SPE-UHPLC-DAD法测定植物油微量酚酸类化合物的方法研究
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摘要
建立了固相萃取-高效液相色谱对植物油中9种微量酚酸类化合物进行测定的方法。从提取及净化方式、流动相组成、流动相流速以及色谱柱温度等条件优化9种酚酸类化合物的检测方法。结果表明,样品经正己烷溶解,二醇基固相萃取柱(Diol-SPE)净化,甲醇-水为流动相,梯度洗脱,流速0.3 mL/min,检测波长为280 nm时,9种酚酸类化合物的检测结果最好,该检测方法的回收率在91.35%～103.21%之间,日内及日间精密度的RSD范围分别在0.3%～0.9%和0.6%～1.1%之间。该方法快速、准确,具有较好的重复性及稳定性,适合对植物油样品中9种酚酸类化合物的检测,结果为植物油的分类及真假判定提供了参考。
This study optimized the experimental conditions including extraction and cleanup methods, column temperature, and solvent composition, flow rate of mobile phase for nine trace phenolic acids detection by high-performance liquid chromatography(HPLC) after solid-phase extraction(SPE) cleanup. The results showed that the samples were dissolved in hexane. Diol group based solid-phase extraction column(Diol-SPE) purification, methanol and water as mobile phase, gradient elution, flow rate of 0.3 mL/min, the detection wavelength was 280 nm, detection of 9 kinds of phenolic compounds. The recovery of the detection method at the range of 91.35 %～103.21 %. The RSD of intra-day and inter-day precision was between 0.3%～0.9% and 0.6%～1.1%, respectively. The method was rapid, accurate, reproducible and stable. It is suitable for the determination of 9 phenolic acids in oil samples, and be able to provide a theoretical basis for the classification and judge determination of oils by analyzing and comparing the types and contents of phenolic acids in 16 batches of oil.
This study optimized the experimental conditions including extraction and cleanup methods, column temperature, and solvent composition, flow rate of mobile phase for nine trace phenolic acids detection by high-performance liquid chromatography(HPLC) after solid-phase extraction(SPE) cleanup. The results showed that the samples were dissolved in hexane. Diol group based solid-phase extraction column(Diol-SPE) purification, methanol and water as mobile phase, gradient elution, flow rate of 0.3 mL/min, the detection wavelength was 280 nm, detection of 9 kinds of phenolic compounds. The recovery of the detection method at the range of 91.35 %～103.21 %. The RSD of intra-day and inter-day precision was between 0.3%～0.9% and 0.6%～1.1%, respectively. The method was rapid, accurate, reproducible and stable. It is suitable for the determination of 9 phenolic acids in oil samples, and be able to provide a theoretical basis for the classification and judge determination of oils by analyzing and comparing the types and contents of phenolic acids in 16 batches of oil.
引文
[1]张国文,倪永年,涂北平.食用植物油的分类和质量鉴别的模式识别研究[J].食品科学,2005,26(1):71-75ZHANG Guowen,NI Yongnian,TU Beiping.Pattern recognition of classification and quality identification of edible vegetable oils[J].Food Science,2005,26(1):71-75
[2]BERNAL J,MENDIOLA J A,IBá?EZ E,et al.Advanced analysis of nutraceuticals[J].Journal of Pharmaceutical & Biomedical Analysis,2011,55(4):758-774
[3]JERMAN K T,MOZETIC V B.Optimisation of olive oil phenol extraction conditions using a high-power probe ultra-sonication[J].Food Chemistry,2012,134(4):2481-2488
[4]BERNWIESER I,SONTAG G.Determination of phenolic acids in vegetable oil using HPLC coupled with multielectrode detection[J].Zeitschrift für Lebensmittel-Untersuchung und Forschung,1992,195(6):559-561
