5-去氢枞基-1,3,4-噁二唑-2-硫醇的微波合成及抗菌活性

Microwave-assisted synthesis of 2-dehydroabietyl-1,3,4-oxadiazole 2-thiol and its antibacterial activity

以去氢枞酸为原料,经酰化后与水合肼反应合成去氢枞酸酰肼.在微波辐照下,去氢枞酸酰肼与二硫化碳在碱性条件下环合制得5-去氢枞基-1,3,4-噁二唑-2-硫醇.通过元素分析、IR、MS、1H NMR和13C NMR对所合成化合物进行了结构表征.体外抗菌活性测试结果表明,该化合物对革兰氏阳性菌-金黄色葡萄球菌、革兰氏阴性菌-大肠杆菌和枯草杆菌均有较强的抗菌活性,其最低抑菌浓度(MIC)分别为4,8和4μg/mL.

Dehydroabietic acid chloride was prepared by the reaction of dehydroabietic acid, the starting material, with thionyl chloride, followed by the reaction of the dehydroabietic acid chloride with excessive hydrazine hydrate to provide dehydroabietic acid hydrazide. Then, under microwave irradiation, the hydrazide was refluxed with carbon disulfide in the presence of potassium hydroxide to yield target compound 5-dehydroabietyl-1,3,4-oxadiazole-2-thiol. The target compound was characterized by IR, MS, 1HNMR, 13C NMR and elemental analysis. The biological tests showed that compound possessed obvious antibacterial activities against S. aureus, E. coli and B. subtili, at the minimal inhibitory concentration （MIC） of 4,8 and 4μg/mL, respectively.