compound 4g containing 4-methyl group showed equivalent inhibition as that of standard drug against E. coli. These categories of compounds are therefore good candidates for developing new effective antibacterial in future.

GRAPHICAL ABSTRACT

KEYWORDS:

• 1,2,3-Triazole
• antibacterial activity
• crystal structure
• cycloadditions
• heterocyclic chalcones
• spectroscopy

Additional information

Funding

Reena Kaushik and Mahesh Chand are thankful to Council of Scientific and Industrial (CSIR) and University Grants Commission (UGC), New Delhi, India, respectively, for the research fellowships.