One-pot multicomponent synthesis of novel thiazolylhydrazone derivatives and their antimicrobial activity

• Published in: Research on chemical intermediates Vol. 41; no. 12; pp. 9703 - 9713
• Main Authors: Rajitha, G., Ravibabu, V., Ramesh, G., Rajitha, B., Jobina, R., Siddhardha, B., Vijaya Laxmi, S.
• Format: Journal Article
• Language: English
• Published: Dordrecht Springer Netherlands 01.12.2015
• Subjects: Catalysis; Chemistry; Chemistry and Materials Science; Inorganic Chemistry; Physical Chemistry; 1,3-Indandione; 3-(2-Bromoacetyl)-2; Antimicrobial activity; chromen-2-ones; Thiazolylhydrazones
• ISSN: 0922-6168; 1568-5675
• DOI: 10.1007/s11164-015-1959-8

A series of novel thiazolylhydrazone derivatives ( 4a – f , 6a – f ) were synthesized via one-pot multicomponent condensation of 1,3-indandione ( 1 ), thiosemicarbazide ( 2 ) and 3-(2-bromoacetyl)-2 H -chromen-2-ones ( 3a – f )/2-bromo-1-(4-substituted-phenyl)ethanone ( 5a – f ). All the synthesized compounds were characterized by spectral and elemental analyses. All the synthesized compounds were evaluated for their in vitro antimicrobial activity. Antibacterial activity results revealed that compound 6d , possessing 4-methylphenyl on thiazole ring, has shown equipotent activity against K. pneumoniae (ZOI 22 mm, MIC 50 µg/ml) on comparing with the standard drug Streptomycin. Compounds 4a – f , 6a , 6b , and 6d against P. aeruginosa and compounds ( 4a – d ) against S. pyogenes have shown promising antibacterial activity with ZOI ranging from 14 to 17 mm. Antifungal activity results revealed that, compound 6d has shown maximum zone of inhibition against four fungal strains C. albicans , C. glabrata , A. niger , and A. parasiticus with ZOI 19, 16, 20, and 20 mm, respectively, on comparing with the standard drug clotrimazole.