食品与发酵工业 >

2021 , Vol. 47 >Issue 11: 259 - 265

DOI: https://doi.org/10.13995/j.cnki.11-1802/ts.026351

分析与检测

液相色谱-串联质谱法测定芹菜籽中九种黄酮含量

  • 黄璜 ,
  • 王凤玲 ,
  • 赵薇 ,
  • 王雪青 ,
  • 张婷婷
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  • (天津商业大学 生物技术与食品科学学院 天津市食品生物技术重点实验室,天津,300134)
硕士研究生(王凤玲高级实验师为通讯作者,E-mail:wfling@tjcu.edu.cn)

收稿日期: 2020-12-02

  修回日期: 2021-01-21

  网络出版日期: 2021-07-16

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Determination of nine flavonoids in celery seed by liquid chromatography-tandem mass spectrometry

  • HUANG Huang ,
  • WANG Fengling ,
  • ZHAO Wei ,
  • WANG Xueqing ,
  • ZHANG Tingting
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  • (Tianjin Key Laboratory of Food Biotechnology,College of Biotechnology and Food Science, Tianjin University of Commerce,Tianjin 300134,China)

Received date: 2020-12-02

  Revised date: 2021-01-21

  Online published: 2021-07-16

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摘要

该文建立了液相色谱-串联质谱对芹菜籽中9种黄酮(芹菜苷、芦丁、黄芩苷、黄芩素、木犀草素、槲皮素、汉黄芩素、芹菜素、柯伊利素)含量的检测方法。对样品的提取、纯化、液相分离以及串联质谱等相关参数进行了条件优化。样品采用料液比1:20(g:mL),70%体积分数的乙醇水溶液超声辅助提取60 min,AB-8大孔树脂纯化,以乙腈-0.1%甲酸水溶液作为流动相,经ZORBAX Eclipse XDB-C18色谱柱分离,电喷雾负离子,多反应监测模式检测。结果表明,9种黄酮在0.5~20.0 μg/mL范围内具有良好线性关系,相关系数 r2≥0.999 0,9种黄酮的回收率均在88.0%~106.2%(相对标准偏差为0.7%~4.9%),9种黄酮的检出限为10~66 μg/kg。该方法操作简单、检测时间短,结果精确可靠、稳定性好,适用于芹菜籽中9种黄酮的同时检测。

关键词： 芹菜籽; 黄酮; 大孔树脂纯化; 液相色谱-串联质谱法

本文引用格式

黄璜 , 王凤玲 , 赵薇 , 王雪青 , 张婷婷 . 液相色谱-串联质谱法测定芹菜籽中九种黄酮含量[J]. 食品与发酵工业, 2021 , 47(11) : 259 -265 . DOI: 10.13995/j.cnki.11-1802/ts.026351

Abstract

A laboratory method for the detection of the concentration of nine flavonoids (apigenin, rutin, baicalin, baicalein, luteolin, quercetin, wogonin, apigenin, coylidin) in celery seeds were established based on liquid chromatography-tandem mass spectrometry. The relevant parameters such as sample extraction, purification, liquid phase separation and tandem mass spectrometry were optimized. The sample was extracted with a material-to-liquid ratio of 1∶20 (g∶mL), 70% volume fraction of ethanol aqueous solution by ultrasonic for 60 min, and purified by AB-8 macroporous resin. Using acetonitrile-0.1% formic acid water solution as mobile phase, the sample was separated by ZORBAX Eclipse XDB-C18 chromatographic column and detected by electrospray negative ions, MRM mode. The results showed that the nine flavonoids had a good linear relationship in the mass concentration range of 0.5-20.0 μg/mL, the correlation coefficient r2≥0.999 0, and the recovery rates of the nine flavonoids were all 88.0%-106.2% (relative standard deviation was 0.7%-4.9%), the detection limits of nine flavonoids were 10-66 μg/kg. This method is simple, and the results is accurate and reliable and with good stability. It is suitable for the simultaneous detection of nine flavonoids in celery seeds.

