PEG-400催化含硫醚乙酰胺结构1,3,4-噁二唑的合成及抗真菌活性研究

Synthesis and antifungal activities of 1,3,4-oxadiazole derivatives containing thioacetamide group in the presence of PEG-400

为寻找具有较高活性新型1,3,4-噁二唑类杂环化合物,利用3,4,5-三甲氧基苯甲酰肼和二硫化碳环合生成的5-芳基-1,3,4-噁二唑-2-硫酮为活性基团,超声波辐射聚乙二醇-400相转移催化条件下,与(取代)N-氯乙酰基苯胺反应制备得到硫代乙酰胺修饰的1,3,4-噁二唑衍生物(3a^3f),合成收率为80~88%,其结构经IR、1HNMR和元素分析等测试技术加以确证;初步的活性测试结果表明,目标产物对白色念珠菌和黑曲霉等有较显著的抗菌活性。

To develop new 1 ,3 ,4-oxadiazole compounds with high biological activity, some derivatives modified with thioacetamide group（3a -3f） by means of the condensation reaction between the intermediate 5-aryl-1, 3,4-oxadiazole-2-thione,which was pre-pared from 3 ,4,5-trimethoxy-benzoic acid hydrazide with carbon disulfide,with（ substitued）2-chloro-N-4-tolylacetamide in alkaline media under ultrasound irradiation in the presence of PEG400 had been reported,with a yielding of 80-8 8 % respectively. Strnc- tures of the corresponding products were elucidated by IR,1 HNMR spectra and elemental analysis. Preliminary bioassay results indi-cated that some of the target compounds had significant antifungal activity against Candida albicans and Aspergillus niger.