裸花紫珠的化学成分研究  

Chemical constituents from Callicarpae Nudiflorae Folium

作　　者：陈倩倩 邹献亮 侴桂新[1,2] CHEN Qian-qian;ZOU Xian-liang;CHOU Gui-xin(Institute of Chinese Materia Medica,Shanghai University of Traditional Chinese Medicine,Shanghai 201203,China;Shanghai R&D Centre for Standardization of Chinese Medicines,Shanghai 201203,China;Pingxiang Health Vocational College,Pingxiang 337000,China)

机构地区：[1]上海中医药大学中药研究所,上海201203 [2]上海中药标准化研究中心,上海201203 [3]萍乡卫生职业学院,江西萍乡337000

出　　处：《中草药》2023年第1期15-28,共14页Chinese Traditional and Herbal Drugs

基　　金：重大新药创制专项基金资助项目(2019ZX09735002-004)。

摘　　要：目的 研究裸花紫珠Callicarpa nudiflora叶的化学成分。方法 采用多种现代分离色谱技术进行分离纯化,通过波谱数据和理化性质进行结构鉴定,以及ECD确定新化合物的绝对构型;采用CCK-8法对新化合物的细胞毒活性进行筛选。结果 从裸花紫珠叶70%乙醇提取物中分离鉴定出34个化合物,其中化合物1~5为裸花紫珠烷A1(1)、(4S,6S)-4,6-二羟基-α-松油醇(2)、(1R)-2,2-二甲基-3-羟甲基-3-环己烯-1-甲酸(3)、(1R,4R)-2,2-二甲基-3-亚甲基-4-羟基环己烷-1-甲酸(4)、(1R)-2,2-二甲基-4-羟甲基-3-环己烯-1-甲酸(5);化合物6~34为2,6-二甲氧基-对-苯醌(6)、对薄荷-8-烯-1,2-二醇(7)、天目地黄素B(8)、北玄参素G(9)、黄牡丹醇B(10)、香桂酮(11)、8-羟基-2,6-二甲基-(2E,6E)-辛二烯酸(12)、8-羟基-2,6-二甲基-(2E)-辛烯酸(13)、裸花紫珠烷A(14)、丁子香烷-2β,9α-二醇(15)、丁香烷-1,9β-二醇(16)、(8R,9R)-异丁香烷-8,9-二醇(17)、(S)-(+)-去氢催吐萝芙叶醇(18)、(3S,5R,6S,7E)-5,6-环氧-3-羟基-7-大柱香波龙烯-9-酮(19)、脱落酸(20)、紫珠醌B(21)、12-羟基茉莉酸(22)、(-)-12-羟基茉莉酸甲酯(23)、齐墩果酸(24)、熊果酸(25)、蔷薇酸(26)、5,4’-二羟基-3,7,3’-三甲氧基黄酮(27)、毡毛美洲茶素(28)、5,7,4′-三羟基-3′-甲氧基黄酮(29)、柳叶柴胡酚(30)、九里香亭(31)、芥子醛(32)、香草醛(33)和丁香酸(34)。结论 化合物1~5为新化合物,分别命名为裸花紫珠烷A1~E1,化合物6~13、17~18和31均为首次从马鞭草科中分离鉴定,化合物30、32~33均为首次在紫珠属植物中发现,化合物15、21和28均为首次从裸花紫珠中分离得到。体外细胞毒活性筛选结果表明,化合物4对人肝癌Hep G2细胞具有细胞毒活性,其半数抑制浓度(half inhibition concentration,IC50)值为24.0μmol/L。Objective To study the chemical constituents from Callicarpae Nudiflorae Folium. Methods A variety of modern separation chromatography techniques were used for separation and purification, structural identification through spectroscopic data and physicochemical properties, and ECD was used to determine the absolute configuration of new compounds. The cytotoxic activity of new compounds was screened by CCK-8 method. Results A total of 34 compounds were isolated and identified from Callicarpae Nudiflorae Folium, of which compounds 1—5 were named as callnudoid A1(1),(4S,6S)-4,6-dihydroxy-α-terpineol(2),(1R)-2,2-dimethyl-3-methylol-3-cyclohexene-1-carboxylic acid(3),(1R,4R)-2,2-dimethyl-3-methylene-4-hydroxy-cyclohexane-1-carboxylic acid(4),(1R)-2,2-dimethyl-4-methylol-3-cyclohexene-1-carboxylic acid(5);Compounds 6—34 were identified as 2,6-dimethoxy-p-benzoquinone(6), p-menth-8-ene-1,2-diol(7), rehmachinin B(8), buergerinin G(9), paeoveitol B(10), subamone(11),8-hydroxy-2,6-dimethyl-(2E,6E)-octadienoic acid(12), 8-hydroxy-2,6-dimethyl-(2E)-octenoic acid(13), callnudoid A(14),clovane-2β,9α-diol(15), caryolane-1,9β-diol(16),(8R,9R)-isocaryolane-8,9-diol(17),(S)-( +)-dehydrovomifoliol(18),(3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one(19), abscisic acid(20), callicarpaquinone B(21), 12-hydroxyjasmonic acid(22),(-)-methyl 12-hydroxyjasmonate(23), oleanolic acid(24), ursolic acid(25), euscaphic acid(26), 5,4’-dihydroxy-3,7,3’-trimethoxyflavone(27), velutin(28), 5,7,4’-trihydroxy-3’-methoxyflavone(29), salicifoliol(30), murrangatin(31),sinapaldehyde(32), 4-hydroxyl-3-methoxybenzaldehyde(33) and syringic acid(34). Conclusion Compounds 1—5 were new compounds, named as callnudoid A1(1),(4S,6S)-4,6-dihydroxy-α-terpineol(2),(1R)-2,2-dimethyl-3-methylol-3-cyclohexene-1-carboxylic acid(3),(1R,4R)-2,2-dimethyl-3-methylene-4-hydroxy-cyclohexane-1-carboxylic acid(4),(1R)-2,2-dimethyl-4-methylol-3-cyclohexene-1-carboxylic acid(5). Compounds 6, 7—13, 17—18 and 31 were all isolated and identified from Ver

关 键 词：马鞭草科 裸花紫珠 裸花紫珠烷A1 (1R 4R)-2 2-二甲基-3-亚甲基-4-羟基环己烷-1-甲酸 丁子香烷-2β 9α-二醇 紫珠醌B 毡毛美洲茶素 柳叶柴胡酚 

分 类 号：R284.1[医药卫生—中药学]