天然产物研究与开发 ›› 2024, Vol. 36 ›› Issue (7): 1149-1157.doi: 10.16333/j.1001-6880.2024.7.006

• 研究简报 • 上一篇    下一篇

九华黄精的化学成分及其抗炎活性研究

张  宇1,2,3,夏宬涵1,2,3,吴江平1,2,3*,王国栋1,2,3,韩  军2,3,4   

  1. 1皖南医学院药学院;2皖南医学院新安医学与中医药现代化研究所;3安徽省皖南地区植物药活性物质筛选与再评价工程实验室;4安徽中医药高等专科学校,芜湖 241002
  • 出版日期:2024-07-28 发布日期:2024-07-26
  • 基金资助:
    安徽省大学生创新创业训练计划(S202310368090);合肥综合性国家科学中心大健康研究院揭榜挂帅项目(2023CXMMTCM011)

Chemical constituents from Polygonatum cyrtonema Hua in Jiuhua Mountain and their anti-inflammatory activity

ZHANG Yu1,2,3,XIA Cheng-han1,2,3,WU Jiang-ping1,2,3*,WANG Guo-dong1,2,3,HAN Jun2,3,4   

  1. 1School of Pharmacy,Wannan Medical College;2Center for Xin′an Medicine and Modernization of Traditional Chinese Medicine of IHM,Wannan Medical College;3 Anhui Provincial Engineering Laboratory for Screening and Re-evaluation of Active Compounds of Herbal Medicines in Southern Anhui,Wannan Medical College;4 Anhui College of Traditional Chinese Medicine,Wuhu 241002,China 
  • Online:2024-07-28 Published:2024-07-26

摘要:

研究“十大皖药”品种——九华黄精(Polygonatum cyrtonema Hua in Jiuhua Mountain)块状根茎的化学成分及其抗炎活性。综合采用硅胶柱色谱、MCI柱色谱、Sephadex LH-20凝胶柱色谱及半制备高效液相色谱等方法从九华黄精生药材的85%乙醇提取物中共分离得到16个化合物,并通过1H NMR、13C NMR、HR-ESI-MS技术鉴定了化合物结构,分别为polygodoside H(1)、polygonatumoside G(2)、25(S)-funkioside B(3)、typaspidoside A(4)、芦丁(5)、木犀草素-7-O-芸香糖苷(6)、山柰酚-7-O-β-D-吡喃葡萄糖苷(7)、槲皮素-3-O-β-D-吡喃葡萄糖苷(8)、芹菜素-7-O-β-D-葡萄糖苷(9)、落叶松脂醇-4-O-β-D-葡萄糖苷(10)、5-O-咖啡酰奎宁酸甲酯(11)、4-O-咖啡酰奎宁酸甲酯(12)、3,5-O-二咖啡酰奎宁酸甲酯(13)、3,4-O-二咖啡酰基奎宁酸甲酯(14)、4,5-O-二咖啡酰基奎宁酸甲酯(15)、对羟基肉桂酸甲酯(16),所有化合物均是首次从九华黄精中分离得到。活性筛选结果显示化合物1~35~8均能够有效抑制LPS诱导的RAW 264.7细胞释放NO,且无细胞毒作用,IC50值范围为8.28~41.85 μmol/L,表现出一定程度的抗炎活性。

关键词: 九华黄精, 化学成分, 结构鉴定, 抗炎活性

Abstract:

This study aims to investigate the chemical constituents from the massive rhizomes of Polygonatum cyrtonema Hua in Jiuhua Mountain,together with their inflammatory activities.Sixteen compounds were isolated and purified from the 85% ethanol extract of the title plant by using systematic separation methods,including silica gel column chromatography,MCI column chromatography,Sephadex LH-20 gel column chromatography and semi-preparative liquid chromatography.Their structures were identified as polygodoside H (1),polygonatumoside G (2),25(S)-funkioside B (3),typaspidoside A (4),rutin (5),luteolin-7-O-rutinoside (6),kaempferol-7-O-β-D-glucoside (7),quercetin-3-O-β-D-glucopyranoside (8),apigenin-7-O-β-D-glucoside (9),lariciresinol glycoside (10),5-O-caffeoylquinic acid methyl ester (11),4-O-caffeoylquinic acid methyl ester (12),3,5-O-dicaffeoylquinic acid methyl ester (13),3,4-O-dicaffeoylquinic acid methyl ester (14),4,5-O-dicaffeoylquinic acid methyl ester (15),trans-p-coumaric acid methyl ester (16) by 1H NMR,13C NMR and HR-ESI-MS.All the compounds are isolated from this plant for the first time. Biologically,all compounds were subjected to evaluate their anti-inflammatory activities via inhibiting NO production in LPS-stimulated RAW 264.7 cells in vitro.The results indicated that compounds 1-3,5-8 showed a moderate inhibitory effect against NO production with IC50 values of 8.28-41.85 μmol/L and without cytotoxicity against the cells,showing a certain degree of anti-inflammatory activity.

Key words: Polygonatum cyrtonema Hua in Jiuhua Mountain, chemical constituents, structure identification, anti-inflammatory activity

中图分类号:  R284.2