丙烯海松酸基双酰腙类化合物的合成及生物活性研究  

Synthesis and biological activities of acrylpimaric acid-based diacylhydrazone compounds

作　　者：韦有杰[1] 段文贵[1] 李宇彬[1] 梁银华[1] 董淑求[1] 阮战辉[1] 

机构地区：[1]广西大学化学化工学院,广西南宁530004

出　　处：《化学试剂》2012年第10期877-884,890,共9页Chemical Reagents

基　　金：国家自然科学基金资助项目(31060100);广西自然科学基金重点资助项目(2010GXNSFD013013)

摘　　要：通过松香与丙烯酸的Diels-Alder环加成反应制备丙烯海松酸,经酰化后再与水合肼反应得到丙烯海松酸双酰肼。其在冰醋酸催化下与取代芳香醛反应,合成得到11个新型丙烯海松酸基双酰腙类化合物。初步探索了合成条件,并利用1HNMR、13CNMR、FT-IR和MS表征了目标化合物的结构。初步生物活性测试表明,目标化合物具有一定的杀菌活性(尤其对苹果轮纹病菌)和一定的植物生长调节活性;丙烯海松酸基双邻氯基苯酰腙对黄瓜枯萎病菌的抑制活性达65.5%。Acrylpimaric acid was prepared by the Diels-Alder cycloaddition of rosin with acrylic acid ,and converted into its dichloride. Then,acrylpimaric acld-based dihydrazide acrylpimaric acid-based dihydrazide was prepared by the reaction of acrylpimaric acid dichloride with hydrazine hydrate, followed by the reaction of acrylpimaric acid-based dihydrazide with substituted phenyl aldehydes under catalysis of glacial acetic acid to afford eleven novel acrylpimaric acid-based diacylhydrazone the title compounds. The synthetic conditions were investigated preliminarily. The target compounds were characterized by ^1HNMR, ^13 CNMR, FT-IR, and MS. The target compounds exhibited a certain fungicidal activity （especially against Physalospora piricola） and a certain plant growth regulating activity. Compound of acrylpimaric acid-based o-chlorophenyl diacylhydrazone showed inhibition activity of 65.5% against Fusarium oxysporum f. cucumerinum.

关 键 词：丙烯海松酸 双酰腙 合成 生物活性 

分 类 号：O624.6[理学—有机化学]