CAJ | 학술논문

以芳香酸为原料,通过酯化、肼解及环化反应制得中间体5-芳基取代-1,3,4-噁二唑-2-硫酮(C1~C3),然后中间体与甲醛和取代氨基嘧啶(D1~ D5)发生 Mannich 反应得到一系列新型含有嘧啶环的1,3,4-噁二唑类衍生物(E1~ E15)。所得目标化合物的结构经元素分析、 IR 及1 H NMR 确认。初步的生物活性测定结果表明,大部分目标化合物对植物病原菌有很好的抑制作用,其中化合物 E3和 E8的抑菌效果优于对照药三唑酮。
이방향산위원료,통과지화、정해급배화반응제득중간체5-방기취대-1,3,4-오이서-2-류동(C1~C3),연후중간체여갑철화취대안기밀정(D1~ D5)발생 Mannich 반응득도일계렬신형함유밀정배적1,3,4-오이서류연생물(E1~ E15)。소득목표화합물적결구경원소분석、 IR 급1 H NMR 학인。초보적생물활성측정결과표명,대부분목표화합물대식물병원균유흔호적억제작용,기중화합물 E3화 E8적억균효과우우대조약삼서동。
1,3,4-Oxadiazole derivatives were reported to possess a broad spectrum of biological activities, such as antifungal, antibacterial, antiviral and antitubercular. Mannich bases had also been reported as poten-tial biological agents, they were applicated in the fields of synthetic study and medicinal chemistry. In recent years, Mannich bases containing 1,3,4-oxadiazole ring had attracted a lot of attention and many Mannich ba-ses of 1,3,4-oxadiazole bearing heterocycle scaffold were reported to have special bioactivity. Nevertheless, literature revealed that there were no reports of a molecular scaffold that Mannich base of 1,3,4-oxadiazole bearing pyrimidine. Prompted by these observations, a series of 1,3,4-oxadiazole derivatives containing py-rimidine( E1-E15) was synthesized from 5-aryl-1,3,4-oxadiazole-2-thione ( C1-C3), formaldehyde and substituted aminopyrimidine ( D1-D5) by Mannich reaction. 5-Aryl-1,3,4-oxadiazole-2-thione derivatives (C1-C3) were prepared from aromatic acids as the starting material via esterification, hydrazinolysis and cy-clization. The structures of all title compounds were confirmed by elemental analysis, IR, 1 H NMR tech-niques. Furthermore, their biological activities to four vegetable pathogens containing Gibberll nicotiancola, Gibberlla saubinetii, Fusarium oxysporium f. sp. niveum, Pythium solani had been tested. The preliminary re-sults indicated that most of the compounds exhibit relatively good fungicidal activities, especially compounds E3 and E8 showed better biological activity than triazolone.