王阿莉, 周文超, 王润润, 张毅文, 周文明. 3-取代苯亚甲基-6,7-亚甲二氧基-4-色满酮的合成及抑菌活性[J]. 农药学学报, 2013, 15(6): 622-628. DOI: 10.3969/j.issn.1008-7303.2013.06.04
    引用本文: 王阿莉, 周文超, 王润润, 张毅文, 周文明. 3-取代苯亚甲基-6,7-亚甲二氧基-4-色满酮的合成及抑菌活性[J]. 农药学学报, 2013, 15(6): 622-628. DOI: 10.3969/j.issn.1008-7303.2013.06.04
    WANG Ali, ZHOU Wenchao, WANG Runrun, ZHANG Yiwen, ZHOU Wenming. Synthesis and antifungal activity of 3-substituted-benzylidene-6,7-methylenedioxy-4-chromanone[J]. Chinese Journal of Pesticide Science, 2013, 15(6): 622-628. DOI: 10.3969/j.issn.1008-7303.2013.06.04
    Citation: WANG Ali, ZHOU Wenchao, WANG Runrun, ZHANG Yiwen, ZHOU Wenming. Synthesis and antifungal activity of 3-substituted-benzylidene-6,7-methylenedioxy-4-chromanone[J]. Chinese Journal of Pesticide Science, 2013, 15(6): 622-628. DOI: 10.3969/j.issn.1008-7303.2013.06.04

    3-取代苯亚甲基-6,7-亚甲二氧基-4-色满酮的合成及抑菌活性

    Synthesis and antifungal activity of 3-substituted-benzylidene-6,7-methylenedioxy-4-chromanone

    • 摘要: 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。

       

      Abstract: Twenty-one novel 6,7-methylenedioxy-4-chromanone derivatives were synthesized from sesamol via the reaction of etherification,Friedel-Crafts acylation and adol condensation.Their structures were confirmed by 1H NMR,13C NMR,MS and IR.Preliminary antifungal activity test showed that all of the synthesized compounds have different inhibition on eight tested plant pathogenic fungi at the concentration of 50 mg/L.Specifically,the inhibition rates of chromanone against Botrytis cinerea and Alteraria alternata were up to 87.9% and 56.7%.d1 and d6 were 72.2% and 52.5% against Mangnaporthe grisea,while the inhibition rate of compound d6 to Curvulavia lunata and d9 to Valsa mali were above 70% under the concentration of 50 mg/L.

       

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