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以芝麻酚为起始原料,经过醚化、傅克酰基化、羟醛缩合等反应,设计合成了21个未见文献报道的6,7-亚甲二氧基-4-色满酮类化合物(d1~d21),其结构均经核磁共振氢谱、碳谱以及红外光谱和质谱确认。初步抑菌活性测定结果表明:在50 mg/L下,中间体色满酮及所有目标化合物对8种供试植物病原菌均有不同程度的抑制作用,其中色满酮对番茄灰霉病菌Botrytis cinerea和烟草赤星病菌Alteraria alternate的抑制率分别为87.9%和56.7%,目标化合物d1和d6对水稻稻瘟病菌Mangnaporthe grisea的抑制率分别为72.2%和52.5%,d6对玉米弯胞病菌Curvulavia lunata和d9对苹果腐烂病菌Valsa mali的抑制率均在70%以上。
With sesamol as the starting material, 21 unreacted 6,7-methylenedioxy-4-chromanones were designed and synthesized through the reactions of etherification, Friedel-Crafts, aldol condensation and so on (d1 ~ d21). Their structures were confirmed by proton nuclear magnetic resonance, carbon and infrared spectra and mass spectra. The results of preliminary antibacterial activity test showed that at 50 mg / L, the chromogenic ketones of the intermediate and all the target compounds all inhibited the eight kinds of tested plant pathogens to some extent, and Chromafenone inhibited Botrytis cinerea And the inhibition rates of Alteraria alternate against tobacco brown spot were 87.9% and 56.7%, respectively. The inhibitory rates of the target compounds d1 and d6 to the fungus Mangnaporthe grisea were 72.2% and 52.5%, respectively. The effect of d6 on Curvulavia lunata and d9 The inhibitory rates of Valsa mali were both above 70%.