[5]BATTINO M,VIDAL A,ROMANDINI S,et al.Methodological aspects about determination of phenolic compounds and in vitro evaluation of antioxidant capacity in the honey:A review[J].Current Analytical Chemistry,2009,5(4):293-302
[6]乔丽萍,傅瑜,叶兴乾,等.酚酸生物活性研究进展[J].中国食品学报,2013,13 (10):144-152QIAO Liping,FU Yu,YE Xingqian,et al.Progress in the study of phenolic acid bioactivity[J].Journal of Chinese Institute of Food Science and Technology,2013,13(10):144-152
[7]ROBBINS R J.Phenolic acids in foods:an overview of analytical methodology[J].Journal of Agricultural and Food Chemistry,2003,51(10):2866-2887
[8]CARRASCOPANCORBO A,GóMEZCARAVACA A M,CERRETANI L,et al.A simple and rapid electrophoretic method to characterize simple phenols,lignans,complex phenols,phenolic acids,and flavonoids in extra-virgin olive oil[J].Journal of Separation Science,2006,29(14):2221-2233
[9]唐柯,马磊,徐岩,等.超高效液相色谱法快速测定葡萄酒中酚酸[J].中国酿造,2015,34(12):157-161TANG Ke,MA Lei,XU Yan,et al.Rapid determination of phenolic acid in wine by ultra-high performance liquid chromatography[J].China Brewing,2015,34(12):157-161
[10]陈建业,温鹏飞,战吉成,等.葡萄酒中11种酚酸的反相高效液相色谱测定方法研究[J].中国食品学报,2006,6(6):133-138CHEN Jianye,WEN Pengfei,ZHAN Jicheng,et al.Determination of 11 phenolic acids in wine by reversed-phase high performance liquid chromatography[J].Journal of Chinese Institute of Food Science and Technology,2006,6(6):133-138
[11]冯海燕,杨晓辉,岳红坤,等.高效液相色谱法同时测定款冬花中四种酚酸[J].分析科学学报,2015,31(2):281-284FENG Haiyan,YANG Xiaohui,YUE Hongkun,et al.Simultaneous determination of four phenolic acids in flos farfarae by high performance liquid chromatography[J].Journal of Analytical Science,2015,31(2):281-284
[12]王荞薇,谢媛媛,王义明,等.银杏叶中银杏酚酸类成分含量测定方法研究[J].中国药学杂志,2015,50(2):167-173WANG Qiaowei,XIE Yuanyuan,WANG Yiming,et al.Investigation on determination of phenolic acids in Ginkgo biloba leaves[J].Chinese Pharmaceutical Journal,2015,50(2):167-173
[13]张娜,王国祥,ABACAR Jose Daniel,等.超高效液相色谱法分析稻米酚酸化合物组分及其含量[J].中国农业科学,2015,48(9):1718-1726ZHANG Na,WANG Guoxiang,ABACAR Jose Daniel,et al.Analysis of rice phenolic acid compounds and their contents by ultra-high performance liquid chromatography[J].Scientia Agricultura Sinica,2015,48(9):1718-1726
[14]郑新宇,叶仁杰,何印波,等.固相萃取-高效液相色谱测定化感水稻根系分泌的酚酸类化合物[J].云南大学学报(自然科学版),2013,35(2):219-224ZHENG Xinyu,YE Renjie,HE Yinbo,et al.Determination of phenolic acids secreted by allelopathic rice roots by solid phase extraction-high performance liquid chromatography[J].Journal of Yunnan University(Natural Sciences Edition).2013,35(2):213-224
[15]鹿茸,田琴,孙楠,等.高效液相色谱法测定糜子中酚酸类化合物[J].食品科学,2014,35(8):152-155LU Rong,TIAN Qin,SUN Nan,et al.Determination of phenolic acid compounds in glutinous millet by HPLC[J].Food Science,2014,35(8):152-155
[16]LERMA-GARCIA M J,LUSARDI R,CHIAVARO E,et al.Use of triacylglycerol profiles established by high performance liquid chromatography with ultraviolet-visible detection to predict the botanical origin of vegetable oils[J].Journal of Chromatography A,2011,1218(1):7521-7527
[17]汤春甫,单杨,李高阳,等.超声波辅助提取橘皮酚酸的工艺研究[J].食品工业科技,2010,31(8):223-224.TANG Chunpu,SHAN Yang,LI Gaoyang,et al.Study on ultrasonic assisted extraction of orange peel phenolic acid[J].Science and Technology of Food Industry,2010,31(8):223-224
[18]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 & Biomedical Analysis,2010,51(3):549-554
[19]LIU A H,LI L,XU M,et al.Simultaneous quantification of six major phenolic acids in the roots of Salvia miltiorrhiza and four related traditional Chinese medicinal preparations by HPLC-DAD method[J].Journal of Pharmaceutical & Biomedical Analysis,2006,41(1):48-53
