天然产物研究与开发 ›› 2023, Vol. 35 ›› Issue (7): 1124-1134.doi: 10.16333/j.1001-6880.2023.7.003

• 研究论文 • 上一篇    下一篇

罗汉果果渣的化学成分及抗炎活性研究

吴涓江1,黄华学1,2,3,李文楚1,王   斌1,龚力民1,2,盛文兵1,翦雨青1*,王   炜1*   

  1. 1湖南中医药大学药学院 中医药民族医药国际联合实验室,长沙 410208;2澳门科技大学药学院,澳门 999078;3湖南华诚生物资源股份有限公司,长沙 410000

  • 出版日期:2023-07-31 发布日期:2023-07-31
  • 基金资助:
    湖南省教育厅科学研究项目(20C1397);湖南省教育厅“天然药物资源与功能”重点实验室(2022ZYYGN01)

Study on chemical constituents and anti-inflammatory activity of the pomace of Siraitia grosvenorii

WU Juan-jiang1,HUANG Hua-xue1,2,3,LI Wen-chu1,WANG Bin1,GONG Li-min1,2,SHENG Wen-bing1,JIAN Yu-qing1*,WANG Wei1*
  

  1. 1TCM and Ethnomedicine Innovation & Development International Laboratory,Department of Pharmacy,Hunan University of Chinese Medicine,Changsha 410208,China;2Department of Pharmacy,Macau University of Science and Technology,Macau 999078,China;3Hunan Huacheng Biotech,Inc.,Changsha 410000,China
  • Online:2023-07-31 Published:2023-07-31

摘要: 研究罗汉果(Siraitia grosvenorii)水提果渣的化学成分及其体外抗炎活性。采用多种色谱方法对罗汉果果渣化学成分进行系统的分离纯化,得到了26个化合物,并结合MS、NMR等波谱学手段对其进行结构鉴定,分别为齐墩果酸28-O-β-D-吡喃葡萄糖苷(1)、齐墩果酸3-O-β-D-吡喃葡萄糖醛酸苷-6′-乙酯(2)、(3α)-3,29-dihydroxy-7-oxomultiflor-8-ene-3,29-diyl dibenzoate(3)、3,29-二苯甲酰基栝楼仁二醇(4)、isomultiflorenol(5)、curcasinlignan B(6)、urolignoside(7)、diospyrosin(8)、楝叶吴萸素B(9)、4′-羟基苯基乙基香草酸酯(10)、橙黄胡椒酰胺乙酸酯(11)、山柰酚-7-O-α-L-鼠李糖苷(12)、山柰苷(13)、山柰酚-3-O-β-D-吡喃葡萄糖基-7-O-α-L-鼠李糖苷(14)、山柰酚-3-O-α-L-鼠李糖苷-7-O-β-D-木糖苷(1→2)-O-α-L-鼠李糖苷(15)、sagittatin A(16)、葫芦烷-5,24-二烯-3β-醇(17)、balsaminol E(18)、大豆脑苷I(19)、β-谷甾醇(20)、β-胡萝卜苷(21)、胆甾-5-烯-3β,7α-二醇(22)、2E-4-羟基-壬烯酸(23)、香兰素(24)、对羟基苯乙醇(25)、β-hydroxypropiovanillone(26)。化合物2、6~11为首次在葫芦科植物中分离得到,化合物13414~16181922~26为首次从罗汉果属植物中分离得到。初步研究了化合物1~26的体外抗炎活性,化合物457131921能抑制TNF-α生成,化合物1321能同时抑制IL-1β、IL-6的生成,化合物71922能抑制IL-1β的生成,化合物5能抑制IL-6的生成。

关键词: 罗汉果, 果渣, 化学成分, 抗炎活性, RAW 264.7

Abstract:

The chemical constituents from the pomace fraction with water extract of Siraitia grosvenorii,and the anti-inflammatory activity in vitro were studied.The chemical constituents from the pomace fraction of Siraitia grosvenorii were isolated with various chromatographic separation techniques,and their structures were determined by entirely analyzing MS and NMR spectrums,there are oleanolic acid 28-O-β-D-glucopyranoside (1),oleanolic acid 3-O-β-D-glucuronyl-6′-ethyl ester (2),(3α)-7-oxomultiflor-8-ene-3,29-diol 3,29-dibenzoate (3),3,29-O-dibenzoyloxykarounidiol (4),isomultiflorenol (5),curcasinlignan B (6),urolignoside (7),diospyrosin (8),evofolin B (9),4′-hydroxyphenyl ethyl vanillate (10),aurantiamide (11),kaempferol-7-O-α-L-rhamnoside (12),kaempferitrin (13),kaempferol-3-O-β-D-glucopyranosyl-7-O-α-L-rhamnopyranoside (14),kaempferol 3-O-α-L-rhamnoside-7-O-β-D-xylosyl(1→2)-O-α-L-rhamnoside (15),sagittatin A (16),cucurbita-5,24-diene-3β-ol (17),balsaminol E (18),soya-cerebroside Ⅰ (19),β-sitosterol (20),β-daucosterol (21),7α-hydroxycholesterol (22),2E-4-hydroxy-nonenoic acid (23),vanillain (24),p-hydroxy-benzeneethanol (25),β-hydroxypropiovanillone (26).Compounds 2 and 6-11 were first isolated from Cucurbitaceae and compounds 1,3,4,14-16,18,19 and 22-26 were first isolated from Siraitia.Compounds 1-26 were preliminarily examined for anti-inflammatory activity in vitro,compounds 4,5,7,13,19 and 21 suppressed the production of TNF-α,compounds 13 and 21 both inhibited the production of IL-1β and IL-6,compounds 7,19 and 22 inhibited the production of IL-1β,compound 5 inhibited the production of IL-6.

Key words: Siraitia grosvenorii, pomace, chemical constituents, anti-inflammatory activity, RAW 264.7

中图分类号:  R932