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Synthesis and antiviral bioactivities of novel chiral bis-thiourea-type derivatives containing α-aminophosphonate moiety

查看全文 作  者:YANG [1,2]Xuan;SONG [1]BaoAn;JIN [1]LinHong;WEI [1]Xue;BHADURY S [1]Pinaki;LI [1]XiangYang;YANG [2]Song;HU [2]DeYu 高影响力作者 机构地区:[1]Key Laboratory of Green Pesticide and Agricultural Bioengineering of Ministry of Education,Guizhou University, Guiyang 550025, China;[2]National and Local Jointed Engineering Laboratory for Biomass Comprehensive Utilization, Guizhou University, Guiyang 550025, China高影响力机构 出  处:《Science China Chemistry》索引2011年第54卷第1期,共7页高影响力期刊 基  金:the National Key Project for Basic Research (2010CB 126105);the National Natural Science Foundation of China (20872021) for the financial support 摘  要:Starting from 1-((1R,2R)-2-aminocyclohexyl)-3-substituted thioureas (3a–c) and substituted isothiocyanates (9a–d),chiral bis-thiourea derivatives containing α-aminophosphonate moiety 10a–l were prepared and completely characterized by elemental analysis,physical and spectral (IR,1H NMR,13C NMR,31P NMR) data.The results of bioassay revealed that compounds 10a and 10e possessed appreciable curative bioactivities on cucumber mosaic virus (CMV) at 0.5 mg/mL in vivo (inhibitory rate = 60.3%,64.8% respectively) and tobacco mosaic virus (TMV) at 0.5 mg/mL in vivo (inhibitory rate = 50.3%,50.8% respectively),which were comparable to the values shown by standard reference (58.7%) and commercial product Ningnanmycin (56.3%),respectively.Chiral compound 10e displayed more potent antiviral activity (EC50 = 0.149 mg/mL) than Ningnanmycin (EC50 = 0.201mg/mL) against CMV. 关 键 词:手性化合物 硫脲衍生物 生物活性 抗病毒药物 氨基 硫脲类 核磁共振氢谱 EC50值
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