3-甲基-β-咔啉衍生物的合成及其抑菌活性  

Synthesis and antifungal activity of 3-methyl-β-carboline derivatives

作　　者：张前亮[1] 李娜[1] 杨苏丁[2] 张继文[1,3] 王俊儒[1] 吴文君[1,3] 

机构地区：[1]西北农林科技大学理学院,陕西杨凌712100 [2]曲阜师范大学附属中学,山东曲阜273165 [3]西北农林科技大学农药研究所,陕西杨凌712100

出　　处：《农药学学报》2013年第4期388-392,共5页Chinese Journal of Pesticide Science

基　　金：国家自然科学基金项目(31270388);高等学校基本科研业务费科技创新专项重点项目(QN20110066);国家林业公益性行业科研专项(200904004)

摘　　要：以吲哚甲醛和硝基乙烷为起始原料,经Henry、Pictet-Spengler等反应合成了12个9-取代-3-甲基-β-咔啉衍生物,其中10个未见文献报道,其结构均通过核磁共振和质谱确证。毒力测定结果表明:化合物Z-5(3-甲基-9-异丙基-β-咔啉)抑制玉米弯孢霉叶斑病菌Curvularia lunata和番茄灰霉病菌Botrytis cinerea孢子萌发的EC50值分别为4.23和6.73μg/mL;相应地,Z-7(3-甲基-9-炔丙基-β-咔啉)的EC50值分别为11.16和7.51μg/mL。The β-carboline derivatives were synthesized from indole formaldehyde and nitroethane via the Henry and Pictet-Spengler reaction. Twelveβ-carboline derivatives were obtained and ten of them were new compounds. The structures of all the derivatives were confirmed by ^1H NMR, 13 C NMR and ESI-MS. Antifungal activity test showed that compound Z-5 （9-isopropyl-3-methyl-fl-carboline） has significant inhibitory activity against the spore germination of Curvularia lunata（Walker） Boedijn and Botrytis cinerea with ECs0 value of 4.23 and 6.73 μg/mL. Compound Z-7 （3-methyl-9-propargyl-β- carboline） showed similarly antifimgal activity as that of Z-5 with ECs0 value of 11.16 and 7.51 p,g/mL, respectively.

关 键 词：β-咔啉生物碱 Pictet—Spengler反应 合成 抑菌活性 

分 类 号：O626.4[理学—有机化学]