Design, Synthesis and Antifungal Activity of Novel Thioureas Containing 1,3,4-Thiadiazole and Thioether Skeleton

作     者：WANG Caixia SONG Hailong LIU Weiqun XU Cuilian 

作者机构：College of Tobacco Henan Agricultural UniversityZhengzhou 450002 P R. China College of Sciences Henan Agricultural UniversityZhengzhou 450002 P R. China College of Life Sciences Henan Agricultural UniversityZhengzhou 450002 P R. China 

出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)

年 卷 期：2016年第32卷第4期

页      面：615-620页

核心收录：

学科分类：1007[医学-药学(可授医学、理学学位)] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 10[医学] 

基　　金：Supported by the Key Science and Technique Foundation of Henan Province, China the Basic Research Program of the Education Department of Henan Province, China 

主　　题：Thiourea 2-Amino-5-alkylthio-l,3,4-thiadiazole Antifungal activity 

摘      要：To find new lead compounds with high antifungal activity, a series of new thiourea derivatives containing 1,3,4-thiadiazole and thioether skeleton was designed via linking the active sub-structures. The target compounds were prepared via three steps from the commercially available thiosemicarbazide. Their structures were characterized by means of HRMS, IH NMR, 13C NMR and IR spectroscopy. The preliminary results indicate that the title compounds show various antifungal activity against the tested fungi. Compounds 4c, 4g, 4h, 4k, 4n, 4o, 4p, 4q and 4r display excellent antifungal activities against one or more tested fungi with inhibitory efficiencies of 90%--100% at 200 μg/mL. Especially, compound 4o shows the best inhibitory effect against Curvularia lunata, Cotton Fusarium Wilt, P P var nicotianae and Fusarium spp. with the EC50 values of 28.12, 30.41, 15.2 and 6.22 μg/mL, respectively, which are even superior to those of triadimefon（98.73, 96.58, 105.37 and 102.18 μg/mL）. The preliminary structure-activity relationship indicates that allyl and aromatic groups are favorable to their antifungal activities.