Key words： celery seed; flavonoids; macroporous resin purification; liquid chromatography-tandem mass spectrometry (LC-MS/MS)

参考文献

[1] 国家中医药管理局《中华本草》编委会.中华本草·维吾尔药卷[M].上海:上海科学技术出版社,2005.
Editorial Board of “Chinese Materia Medica” of the State Administration of Traditional Chinese Medicine.Chinese Materia Medica·Uyghur Medicine Volume [M].Shanghai:Shanghai Science and Technology Press,2005.
[2] 吕金良, 牟新利,王武宝,等.维药芹菜籽化学成分研究[J].时珍国医国药,2006,17(1):6-7.
LYU J L,MOU X L,WANG W B,et al.Studies on the chemical constituents of seeds of Apium graveolens L.[J].Lishizhen Medicine and Materia Medica Research,2006,17(1):6-7.
[3] LU Z G,LI W,WANG P J.Chemical composition and ability of scavenging DPPH radical of essential oil and residue from the celery seed[J].Advanced Materials Research,2011,1 154:18-21.
[4] 曾琼瑶,龚瑞莹,杨海玲,等.GC/MS结合保留指数分析湖南芹菜籽挥发油成分[J].中药新药与临床药理,2016,27(5):677-680.
ZENG Q Y,GONG R Y,YANG H L,et al.Analysis of essential oil from Hunan celery seeds by GC/MS combined with retention index[J].Traditional Chinese Drug Research & Clinical Pharmacology,2016,27(5):677-680.
[5] DESTAILLATS F,ANGERS P.Base-catalyzed derivatization methodology for FA analysis application to milk fat and celery seed lipid TAG[J].Lipids,2002,37(5):527-532.
[6] TASHAKORI-SABZEVAR F,RAZAVI B M,IMENSHAHIDI M,et al.Evaluation of mechanism for antihypertensive and vasorelaxant effects of hexanic and hydroalcoholic extracts of celery seed in normotensive and hypertensive rats[J].Revista Brasileira De Farmacognosia,2016,26(5):619-626.
[7] KIM M A,HAN C H,LEE J C,et al.Antioxidant properties and oxidative stability of celery seeds ethanol extract using in vitro assays and oil-in-water emulsion[J].Korean Journal of Food Science & Technology,2017,49(5):480-485.
[8] GAO A M,ZHANG X Y,HU J N,et al.Apigenin sensitizes hepatocellular carcinoma cells to doxorubic through regulating miR-520b/ATG7axis[J].Chemico-Biological Interactions,2018,280:45-50.
[9] SI Y H,GUO S D,FANG Y Q,et al.Celery seed extract blocks peroxide injury in macrophages via Notch1/NF-κB pathway[J].The American Journal of Chinese Medicine,2015,43(3):443-455.
[10] 王克勤. 芹菜黄酮类物质的分离纯化与药理功能研究[D].长沙:湖南农业大学,2009.
WANG K Q.Studies on separation,purification and pharmacological functions of flavonoids from celery (Apium.graveolens L.)[D].Changsha:Hunan Agricultural University,2009.
[11] 姜笑寒, 孟青,刘莉兰,等.芹菜籽中黄酮成分的提取纯化及LC-MS检测[J].中国卫生产业,2013,10(22):8-9.
JIANG X H,MENG Q,LIU L L,et al.The extraction and purification and composition of celery seed medium yellow ketone of LC-MS detection[J].China Health Industry,2013,10(22):8-9.
[12] 吕金良, 热比古丽·斯拉木,阿吉艾克拜尔·艾萨,等.芹菜籽黄酮类化学成分研究[J].中成药,2007,29(3):406-408.
LV J L,RABIGUL I,HAJI AKBER A,et al.Flavonoids from celery seed[J].Chinese Traditional Patent Medicine,2007,29(3):406-408.
[13] MOMIN R A,NAIR M G.Antioxidant,cyclooxygenase and topoisomerase inhibitory compounds from Apium graveolens Linn.seeds[J].Phytomedicine,2002,9(4):312-318.
[14] 赵珺, 王丽,李磊,等.芹菜素对自由基致DNA损伤的保护作用及机制[J].食品科学,2011,32(13):1-4.
ZHAO J,WANG L,LI L,et al.Protective effect and mechanisms of apigenin against free radical-induced DNA damage[J].Food Science,2011,32(13):1-4.
[15] JAKOVLJEVIC V,RASKOVIC A,POPOVIC M,et al.The effect of celery and parsley juices on pharmacodynamic activity of drugs involving cytochrome P450 in their metabolism[J].European Journal of Drug Metabolism and Pharmacokinetics,2002,27(3):153-156.
[16] 严建刚, 张名位,杨公明,等.芹菜提取物的降血脂与抗氧化作用的研究[J].中国食品学报,2005,5(3):1-4.
