Department of Chemistry, Malnad College of Engineering, Hassan 573 202, India.
Department of Chemistry, B N M Institute of Technology, Bengaluru 560 070, India.
Bioorg Med Chem Lett. 2021 Mar 15;36:127810. doi: 10.1016/j.bmcl.2021.127810. Epub 2021 Jan 19.
Using Cu(I)-catalyzed cycloaddition of alkyne and azide reaction (CuAAC), a series of novel 1,2,3-triazole based imidazole derivatives (3a-e) have been synthesized. The synthesized molecules were characterized by spectroscopic techniques such as H NMR, C NMR, mass and elemental analysis. Antitubercular activity (anti-TB) against Mycobacterium tuberculosis H37Rv (Mtb) and cytotoxic activity against the mammalian Vero cell line was screened for the synthesized compounds. The compounds 3d and 3e displayed potent in vitro antitubercular activity and may serve as a lead for further optimization. Besides, the experimental findings were in line with the results of molecular docking. Also, the synthesized compounds have also been analyzed for ADME properties and the experimental finding facilitates the development of new and more potent anti-TB agents in this series in the future. Using fluorescence and UV-vis absorption spectroscopy, the binding interaction of compounds (3d and 3e) with human serum albumin (HSA) was investigated. The results showed that, as a result of HSA-compound complex, the fluorescence quenching of HSA by test compounds was a static quenching process. According to Forster's theory, energy transfer efficiency is calculated.
使用铜（I）催化的炔烃和叠氮化物反应（CuAAC），合成了一系列新型基于 1,2,3-三唑的咪唑衍生物（3a-e）。通过光谱技术（如 H NMR、C NMR、质谱和元素分析）对合成分子进行了表征。对合成化合物进行了抗结核分枝杆菌 H37Rv（Mtb）活性（抗-TB）和对哺乳动物 Vero 细胞系的细胞毒性活性筛选。化合物 3d 和 3e 表现出较强的体外抗结核活性，可能成为进一步优化的先导化合物。此外，实验结果与分子对接的结果一致。此外，还对合成化合物进行了 ADME 性质分析，实验结果为该系列中未来开发新型、更有效的抗结核药物提供了便利。使用荧光和紫外-可见吸收光谱法研究了化合物（3d 和 3e）与人血清白蛋白（HSA）的结合相互作用。结果表明，由于 HSA-化合物复合物的存在，测试化合物对 HSA 的荧光猝灭是一个静态猝灭过程。根据福斯特理论，计算了能量转移效率。
