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Ⅳ-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、1HNMR、11CNMR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.