苦丁冬青苦丁茶中咖啡酰奎尼酸类物质的分离纯化和高效液相色谱法分析

doi:10.7506/spkx1002-6630-201322024

食品科学 ›› 2013, Vol. 34 ›› Issue (22): 119-122.doi: 10.7506/spkx1002-6630-201322024

苦丁冬青苦丁茶中咖啡酰奎尼酸类物质的分离纯化和高效液相色谱法分析

王晴川，张鑫，张文芹，孙昕祈，胡冰，孙怡，曾晓雄

南京农业大学食品科技学院，南京 210095

收稿日期:2013-01-16 修回日期:2013-10-29 出版日期:2013-11-25 发布日期:2013-12-05
通讯作者: 孙怡 E-mail:sunyi01@njau.edu.cn
基金资助:
国家自然科学基金项目;江苏高校优势学科建设工程资助项目

Purification and HPLC Analysis of Caffeoylquinic Acids from Kudingcha Made from Ilex kudingcha C.J. Tseng

WANG Qing-chuan，ZHANG Xin，ZHANG Wen-qin，SUN Xin-qi，HU Bing，SUN Yi，ZENG Xiao-xiong

College of Food Science and Technology, Nanjing Agricultural University, Nanjing 210095, China

Received:2013-01-16 Revised:2013-10-29 Online:2013-11-25 Published:2013-12-05

摘要/Abstract

摘要：

以苦丁冬青苦丁茶为研究材料，通过柱层析和半制备色谱分离纯化得到6种咖啡酰奎尼酸(CQA)类物质产品，并采用TSKgel ODS-80 TsQA色谱柱和二极管阵列检测器(DAD)，建立一种便捷、灵敏的分析苦丁冬青苦丁茶中CQA类物质的高效液相色谱分析方法。结果表明，通过半制备色谱可分离得到纯度95%以上的6种CQA类单体物质：3-CQA、4-CQA、5-CQA、3,4-diCQA、3,5-diCQA和4,5-diCQA。色谱条件：TSKgel ODS-80 TsQA色谱柱，流动相为水-甲醇-5‰甲酸体系，梯度洗脱，流速0.5mL/min，柱温40℃，检测波长326nm。该方法在一定范围内有良好线性，相关系数为0.9992～0.9999，平均加标回收率为96.34%，相对标准偏差均小于3%。

关键词: 苦丁茶, 苦丁冬青, 咖啡酰奎尼酸, 纯化, 高效液相色谱

Abstract:

Six caffeoylquinic acid (CQA) derivatives were separated by column chromatography and semi-preparative
high performance liquid chromatography (HPLC) from the crude extract of Ilex kudingcha C.J. Tseng. An HPLC method
with DAD and TSKgel ODS-80 TsQA column was developed for the simultaneous determination of CQAs in Kudingcha
made from Ilex kudingcha C.J. Tseng. The results demonstrated that six CQA derivatives with 95% purity, 3-CQA,
4-CQA, 5-CQA, 3,4-diCQA, 3,5-diCQA and 4,5-diCQA, could be obtained through the purification of Ilex kudingcha
C.J. Tseng by semi-preparative high performance liquid chromatography (HPLC). The chromatographic conditions were
determined as follows: oven temperature set at 40 ℃, gradient elution with methanol/formic acid (5‰) with a flow rate
0.5 mL/min, and detection at a wavelength of 326 nm. As results, good linearity was observed with correlation coefficients of
0.9992–0.9999, the average recovery of the CQA derivatives from spiked samples was 96.34%, with relative standard
deviations (RSD) less than 3% (n = 3).

Key words: Kudingcha, Ilex kudingcha C.J. Tseng, caffeoylquinic acids, purification, high performance liquid chromatography(HPLC)

中图分类号:

TS201.4

王晴川，张鑫，张文芹，孙昕祈，胡冰，孙怡，曾晓雄. 苦丁冬青苦丁茶中咖啡酰奎尼酸类物质的分离纯化和高效液相色谱法分析[J]. 食品科学, 2013, 34(22): 119-122.

WANG Qing-chuan，ZHANG Xin，ZHANG Wen-qin，SUN Xin-qi，HU Bing，SUN Yi，ZENG Xiao-xiong. Purification and HPLC Analysis of Caffeoylquinic Acids from Kudingcha Made from Ilex kudingcha C.J. Tseng[J]. FOOD SCIENCE, 2013, 34(22): 119-122.

参考文献

[1] 陈杖洲. 苦丁茶的开发及其利用[J]. 中国茶叶加工, 1998, (4): 29-31.

[2] 刘瑾，丁平. 冬青属药用植物资源、化学成分及药理作用研究进展[J]. 广州中医药大学学报, 2008, 25 (3): 277-280.

