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  

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

作　　者：李小军 金官佑[3] 张晓丹 吴贤哲[3] 金伦喆 刘向前 LI Xiao-jun;KIM Kwan-woo;ZHANG Xiao-dan;OH Hyuncheol;KIM Youn-chul;LIU Xiang-qian(National Engineering Research Center for Modernization of Traditional Chinese Medicine-Hakka Medical Resources Branch,School of Pharmacy,Gannan Medical University,Ganzhou 341000,China;School of Pharmacy,Hunan University of Chinese Medicine,Changsha 410208,China;School of Pharmacy,Wonkwang University,Iksan 54538,Korea;College of Life Sciences,Zhejiang Sci-Tech University,Hangzhou 310000,China)

机构地区：[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　　处：《天然产物研究与开发》2020年第3期427-434,共8页Natural Product Research and Development

基　　金：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)。

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。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.

关 键 词：糙叶五加 黄酮 单萜 木脂素 化学成分 抗炎活性 

分 类 号：R284.2[医药卫生—中药学]