超高效液相色谱-串联高分辨质谱对刺梨槲皮素及其糖苷类化合物的鉴定分析

引用本文: 王翼, 顾苑婷, 丁筑红, 陈思奇, 肖仕芸, 余奕宏, 杜勃峰, 宋煜婷. 超高效液相色谱-串联高分辨质谱对刺梨槲皮素及其糖苷类化合物的鉴定分析[J]. 分析化学, 2020, 48(7): 955-961. doi: 10.19756/j.issn.0253-3820.191338 shu

Citation: WANG Yi, GU Yuan-Ting, DING Zhu-Hong, CHEN Si-Qi, XIAO Shi-Yun, YU Yi-Hong, DU Bo-Feng, SONG Yu-Ting. Identification and Analysis of Quercetin and Its Glycosides in Rosa Roxburghii by Ultra High Performance Liquid Chromatography-Tandem High Resolution Mass Spectrometry[J]. Chinese Journal of Analytical Chemistry, 2020, 48(7): 955-961. doi: 10.19756/j.issn.0253-3820.191338 shu

超高效液相色谱-串联高分辨质谱对刺梨槲皮素及其糖苷类化合物的鉴定分析

王翼 ^1, ,
顾苑婷 ^2, ,
丁筑红 ^1, ,
陈思奇 ^1, ,
肖仕芸 ^1, ,
余奕宏 ^1, ,
杜勃峰 ^1, ,
宋煜婷 ^1,

1.
贵州大学酿酒与食品工程学院, 国家林业原局刺梨工程技术研究中心, 贵州省农畜产品贮藏加工重点实验室, 贵阳 550025;
2.
毕节职业技术学院, 毕节 551700
基金项目:
本文系国家自然科学基金项目（No.31860446）、贵州省科学技术基金项目（黔科合基础【2019】1104）和贵州省科技计划项目（黔科合平台人才【2018】5781号）资助

摘要: 为探明刺梨中的槲皮素组分及其结合态糖苷类化合物构成，采用超高效液相色谱-串联高分辨质谱法，通过标准品保留时间对照、相对分子质量、二级质谱碎片等信息对刺梨槲皮素及其糖苷类化合物进行了解析。从刺梨中共鉴定出1种槲皮素与9种含有槲皮素母核结构物质，可确定化学组成的化合物为槲皮素、槲皮素-3-O-鼠李糖苷、槲皮素-3-O-葡萄糖苷、槲皮素-3-O-[6 "-O-（3-羟基-3-甲基戊二酰）-β-D-半乳糖苷]、槲皮素-3-O-葡萄糖-鼠李糖苷，其中，槲皮素-3-O-鼠李糖苷、槲皮素-3-O-葡萄糖苷、槲皮素-3-O-[6"-O-（3-羟基-3-甲基戊二酰）-β-D-半乳糖苷]首次在刺梨中发现。根据离子碎片推断槲皮素糖苷裂解途径，丰富了刺梨资源的基础研究成果，为槲皮素结构鉴定以及后续开发刺梨槲皮素糖苷的药食利用价值提供了参考。

关键词:

English

Identification and Analysis of Quercetin and Its Glycosides in Rosa Roxburghii by Ultra High Performance Liquid Chromatography-Tandem High Resolution Mass Spectrometry

1.
School of Wine and Food Engineering, Guizhou University, Rosa Roxburghii Engineering Technology Research Center, National Forestry Bureau, Key Laboratory of Storage and Processing of Agricultural and Animal Products in Guizhou Province, Guiyang 550025, China;
2.
Bijie Vocational and Technical College, Bijie 551700, China
Received Date: 17 June 2019
Revised Date: 23 March 2020
Fund Project:
This work was supported by the National Natural Science Foundation of China (No. 31860446), the Guizhou Science and Technology Foundation (Guizhou Science and Technology Foundation [2019] 1104) and the Guizhou Science and Technology Plan Project (Guizhou Science and Technology Platform Talents [2018] 5781).

Abstract: The ultra high preformance liquid chromatography-tandem high resolution mass spectrometry was used to find out the possible composition of quercetin and its bound glycosides in Rosa roxburghii. The quercetin and its glycosides of Rosa roxburghii were analyzed by standard chromatographic time control, relative molecular weight, second order mass spectrometry fragments, and so on. The results showed that one quercetin and nine nuclear structural substances containing quercetin were identified from Rosa roxburghii. The chemical composition of quercetin, quercetin-3-rhamnoside, quercetin-3-O-glucopyranoside, quercetin-3-O-rhamnoside, quercetin-3-O-rhamnoside, Quercetin-3-O-[6"-O-(3-hydroxy-3-methylglutaryl)-β-D-galactoside], quercetin-3-O-glucose-rhamnoside, Amongthem, quercetin-3-rhamnoside, quercetin-3-O-glucopyranoside, quercetin-3-O-[6"-O-(3-hydroxy-3-methylglutaryl)-β-D-galactoside] were found in Rosa roxburghii for the first time. According to the ion fragments, the pyrolysis pathway of quercetin glycosides was inferred, which enriched the basic research results of Rosa roxburghii resources, and provided a theoretical reference for the structure identification of quercetin and the subsequent rational development of the drug and food utilization value of quercetin glycosides of Rosa roxburghii.

