乌奴龙胆苷D酰胺衍生物的合成  

Synthesis of Gentiournoside D Amide Derivatives

作　　者：单方 郭海慧 秦子康 李春煦 王福生 Shan Fang;Guo Haihui;Qin Zikang;Li Chunxu;Wang Fusheng(College of Pharmacy,Dali University,Dali,Yunnan 671000,China)

机构地区：[1]大理大学药学院,云南大理671000

出　　处：《大理大学学报》2023年第8期21-24,共4页Journal of Dali University

基　　金：国家自然科学基金项目(82260679);云南省地方本科高校基础研究联合专项资金项目(2019FH001-002)。

摘　　要：目的:为挖掘乌奴龙胆苷D的药用潜力,对乌奴龙胆苷D进行结构修饰。方法:以天然乌奴龙胆苷D为原料,经乙酰化反应得到全乙酰化乌奴龙胆苷D(1),化合物1经N,N'-二环己基碳二亚胺活化、4-二甲氨基吡啶催化,与胺类化合物缩合,合成乌奴龙胆苷D酰胺衍生物。结果:高效合成了4个乌奴龙胆苷D酰胺衍生物,分别为2',3',4',6'-四乙酰化乌奴龙胆苷D甲酰胺(2)、2',3',4',6'-四乙酰化乌奴龙胆苷D乙酰胺(3)、2',3',4',6'-四乙酰化乌奴龙胆苷D二甲酰胺(4)、2',3',4',6'-四乙酰化乌奴龙胆苷D苄酰胺(5)。化合物1~5均为新衍生物,所有衍生物的结构经波谱学方法确证。结论:该合成方法操作简单,反应条件温和,总收率高,反应的重现性好。Objective:To explore the medicinal potential of Gentiournoside D,the structural modification of Gentiournoside D was carried out.Methods:Using natural Gentiournoside D as raw material,the fully acetylated Gentiournoside D(1)was obtained by acetylation.Compound 1 was activated by N,N'-dicyclohexylcarbodiimide,catalyzed by 4-dimethylaminopyridine,and condensed with amine compounds.Results:Four Gentiournoside D amide derivatives were efficiently synthesized,namely 2',3',4',6'-tetraacetylated Gentiournoside D formamide(2),2',3',4',6'-tetraacetylated Gentiournoside D acetamide(3),2',3',4',6'-tetraacetylated Gentiournoside D dimethylamide(4)and 2',3',4',6'-tetraacetylated Gentiournoside D benzylamide(5).Compounds 1-5 were new derivatives,and the structures of all derivatives were confirmed by spectroscopic methods.Conclusion:The synthesis method has simple operation,mild reaction conditions,high total yield and good reproducibility.

关 键 词：乌奴龙胆苷D 结构修饰 乙酰化产物 酰胺化产物 

分 类 号：TQ463[化学工程—制药化工]