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

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.