天然产物研究与开发 ›› 2020, Vol. 32 ›› Issue (3): 427-434.doi: 10.16333/j.1001-6880.2020.3.011

• 研究简报 • 上一篇    下一篇

糙叶五加果实乙酸乙酯萃取部位化学成分及抗炎活性研究

李小军1,2,3,金官佑3,张晓丹4,吴贤哲3,金伦喆3*,刘向前2*   

  1. 1赣南医学院药学院 国家中药现代化工程技术研究中心客家中医药资源研究分中心,赣州 341000;2湖南中医药大学药学院,长沙 410208;3圆光大学药学院,益山 54538;4浙江理工大学生命科学与医药学院,杭州 310000
  • 出版日期:2020-03-28 发布日期:2020-05-12
  • 基金资助:

    赣南医学院博士科研启动基金(QD201905);湖南省自然科学基金(2019JJ40223);湖南中医药大学生物工程重点学科资助(校行科字[2018]3号)

Study on chemical constituents and their anti-inflammatory activity from ethyl acetate extract of fruits of Acanthopanax henryi (Oliv.) Harms

LI Xiao-jun1,2,3,KIM Kwan-woo3,ZHANG Xiao-dan4,OH Hyuncheol3,KIM Youn-chul3*,LIU Xiang-qian2*   

  1. 1National Engineering Research Center for Modernization of Traditional Chinese Medicine-Hakka Medical Resources Branch,School of Pharmacy,Gannan Medical University,Ganzhou 341000,China;2School of Pharmacy,Hunan University of Chinese Medicine,Changsha 410208,China; 3School of Pharmacy, Wonkwang University, Iksan 54538,Korea;4College of Life Sciences,Zhejiang Sci-Tech University,Hangzhou 310000,China

  • Online:2020-03-28 Published:2020-05-12

摘要: 基于脂多糖(LPS)诱导的小胶质细胞BV2为生物活性导向模型首次研究糙叶五加Acanthopanax henryi (Oliv.) Harms果实的化学成分。采用正反相硅胶柱色谱、凝胶柱色谱、制备薄层、制备液相及重结晶等方法进行分离纯化,利用波谱分析结合理化性质鉴定化合物的结构。从糙叶五加果实甲醇提取物的乙酸乙酯萃取部位中分离得到18个化合物,分别鉴定为5-羟甲基-2-糠醛(1)、5-羟基麦芽酚(2)、原儿茶酸(3)、6-甲氧基-7-羟基香豆素(4)、山柰酚-3-O-β-D-葡萄糖苷(5)、山奈酚-3-芸香苷(6)、(-)-松脂醇4-O-β-D-吡喃葡萄糖苷(7)、(+)-simplexoside(8)、(-)-芝麻素(9)、松香(10)、苯甲基-β-D-吡喃葡萄糖苷-6′-O-乙酸酯(11)、3,4-二羟基-p-薄荷-1-烯(12)、(4R)-p-薄荷-1-烯-4,7-二醇(13)、(2E,6R)-2,6-二甲基-2,7-辛二烯-1,6-二醇(14)、(+)-(3S,4S,6R)-3,6-二羟基-1-薄荷烯(15)、齐墩果酸-3-O-β-D-葡萄糖醛酸苷(16)、styraxlignolide E(17)、styraxlignolide D(18)。化合物2、8、10~15、17、18为首次从五加科植物中分离得到;化合物1和7为首次从五加属植物中分离得到;除化合物4~6、9、16外,其他化合物均为首次从该植物中分离得到。抗炎活性筛选结果表明,被测试化合物均表现出了一定的NO抑制活性,其中,化合物1、4、7、9、12、13、18表现出了适度的抑制NO生成的活性。

关键词: 糙叶五加, 黄酮, 单萜, 木脂素, 化学成分, 抗炎活性

Abstract: To study the chemical constituents from the fruits of Acanthopanax henryi (Oliv.) Harms based on LPS-induced microglia BV2 as the bioactivity guided model.The compounds were isolated and purified by NP-and RP-silica gel and Sephadex LH-20 column chromatography,as well as Prep-TLC,Prep-HPLC,and recrystallization methods.Their structures were identified on the basis of their physicochemical properties and spectroscopic data.As a result,eighteen compounds were obtained from A. henryi and their chemical structures were identified as 5-hydroxymethyl-2-furaldehyde (1),5-hydroxymaltol (2),protocatechuic acid (3),6-methoxy-7-hydroxycoumarin (4),kaempferol-3-O-β-D-glucoside (5),kaempferol-3-rutinoside (6),(-)-pinoresinol 4-O-β-D-glucopyranoside (7),(+)-simplexoside (8),(-)-sesamin (9),rosin (10),phenylmethyl-β-D-glucopyranoside-6′-O-acetate (11),3,4-dihydroxy-p-menth-1-ene (12),(4R)-p-menth-1-en-4,7-diol (13),(2E,6R)-2,6-dimethyl-2,7-octadiene-1,6-diol (14),(+)-(3S,4S,6R)-3,6-dihydroxy-1-menthene (15),oleanolic acid-3-O-β-D-glucuronopyranoside (16), styraxlignolide E (17),and styraxlignolide D (18),respectively.To the best of our knowledge,compounds 2,8,10-15,17,and 18 were isolated from Araliaceae for the first time.Compounds 1 and 7 were isolated from Acanthopanax Miq. for the first time.Except compounds 4-6,9,and 16,all of the other compounds were obtained from this species for the first time.In addition,the results of screening of anti-inflammatory activity demonstrated that the tested compounds showed a certain NO inhibitory effects,among them,compounds 1,4,7,9,12,13,and 18 showed a moderate NO inhibitory effects.

Key words: Acanthopanax henryi (Oliv.) Harms, flavonoids, monoterpenoids, lignans, chemical constituents, anti-inflammatory activity

中图分类号: 

R284.2