齐墩果酸肟醚类化合物的合成及杀菌活性  

Synthesis and fungicidal activities of the oleanolic acid oxime ethers

作　　者：胡泊洋 赵汗青 陈自力 许晨 赵文婷 赵建庄 

机构地区：[1]北京农学院生物科学与工程学院中华人民共和国农业部华北都市农业重点实验室,北京102206

出　　处：《农药学学报》2017年第6期679-687,共9页Chinese Journal of Pesticide Science

基　　金：北京市委组织部人才项目(2014000020124g077);大北农青年教师科研基金(14ZK008);高质量论文项目(GJB2015002);北京市教育委员会科技计划一般项目(KM201710020003);高层次创新人才项目(G01040010);农产品有害微生物及农残安全检测与控制北京市重点实验室开放课题项目

摘　　要：为了开发潜在的氨基葡萄糖-6-磷酸合成酶(Glm S)抑制剂和杀菌剂,设计并合成了30个齐墩果酸肟醚类化合物,其中29个为新化合物,其结构均经~1H NMR、^(13)C NMR和高分辨质谱确证。采用Elson-Morgan法和菌丝生长速率法,分别测定了目标化合物对Glm S的抑制活性和杀菌活性。结果表明:在0.35 mmol/L下,大部分目标化合物对Glm S表现出一定的抑制活性,其中,化合物A-01、A-02、A-04、C-04和C-05对Glm S的抑制率在30%左右;部分化合物在50μg/m L下对油菜菌核病菌Sclerotinia sclerotiorum(Lib.)de Bary、番茄灰霉病菌Botrytis cinerea Pers.和稻瘟病菌Pyricularia oryzae Cav.具有较好的杀菌活性,其中,化合物A-01、A-02、A-04、A-05和B-02对油菜菌核病菌的抑制率在88%左右,具有进一步研究的价值。In order to develop potential glucosamine-6-phosphate synthase（Glm S） inhibitors and antifungal agents, 30 oleanolic acid oxime ethers were synthesized in an efficient way, and 29 of them were new compounds. The structures of all the synthesized compounds were characterized by 1 H NMR, 13 C NMR and HRMS. Preliminary studies based on the Elson-Morgan method and mycelial growth rate method indicated that, many compounds exhibited inhibitory activities against Glm S at the concentration of 0.35 mmol/L. And the inhibition rate of compounds A-01, A-02, A-04, C-04 and C-05 were about 30%. The original fungicidal activities results showed that some of the compounds exhibited good fungicidal activities to Sclerotinia sclerotiorum（Lib.） de Bary, Botrytis cinerea Pers. and Pyricularia oryzae Cav. at the concentration of 50 μg/m L. And the inhibition rate of compounds A-01,A-02, A-04, A-05 and B-02 against S. sclerotiorum were about 88%. These compounds will be further studied as potential antifungal lead compounds.

关 键 词：齐墩果酸 肟醚 合成 氨基葡萄糖-6-磷酸合成酶 杀菌活性 

分 类 号：O623.7[理学—有机化学] TQ455[理学—化学]