[3] LIU L, SUN Y, LAURA T, et al. Determination of polyphenolic content and antioxidant activity of kudingcha made from Ilex kudingcha C.J.Tseng [J]. Food Chemistry, 2009, 112, 35-42.

[4] LI Li, PENG Yong, MA Guizhi, et al. Quantitative Analysis of Five Kudinosides in the Large-leaved Kudingcha and Related Species from the Genus Ilex by UPLC–ELSD [J]. Phytochemical Analysis, 2012, 23: 677-683.

[5] 刘丽香，梁兴飞，孙怡，等. 苦丁茶提取物多酚含量与抗氧化活性的测定[J]. 茶叶科学, 2008, 28(4): 289-293.

[6] 刘丽香，LAURA T，梁兴飞，等. Folin-Ciocalteu比色法测定苦丁茶中多酚含量[J]. 茶叶科学, 2008, 28(2): 101-106.

[7] 孙怡. 苦丁冬青苦丁茶中多酚类物质的分离纯化与结构解析[J]. 食品科学, 2011, 32(11): 60-63.

[8] CLIFFORD M N. Chlorogenic acids and other cinnamates-nature, occurrence, dietary burden, absorption and metabolism [J]. Journal of the Science of Food and Agriculture, 2000, 80(7): 1033-1043.

[9] 孟伟，温亚男，魏永巨. 金银花中绿原酸含量的荧光法测定[J]. 分析化学, 2009, 37(z1).

[10] 李文龙，张文明，薛东升，等. 测定金银花中6种有机酸化合物含量的一种新方法[J]. 浙江大学学报（医学版）, 2012, 41(1): 13-18.

[11] IWAI K, KISHIMOTO N, KAKINO Y, et al. In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee beans [J]. Journal of Agriculture and Food Chemistry, 2004, 52(15) : 4893-4898.

[12] 刘颖，郭明哗，白根本. 绿原酸的研究进展[J]. 中药材, 2012, 35(7): 1180-1185.

[13] ROBINSON W E Jr, CORDEIRO M, ABDEL-MALEK S, et al. Dicaffeoylquinic acid inhibitors of human immunodeficiency virus integrase: inhibition of the core catalytic domain of human immunodeficiency virus integrase [J]. Molecular Pharmacology, 1996, 50(4): 846-855.

[14] Gó1ngora L, Giner RM, Má?ez S, et al. Effects of caffeoyl conjugates of isoprenyl-hydroquinone glucoside and quinic acid on leukocyte function [J]. Life Science, 2002, 71(25): 2995-3004.

[15] MATSUI T, EBUCHI S, FUJISE T, et a1. Strong antihyperglycemic effects of water-soluble fraction of Brazilian propolis and its bioactive constituent, 3, 4, 5-tri-O-caffeoylquinic acid [J]. Biological and Pharmaceutical Bulletin, 2004, 27(11): 1797-1803.

[16] XIANG T, XIONG Q B, KETUT A I, et al. Studies on the hepatocyte protective activity and the structure-activity relationships of quinic acid and caffeic acid derivatives from the flower buds of Lonicera bournei [J]. Planta Medica, 2001, 67(4): 322-325.

[17] CLIFFORD M N, JOHNSTON K L, KNIGHT S, et al. Hierarchical scheme for LC-MSn identification of chlorogenic acids [J]. Journal of Agricultural and Food Chemistry, 2003, 51: 2900-2911.

[18] CLIFFORD M N, KNIGHT S, KUHNERT N. Discriminating between the six isomers of dicaffeoylquinic acid by LC-MSn [J]. Journal of Agricultural and Food Chemistry, 2005, 53: 3821-3832.

[19] BRAVO L, GOYA L, LECUMBERRI E. LC/MS Characterization of phenolic constituents of mate (Ilex paraguariensis, St. Hil.) and its antioxidant activity compared to commonly consumed beverages [J]. Food Research International, 2007, 40: 393-405.

[20] INBARAJ B S, LU H, KAO T H, et al. Simultaneous determination of phenolic acids and flavonoids in Lycium barbarum Linnaeus by HPLC–DAD–ESI-MS [J]. Journal of Pharmaceutical and Biomedical Analysis, 2010, 51: 549-556.

[21] NEGISHI O, NEGISHI Y, YAMAGUCHI F, et al. Deodorization with ku-ding-cha containing a large amount of caffeoylquinic acid derivatives [J]. Agricultural and Food Chemistry, 2004, 52: 5513-5518.

苦丁冬青苦丁茶中咖啡酰奎尼酸类物质的分离纯化和高效液相色谱法分析

Purification and HPLC Analysis of Caffeoylquinic Acids from Kudingcha Made from Ilex kudingcha C.J. Tseng

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