丙烯海松酸基双磺酰胺-噻二唑化合物的合成及抑菌活性研究  

Synthesis and fungicidal activity of acrylpimaric acid-based disulfamide-thiadiazole compounds

作　　者：阮战辉[1] 段文贵[1] 岑波[1] 韦有杰[1] 杨章旗[2] 

机构地区：[1]广西大学化学化工学院,广西南宁530004 [2]广西林业科学研究院,广西南宁530002

出　　处：《广西大学学报（自然科学版）》2013年第6期1338-1345,共8页Journal of Guangxi University（Natural Science Edition）

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(2010GXNSFD 013013);八桂学者专项资助项目

摘　　要：为了寻找具有生物活性的新的先导化合物以及为松香的深加工提供新的途径,通过松香与丙烯酸的D-A环加成反应制备丙烯海松酸,丙烯海松酸和氨基硫脲在POCl3作用下脱水环化得到丙烯海松酸基双噻二唑,然后与取代苯磺酰氯进行N-酰化反应合成得到8个新型丙烯酸海松酸基双磺酰胺-噻二唑类化合物。利用FT-IR、1H NMR﹑13C NMR和ESI-MS表征了目标化合物的结构。初步的生物活性测试结果表明,目标化合物具有一定的抑菌活性,其中化合物丙烯海松酸基双对氯磺酰胺-噻二唑在50μg/mL浓度下对苹果轮纹病菌的抑制率达67.1%。In order to seek novel leading compounds with bioactivity and provide a new pathway for the deep processing of rosin, acrylpimaric acid was prepared by the D-A cyclo-addition of rosin with acrylic acid and the resulting product was then reacted with thiosemicarbazide in the presence of phosphorus oxychloride as dehydrating agent to obtain acrylpimaric acid-based dithiadiazole. Eight novel acrylpimaric acid-based disulfamide-thiadiazole compounds were synthesized by the N-acyla- tion reaction of acrylpimaric acid-based dithiadiazole with substituted benzene sulfonyl chlorides. The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, and ESI-MS. The preliminary bioassay showed that the target compounds exhibited a certain fungicidal activity, of which compound acrylpimaric acid-based p-chlorophenyl disulfamide-thiadiazole had inhibition rate of 67. 1% against Physalospora piricola.

关 键 词：丙烯海松酸 双磺酰胺-噻二唑 合成 抑菌活性 

分 类 号：O621.1[理学—有机化学]