华中五味子根部木脂素类化学成分及其抗氧化活性研究

doi:10.7501/j.issn.0253-2670.2022.21.003

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首页 > 过刊浏览>2022年第53卷第21期 >2022,53(21):6666-6673. DOI:10.7501/j.issn.0253-2670.2022.21.003

华中五味子根部木脂素类化学成分及其抗氧化活性研究

姜侃
姜侃
甘肃农业大学农学院, 甘肃兰州 730070;甘肃农业大学省部共建干旱生境作物学国家重点实验室, 甘肃兰州 730070
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郭晔红
郭晔红
甘肃农业大学农学院, 甘肃兰州 730070;甘肃农业大学省部共建干旱生境作物学国家重点实验室, 甘肃兰州 730070
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Lignans chemical constituents of roots of Schisandra sphenanthera and their anti-oxidative effects

JIANG Kan
JIANG Kan
College of Agronomy, Gansu Agricultural University, Lanzhou 730070, China;State Key Laboratory of Aridland Crop Science, Gansu Agricultural University, Lanzhou 730070, China
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GUO Ye-hong
GUO Ye-hong
College of Agronomy, Gansu Agricultural University, Lanzhou 730070, China;State Key Laboratory of Aridland Crop Science, Gansu Agricultural University, Lanzhou 730070, China
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发布日期：2022-11-01

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[关键词]

华中五味子 ; 二芳基丁烷类木脂素 ; 联苯环辛烯类木脂素 ; 7,8-seco-木脂素 ; 抗氧化活性 ; 奥斯楚拜脂素-5 ; (-)-8-羟基-α-铁杉脂素

[摘要]

目的对药食同源植物华中五味子Schisandra sphenanthera根部的化学成分进行研究。方法利用薄层色谱、柱色谱、半制备高效液相色谱等现代色谱方法分离纯化，根据理化性质及波谱数据对化合物进行结构鉴定；利用ABTS⁺自由基清除的活性筛选技术对化合物进行抗氧化活性评价。结果从华中五味子根部70%丙酮水提取物中分离鉴定了23个木脂素类化合物，分别鉴定为（-）-zuonin A （1 ）、erythro-1-（4-hydroxy-3-methoxyphenyl）-4-（3，4-methylenedioxyphenyl）-2，3-dimethylbutane （2 ）、奥斯楚拜脂素-5（3 ）、9，9'-二羟基-澳白木脂素-5（4 ）、（-）-8-羟基-α-铁杉脂素（5 ）、（-）-戈米辛M1（6 ）、五味子乙素（7 ）、五味子丙素（8 ）、戈米辛J （9 ）、（+）-戈米辛k₃（10 ）、五味子甲素（11 ）、五味子醇甲（12 ）、rubrisandrin B （13 ）、marlignan A （14 ）、rubrisandrin A （15 ）、滨南五味子乙素（16 ）、异戈米辛O （17 ）、marphenol A （18 ）、（7'R，8'S）-3，4-dimethoxy-3'，4'-methylenedioxy-7，8-seco-7，7'-epoxylignan-7，8-dione （19 ）、（7'R，8'S）-3，4-methylenedioxy-3'，4'-dimethoxy-7，8-seco-7，7'-epoxylignan-7，8-dione （20 ）、machilolin-A （21 ）、marphenol B （22 ）、3'，4'-dimethoxy-benzoicacid-（3''，4''-dimethoxyphenyl）-3-oxobutyl ester （23 ）。结论化合物6 、7 、18 ~20 、22 为首次从该植物中分离得到，化合物1 ~5 、16 、17 为首次从五味子属植物中分离得到。化合物2 ~4 、13 显示了一定的抗氧化能力，半数抑制浓度（median inhibition concentration，IC₅₀）值分别为23.0、16.5、10.8、16.0 μmol/L，其中化合物4 的抗氧化活性较好，接近阳性对照维生素C。

[Key word]

Schisandra sphenanthera Rehd. et Wils. ; dibenzylbutanes lignans ; dibenzoeyelooetadiene lignans ; 7,8-seco-lignans ; antioxidant activity ; austrobailignan-5 ; (− ; )-8-hydroxy-α-conidendrin

[Abstract]

Objective To study the chemical constituents of the roots of Schisandra sphenanthera. Methods The isolation and purification were carried out by macroporous resin, Sephadex LH-20, silica gel column chromatography, semi-preparative HPLC. Their structures were elucidated on the basis of physicochemical properties and spectroscopic data. The anti-oxidant activity of the compounds was evaluated by ABTS⁺ radical scavenging method. Results Twenty-three compounds were isolated and elucidated from the roots of S. sphenanthera, their structures were identified as (−)-zuonin A (1), erythro-1-(4-hydroxy-3-methoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-dimethylbutane (2), austrobailignan-5 (3), 9,9'-dihydroxy-austrobailignan-5(4), (−)-8-hydroxy-α-conidendrin (5), (−)-gomisin M1 (6), schisandrin B (7), schisandrin C (8), gomisin J (9), (+)-gomisin k₃ (10), deoxyschizandrin (11), γ-schizandrin (12), rubrisandrin B (13), marlignans A (14), rubrisandrin A (15), yunnankadsurin B (16), isogomisin O (17), marphenol A (18), (7'R,8'S)-3,4-dimethoxy-3',4'-methylenedioxy-7,8-seco-7,7'-epoxylignan-7,8-dione (19), (7'R,8'S)-3,4-methylenedioxy-3',4'-dimethoxy-7,8-seco-7,7'-epoxylignan-7,8-dione (20), machilolin-A (21), marphenol B (22) and 3',4'-dimethoxy-benzoicacid-(3'',4''-dimethoxyphenyl)-3-oxobutyl ester (23). Conclusion Compounds 6, 7, 18-20, 22 are isolated from S. sphenanthera for the first time. Compounds 1-5, 16 and 17 are isolated from the genus Schisandra for the first time. Compounds 2-4, 13 were more active than other compounds in the antioxidant activity with IC₅₀ value 23.0, 16.5, 10.8 and 16.0 μmol/L, respectively. The antioxidant activity of compound 4 was better, which was closed to the positive control vitamin C.

[中图分类号]

R284.1

[基金项目]

甘肃省自然科学基金资助项目（21JR7RA805）；甘肃农业大学公招博士科研启动基金项目（GAU-KYQD-2019-01）

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姜侃,郭晔红.华中五味子根部木脂素类化学成分及其抗氧化活性研究[J].中草药,2022,53(21):6666-6673

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历史 / History

收稿日期: 2022-04-21

在线发布日期: 2022-11-01

出版日期: 2022-11-12

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