Khoshbakht Ali, Shiran Jafar Abbasi, Miran Mansour, Sepehri Saghi
Department of Medicinal Chemistry, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, Iran.
Students Research Committee, School of Pharmacy, Ardabil University of Medical Sciences, Ardabil, Iran.
BMC Chem. 2024 Sep 17;18(1):173. doi: 10.1186/s13065-024-01273-5.
A series of new benzylideneiminophenylthiazole analogues were designed and synthesized. Common spectroscopic methods, such as FT-IR, H-, C-NMR, and MASS spectra, and elemental analysis, were used to confirm the molecular structures. Then, the antioxidant, cytotoxicity, and anti-bacterial effects of synthesized analogues were assessed against 2,2-diphenyl-1-picrylhydrazyl (DPPH), three cancer cell lines, and two bacterial strains, respectively. Among the analogues, 7f was detected as the most potent compound for antioxidant activity. Moreover, the compounds 7b, 7f, and 7 g exhibited the maximum cytotoxicity activity against MCF-7, HepG-2, and A549 cell lines, respectively. Finally, 7e showed the highest anti-bacterial activity against both S. aureus and E. coli strains. It was concluded from the antioxidant, cytotoxicity, and anti-bacterial effects that the benzylideneiminophenylthiazoles might serve as candidate molecules for the development of small molecules with medicinal potential.
设计并合成了一系列新型亚苄基亚氨基苯基噻唑类似物。采用傅里叶变换红外光谱(FT-IR)、氢谱、碳谱、核磁共振谱(H-、C-NMR)、质谱以及元素分析等常用光谱方法来确定分子结构。然后,分别针对2,2-二苯基-1-苦基肼(DPPH)、三种癌细胞系和两种细菌菌株评估了合成类似物的抗氧化、细胞毒性和抗菌作用。在这些类似物中,7f被检测为抗氧化活性最强的化合物。此外,化合物7b、7f和7g分别对MCF-7、HepG-2和A549细胞系表现出最大的细胞毒性活性。最后,7e对金黄色葡萄球菌和大肠杆菌菌株均显示出最高的抗菌活性。从抗氧化、细胞毒性和抗菌作用得出结论,亚苄基亚氨基苯基噻唑可能作为具有药用潜力的小分子开发的候选分子。