Editor-in-Chief Hatice Kübra Elçioğlu Vice Editors Levent Kabasakal Esra Tatar Online ISSN 2630-6344 Publisher Marmara University Frequency Bimonthly (Six issues / year) Abbreviation J.Res.Pharm. Former Name Marmara Pharmaceutical Journal
Journal of Research in Pharmacy 2022 , Vol 26 , Issue 3
Synthesis, characterization and antimicrobial evaluation of new 2-(2-thienylcarbonyl)hydrazono-3-alkyl/aryl-4-thiazolidinone and 2-aryl-3-(2-thienylcarbonyl)amino-4-thiazolidinone derivatives
Efe Doğukan DİNCEL1,Dilek ŞATANA3,Süheyla ÖZBEY4,Nuray ULUSOY-GÜZELDEMİRCİ1
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
Marmara University