3-取代苯基-4-酰氧基-2(1H)-喹啉酮的合成及抑菌活性

Synthesis and fungicidal activity of 3-substituted-phenyl-4- acyloxy-2(1H)-quinolinones

摘要: 以5-甲基-2-氨基苯甲酸和2-氨基苯甲酸为原料,通过酯化、酰化、环合再酯化的路线,合成了15个新型喹啉酮类衍生物(5a~5o),其结构均经红外、电喷雾串联质谱(ESI-MS)和核磁共振氢谱确证。初步的生物活性测定结果表明:在 100 mg/L质量浓度下,化合物 5c 对6种供试病原菌均具有较好活性,抑制率在61.7% ~92.9%之间;同时,化合物 5i 对棉花枯萎病菌Fusarium oxysporum f.sp.Vasinfectum的抑制率达96.1%,接近对照药剂嘧菌酯。

Abstract: Fifteen new quinolinone derivatives (5a-5o)were synthesized using 5-methyl anthranilic acid and anthranilic acid as raw materials by esterification,acylation,cyclization and then esterification.Their structures were confirmed by IR,ESI-MS and 1H NMR.Preliminary bioassay showed that the compound 5c exhibited good inhibiting effect against six tested fungi at the concentration of 100 mg/L,and the inhibition rate ranged from 61.7% to 92.9%;the compound 5i showed 96.1% inhibition rate against Fusarium oxysporum f.sp.Vasinfectum at the same concentration,and the inhibition rate was similar to azoxystrobin.