Synthesis and antifungal activity study on methyl (5-substituted amide -1,2,4-thiadiazol-3-yl) (methoxyimino) ethanoate | 2-甲氧亚氨基-2-(5-取代酰胺基-1,2,4-噻二唑-3-基)乙酸甲酯的合成及抑菌活性测试

Chinese. 寻找新型高效的甲氧丙烯酸酯类杀菌剂。首先合成了2-甲氧亚氨基-2-(5-氨基-1,2,4-噻二-3-基)乙酸甲酯，然后对其5位氨基进行酰化反应合成了8种新化合物（a~h），并采用显微熔点测定仪、红外光谱仪（IR）、质谱仪（ESI-MS）和核磁共振仪（1H-NMR）对化合物的结构进行了表征，最后以噻菌灵和嘧菌酯为阳性对照，采用生长速率法测定了化合物a~h对烟草赤星病菌、马铃薯干腐病菌、西瓜枯萎病菌、棉花枯萎病菌、苹果炭疽病菌和小麦赤霉病菌的抑菌活性。合成了8种2-甲氧亚氨基-2-(5-取代酰胺基-1,2,4-噻二唑-3-基)乙酸甲酯新化合物，其结构经IR、ESI-MS、1H-NMR得到了确证。抑菌活性试验结果表明，8种新化合物对6种植物病原菌的抑菌活性均低于阳性对照，化合物f、g对6种植物病原菌有相对较高的抑菌活性。所合成的含5-取代酰胺基-1,2,4-噻二唑环的甲氧基丙烯酸酯类化合物对植物真菌的抑菌活性不够理想，有待进一步衍生筛选。

English. The study was conducted to search for new and efficient Strobilurin fungicides. Methyl (5-amino-1, 2, 4-thiadiazol-3-yl) (methoxyimino) ethanoate was synthesized, the amino group was variously acylated to 8 novel compounds（a-h）and the structures were characterized by 1H-NMR et al and antifungal activity was tested by growth rate method. Eight novel methyl (5-substituted-amide-1, 2, 4-thiadiazol-3-yl) (methoxyimino) ethanoate were synthesized, and the structures were confirmed by IR, ESI-MS, 1H-NMR. All the compounds exhibit weak inhibiting effect against the 6 plant pathogens than positive control, and antifungal activity test shows that the compound f, g exhibit strong inhibiting effect against all the tested strains. Compounds as synthesized containing 5-substituted amide-1, 2, 4-thiadiazol of strobilurin fungicides exhibit weak inhibiting effect against plant pathogens and need to be further studied.