¹İstanbul University, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, 34116 Beyazıt, İstanbul, Turkey
²İstanbul University, Institute of Graduate Studies in Health Sciences, 34126 İstanbul, Turkey
³İstanbul University, İstanbul Faculty of Medicine, Department of Microbiology, 34390 İstanbul, Turkey
⁴Hacettepe University, Faculty of Engineering, Department of Engineering Physics, 06800 Ankara, Turkey DOI : 10.29228/jrp.161 A series of novel 2-(2-thienylcarbonyl)hydrazono-3-alkyl/aryl-4-thiazolidinone (2a-f), 2-(2-thienyl)-5-[(4- bromophenyl)amino]-1,3,4-oxadiazole (3), 2-aryl-3-(2-thienylcarbonyl)amino-4-thiazolidinone (5a-h) and 2-aryl-3-(2- thienylcarbonyl)amino-5-methyl-4-thiazolidinone (6a-h) were designed and synthesized. The structural elucidations of the novel compounds were performed by IR, 1H-NMR, mass and elemental analysis. The compounds were evaluated for their antimycobacterial and antifungal activities. According to the biological activity studies activities of the compounds, 2f (MIC: >12.5 μg/ml, 76% inhibition), 3 (MIC: >12.5 μg/ml, 43% inhibition), and 5c (MIC: >12.5 μg/ml, 38% inhibition), displayed antimycobacterial activity. 2b (MIC: 25 μg/ml) displayed antifungal activity against T. rubrum. Besides, x-ray crystallography studies were performed to illuminate the structure of 2e. Consequently, the obtained results relvealed that 2f, 3 and 5c present a leading structure for future drug development due to its straightforward synthesis and relevant bioactivity. Keywords : 4-Thiazolidinones; oxadiazole; crystal structure; antimycobacterial activity; antifungal activity