1-（2-羟基-4,5-亚甲二氧基）苯基-2-甲基丙烯酮类化合物的合成及抑菌活性

【目的】研究卡枯醇衍生物的抑菌活性,旨在探索其抑菌活性与构效关系。【方法】首先以芝麻酚、α-甲基丙烯酰氯为原料，通过傅克酰基化合成具有较高抑菌活性的卡枯醇衍生物，即化合物1（1-（2-羟基-4,5-亚甲二氧基）苯基-2-甲基丙烯酮）,然后经醚化反应合成了8个目标化合物2a～2h， 采用核磁共振仪（¹H-NMR、¹³C-NMR）和质谱仪（ESI-MS）对化合物的结构进行了表征；最后采用生长速率法测定了化合物2a～2h对小麦赤霉病菌、番茄灰霉病菌、黄瓜炭疽病菌、马铃薯干腐病菌、水稻稻瘟病菌的抑菌活性。【结果】合成了8个1-（2-羟基-4,5-亚甲二氧基）苯基-2-甲基丙烯酮类化合物，其结构经¹H-NMR、¹³C-NMR和ESI-MS予以了确认。抑菌活性测定结果表明，在质量浓度为100 mg/L时，8种化合物对5种供试病原菌均有较高的抑菌活性，化合物2a、2b、2c和2f对供试菌种的菌丝生长抑制率均较高，其中对供试菌小麦赤霉病菌、番茄灰霉病菌的菌丝生长抑制率均基本达到了100.0%。此外，2a、2b、2c和2f对黄瓜炭疽病菌的菌丝生长抑制率均高于噻菌灵。【结论】合成的8个化合物对5种供试病原菌均有较高的抑菌活性，对部分菌种的菌丝生长抑制率高于噻菌灵原药。

Synthesis and antifungal activity of compounds of 1-(2-hydroxy-4,5-methylenedioxy) phenyl-2-methyl propylene ketone

【Objective】The study was about antifungal activities kakuol analogues.【Method】We took kakuol analogue:1-(2-hydroxy-4,5-methylenedioxy)phenyl-2-methyl propylene ketone from sesamol and α-methacryloylchloride by Friedel-Crafts,which showed a higher antifungal activity against some important plant pathogens,then synthesized 8 compounds from etherification,and their structures were characterized by 1H-NMR,13C-NMRand ESI-MS.Antifungal activity was tested by growth rate method.【Result】8 compounds of 1-(2-hydroxy-4,5-methylenedioxy) phenyl-2-methyl propylene ketone analogues were synthesized,and the structures were confirmed by 1H-NMR,13C-NMR,ESI-MS.When the mass concentration was 100 mg/L,all the compounds exhibited strong inhibiting effect against all the tested strains.In particular,compound 2a,2b,2c and 2f showed a higher bioactivity,the inhibition ratio to the Fusarium graminearum and Botrytis cirerea almost attained 100.0%.In addition,compound 2a,2b,2c and 2f showed a higher inhibition ratio to Gloeosporium orbiculare Ars than the positive control Triabendazole.【Conclusion】The compounds of 2a-2h exhibited good antifungal activities,some compounds had a higher rate of inhibition and better control effect than the positive control Triabendazole.