[20]刘江云,杨学东,徐丽珍,等.天然酚酸类化合物的反相高效液相色谱分析[J].色谱,2002,20(3):245-248LIU Jiangyun,YANG Xuedong,XU Lizhen,et al.Analysis of natural phenolic acids by reversed-phase high performance liquid chromatography[J].Chinese Journal of Chromatography,2002,20(3):245-248
[21]刘娟秀,罗益远,刘训红,等.毛细管电泳同时测定苍耳类药材中7种酚酸类成分的含量[J].中国药学杂志,2015,50(4):366-370LIU Juanxiu,LUO Yiyuan,LIU Xunhong,et al.Simultaneous determination of 7 kinds of phenolic acids in Radix Xanthium by Capillary Electrophoresis[J].Chinese Pharmaceutical Journal,2015,50(4):366-370
[22]ZHANG J,GAO W,LIU Z,et al.Identification and simultaneous determination of twelve active components in the methanol extract of traditional medicine weichang'an pill by HPLC-DAD-ESI-MS/MS[J].Iranian Journal of Pharmaceutical Research,2013,12(1):15-24
[23]方玲玲,肖作兵,牛云蔚,等.超高效液相色谱串联质谱法测定樱桃酒中的5种酚酸[J].食品与发酵工业,2011,37(6):172-176FANG Lingling,XIAO Zuobing,NIU Yunwei,et al.Determination of five phenolic acids in cherry wine by ultra-high performance liquid chromatography tandem mass spectrometry[J].Food and Fermentation Industries,2011,37(6):172-176
[24]GODOY-CABALLERO M P,ACEDO-VALENZUELA M I,GALEANO-DíAZ T.Simple quantification of phenolic compounds present in the minor fraction of virgin olive oil by LC-DAD-FLD[J].Talanta,2012,101(22):479-487.
[2]BERNAL J,MENDIOLA J A,IBá?EZ E,et al.Advanced analysis of nutraceuticals[J].Journal of Pharmaceutical & Biomedical Analysis,2011,55(4):758-774
[3]JERMAN K T,MOZETIC V B.Optimisation of olive oil phenol extraction conditions using a high-power probe ultra-sonication[J].Food Chemistry,2012,134(4):2481-2488
[4]BERNWIESER I,SONTAG G.Determination of phenolic acids in vegetable oil using HPLC coupled with multielectrode detection[J].Zeitschrift für Lebensmittel-Untersuchung und Forschung,1992,195(6):559-561
[5]BATTINO M,VIDAL A,ROMANDINI S,et al.Methodological aspects about determination of phenolic compounds and in vitro evaluation of antioxidant capacity in the honey:A review[J].Current Analytical Chemistry,2009,5(4):293-302
[6]乔丽萍,傅瑜,叶兴乾,等.酚酸生物活性研究进展[J].中国食品学报,2013,13 (10):144-152QIAO Liping,FU Yu,YE Xingqian,et al.Progress in the study of phenolic acid bioactivity[J].Journal of Chinese Institute of Food Science and Technology,2013,13(10):144-152
[7]ROBBINS R J.Phenolic acids in foods:an overview of analytical methodology[J].Journal of Agricultural and Food Chemistry,2003,51(10):2866-2887
[8]CARRASCOPANCORBO A,GóMEZCARAVACA A M,CERRETANI L,et al.A simple and rapid electrophoretic method to characterize simple phenols,lignans,complex phenols,phenolic acids,and flavonoids in extra-virgin olive oil[J].Journal of Separation Science,2006,29(14):2221-2233
[9]唐柯,马磊,徐岩,等.超高效液相色谱法快速测定葡萄酒中酚酸[J].中国酿造,2015,34(12):157-161TANG Ke,MA Lei,XU Yan,et al.Rapid determination of phenolic acid in wine by ultra-high performance liquid chromatography[J].China Brewing,2015,34(12):157-161
[10]陈建业,温鹏飞,战吉成,等.葡萄酒中11种酚酸的反相高效液相色谱测定方法研究[J].中国食品学报,2006,6(6):133-138CHEN Jianye,WEN Pengfei,ZHAN Jicheng,et al.Determination of 11 phenolic acids in wine by reversed-phase high performance liquid chromatography[J].Journal of Chinese Institute of Food Science and Technology,2006,6(6):133-138
