Synthesıs and Bıologıcal Actıvıty Studıes of Some 3-Aryl- 2-(4-(Substıtutedphenyl)Thıazol-2-Yl)Acrylonıtrıle Derıvatıves
Özet
Anas, S., Synthesis and Biological Activity Studies of Some 3-Aryl-2-(4- (substitutedphenyl)thiazol-2-yl)acrylonitrile Derivatives, Hacettepe University Graduate School of Health Sciences, Faculty of Pharmacy Department of Pharmaceutical Chemistry, Master of Science Thesis, Ankara, 2023. In this study, the synthesis of 16 novel derivatives of 3-aryl-2-(4-(substituted phenyl)thiazol-2- yl)acrylonitrile (1-16), including two compounds (14 and 15) previously reported in the literature, was carried out and their structures were elucidated using 1H/13C-NMR, IR, and HRMS methods. The antimycobacterial activities of the synthesized compounds were investigated against Mycobacterium tuberculosis H37Rv strain, but none of the compounds showed MIC values lower than 50 μM. Additionally, the antibacterial activities of the target compounds against various gram-positive and gram-negative bacteria, and their antifungal activities against Candida species were evaluated using microdilution methods, with ciprofloxacin and fluconazole used as reference drugs.
Among the tested compounds, 2-(4-(2,4-dichlorophenyl)thiazol-2-yl)-3-(4- (trifluoromethyl)phenyl)acrylonitrile (10) was found to be the most promising antimicrobial agent, showing an MIC value of 32 μg/ml against C. parapsilosis. Based on these findings, compound 10 was identified as a lead compound for obtaining more active derivatives.
