苯并噻唑-β-氨基酸酯类衍生物的合成与抗烟草花叶病毒活性  

Synthesis of benzothiazol-β-amino acid esters derivatives applied to research of anti-TMV

作　　者：姚元勇[1,2] 张贤[2] 陈仕学[1] 邢明明[1] 舒华[1] 唐帮成[1] 薛伟[1] 

机构地区：[1]铜仁学院材料与化学工程学院应用化学研究所,贵州铜仁554300 [2]贵州大学精细化工研究中心,贵州贵阳550025

出　　处：《分子科学学报》2016年第4期320-326,共7页Journal of Molecular Science

基　　金：贵州省教育厅"125"重大科技专项基金资助项目(No.[2012]018);贵州省教育厅自然科学基金资助项目(KY字[2014]317)

摘　　要：通过不对称Mannich催化反应,获得具有较高光学活性的苯并噻唑-β-氨基酸酯类衍生物,并对其进行了结构表征.采用半叶枯斑法对β-氨基酸酯类衍生物进行烟草花叶病毒(TMV)抑制生物活性测试.结果表明:在施药浓度为500 mg/L的条件下,不同取代基对β-氨基酸酯类衍生物的抗TMV活性表现为心叶烟枯斑数有不同程度的减少,具有较高光学活性的β-氨基酸酯类衍生物和其对应的外消旋体.在抗TMV活性上,D1,D2,D3,D4,D5和D6分别表现为15.5%,19.1%,5.8%,28.2%,9.8%及14.3%,与之对应的外消旋体化合物分别为25.8%,16.4%,6.7%,35.4%,10.7%及23.6%.Through asymmetric Mannich organocatalysis,a series of benzothiazol-β-amino acid esters derivatives with high optical purity were synthesized and characterized with NMR,MS and elemental analysis.Using the method of Half-leaf blight plaque assay,β-amino acid esters derivatives were evaluated in antitobacco mosaic virus bioactivity.The results showed that high enantioselective β-amino acid esters derivatives D1-D6 with varied structure,different substituents or positions have an influence to some extent in bioassay at the concentration of 500 mg/L.They are 15.5%,19.1%,5.8%,28.2%,9.8% and 14.3%,respectively.Compared with the corresponding racemic compounds,they are 25.8%,16.4%,6.7%,35.4%,10.7% and 23.6%,respectively,in vivo efficacy of anti-TMV.

关 键 词：不对称Mannich反应 对映体选择性 β-氨基酸酯类衍生物 抗TMV 

分 类 号：O622[理学—有机化学]