目的 对薯蓣科植物薯蓣(Dioscotea opposita Thunb.)的干燥茎叶进行系统的分离与结构鉴定。方法 利用硅胶柱、葡聚糖凝胶Sephadex LH-20柱以及半制备液相等方法从薯蓣茎叶体积分数50%含水丙酮提取物中分离得到单体化合物,根据核磁共振波谱(NMR),质谱(MS)等波谱技术鉴定其结构,并通过人肝癌HepG2细胞模型初步探讨化合物的抗肿瘤活性。结果 分离鉴定26个化合物,分别为芹菜素(1)、牡荆苷(2)、柯伊利素(3)、异牡荆苷(4)、8-C-rhamnosylapigenin(5)、柯伊利素-7-O-β-D-葡萄糖苷(6)、3′-O-甲基表儿茶素-7-O-β-D-吡喃葡萄糖苷(7)、柯伊利素-7-O-槐糖苷(8)、drymariatin C(9)、开环异落叶松脂醇(10)、苄基-β-D-吡喃葡萄糖苷(11)、northalifoline(12)、芍药苷(13)、蔷薇酸(14)、breyniaionoside D(15)、4-hydroxy-3,5-dimethoxybenzaldehyde(16)、间苯三酚三甲醚(17)、3-methoxy-4-hydroxy-phenylethanol(18)、3,4′-dihydroxy-3′-methoxypropiophenone(19)、对羟基苯甲酸(20)、对羟基苯甲醛(21)、香草酸(22)、阿魏酸(23)、肉桂酸(24)、苯甲酸(25)和对香豆酸(26)。结论 其中21个化合物是首次从植物薯蓣中分离得到,分别为化合物2,4~10,12~17,19~20,22~26,17个化合物是首次从薯蓣属植物中分离得到,分别为化合物2,4~10,12~15,17,19,23~25,且化合物1,3,6~8,11~15,17~18,22~23,25~26在10 μmol·L-1剂量下显著性抑制HepG2增殖,具有潜在的抗癌活性。
Abstract
OBJECTIVE To investigate the chemical constituents from the dried stems and leaves of Dioscotea opposita Thunb. METHODS The compounds were isolated and purified by silica gel, Sephadex LH-20, and semi-preparative HPLC, and their structures were elucidated based on NMR and MS data. The anticancer activities of isolated compounds were evaluated using a decrease proliferation assay in HepG2 cells. RESULTS Twenty-six compounds were isolated from the 50% acetone extract of the dried stems and leaves of D. opposita Thunb., which were identified as apigenin (1), vitexin (2), chrysoeriol(3), isovitexin(4), 8-C-rhamnosylapigenin(5), chrysoeriol-7-O-β-D-glucoside (6), 3′-O-methylepicatechin-7-O-β-D-glucopyranoside(7), chrysoeriol-7-O-sophoroside(8), drymariatin C (9), secoisolariciresinol(10), benzyl-β-D-glucoside(11), northalifoline (12), paeoniflorin (13), euscaphic acid (14), breyniaionoside D(15), 4-hydroxy-3,5-dimethoxybenzaldehyde (16), 1, 3, 5-trimethoxybenzene (17), 3-methoxy-4-hydroxyphenylethanol(18), 3, 4′-dihydroxy-3′-methoxypropiophenone (19), 4-hydroxybenzoic acid (20), 4-hydroxybenzaldehyde (21), vanillic acid (22), ferulic acid (23), trans-cinnamic acid (24), benzoic acid (25), and coumaric acid (26). CONCLUSION Twenty-one compounds including compounds 2, 4-10, 12-17, 19-20, 22-26 are isolated from this plant for the first time, 17 compounds including compounds 2, 4-10, 12-15, 17, 19, 23-25 are isolated from the genus Dioscorea L. for the first time, and compounds 1, 4, 8, 12-14, 18, 20 could decrease proliferation of HepG2 cells at the dose of 10 μmol·L-1, indicating that the compounds have anticancer activity.
关键词
薯蓣科 /
薯蓣 /
芹菜素 /
蔷薇酸 /
抗癌
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Key words
Dioscoreaceae /
Dioscorea opposita Thunb. /
apigenin /
euscaphic acid /
antitumor activity
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脚注
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基金
中央引导地方科技发展专项资助([2016]149);河南省重大科技专项资助(171100310500)
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