超高效液相色谱-四极杆-飞行时间质谱定性研究茶叶籽中的酚类化合物

doi:10.3724/SP.J.1123.2016.11010

色谱 ›› 2017, Vol. 35 ›› Issue (5): 502-508.DOI: 10.3724/SP.J.1123.2016.11010

超高效液相色谱-四极杆-飞行时间质谱定性研究茶叶籽中的酚类化合物

赖国银¹, 王俐娟², 卢鹤², 曾秋梅², 徐敦明¹, 王晓琴², 林立毅¹, 张志刚¹, 吕美玲³

1. 厦门出入境检验检疫局, 福建厦门 361026;
2. 华侨大学化工学院华侨大学油脂及天然产物研究所, 福建厦门 361021;
3. 安捷伦科技(中国)有限公司, 北京 100102

收稿日期:2016-11-12 出版日期:2017-05-08 发布日期:2013-08-28
通讯作者: 徐敦明,Tel:(0592)3269937,E-mail:xudm@xmciq.gov.cn.
基金资助:
福建省自然科学基金项目（2016J05045）；国家质检总局科技计划项目（2016IK186）.

Qualitative analysis of phenolic compounds in Camellia Sinensis seeds by ultra-high performance liquid chromatography combined with quadrupole time-of-flight mass spectrometry

LAI Guoyin¹, WANG Lijuan², LU He², ZENG Qiumei², XU Dunming¹, WANG Xiaoqin², LIN Liyi¹, ZHANG Zhigang¹, LÜ Meiling³

1. Xiamen Entry-Exit Inspection and Quarantine Bureau, Xiamen 361026, China;
2. College of Chemical Engineering, Institute of Oil and Natural Product, Huaqiao University, Xiamen 361021, China;
3. Agilent Technologies(China) Co. Ltd, Beijing 100102, China

Received:2016-11-12 Online:2017-05-08 Published:2013-08-28
Supported by:
Natural Science Foundation of Fujian Province (No. 2016J05045); Administration of Quality Supervision, Inspection and Quarantine (AQSIQ) Project (No. 2016IK186).

摘要/Abstract

摘要：

采用超高效液相色谱（UHPLC）-四极杆-飞行时间质谱（Q-TOF/MS）技术定性分析茶叶籽中的酚类化合物。茶叶籽样品经乙醇水溶液提取后经反相色谱分离，通过Q-TOF/MS进行化合物的鉴定。基于山茶属及相关植物化学组成的文献，建立了一个含有106种酚类化合物的数据库。对UHPLC-Q-TOF/MS采集得到的一级质谱数据进行数据库检索，然后对检索到的化合物色谱峰进行二级质谱扫描，根据得到的碎片离子推断化合物的结构。初步推断出茶叶籽提取物中的24种酚类化合物，包括13种酚酸类、4种儿茶素类和7种黄酮类化合物，并通过与标准品比对，进一步确证了这些化合物。结果表明UHPLC-Q-TOF/MS技术可以用于对茶叶籽中酚类化合物进行快速、准确、可靠的定性分析，促进新化合物的发现与鉴别。

关键词: 茶叶籽, 超高效液相色谱, 酚类化合物, 四极杆-飞行时间质谱

Abstract:

Phenol compounds from some plants are considered as the natural anti-oxidants and have been demonstrated with the beneficial biological activities. In this work, the ultra-high performance liquid chromatography (UHPLC) combined with quadrupole time-of-flight mass spectrometry (Q-TOF/MS) was applied to qualitatively determine the phenolic compounds in Camellia Sinensis seeds. The seed sample was extracted using ethanol aqueous solution and further subjected to the UHPLC separation with the reversed phase C18 column as the stationary phase and the acidified acetonitrile/water as the binary mobile phases. The eluent from the column was directed to Q-TOF/MS for compound identification. Based on a number of reports on the chemical components in Camellia Sinensis and the related plants, a customized compound database was initially created including the name and formula of the previously reported 106 phenol compounds. The acquired MS scan data were searched against the customized phenol compound database. The retrieved compounds were then subjected to MS/MS scan, and the obtained fragment ions were applied to further determine the possible structures. A total of 24 phenolic compounds were tentatively identified, including 13 phenolic acids, 4 catechins, and 7 flavonoids, which were characteristic in the ethanol extract according to the available references and the relevant structural information of the molecular and fragment ions. These compounds were further confirmed by matching against the standard compounds in retention times and fragment ions. The results demonstrated that the UHPLC-Q-TOF/MS with the high mass accuracy and the high resolution is a reliable technology for rapid qualitative identification of the phenolic compounds in Camellia Sinensis seeds, promoting the discovery and identification of the new compounds.

Key words: Camellia Sinensis seed, phenolic compounds, quadrupole time-of-flight mass spectrometry (Q-TOF-MS), ultra-high performance liquid chromatography (UHPLC)

中图分类号:

O658

赖国银, 王俐娟, 卢鹤, 曾秋梅, 徐敦明, 王晓琴, 林立毅, 张志刚, 吕美玲. 超高效液相色谱-四极杆-飞行时间质谱定性研究茶叶籽中的酚类化合物[J]. 色谱, 2017, 35(5): 502-508.

LAI Guoyin, WANG Lijuan, LU He, ZENG Qiumei, XU Dunming, WANG Xiaoqin, LIN Liyi, ZHANG Zhigang, LÜ Meiling. Qualitative analysis of phenolic compounds in Camellia Sinensis seeds by ultra-high performance liquid chromatography combined with quadrupole time-of-flight mass spectrometry[J]. Chinese Journal of Chromatography, 2017, 35(5): 502-508.

