天然产物研究与开发 ›› 2025, Vol. 37 ›› Issue (7): 1243-1251.doi: 10.16333/j.1001-6880.2025.7.006 cstr: 32307.14.1001-6880.2025.7.006

• 研究简报 • 上一篇    下一篇

油茶果壳的化学成分研究

舒 庆1,2,吴亚玉2,汤宇莙2,袁依凡2,王 妙2,周光雄1,2*   

  1. 1广州华商学院健康医学院岭南中医药膳养生谷联合实验室,广州 511300;2暨南大学药学院中药与天然产物研究所 广东省中药药效成分与新药研究重点实验室,广州 511436
  • 出版日期:2025-07-28 发布日期:2025-07-28
  • 基金资助:
    广东省教育厅项目(HS2023ZLGC19)

Chemical constituents from fruit hull of Camellia oleifera Abel.

SHU Qing1,2,WU Ya-yu2,TANG Yu-jun2,YUAN Yi-fan2,WANG Miao2,ZHOU Guang-xiong1,2*   

  1. 1Lingnan Joint Laboratory of Chinese Herbal Cuisine and Health Preservation,School of Medicine & Health Science,Guangzhou Huashang College,Guangzhou 511300,China; 2Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research,Institute of Traditional Chinese Medicine and Natural Products,College of Pharmacy,Jinan University,Guangzhou 511436,China
  • Online:2025-07-28 Published:2025-07-28

摘要:

为探寻油茶(Camellia oleifera Abel.)果壳的化学成分,本研究采用硅胶柱层析、凝胶柱层析、半制备型高效液相等色谱手段对油茶果壳的化学成分进行分离,并通过核磁共振波谱和质谱数据鉴定其结构,最终得到17个化合物:(7S,8S)-3-甲氧基-3',7-环氧-8,4'-氧新木脂素-4,9,9'-三醇(1)、massonianoside E(2)、异落叶松树脂醇-9-O-木糖苷(3)、nudiposide(4)、5′-甲氧基-异松树素-9′-O-β-D-木糖苷(5)、aviculin(6)、davidioside A(7)、(7R,8R)-4-O-(2-丙三醇基)-7,9,9′-三羟基-3,3′-二甲氧基-8-O-4′-新木脂素(8)、表儿茶素-(5,6-bc)-4β-对羟基苯基-二氢-2(3H)-吡喃酮(9)、根皮素 (10)、lyciumaside(11)、2-O-(3,4-二羟基苯甲酰基)-2,4,6-三羟基苯甲基乙酸酯(12)、1-O-没食子酰丙三醇(13)、(3S,4S)-3-羟甲基-3,4-二氢-5,6,7-三羟基-4-(4'-羟基-3'-甲氧基苯基)-1H-[2]-苯并吡喃-1-酮(14)、它乔糖苷 2'-O-4''-O-没食子酸甲酯(15)、mallophenol A(16)、4-羟基苯酚-[6-O-(4''-羟基-3'',5''-二甲氧基苯甲酸酯)]-β-D-吡喃葡萄糖苷(17),且均首次从油茶中获得。此外,对化合物1~17进行了抗氧化和抗呼吸道合胞病毒(respiratory syncytial virus,RSV)的活性测试。结果显示,仅化合物912显示出较好抗RSV活性,化合物711显示出微弱的抗RSV活性,而化合物4711131416具有较好抗氧化活性。

关键词: 油茶果壳, 化学成分, 抗氧化, 抗呼吸道合胞病毒

Abstract:

To study the chemical constituents from the fruit shells of Camellia oleifera Abel., this study was carried out using silica gel column chromatography, gel column chromatography and semi-preparative high performance liquid chromatography to isolate the chemical constituents of the C. oleifera fruit shells and to identify the structures using nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry (MS) data. Seventeen compounds were finally obtained, including (7S,8S)-3-methoxy-3',7-epoxy-8,4'-oxyneoligna-4,9,9'-triol (1), massonianoside E (2), isolariciresinol-9-O-xyloside (3), nudiposide (4), 5′-methoxy-isolarchitin-9′-O-β-D-xyloside (5), aviculin (6), davidioside A (7), (7R,8R)-4-O-(glycer-2-yl)-7,9,9′-trihydroxy-3,3′-dimethoxy-8-O-4′-neolignan (8), epicatechin-(5,6-bc)-4β-(p-hydroxyphenyl)-dihydro-2(3H)-pyranone (9), phloretin (10), lyciumaside (11), 2-O-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenylmethylacetate (12), 1-O-galloylglycerol (13), (3S,4S)-3-hydroxymethyl-3,4-dihydro-5,6,7-trihydroxy-4-(4'-hydroxy-3'-methoxyphenyl)-1H-[2]-benzopyran-1-one (14), tachioside 2'-O-4''-O-methylgallate (15), mallophenol A (16), 4-hydroxyphenol-[6-O-(4''-hydroxy-3'',5''-dimethoxy-benzoate)]-β-D-glucopyranoside (17). Compounds 1-17 are isolated from C. oleifera for the first time. In addition, compounds 1-17 were tested for antioxidant and anti-respiratory syncytial virus(RSV) activities. The results displayed that compounds 9 and 12 showed good anti-RSV activity, and compounds 7 and 11 showed weak anti-RSV activity. Meanwhile, compounds 4, 7, 11, 13, 14 and 16 had good antioxidant activity.

Key words: Camellia oleifera fruit hull, chemical constituents, antioxidant, anti-respiratory syncytial virus

中图分类号:  R284.1