不饱和1%2c3%2c5-三嗪类植物病毒抑制剂合成和生物活性及其相关反应的研究.pdf

SynthesisandBioactivityof1,3,5-triazinplantvirucidesand Studyonrelatedreactionofalkylated1,3,5-triazin Abstract Inordertosearchfornewtypesofhighlyactiveandlowtoxicplantvirucides, wedesignedandsynthesized6seriesofnewderivativesof6-phenyl-1,3,5-triazin.The structuresoftheproductswereconfirmedbyHNMR,MS,elementalanalysisand X-Raydiffraction. Inthepresenceof1equivalentofbase,reactionof6-phenyl-4-thioxo-1,2,3,4- tetrahydro-1,3,5-triazin-2-onewithalkylhalideresultedin4-alkylthio-6-phenyl-1,3,5- tetrahydro-2-one,andinthepresenceof2equivalentofbasethereactionprovided 2-alkoxyl-4-alkylthio-6-phenyl-1,3,5-triazin. Thereactionof6-phenyl-1,2,3,4-tetrahydro-1,3,5-triazin-2,4-dionewithallyl bromidewasstudied.6-phenyl-1,2,3,4-tetrahydro-1,3,5-triazin-2,4-dionewasreacted withallylbromidetoyieldN,N-dialkyltriazinproducteitherusingcuprouschloride ascatalystorusingpotassiumcarbonateasbase,whereasinthepresenceofpotassium fluorideonaluwnina,itgave0-alkyltriazinproduct，andN,N-dialkyltriazinandO,0- dialkyltriazinbyproductswereobtainedtoo. 6-Phenyl-1,2,3,4-tetrahydro-1,3,5-triazin-2,4-dionewasreactedwith ethyl bromoacetateor(substituted)benzylbromidetogiveO,0-dialkyltriazinproducts.At thesametimebyproductswereobtainedandcharacterized. Preliminarybioassaysindicatethatsomeoftitlecompoundspossessgood antivirusactivitiesagainstTMV.Forexample,LG-D-08showsexcellentanti-TMV activity,at500ppm,inhibitionrateofLG-D-08toTMVis45% Keyword:1,3,5-triazin,plantvirucide,6-phenyl-1,2,3,4-tetrahydro-1,3,5-triazin-2,4- dione,N-alkylation,O-alkylation,S-alkylation,TMV(tobaccomosaicvirus) 南开大学硕士毕业 (学位)论文 第一章 植物病毒抑制剂研究进展 植物病毒素有 “植物癌症”之称，在植物病害中所占比例仅次于真菌，给农 业生产造成很大威胁，几乎每种农作物和经济作物都受到2-3种病毒的危害，植 物病毒侵染几乎可以使植物所有部分都产生异常，严重障碍植物的生长，由于防 治困难，病毒病给农业造成了极大的损失。例如，80年代初，美国每年因病毒 造成的农业损失达 15-20亿美元:1983年，日本因植物病毒病造成的农业损失为 800亿日元:而我国北方甜菜种植地区因甜菜坏死黄脉病等造成的甜菜产量损失 达30-80%1。由此可见，植物病毒病对农业生产产生