参考文献

[1] Cao G F, Wu B, Zhong S X. Chinese Oils and Fats, 2008, 33(8):17曹国锋, 邬冰, 钟守贤. 中国油脂, 2008, 33(8):17
[2] Wang X Q, Liang X Q, Zhao J, et al. J Am Oil Chem Soc, 2014, 91:629
[3] Song L J, Di Y. Progress in Chemistry, 2000, 12(2):161宋立江, 狄莹. 化学进展, 2000, 12(2):161
[4] Kang H N, Chen B, Han C, et al. Journal of Instrumental Analysis, 2007, 26(2):211康海宁, 陈波, 韩超, 等. 分析测试学报, 2007, 26(2):211
[5] Wei K, Wang L Y, Zhou J, et al. Food Chem, 2012, 130(3):720
[6] Guo S, Bezard E, Zhao B. Free Radic Biol Med, 2006, 39(10):24
[7] Wang J Z, Wang G, Xu G F, et al. Food and Drug, 2006, 8(3A):23王景梓, 王岗, 徐贵发, 等. 食品与药品, 2006, 8(3A):23
[8] Tapiero H, Tew K D, Ba G N, et al. Biomed Pharmacother, 2002, 56(4):200
[9] Tang Y F, Zhang M L, Feng B, et al. Journal of Zhejiang A & F University, 2005, 22(5):553唐裕芳, 张妙玲, 冯波, 等. 浙江农林大学学报, 2005, 22(5):553
[10] Jacob J K, Hakimuddin F, Paliyath G, et al. Food Res Int, 2008, 41(4):419
[11] Wang X Q, Shen J F, Wang M, et al. Food Science and Technology, 2007, 32(9):238王徐卿, 沈建福, 王敏, 等. 食品科技, 2007, 32(9):238
[12] Zhu X Y, Zhong H Y, Zhou B, et al. Food and Machinery, 2012, 28(1):166朱晓阳, 钟海雁, 周波, 等. 食品与机械, 2012, 28(1):166
[13] Zhu J X, Zhu Y J, Zhang S K, et al. China Tea Processing, 2011(4):47朱晋萱, 朱跃进, 张士康, 等. 中国茶叶加工, 2011(4):47
[14] Fazel M, Sahari M, Barzegar M. Int Food Res J, 2008, 15(1):209
[15] Ouni Y, Taamalli A, Gómez-Caravaca A M, et al. Food Chem, 2011, 127:1263
[16] Bajoub A, Hurtado-Fernández E, Ajal E A, et al. J Agric Food Chem, 2015, 63(17):4376
[17] Bajoub A, Carrasco-Pancorbo A, Ajal E A, et al. Food Chem, 2015, 166:292
[18] Niu Y, Wang S F. Chinese Traditional and Herbal Drugs, 2014, 45(8):1056牛研, 王书芳. 中草药, 2014, 45(8):1056
[19] Vallverdú-Queralt A, Estruch R, Lamuela-Raventos R M. Food Chem, 2013, 141(4):3365
[20] Liu G Q, Dong J, Wang H, et al. Journal of Chinese Mass Spectrometry Society, 2009, 30(5):287刘国强, 董静, 王弘, 等. 质谱学报, 2009, 30(5):287
[21] Gómez-Romero M, Zurek G, Schneider B, et al. Food Chem, 2011, 124:379
[22] Zou L L, Li X X, Shi Q S, et al. Anal Methods, 2014, 6(12):4312
[23] Xu W, Fu Z Q, Lin J, et al. China Journal of Chinese Materia Medica, 2014, 39(22):4365许文, 傅志勤, 林婧, 等. 中国中药杂志, 2014, 39(22):4365
[24] Zhang X P, Jiang K Z, Lv H Q, et al. Journal of Chinese Mass Spectrometry Society, 2015, 36(4):310张小平, 蒋可志, 吕惠卿, 等. 质谱学报, 2015, 36(4):310
[25] Shen D H, Lu X, Chang Y W, et al. Chinese Journal of Chromatography, 2014, 32(1):40沈丹红, 路鑫, 常玉玮, 等. 色谱, 2014, 32(1):40
[26] Jiang Y L, Huang F, Wu F H, et al. Chinese Journal of Chromatography, 2015, 33(10):1032蒋娅兰, 黄芳, 毋福海, 等. 色谱, 2015, 33(10):1032
[27] Zhang X G, Zheng Y J, Zeng Y T, et al. Chinese Journal of Chromatography, 2015, 33(6):583张协光, 郑彦婕, 曾泳艇, 等. 色谱, 2015, 33(6):583
[28] Zhang M Y, Xu Y, Song G S, et al. Chinese Journal of Chromatography, 2015, 33(8):773张梦雨, 徐洋, 宋冠杉, 等. 色谱, 2015, 33(8):773
[29] Wang X Q, Yu H J, Zhao Y Q. Chinese Traditional and Herbal Drugs, 2009, 40(5):745王夏青, 於洪建, 赵余庆. 中草药, 2009, 40(5):745
[30] Guo L B, Li Y H, Zhou J, et al. Journal of Chinese Institute of Food Science and Technology, 2012, 12(8):47郭琳博, 李宇华, 周婧, 等. 中国食品学报, 2012, 12(8):47
[31] Xu Y, Dong J, Wang H, et al. Chemical Journal of Chinese Universities, 2009, 30(1):46徐英, 董静, 王弘, 等. 高等学校化学学报, 2009, 30(1):46

超高效液相色谱-四极杆-飞行时间质谱定性研究茶叶籽中的酚类化合物

Qualitative analysis of phenolic compounds in Camellia Sinensis seeds by ultra-high performance liquid chromatography combined with quadrupole time-of-flight mass spectrometry

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