分析与检测

基于超高效液相色谱-离子阱-静电场轨道阱质谱的代谢组学方法分析枸杞酒发酵前后酚类物质的变化

  • 周婷 ,
  • 田晓菊 ,
  • 周桂珍 ,
  • 徐佳敏 ,
  • 王志新
展开
  • 1(宁夏大学 食品与葡萄酒学院,宁夏 银川,750021)
    2(宁夏食品微生物应用技术与安全控制重点实验室,宁夏 银川,750021)
    3(宁夏昊王米业集团有限公司,宁夏 银川,751400)
硕士研究生(田晓菊副教授为通信作者,E-mail:txj_552@163.com)

收稿日期: 2021-12-24

  修回日期: 2022-02-22

  网络出版日期: 2022-12-02

基金资助

宁夏重点研发项目(引才专项)(2019BEB04043)

Changes of phenolic substances in fermented Lycium barbarum wine analyzed by UPLC-LTQ-Orbitrap-MS

  • ZHOU Ting ,
  • TIAN Xiaoju ,
  • ZHOU Guizhen ,
  • XU Jiamin ,
  • WANG Zhixin
Expand
  • 1(School of Food and Wine, Ningxia University, Ningxia 750021, China)
    2(Ningxia Key Laboratory for Food Microbial-applications Technology and Safety Control, Ningxia 750021, China)
    3(Ningxia Haowang Rice Industry Group Co.Ltd., Ningxia 751400, China)

Received date: 2021-12-24

  Revised date: 2022-02-22

  Online published: 2022-12-02

摘要

酚类物质作为枸杞重要的次生代谢产物,具有降血脂、降血糖、抗炎、抗癌、抗氧化等多种生理功能。为了解枸杞酒发酵前后酚类物质的变化情况,以宁杞1号枸杞干果为材料,采用超高效液相色谱-离子阱-静电场轨道阱质谱(ultra performance liquid chromatography-linear ion trap quadrupole-Orbitrap-mass-spectrometry,UPLC-LTQ-Orbitrap-MS),对枸杞汁及枸杞酒中的酚类物质进行分析,共鉴定出55种酚类物质,其中枸杞汁特有的6种,枸杞酒特有的3种,二者共有的物质46种。然后利用广泛靶向代谢组学技术对枸杞酒发酵前后酚类物质的变化进行了对比分析,结果发现,枸杞酒发酵前后存在较大的代谢物差异,共筛选出13种差异代谢物,其中包括8种酚酸类、2种黄酮类、2种酚酰胺衍生物及1种香豆素。最终确定了发酵前后枸杞酒中酚类代谢物的变化,研究拓展了对枸杞汁及枸杞酒中多酚类成分的基础研究,为枸杞的功能性食品开发提供理论依据。

本文引用格式

周婷 , 田晓菊 , 周桂珍 , 徐佳敏 , 王志新 . 基于超高效液相色谱-离子阱-静电场轨道阱质谱的代谢组学方法分析枸杞酒发酵前后酚类物质的变化[J]. 食品与发酵工业, 2022 , 48(21) : 262 -268 . DOI: 10.13995/j.cnki.11-1802/ts.030506

Abstract

As an important class of secondary metabolites in Lycium barbarum, phenolics have various physiological functions such as hypolipidemic, hypoglycemic, anti-inflammatory, anti-cancer and antioxidant. To describe the changes of phenolics in L. barbarum wine after fermentation, dry fruit of ‘Ningqi 1’ were used as the material, and UPLC-LTQ-Orbitrap-MS was used to profile the phenolic substances in the juice and the wine of L. barbarum. A total of 55 phenolics were identified, including six unique to the juice, three unique to the wine and 46 substances in both. The changes of phenolic substances before and after the fermentation of L. barbarum wine were analysed using widely targeted metabolomics. As a result, there were 13 metabolites found as differential before and after the fermentation, including eight phenolic acids, two flavonoids, two phenolic amide derivatives and one coumarin. The purpose of this study was to expand the basic research on the polyphenolic components in the fermentation of L. barbarum wine, and provide a theoretical basis for the development of functional foods of L. barbarum.

