3-(4-氨基-5-甲基-均三唑-3-硫基)-1-苯丙-1-酮-O-(5-取代苯基-[1,3,4]噁二唑-2-甲基)肟的合成及抗菌活性  

Synthesis and antibacterial activity of 3-(4-amino-5-methyl-s-triazol-3-sulfanyl)-1-phenyl-propan-1-one O-(5-substituted phenyl-[1,3,4]oxadiazol-2-methyl)-oximes

作　　者：胡国强[1] 孙茂峰[1] 李省[1] 黄文龙[2] 张惠斌[2] 

机构地区：[1]河南大学药物研究所,河南开封475001 [2]中国药科大学新药中心,江苏南京210009

出　　处：《药学学报》2006年第12期1188-1192,共5页Acta Pharmaceutica Sinica

基　　金：国家自然科学基金资助项目(30070861);河南大学科研基金资助项目(04ZDZR009).

摘　　要：目的研究氨基杂环肟类化合物的合成方法和抗菌活性。方法用4-氨基-3-甲基-5-巯基-[1,2,4]三唑与β-氯苯丙酮缩合、肟化、醚化得3-(4-氨基-5-甲基-均三唑-3-硫基)-1-苯丙-1-酮-O-(5-取代苯基-[1,3,4]噁二唑-2-甲基)肟醚目标化合物。用二倍试管稀释方法研究了目标化合物的体外抑菌活性。结果合成了12个新化合物,其结构经MS,IR,1H NMR和元素分析确证。10个目标化合物在体外有一定的抗菌活性。结论该类杂环化合物有待进一步的结构优化研究。Aim To study the synthetic method and antibacterial activity of amino-heterocyclic compounds coupled oxime-ether group. Methods The treatment of 4-amino-3-methyl-5-mercapto-s- triazole （3） with β-chlorophenyl-propanone to form amino-s-triazole sulfanylphenyl-propanone （4） sequentially followed by oximation with hydroxyl-amine to produce the oximes （5） and ethel＇ification with various oxadiazole chloromethanes （6a- j） to yield the title compounds （la-j）. The in vitro antibacterial activities of all newly synthesized compounds were tested against Gram positive bacteria and Gram negative bacteria with the standard 2-fold agar dilution method. Results Twelve new compounds including two intermediates were synthesized and their structures were confirmed by IR,1H NMR, MS and elemental analyses. The ten title compounds exhibited the potential antibacterial activities in vitro. Conclusion Theses compounds should be optimized.

关 键 词：杂环化合物 嗯二唑 三唑 肟醚 合成 抗菌活性 

分 类 号：R916.2[医药卫生—药学] R916.695