含噻二唑噁二唑的槟榔碱衍生物的合成及舒张血管活性  

SYNTHESIS AND VASCULAR RELAXING ACTIVITY OF ARECOLINE ANALOGUES CONTAINING TRIAZOLE AND OXODIAZOLE

作　　者：杨锐生[1] 胡莉[2] 郭建敏[1] 胡国强[3] 

机构地区：[1]泸州医学院化学教研室,四川泸州646000 [2]泸州医学院附属医院手术室 [3]河南大学药学院

出　　处：《泸州医学院学报》2010年第2期157-159,共3页Journal of Luzhou Medical College

摘　　要：目的:合成含噻二唑噁二唑双杂环的槟榔碱衍生物,研究目标化合物体外舒张血管活性。方法:将化合物1a～e的吡啶环用碘甲烷季铵化得到相应的季铵盐,用NaBH4还原季铵盐得到目标物3a～e。采用离体血管条法研究目标化合物体外舒张血管活性。结果:合成了5个槟榔碱衍生物,目标化合物的结构经元素分析、IR、1HNMR、MS确证。在10μmol/L浓度下,化合物3a、3b、3c、3d、3e对离体血管舒张率分别为17.06%,27.35%,31.36%,27.32%和21.74%,在相同的条件下.槟榔碱的舒张率为21%。结论:噻二唑噁二唑双杂环可以作为槟榔碱酯基的生物电子等排体。Objective：To synthesize Arecoline Analogues Containing Diheterocyclic of Triazole and Oxodiazole,and the in vitro vascular relaxing activity of target compounds.Methods：The pyridine ring of the compound 1a ～e was quaternized with methyl iodide to afford the corresponding methylpyridiniun salts,and reducted the methylpyridiniun salts with sodium borohydride to give a series of the corresponding target compounds 3a ～e.The in vitro vascular relaxing activity of target compounds were screened.Results：Five Arecoline Analogues were synthesized.The structures of the synthesized compounds were characterized by IR,H NMR,MS spectra and element analysis.At the concentration of 10μ mol/L,their vascular relaxing effects on isolated endothelial cells were 17.06%,27.35%,31.36%,27.32%and 21.74%.while arecoline as reference drug was 21% at the same conditions.Conclusion：The Diheterocyclic of Triazole and Oxodiazole can be bioisosterism of the ester group of arecoline.

关 键 词：槟榔碱衍生物 噻二唑 噁二唑 舒张血管活性 合成 

分 类 号：O626.26[理学—有机化学]