参考文献

[1] 闫欣. 种质和成熟度对枸杞鲜果挥发性物质的影响[D].杨凌:西北农林科技大学, 2021.
YAN X.Effects of germplasm and ripeness on volatile compounds of Lycium barbarum fruits[D].Yangling:Northwest A & F University, 2021.
[2] MANDAL S M, CHAKRABORTY D, DEY S.Phenolic acids act as signaling molecules in plant-microbe symbioses[J].Plant Signaling & Behavior, 2010, 5(4):359-368.
[3] DIAO J X, OU J Y, DAI H, et al.Antioxidant and antiapoptotic polyphenols from green tea extract ameliorate CCl 4-induced acute liver injury in mice[J].Chinese Journal of Integrative Medicine, 2020, 26(10):736-744.
[4] LEONG D J, CHOUDHURY M, HANSTEIN R, et al.Correction to:Green tea polyphenol treatment is chondroprotective, anti-inflammatory and palliative in a mouse posttraumatic osteoarthritis model[J].Arthritis Research&Therapy, 2019, 21(1).DOI:10.1186/s13075-018-1791-9.
[5] MIYATA Y, SHIDA Y, HAKARIYA T, et al.Anti-cancer effects of green tea polyphenols against prostate cancer[J].Molecules (Basel, Switzerland), 2019, 24(1):193.
[6] QI R, LIAN G, YU M M, et al.Study on hypolipidemic and anti-atherosclerosis effects of grapeseed polyphenols[J].Atherosclerosis, 2017, 263:e168.
[7] 韦芳媚. 桑叶提取物、茶多酚及其复配物的抗氧化和降血糖活性[D].广州:华南理工大学, 2019.
WEI F M.Antioxidant and hypoglycemic activities of mulberry leaves extract, tea polyphenols and their compounds[D].Guangzhou:South China University of Technology, 2019.
[8] 于淼, 王长远, 王霞.代谢组学在植物多酚类物质检测分析中的应用[J].食品与发酵工业, 2020, 46(13):280-285.
YU M, WANG C Y, WANG X.Application of metabolomics in detection and analysis of plant polyphenols[J].Food and Fermentation Industries, 2020, 46(13):280-285.
[9] WANG F, CHEN L, CHEN H P, et al.Analysis of flavonoid metabolites in citrus peels (Citrus reticulata “Dahongpao”) using UPLC-ESI-MS/MS[J].Molecules (Basel, Switzerland), 2019, 24(15):2 680-2 692.
[10] ZHAO Y, WU X L, YU L L, et al.Retention of polyphenols in blueberries (Vaccinium corymbosum) after different cooking methods, using UHPLC-DAD-MS based metabolomics[J].Journal of Food Composition and Analysis, 2017, 56:55-66.
[11] 雷嗣超, 张家音, 赵泓涛, 等.基于广泛靶向代谢组学研究板栗皮儿茶素类物质消化前后的组成变化[J].中国果菜, 2021, 41(6):105-111.
LEI S C, ZHANG J Y, ZHAO H T, et al.Composition changes of catechins in chestnut peel before and after digestion based on widely targets metabolomics[J].China Fruit & Vegetable, 2021, 41(6):105-111.
[12] 胡明珍, 刘慧燕, 潘琳, 等.基于非靶向代谢组学分析副干酪乳杆菌发酵枸杞汁各阶段代谢差异[J].食品科学, 2022, 43(8):142-149.
HU M Z, LIU H Y, PAN L, et al.Non-targeted metabolomics analysis of differential metabolite profiles of goji juice fermented by Lactobacillus paracasei[J].Food Science, 2022, 43(8):142-149.
[13] 焦阳. 基于UPLC-QQQ-MS/MS和循环伏安法的猕猴桃疏果多酚鉴定及功能特性研究[D].杨凌:西北农林科技大学, 2019.
JIAO Y.UPLC-QQQ-MS/MS and cyclic voltammetry based phenolic identification in thinned young kiwifruit and its functional characteristic study[D].Yangling:Northwest A&F University, 2019.
[14] 王文琼, 孙志勇, 黄冬成, 等.乳酸菌发酵蓝莓乳清混合体系体外抗氧化特性分析[J].现代食品科技, 2021, 37(1):142-149.
WANG W Q, SUN Z Y, HUANG D C, et al.Antioxidant properties analysis in vitro of lactic acid bacteria fermentation blueberry and whey mixture system[J].Modern Food Science and Technology, 2021, 37(1):142-149.
[15] CEBOLLERO E, CARRASCOSA A V, GONZALEZ R.Evidence for yeast autophagy during simulation of sparkling wine aging:A reappraisal of the mechanism of yeast autolysis in wine[J].Biotechnology Progress, 2005, 21(2):614-616.
