大理大学学报 ›› 2023, Vol. 8 ›› Issue (8): 21-24.

• 药学 • 上一篇    下一篇

乌奴龙胆苷D酰胺衍生物的合成

单 方,郭海慧,秦子康,李春煦,王福生*   

  1. (大理大学药学院,云南大理 671000)

  • 收稿日期:2023-02-20 修回日期:2023-03-03 出版日期:2023-08-15 发布日期:2023-07-11
  • 通讯作者: 王福生,教授,博士,E-mail:wfsyn@163.com。
  • 作者简介:单方,硕士研究生,主要从事天然药物化学研究。
  • 基金资助:
    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)

Synthesis of Gentiournoside D Amide Derivatives

Shan Fang, Guo Haihui, Qin Zikang, Li Chunxu, Wang Fusheng*   

  1. (College of Pharmacy, Dali University, Dali, Yunnan 671000, China)

  • Received:2023-02-20 Revised:2023-03-03 Online:2023-08-15 Published:2023-07-11

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。

关键词: font-family:Times New Roman, ">乌奴龙胆苷font-family:Times New Roman, ">Dfont-family:Times New Roman, ">;结构修饰;乙酰化产物;酰胺化产物

Abstract: 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.

Key words: font-family:Times New Roman, ">Gentiournoside Dfont-family:Times New Roman, ">;font-family:Times New Roman, "> structural modificationfont-family:Times New Roman, ">;font-family:Times New Roman, "> acetylation productfont-family:Times New Roman, ">;font-family:Times New Roman, "> amidation product

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