[鬼灯檠根的化学成分]
[Chemical constituents of roots of Rodgersia aesculifolia].
作者信息
Chu Ling-Ling, Zhou Xu-Dong, Wu Jia, Fu Gang, Xiao Shi-Yu, Liu Ping-An, Li Bin, Wang Wei
机构信息
Traditional Chinese Medicine and Ethnomedicine Innovation & Development International Laboratory, School of Pharmacy, Hunan University of Chinese Medicine Changsha 410208, China Hunan Province Laboratory of Natural Medicinal Resources and Functions Changsha 410208, China.
Hunan Academy of Chinese Medicine Changsha 410006, China.
出版信息
Zhongguo Zhong Yao Za Zhi. 2023 May;48(10):2767-2780. doi: 10.19540/j.cnki.cjcmm.20230103.201.
The chemical compositions of Rodgersia aesculifolia were isolated and purified using a combination of silica gel, reverse phase silica gel, Sephadex LH-20 column chromatography, and semi-preparative HPLC. The structures were determined according to the physicochemical properties and spectroscopic data. The MTT method and the ABTS kit were used to measure the cytotoxicity and antioxidant capacity of all isolates, respectively. Thirty-four compounds were isolated from R. aesculifolia and elucidated as stigmastane-6β-methoxy-3β,5α-diol(1), stigmastane-3β,5α,6β triol(2), β-sitosterol(3), β-daucosterol(4), stigmast-4-en-3-one(5), bergenin(6), 11-β-D-glucopyranosyl-bergenin(7), 11-O-galloybergenin(8), 1,4,6-tri-O-galloyl-β-D-glucose(9), gallic acid(10), 3,4-dihydroxybenzoic acid methyl ester(11), ethyl gallate(12), ethyl 3,4-dihydroxybenzoate(13), caffeic acid ethyl ester(14), p-hydroxybenzeneacetic acid(15), 4-hydroxybenzoic acid(16), 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-propan-1-one(17), 3,7-dimethyl-2-octene-1,7-diol(18), crocusatin-B(19), neroplomacrol(20), geniposide(21), 3-hydroxyurs-12-en-27-oic acid(22), 3β-trans-p-coumaroyloxy-olean-12-en-27-oic acid(23), aceriphyllic acid G(24), isolariciresinol(25), trans-rodgersinine B(26), cis-rodgersinine A(27), neo-olivil(28),(7S,8R)-dihydro-3'-hydroxy-8-hydroxy-methyl-7-(4-hydroxy-3-methoxy phenyl)-1'-benzofuranpropanol(29), 5,3',4'-trihydroxy-7-methoxyflavanone(30), quercetin 3-rutinoside(31), catechin-[8,7-e]-4β-(3,4-dihydroxy-phenyl)-dihydro-2(3H)-pyranone(32), ethyl α-L-arabino-furanoside(33), and l-linoleoylglycerol(34). One new compound was discovered(compound 1), 25 compounds were first isolated from R. aesculifolia, and 22 compounds were first isolated from the Rodgersia plant. The results indicated that compounds 22-24 possessed cytotoxicity for HepG2, MCF-7, HCT-116, BGC-823, and RAFLS cell lines(IC_(50) ranged from 5.89 μmol·L(-1) to 20.5 μmol·L(-1)). Compounds 8-14 and 30-32 showed good antioxidant capacity, and compound 9 showed the strongest antioxidant activity with IC_(50) of(2.00±0.12) μmol·L~(-1).
通过硅胶、反相硅胶、葡聚糖凝胶LH - 20柱色谱和半制备高效液相色谱相结合的方法，对鬼灯檠的化学成分进行了分离和纯化。根据其理化性质和光谱数据确定了结构。分别采用MTT法和ABTS试剂盒测定了所有分离物的细胞毒性和抗氧化能力。从鬼灯檠中分离得到34种化合物，分别鉴定为豆甾烷-6β-甲氧基-3β,5α-二醇(1)、豆甾烷-3β,5α,6β-三醇(2)、β-谷甾醇(3)、β-胡萝卜苷(4)、豆甾-4-烯-3-酮(5)、岩白菜素(6)、11-β-D-吡喃葡萄糖基-岩白菜素(7)、11-O-没食子酰基岩白菜素(8)、1,4,6-三-O-没食子酰基-β-D-葡萄糖(9)、没食子酸(10)、3,4-二羟基苯甲酸甲酯(11)、没食子酸乙酯(12)、3,4-二羟基苯甲酸乙酯(13)、咖啡酸乙酯(14)、对羟基苯乙酸(15)、4-羟基苯甲酸(16)、2,3-二羟基-1-(4-羟基-3-甲氧基苯基)-丙烷-1-酮(17)、3,7-二甲基-2-辛烯-1,7-二醇(18)、藏红花素-B(19)、降香萜醇(20)、栀子苷(21)、3-羟基乌苏-12-烯-27-酸(22)、3β-反式-对香豆酰氧基-齐墩果-12-烯-27-酸(23)、枫叶酸G(24)、异落叶松脂醇(25)、反式鬼灯檠宁B(Compound(26))、顺式鬼灯檠宁A(27)、新橄榄脂素(28)、(7S,8R)-二氢-3'-羟基-8-羟基甲基-7-(4-羟基-3-甲氧基苯基)-1'-苯并呋喃丙醇(29)、5,3',4'-三羟基-7-甲氧基黄酮(30)、槲皮素3-芸香糖苷(31)、儿茶素-[8,7-e]-4β-(3,4-二羟基苯基)-二氢-2(3H)-吡喃酮(32)、α-L-阿拉伯呋喃糖苷乙酯(33)和1-亚油酸甘油酯(34)。发现了1个新化合物(化合物1)，25个化合物首次从鬼灯檠中分离得到，22个化合物首次从鬼灯檠属植物中分离得到。结果表明，化合物22 - 24对HepG2、MCF - 7、HCT - 116、BGC - 823和RAFLS细胞系具有细胞毒性(IC₅₀范围为5.89 μmol·L⁻¹至20.5 μmol·L⁻¹)。化合物8 - 14和30 - 32表现出良好的抗氧化能力，化合物9表现出最强的抗氧化活性，IC₅₀为(2.00±0.12) μmol·L⁻¹。
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