Key words:

Rosa roxburghii Tratt
/ Quercetin
/ Quercetin glycosides
/ Ultra-high performance liquid chromatography-tandem high resolution mass spectrometry

1. [1]
  LUO Deng-Yi. Guizhou Agri. Coll. Seri. (Vol. 3),1984:43-45 罗登义.贵州农学院丛刊(第三集),1984:43-45
2. [2]
  Li C, Feng J, Huang W, An X T. J. Agr. Food Chem.,2013,61(3):523-531
3. [3]
  Li F G, Zhou H, Sun D L, Wang R W, Zeng S. J. Chin. Pharm. Sci.,2009,18(1):55-60
4. [4]
  Xiang Y, Li L J, Abliz Z. Acta Pharm. Sin. B,2002,37(5):389-395
5. [5]
  Li B, Abliz Z, Fu G, Tang M, Yu S. Rapid Commun. Mass Spectrom.,2005,19(3):381-390
6. [6]
  ZHANG Wei-Bing, WANG Zhi-Cong, ZHANG Ling-Yi. Chinese J. Anal. Chem.,2014,42(3):415-422 张维冰, 王智聪, 张凌怡.分析化学,2014,42(3):415-422
7. [7]
  WANG Hui, HUANG Cong, LIU Si-Yuan, DU Wei. Chinese Journal of Experimental Traditional Medical Formulae,2013,19 (1):109-111 王慧, 黄聪, 刘思源, 杜薇.中国实验方剂学杂志,2013,19(1):109-111
8. [8]
  PAN Zhi-Ran, WANG Teng-Hua, ZHU Shou-Lun, REN Zhi-Yao, ZHANG Jing. Journal of Guangdong Institute of Pharmacy,2016,32(3):300-306 潘智然, 王腾华, 朱首伦, 任之尧, 张靖.广东药学院学报,2016,32(3):300-306
9. [9]
  DING Li-Na, QIU Yi-Yi, SHU Tong, RUAN Hui. Food Science,2019,40(18):273-280 丁丽娜, 邱亦亦, 束彤, 阮晖.食品科学,2019,40(18):273-280
10. [10]
  ZHANG Jia-Mei, GUO Xiao-Yu, QUAN Qing-Hua, JI Rui-Fang, SUN Qian-Qian, TIAN Jing-Yi, TAN Peng, LIU Yong-Gang. Journal of Chinese Mass Spectrometry Society,2018,39 (5):599-606 张伽妹, 郭晓宇, 全庆华, 姬瑞芳, 孙倩倩, 田婧鋆, 谭鹏, 刘永刚.质谱学报,2018,39(5):599-606
11. [11]
  ZHANG Hui-Hui, LIU Long-Yun, WU Cai-E, LI Ting-Ting, FAN Gong-Jian, YING Rui-Feng. Journal of Nanjing Forestry UniversityNatural Science Edition,2017,41(6):47-53 张汇慧, 刘龙云, 吴彩娥, 李婷婷, 范龚健, 应瑞峰.南京林业大学学报(自然科学版), 2017,41(6):47-53
12. [12]
  ZENG Fang-Fang, LUO Zi-Sheng. Journal of Zhejiang Agricultural Sciences,2015,56(11):1753-1757 曾芳芳, 罗自生.浙江农业科学,2015,56(11):1753-1757
13. [13]
  WANG Zhen-Wei, SHEN Sen, HU Xiao-Bing. Hubei Agricultural Sciences,2014,53(19):4684-4687 王振伟, 申森, 胡晓冰.湖北农业科学,2014,53(19):4684-4687
14. [14]
  Miksatkova P, Ancheeva E, Hejtmankova K, Teslov L, Lapcik O. Anal. Lett., 2014, 47(14):2317-2331
15. [15]
  JIANG Ya-Lan, HUANG Fang, WU Fu-Hai, WU Hui-Qin, HUANG Xiao-Lan, DENG Xin. Chinese Journal of Chromatography,2015,33(10):1032-1039 蒋娅兰, 黄芳, 毋福海, 吴惠勤, 黄晓兰, 邓欣.色谱,2015,33(10):1032-1039
16. [16]
  SHI Huai-Sheng, BI Xiao-Feng, SHI Xian-Hai. World Journal of Integrated Traditional and Western Medicine,2018,(3):357-361, 365 施怀生, 毕小凤, 史宪海.世界中西医结合杂志,2018,(3):357-361, 365
17. [17]
  WEN Zhong-Xing, HU Zhan-Xing, YUAN Jie, CHEN Hong-Ju, ZHANG Li-Mei, LIANG Guang-Yi, XU Bi-Xue. Journal of Mountain Agricultural Biology,2016,35(3):18-24 文中行, 胡占兴, 袁洁, 陈洪菊, 张利梅, 梁光义, 徐必学.山地农业生物学报,2016,35(3):18-24
