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D1),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 D1 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 formamide2), 2'3'4'6'-tetraacetylated Gentiournoside D acetamide3), 2'3'4'6'-tetraacetylated Gentiournoside D dimethylamide4 and 2'3'4'6'-tetraacetylated Gentiournoside D benzylamide5.  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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