Synthesis of Mannich Bases of Some 2,5-Disubstituted 4-Thiazolidinones and Evaluation of Their Antimicrobial Activities

Authors : Handan ALTINTAŞ, Öznur ATEŞ, Seher BİRTEKSÖZ, Gülten ÖTÜK

Pages : 425-435

View : 22 | Download : 11

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :4-Carbethoxymethyl-2-[insert ignore into journalissuearticles values(a -chloropropionyl/a -bromobutyryl/a-chloro-insert ignore into journalissuearticles values(a-phenyl);acetyl);amino]thiazoles insert ignore into journalissuearticles values(2a-c); were synthesized by the reaction of 4-carbethoxymethyl-2-aminothiazole insert ignore into journalissuearticles values(1); with a-chloropropionyl chloride, a-bromobutyryl bromide and a-chloro-a -phenylacetyl chloride, respectively, which were then refluxed with ammonium thiocyanate to obtain 5-substituted 2-[insert ignore into journalissuearticles values(4-carbethoxymethylthiazol-2-yl);imino]-4-thiazolidinones insert ignore into journalissuearticles values(3a-c);. 3a-c were stirred with formaldehyde and various secondary amines to gain 15 novel compounds with the structure 5-substituted 5-insert ignore into journalissuearticles values(N,N-disubstituted aminomethyl);-2-[insert ignore into journalissuearticles values(4-carbethoxymethylthiazol-2-yl);imino]-4- thiazolidinones insert ignore into journalissuearticles values(4a-o);. The antibacterial activities of the compounds against S. aureus ATCC 6538, S. epidermidis ATCC 12228, E. coli ATCC 8739, K. pneumoniae ATCC 4352, P. aeruginosa ATCC 1539, S. typhi, Sh. flexneri and Pr. mirabilis ATCC 14153 were tested using disk diffusion, while the antifungal activities of the compounds against M. gypseum NCPF-580, M. canis, T. mentagrophytes, T. rubrum and C. albicans ATCC 10231 were tested using microdilution.
Keywords : 2, 5 Disubstituted 4 thiazolidinones, synthesis, Mannich bases, antimicrobial activity