Department of Toxicological Chemistry and Radiation, Institute for Advanced Technology (Vietnam Academy of Military Science and Technology), 17 Hoang Sam, Cau Giay, Ha Noi, Viet Nam; Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam.
Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam.
Bioorg Med Chem Lett. 2020 Dec 15;30(24):127664. doi: 10.1016/j.bmcl.2020.127664. Epub 2020 Nov 3.
Thiosemicarbazones 5a-j were synthesized with yields of 45-68% by condensation of 3-acetylcoumarins 3a-j and tetra-O-acetyl-β-d-thiosemicarbazide 4. All obtained thiosemicarbazones were screened for anti-microorganic activities against bacteria (B. subtilis, S. aureus, S. epidermidis, E. coli, P. aeruginosa, K. pneumoniae, S. typhimurium) and fungi (A. niger, C. albicans, S. cerevisiae, and A. flavus). Some compounds had significant inhibitory activity with MICs of 0.78-3.125 μM in comparison with 5a, including 5e,h,i for S. aureus, and 5c,f,i for S. epidermidis (Gram-(+) bacteria), 5c,f,g for E.coli, 5f for K. pneumoniae, 5b,c,g for P. aeruginosa, and 5i for S. typhimurium (Gram-(-) bacteria), 5d,h,i for A. niger, 5i for A. flavus, 5b,d,e,h for C. albicans, and 5i for S. cerevisiae. Compounds exhibited excellent activity against tested microorganism with MIC = 0.78 μM, including 5h,i (against S. aureus), 5h (against C. albicans), and 5i (against S. cerevisiae).
噻唑烷酮 5a-j 通过 3-乙酰香豆素 3a-j 和四-O-乙酰-β-D-硫代半乳糖苷 4 的缩合反应以 45-68%的收率合成。所有得到的噻唑烷酮都进行了抗微生物活性筛选，包括对细菌（枯草芽孢杆菌、金黄色葡萄球菌、表皮葡萄球菌、大肠杆菌、铜绿假单胞菌、肺炎克雷伯菌、鼠伤寒沙门氏菌）和真菌（黑曲霉、白色念珠菌、酿酒酵母、黄曲霉）的抑制活性。与 5a 相比，一些化合物具有显著的抑制活性，MIC 为 0.78-3.125 μM，包括 5e、h、i 对金黄色葡萄球菌，5c、f、i 对表皮葡萄球菌（革兰氏阳性菌），5c、f、i 对大肠杆菌，5f 对肺炎克雷伯菌，5b、c、g 对铜绿假单胞菌，5i 对鼠伤寒沙门氏菌（革兰氏阴性菌），5d、h、i 对黑曲霉，5i 对黄曲霉，5b、d、e、h 对白色念珠菌，5i 对酿酒酵母。化合物对测试的微生物表现出优异的活性，MIC=0.78 μM，包括 5h、i（对金黄色葡萄球菌）、5h（对白色念珠菌）和 5i（对酿酒酵母）。
