天然产物研究与开发 ›› 2021, Vol. 33 ›› Issue (5): 779-783.doi: 10.16333/j.1001-6880.2021.5.009

• 研究简报 • 上一篇    下一篇

肉豆蔻中二芳基丙烷类抗炎活性成分

李大山,曾天艳,马莎,王文静*,邵立东*   

  1. 云南中医药大学中药学院云南省南药资源可持续利用重点实验室,昆明 650500
  • 出版日期:2021-05-28 发布日期:2021-06-01
  • 基金资助:
    云南中医药大学高层次引进人才启动经费(2019YZG 03);云南中医药大学中药学院学科建设经费(2020TD15)

Anti-inflammatory diarylpropanes from Myristica fragrans

LI Da-shan,ZENG Tian-yan,MA Sha,WANG Wen-jing*,SHAO Li-dong*   

  1. School of Chinese Materia Medica and Yunnan Key Laboratory of Southern Medicinal Resources,Yunnan Uiniversity of Chinese Medicine,Kunming 650500,China

  • Online:2021-05-28 Published:2021-06-01

摘要:

本文报道了肉豆蔻果实乙酸乙酯部位的二芳基丙烷类化学成分及其抗炎活性。运用硅胶、反相RP-18材料和Sephadex LH-20凝胶等色谱技术共分离了5个二芳基丙烷类化合物。通过一维和二维核磁、高分辨质谱等波谱技术和文献数据对比将其结构分别鉴定为1-(3′,4′-dihydroxyphenyl)-3-(4″-methoxyphenyl)-propane(1)、1-(4′-hydroxy-3′-methoxyphenyl)-3-(2″-hydroxy-4″-methoxyphenyl)-propane(2)、horsfielenidine A(3)、1-(2′-hydroxy-4′-methoxyphenyl)-3-(3″,4″-methylenedioxyphenyl)-propan-2-ol(4)和virolanol B(5),其中化合物1为新化合物。体外NO生成抑制活性测试发现,化合物1(IC50 = 4.00 μmol/L)在脂多糖诱导的RAW264.7细胞中表现出较强的NO生成抑制作用,且明显强于阳性对照L-NMMA(IC50 = 10.18 μmol/L)。

关键词: 肉豆蔻, 二芳基丙烷, 抗炎, NO生成抑制活性

Abstract:

This work described the diarylpropane constituents from the ethyl acetate extracts of the fruits of Myristica fragrans and their anti-inflammatory activities.Five diarylpropanes were isolated through the combination of silica gel,RP-18,and Sephadex LH-20 gel column chromatography.Their structures were elucidated as 1-(3′,4′-dihydroxyphenyl)-3-(4″-methoxyphenyl)-propane (1),1-(4′-hydroxy-3′-methoxyphenyl)-3-(2″-hydroxy-4″-methoxyphenyl)-propane (2),horsfielenidine A (3),1-(2′-hydroxy-4′-methoxyphenyl)-3-(3″,4″-methylenedioxyphenyl)-propan-2-ol (4),and virolanol B (5) based on the comprehensive analysis of NMR (including 1H,13C NMR (DEPT),HSQC,HMBC and 1H-1H COSY),HR-MS spectroscopic data,and the literature data.Compound 1 is a new diarypropane,which has not been reported.The in vitro nitric oxide (NO) production inhibitory tests of these compounds showed that compound 1 (IC50 = 4.00 μmol/L) was more active than positive control NG-monomethyl-L-arginine,monoacetate salt (L-NMMA,IC50 = 10.18 μmol/L) in LPS-induced RAW264.7 cells.This result showed potential for further investigation on anti-inflammatory diarylpropanes from M. fragrans.

Key words: Myristica fragrans, diarylpropanes, anti-inflammation, inhibition of nitric oxide production

中图分类号:  R284.1