•研究论文•doi:10.16801/j.issn.1008-7303.2022.0102四氢异喹啉酮-4-羧酸类化合物的合成及抑菌活性李敏,员春霞,房雅丽,张治家,王德龙*(山西农业大学植物保护学院，山西太谷030801)摘要：具有异喹啉-1(2H)-酮骨架的天然产物分布广泛且有丰富多样的生物活性，为进一步明确该类化合物的农用抑菌活性，本文利用Castagnoli-Cushman反应及酯化反应合成了22个具有该骨架的四氢异喹啉酮-4-羧酸(酯)类化合物。离体抑菌活性测定结果表明，在100μg/mL下，5a~5k和6a~6f对油菜菌核病菌菌丝生长抑制率高于80%，其中5k活性最高，EC50值为5.8μg/mL，但低于对照药剂啶酰菌胺(EC50=0.094μg/mL)。初步构效关系分析表明，在N上引入苯基要优于烷基，苯基上引入不同取代基后抑菌活性均有所提高且表现出位置和数目的选择性；C3位苯基和C4位羧基引入取代基对活性不利。室内离体叶片法结果表明，在500μg/mL下，5k的保护作用防治效果为94.6%，与啶酰菌胺在10μg/mL下的防治效果(95.8%)相当。本研究可为该类化合物的进一步结构优化提供借鉴。关键词:异喹啉-1(2H)-酮骨架；Castagnoli-Cushman反应；抑菌活性；油菜菌核病菌中图分类号：TQ450.11文献标志码：ASynthesisandantifungalactivityoftetrahydroisoquinolone-4-carboxylicacidderivativesLIMin,YUNChunxia,FANGYali,ZHANGZhijia,WANGDelong*(CollegeofPlantProtection,ShanxiAgriculturalUniversity,Taigu030801,ShanxiProvince,China)Abstract:Compoundsbearingstructurallyuniqueisoquinolin-1(2H)-onescaffoldwerefoundtobewidelydistributedinvariousorganismsandtheyexhibitedabroadspectrumofbiologicalactivities.Inthepresentstudy,22derivativesoftheisoquinolin-1(2H)-onescaffoldweresynthesizedbyCastagnoli-Cushmanreactionandesterificationreactionandtheirantifungalactivitywasevaluatedagainst7phytopathogens.Theinvitrobioassayresultsindicatedthatthemycelialgrowthinhibitionratesofcompounds5a-5kand6a-6fwerehigherthan80%againstSclerotiniasclerotiorumattheconcentrationof100μg/mL.Compound5kwasthemostpotentactivitywiththeEC50valueof5.8μg/mL,whichwaslowerthanthecommercialboscalid(EC50=0.094μg/mL).Thestructure-activityrelationshipanalysisrevealedthatthephenylonNatomsiteissuperiortothealkyl,andtheintroductionofdifferentsubstituentstothephenylgroupcouldimpr...