18. [18]
  LI Zhe, SONG Rui, XU Feng-Guo, XU Lei, TIAN Yuan, ZHANG Zun-Jian. Journal of China Pharmaceutical University,2010,41(6):539-547 李哲, 宋瑞, 许风国, 许磊, 田媛, 张尊建.中国药科大学学报,2010,41(6):539-547
19. [19]
  ZENG Hao-Yang, KEYUME Ablajan, LIU Yan, YAN Zhu-Wei, PENG Yang. Chinese Traditional and Herbal Drugs,2013,44 (9):1096-1100 曾浩洋, 阿布拉江·克依木, 刘艳, 闫祝炜, 彭秧.中草药,2013,44(9):1096-1100
20. [20]
  LI Bin, ZHOU Wei. Journal of Chinese Mass Spectrometry Society,2011,32(4):241-245 李斌, 周围.质谱学报,2011,32(4):241-245
21. [21]
  CHI Yu-Mei, ZHU Hua-Yun, JU Ling, ZHANG Yu, SHEN Xiao-Ning, HUA Xiao-Yi, NIE Fen. Chinese J. Anal. Chem.,2009,37(2):227-231 池玉梅, 朱华云, 居羚, 张瑜, 沈小宁, 华小懿, 聂芬.分析化学,2009,37(2):227-231
22. [22]
  Cuyckens F, Claeys M. J. Mass Spectrom.,2005,40(3):364-372
23. [23]
  Kite G C, Veitch N C. Rapid Commun. Mass Spectrom., 2011,25 (18):2579-2590
24. [24]
  Borges C, Martinho P, Martins A, Rauter A P, Ferreira M A. Rapid Commun. Mass Spectrom.,2001,15(18):1760-1767
25. [25]
  Geng P, Sun J, Zhang R, He J, Abliz Z. Rapid Commun. Mass Spectrom.,2009,23(10):1519-1524
26. [26]
  Wald B, Galensa R, Herrmann K, Grotjahn L, Wray V. Phytochemistry,1986,25(12):2904-2905
27. [27]
  Wiczkowski W, Romaszko J, Bucinski A, Szawara-Nowak D, Honke J, Zielinski H, Piskula M K. J. Nutr.,2008,138(5):885-888
28. [28]
  YAN Shu-Xia, LI Xian, SUN Chong-De, CHEN Kun-Song.China Journal of Chinese Materia Medica,2015,40(23):4560-4567 闫淑霞, 李鲜, 孙崇德, 陈昆松.中国中药杂志,2015,40(23):4560-4567
29. [29]
  Sulaiman C T, Gopalakrishnan V K, Balachandran I. J. Biol. Active Prod. Nat.,2014,4(4):316-324
30. [30]
  Guo Y, Chen X, Qi J, Yu B. J. Sep. Sci.,2016,39(13):2499-2507
31. [31]
  XIA Wei, ABIS Gulijiamary, PAN Chen, ZHANG Wen-Qing, JU Sheng, DU Yong-Qin. Chinese Traditional Patent Medicine,2014,36(11):2345-2349 夏玮, 古丽加玛丽·阿比斯, 潘晨, 张文清, 居胜, 杜永芹.中成药, 2014,36(11):2345-2349

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沈阳化工大学材料科学与工程学院沈阳 110142

超高效液相色谱-串联高分辨质谱对刺梨槲皮素及其糖苷类化合物的鉴定分析

English

Identification and Analysis of Quercetin and Its Glycosides in Rosa Roxburghii by Ultra High Performance Liquid Chromatography-Tandem High Resolution Mass Spectrometry

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

超高效液相色谱-串联高分辨质谱对刺梨槲皮素及其糖苷类化合物的鉴定分析

English

Identification and Analysis of Quercetin and Its Glycosides in Rosa Roxburghii by Ultra High Performance Liquid Chromatography-Tandem High Resolution Mass Spectrometry

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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