[16] 刘少静, 刘萌, 郭秀英, 等.枸杞润肤霜中两种酚酸类成分的高效液相色谱检测及质谱确证[J].分析科学学报, 2016, 32(1):133-136.
LIU S J, LIU M, GUO X Y, et al.Simultaneous determination of two phenolic acids components in wolfberry cream by high performance liquid chromatography and verification by liquid chromatography-tandem mass spectrometry[J].Journal of Analytical Science, 2016, 32(1):133-136.
[17] 张志鹏. 乳酸菌与植物内生菌联合发酵对黑枣多酚及其降血糖活性的影响研究[D].北京:北京林业大学, 2018.
ZHANG Z P.Polyphenol compounds and hypoglycemic effects of Diospyros lotus L.fermented with endophyte and Lactobacillus[D].Beijing:Beijing Forestry University, 2018.
[18] 禄璐, 米佳, 罗青, 等.枸杞总黄酮提取工艺优化及其体外抗氧化活性分析[J].食品工业科技, 2019, 40(24):165-171.
LU L, MI J, LUO Q, et al.Optimization of extraction process of flavonoids from Lycium barbarum L.var.auranticarpum K.F.Ching and its antioxidant activities in vitro[J].Science and Technology of Food Industry, 2019, 40(24):165-171.
[19] ZU M H, SONG H L, ZHANG J B, et al.Lycium barbarum lipid-based edible nanoparticles protect against experimental colitis[J].Colloids and Surfaces B:Biointerfaces, 2020, 187:110747.
[20] WU S H, WANG Y Y, GONG G L, et al.Adsorption and desorption properties of macroporous resins for flavonoids from the extract of Chinese wolfberry (Lycium barbarum L.)[J].Food and Bioproducts Processing, 2015, 93:148-155.
[21] GAO Y J, WEI Y F, WANG Y Q, et al.Lycium barbarum:A traditional Chinese herb and A promising anti-aging agent[J].Aging and Disease, 2017, 8(6):778-791.
[22] ZHANG X F, CHEN J, YANG J L, et al.UPLC-MS/MS analysis for antioxidant components of Lycii fructus based on spectrum-effect relationship[J].Talanta, 2018, 180(1):389-395.
[23] 钱井. 柑橘黄酮类化合物组分鉴定与抗氧化活性研究[D].杭州:浙江大学, 2017.
QIAN J.Determination and antioxidant evaluation of flavonoids compounds from different citrus cultivars[D].Hangzhou:Zhejiang University, 2017.
[24] 李澜芯, 何甜, 石清明, 等.脑缺血再灌注损伤信号通路的研究进展[J].局解手术学杂志, 2021, 30(4):359-362.
LI L X, HE T, SHI Q M, et al.Research progress of signal pathway in cerebral ischemia-reperfusion injury[J].Journal of Regional Anatomy and Operative Surgery, 2021, 30(4):359-362.
[25] GAO K, LIU M Y, DING Y, et al.A phenolic amide (LyA) isolated from the fruits of Lycium barbarum protects against cerebral ischemia-reperfusion injury via PKCε/Nrf2/HO-1 pathway[J].Aging, 2019, 11(24):12 361-12 374.
[26] QIAN D, CHEN J L, LAI C, et al.Dicaffeoyl polyamine derivatives from bitter goji:Contribution to the bitter taste of fruit[J].Fitoterapia, 2020, 143:104543.
[27] KONG L D, ZHOU J, WEN Y L, et al.Aesculin possesses potent hypouricemic action in rodents but is devoid of xanthine oxidase/dehydrogenase inhibitory activity[J].Planta Medica, 2002, 68(2):175-178.
[28] 聂安政, 林志健, 张冰.秦皮化学成分和药理作用研究进展[J].中草药, 2016, 47(18):3 332-3 341.
NIE A Z, LIN Z J, ZHANG B.Advance in studies on chemical constituents of Fraxini Cortex and their pharmacological effects[J].Chinese Traditional and Herbal Drugs, 2016, 47(18):3 332-3 341.
[29] 范彦娜, 赵俊香, 陈琨, 等.枸杞ACE抑制肽成分提取及测定研究[J].中国卫生标准管理, 2016, 7(20):162-164.
FAN Y N, ZHAO J X, CHEN K, et al.Extraction and determination of ACE inhibitory peptide from Chinese wolfberry fruit[J].China Health Standard Management, 2016, 7(20):162-164.
文章导航

/