天然产物研究与开发 ›› 2023, Vol. 35 ›› Issue (12): 2082-2087.doi: 10.16333/j.1001-6880.2023.12.007

• 研究简报 • 上一篇    下一篇

假蒟根中一个新的酰胺类生物碱

邵金华1,2,徐   拓1,吕敬崑3,陈小明1,2,3*   

  1. 1湖南科技学院化学与生物工程学院;2湖南省银杏工程技术研究中心;3湖南恒伟药业股份有限公司,永州 425100
  • 出版日期:2023-12-28 发布日期:2023-12-27
  • 基金资助:
    湖南省自然科学基金(2020JJ9026)

A new amide alkaloid from the root of Piper sarmentosum

SHAO Jin-hua1,2,XU Tuo1,LYU Jing-kun3,CHEN Xiao-ming1,2,3*   

  1. 1School of Chemistry and Bioengineering,Hunan University of Science and Engineering;2Hunan Provincial Engineering Research Center for Ginkgo Folium,Hunan University of Science and Engineering;3Hunan Hengwei Pharmaceutical Co.,Ltd.,Yongzhou 425100,China
  • Online:2023-12-28 Published:2023-12-27
  • Supported by:

摘要:

研究假蒟(Piper sarmentosum)根的化学成分及其抗炎活性,采用硅胶、Sephadex LH-20等柱色谱和半制备HPLC等色谱分离技术,从假蒟根的95%乙醇提取物中分离得到10个生物碱类成分,结合其理化性质和波谱数据,分别鉴定为chaplupyrrolidone D(1)、magnolamide(2)、N-反式桂皮酰对羟基苯乙胺(3)、N-反式对香豆酰酪胺(4)、吲哚-3-甲醛(5)、吲哚-3-甲酸(6)、N-苯甲酰基-2-苯基乙胺(7)、N-苯甲酰酪胺(8)、N-benzoyltyramine methyl ether(9)、荷蒂芸香酰胺(10)。其中,化合物1为新的酰胺类生物碱,除化合物5外其他化合物均为首次从假蒟中分离得到。抗炎活性测试结果表明,化合物12410对LPS诱导RAW 264.7巨噬细胞产生NO具有不同程度的抑制作用,IC50值分别为34.65 ± 1.78、25.41 ± 0.94、15.27 ± 0.82和39.57 ± 2.10 μmol/L。

关键词: 假蒟, 化学成分, 生物碱, 抗炎活性

Abstract:

The chemical composition of Piper sarmentosum roots and their anti-inflammatory activity were investigated. A new amide alkaloid,namely chaplupyrrolidone D (1),together with nine known compounds,namely magnolamide (2),N-trans-cinnamoyltyramine (3),trans-N-p-coumaroyltyramine (4),indole-3-carbaldehyde (5),indole-3-carboxylic acid (6),N-benzoyl-2-phenylethylamine (7),N-benzoyltyramine (8),N-benzoyltyramine methyl ether (9),hortiamide (10),was isolated and purified from the 95% ethanol extract of P. sarmentosum roots by comprehensive chromatography methods of silica gel column,Sephadex LH-20 gel column and semi-preparative HPLC.All compounds except compound 5 are obtained from P. sarmentosum for the first time. Biologically,compounds 1,2,4 and 10 exhibited inhibitory effects on LPS-induced NO production in RAW 264.7 cells with IC50 values of 34.65 ± 1.78,25.41 ± 0.94,15.27 ± 0.82 and 39.57 ± 2.10 μmol/L,respectively.

Key words: Piper sarmentosum, chemical composition, alkaloids, anti-inflammatory activity

中图分类号:  R284.1