天然产物研究与开发 ›› 2022, Vol. 34 ›› Issue (5): 818-823.doi: 10.16333/j.1001-6880.2022.5.010

• 研究简报 • 上一篇    下一篇

怀姜的化学成分及其抗炎活性研究

廖怀玉,韩佳颖,韩红园,刘文波,常   霞,杨   静,张海艳*,赵天增*   

  1. 河南省科学院 天然产物重点实验室,郑州 450002
  • 出版日期:2022-05-28 发布日期:2022-05-23
  • 基金资助:
    国家“重大新药创制”科技重大专项(2018ZX09711001-008-004);河南省省级财政预算科研项目(18GJ13001,210613021)

Study on chemical constituents and anti-inflammatory activity of Zingiber officinale Roscoe

LIAO Huai-yu,HAN Jia-ying,HAN Hong-yuan,LIU Wen-bo, CHANG Xia,YANG Jing,ZHANG Hai-yan*,ZHAO Tian-zeng*   

  1. Key Laboratory of Natural Products,Henan Academy of Science,Zhengzhou 450002,China
  • Online:2022-05-28 Published:2022-05-23

摘要:

首次对国家地理标志产品怀姜的化学成分进行系统分离,为怀姜的物质基础研究和开发利用提供依据。综合应用硅胶柱色谱,ODS柱色谱和半制备型高效液相色谱,对怀姜的70%乙醇提取物中乙酸乙酯部位的化学成分进行分离纯化,根据核磁共振波谱数据及相关文献数据对化合物进行结构鉴定,从怀姜中分离鉴定出12个化合物,分别为(-)-muurola-4,11-diene(1)、邻苯二甲酸二丁酯(2)、(2Z)-neral acetal-[6]-gingerdiol(3)、6-姜酚(4)、6-姜烯酚(5)、8-姜烯酚(6)、10-姜烯酚(7)、10-姜酚(8)、6-paradol(9)、dihydroferulic acid ethyl ester(10)、(3R,5S)-3,5-diacetoxy-1-(4-hydroxy-3- methoxy- phenyl) decane(11)、p-hydroxybenzaldehyde(12)。化合物121012为首次从姜属植物中分离得到,化合物1~46~12均为首次从怀姜中分离得到。对从怀姜中分离出的化合物1367911进行抗炎活性筛选,化合物36911对LPS诱导的RAW 264.7小鼠单核巨噬细胞中NO的产生有明显的抑制作用。

关键词: 怀姜, 乙酸乙酯部位, 化学成分, 抗炎活性

Abstract:

For the first time,the chemical components of national geographical indication product Zingiber officinale Roscoe from Boai County,were systematically separated,so as to provide a basis for its material basis research,development and utilization.Its ethyl acetate fraction in 70% ethanol extract was repeatedly chromatographied on Silica gel column,ODS column and semi preparative HPLC to give compounds 1-12.By using of NMR analysis as well as the literatures,the 12 compounds were identified as (-)-muurola-4,11-diene (1),dibutyl phthalate (2),(2Z)-neral acetal-[6]-gingerdiol (3),6-gingerol (4),6-shogoal (5),8-shogoal (6),10-shogoal (7),10-gingerol (8),6-paradol (9),dihydroferulic acid ethyl ester (10),(3R,5S)-3,5-diacetoxy-1-(4-hydroxy-3-methoxy-phenyl)decane (11),p-hydroxybenzaldehyde (12).Among which,compounds 1,2,10 and 12 were firstly isolated from the plant of Zingiber genus,and compounds 1-4 and 6-12 were firstly isolated from Zingiber officinale Roscoe.The anti-inflammatory activities of compounds 1,3,6,7,9 and 11 were screened.The result showed that compounds 3,6,9 and 11 had obvious inhibitory effect on the NO production in LPS induced RAW 264.7 mouse monocyte macrophages.

Key words: Zingiber officinale Roscoe, ethyl acetate extract, chemical constituents, anti-inflammatory activity

中图分类号:  R284.1