高等学校化学学报Issue(7)：1427-1432,6.DOI:10.7503/cjcu20131254
含嘧啶环的1,3,4-噁二唑 Mannich 碱的合成及生物活性
Synthesis and Biological Activity of 1,3,4-Oxadiazole Mannich Bases Containing Pyrimidine Rings
摘要
Abstract
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.关键词
1,3,4-噁二唑/2-氨基嘧啶/Mannich 反应/生物活性Key words
1,3,4-Oxadiazole/2-Aminopyrimidine/Mannich reaction/Biological activity分类
化学化工引用本文复制引用
沈生强,孙晓红,刘源发,陈邦,靳如意,马海霞..含嘧啶环的1,3,4-噁二唑 Mannich 碱的合成及生物活性[J].高等学校化学学报,2014,(7):1427-1432,6.基金项目
国家自然科学基金(批准号:21073141,21373161)资助. Supported by the National Natural Science Foundation of China(Nos.21073141,21373161) （批准号:21073141,21373161）