[11]冯海燕,杨晓辉,岳红坤,等.高效液相色谱法同时测定款冬花中四种酚酸[J].分析科学学报,2015,31(2):281-284FENG Haiyan,YANG Xiaohui,YUE Hongkun,et al.Simultaneous determination of four phenolic acids in flos farfarae by high performance liquid chromatography[J].Journal of Analytical Science,2015,31(2):281-284
[12]王荞薇,谢媛媛,王义明,等.银杏叶中银杏酚酸类成分含量测定方法研究[J].中国药学杂志,2015,50(2):167-173WANG Qiaowei,XIE Yuanyuan,WANG Yiming,et al.Investigation on determination of phenolic acids in Ginkgo biloba leaves[J].Chinese Pharmaceutical Journal,2015,50(2):167-173
[13]张娜,王国祥,ABACAR Jose Daniel,等.超高效液相色谱法分析稻米酚酸化合物组分及其含量[J].中国农业科学,2015,48(9):1718-1726ZHANG Na,WANG Guoxiang,ABACAR Jose Daniel,et al.Analysis of rice phenolic acid compounds and their contents by ultra-high performance liquid chromatography[J].Scientia Agricultura Sinica,2015,48(9):1718-1726
[14]郑新宇,叶仁杰,何印波,等.固相萃取-高效液相色谱测定化感水稻根系分泌的酚酸类化合物[J].云南大学学报(自然科学版),2013,35(2):219-224ZHENG Xinyu,YE Renjie,HE Yinbo,et al.Determination of phenolic acids secreted by allelopathic rice roots by solid phase extraction-high performance liquid chromatography[J].Journal of Yunnan University(Natural Sciences Edition).2013,35(2):213-224
[15]鹿茸,田琴,孙楠,等.高效液相色谱法测定糜子中酚酸类化合物[J].食品科学,2014,35(8):152-155LU Rong,TIAN Qin,SUN Nan,et al.Determination of phenolic acid compounds in glutinous millet by HPLC[J].Food Science,2014,35(8):152-155
[16]LERMA-GARCIA M J,LUSARDI R,CHIAVARO E,et al.Use of triacylglycerol profiles established by high performance liquid chromatography with ultraviolet-visible detection to predict the botanical origin of vegetable oils[J].Journal of Chromatography A,2011,1218(1):7521-7527
[17]汤春甫,单杨,李高阳,等.超声波辅助提取橘皮酚酸的工艺研究[J].食品工业科技,2010,31(8):223-224.TANG Chunpu,SHAN Yang,LI Gaoyang,et al.Study on ultrasonic assisted extraction of orange peel phenolic acid[J].Science and Technology of Food Industry,2010,31(8):223-224
[18]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 & Biomedical Analysis,2010,51(3):549-554
[19]LIU A H,LI L,XU M,et al.Simultaneous quantification of six major phenolic acids in the roots of Salvia miltiorrhiza and four related traditional Chinese medicinal preparations by HPLC-DAD method[J].Journal of Pharmaceutical & Biomedical Analysis,2006,41(1):48-53
[20]刘江云,杨学东,徐丽珍,等.天然酚酸类化合物的反相高效液相色谱分析[J].色谱,2002,20(3):245-248LIU Jiangyun,YANG Xuedong,XU Lizhen,et al.Analysis of natural phenolic acids by reversed-phase high performance liquid chromatography[J].Chinese Journal of Chromatography,2002,20(3):245-248
[21]刘娟秀,罗益远,刘训红,等.毛细管电泳同时测定苍耳类药材中7种酚酸类成分的含量[J].中国药学杂志,2015,50(4):366-370LIU Juanxiu,LUO Yiyuan,LIU Xunhong,et al.Simultaneous determination of 7 kinds of phenolic acids in Radix Xanthium by Capillary Electrophoresis[J].Chinese Pharmaceutical Journal,2015,50(4):366-370
[22]ZHANG J,GAO W,LIU Z,et al.Identification and simultaneous determination of twelve active components in the methanol extract of traditional medicine weichang'an pill by HPLC-DAD-ESI-MS/MS[J].Iranian Journal of Pharmaceutical Research,2013,12(1):15-24
[23]方玲玲,肖作兵,牛云蔚,等.超高效液相色谱串联质谱法测定樱桃酒中的5种酚酸[J].食品与发酵工业,2011,37(6):172-176FANG Lingling,XIAO Zuobing,NIU Yunwei,et al.Determination of five phenolic acids in cherry wine by ultra-high performance liquid chromatography tandem mass spectrometry[J].Food and Fermentation Industries,2011,37(6):172-176
[24]GODOY-CABALLERO M P,ACEDO-VALENZUELA M I,GALEANO-DíAZ T.Simple quantification of phenolic compounds present in the minor fraction of virgin olive oil by LC-DAD-FLD[J].Talanta,2012,101(22):479-487.