YAN J G,ZHANG M W,YANG G M,et al.Study on the hypolipidemic effect and antioxidative activity of celery extracts[J].Journal of Chinese Institute of Food Science and Technology,2005,5(3):1-4.
[17] 陈春. 沙棘黄酮检测方法概述[J].山西林业科技,2018,47(3):14-17.
CHEN C.Detection methods of flavonoids in Hippophae rhamnoides Linn[J].Shanxi Forestry Science and Technology,2018,47(3):14-17.
[18] 宿书芳, 薛霞,公丕学,等.超高效液相色谱-串联质谱法检测蜂蜜中的内源性酚酸和黄酮类物质[J].现代食品科技,2018,34(8):260-266.
SU S F,XUE X,GONG P X,et al.Determination of endogenous phenolic acids and flavonoids in honey by UPLC/MS/MS[J].Modern Food Science and Technology,2018,34(8):260-266.
[19] 王君玲,贾淑梅.薄层色谱法及其在药物、色素分离等方面的应用[J].锦州师范学院学报(自然科学版),2003,24(1):14-16.
WANG J L,JIA S M.Thin-layer chromatography and its application on the separation of medichine and natural pigment[J].Journal of Jinzhou Teachers College (Natural Sciences,Edition),2003,24(1):14-16.
[20] 侯建波, 谢文,钱艳,等.固相萃取-液相色谱-串联质谱法同时测定蜂蜜中16种黄酮类化合物和阿魏酸[J].色谱,2020,38(5):529-537.
HOU J B,XIE W,QIAN Y,et al.Simultaneous determination of 16 flavonoids and ferulic acid in honey by solid phase extraction and high performance liquid chromatography-tandem mass spectrometry[J].Chinese Journal of Chromatography,2020,38(5):529-537.
[21] 林志燕, 杨荣富,唐跃年.8种黄酮类成分的LC-MS/MS分析[J].中国药师,2014,17(8):1 292-1 297.
LIN Z Y,YANG R F,TANG Y N.LC-MS/MS analysis of eight kinds of flavonoids[J].China Pharmacist,2014,17(8):1 292-1 297.
[22] 吴婕, 吴学慧,徐高.大孔树脂纯化甜茶叶总黄酮及其纯化前后的抗氧化性[J].江苏农业科学,2019,47(16):190-193.
WU J,WU X H,XU G.Purification of total flavonoids from sweet tea by macroporous resin and its antioxidant activity before and after purification[J].Jiangsu Agricultural Sciences,2019,47(16):190-193.
[23] 冯靖, 彭效明,李翠清,等.大孔树脂纯化银杏叶中总黄酮的工艺研究[J].应用化工,2019,48(10):2 339-2 343;2 349.
FENG J,PENG X M,LI C Q,et al.Purification of total flavonoids from Ginkgo leaves by macroporous resin[J].Applied Chemical Industry,2019,48(10):2 339-2 343;2 349.
[24] 王文君,孙志勇,向灿辉,等.芹菜籽中总黄酮提取工艺条件的研究[J].井冈山大学学报(自然科学版),2010,31(3):61-64.
WANG W J,SUN Z Y,XIANG C H,et al.Research on the extraction conditions of total flavonoids from celery seed[J].Journal of Jinggangshan University (Natural Science),2010,31(3):61-64.
[25] 徐斌, 马洪波,张岚,等.芹菜籽中黄酮的提取工艺[J].食品研究与开发,2015,36(9):60-64.
XU B,MA H B,ZHANG L,et al.The extraction process of flavonoids in celery seed[J].Food Research and Development,2015,36(9):60-64.
[26] 林薇薇, 程明,莫丽红,等.大孔树脂纯化芹菜籽黄酮的工艺[J].海南热带海洋学院学报,2019,26(5):104-110.
LIN W W,CHENG M,MO L H,et al.Purification of flavonoids from celery seeds by macroporous resin[J].Journal of Hainan Tropical Ocean University,2019,26(5):104-110.
[27] 师仁丽, 翟龙飞,于文龙,等.利用DAD-HPLC和LC-MS法检测金丝小枣中黄酮类化合物[J].食品科学,2016,37(16):123-127.
SHI R L,ZHAI L F,YU W L,et al.Determination of flavonoid in Ziziphus jujuba mill.cv.jinsixiaozao fruits by DAD-HPLC and LC-MS[J].Food Science,2016,37(16):123-127.
[28] 尹进朝, 李进,高永良.HPLC测定芹菜籽提取物中木犀草素含量[J].中国现代应用药学,2011,28(6):556-558.
YIN J C,LI J,GAO Y L.Determination of luteolin in celery seed extract by HPLC[J].Chinese Journal of Modern Applied Pharmacy,2011,28(6):556-558.
[29] 黄进丽, 魏鲜娥,苏昭仑,等.高效液相色谱法同时测定芹菜籽提取物中芹菜苷和3-甲氧基芹菜苷的含量[J].食品安全质量检测学报,2020,11(1):253-257.
HUANG J L,WEI X E,SU Z L,et al.Simultaneously determination of apigenin and 3-methoxy apigenin in celery seed extract by high performance liquid chromatography[J].Journal of Food Safety and Quality Testing,2020,11(1):253-257.
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