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  • Design, synthesis and in vitro antimicrobial evaluation of novel Imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole motifs.

Design, synthesis and in vitro antimicrobial evaluation of novel Imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole motifs.

European journal of medicinal chemistry (2011-03-19)
Taleb H Al-Tel, Raed A Al-Qawasmeh, Rania Zaarour
ABSTRACT

New antimicrobial agents, imidazo[1,2-a]pyridine and imidazo[2,1-b][1,3]benzothiazole, have been synthesized. Their antimicrobial activities were conducted against various Gram-positive, Gram-negative bacteria and fungi. Compounds 6c, 7a, 10b, 11a, 12b, 14a, 14b, 15a and 15b, exerted strong inhibition of the investigated bacterial and fungal strains compared to control antibiotics amoxicillin and cefixime and the antifungal agent fluconazole. Results from this study showed that the nature of the substituents on the armed aryl groups determines the extent of the activity of the fused imidazopyridine and/or imidazobenzothiazole derivatives. Preliminary structure-activity observations revealed that bromo-fluoro substituents enhanced the antimicrobial activity significantly compared to other substituents.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
5-Methoxyindole-3-carboxaldehyde, ≥99%
Sigma-Aldrich
Imidazo[1,2-a]pyridine, 99%
Sigma-Aldrich
Amoxicillin, 95.0-102.0% anhydrous basis