亚麻木酚素提取技术及其检测方法的研究进展
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摘要
木酚素是一类重要的雌激素,亚麻籽富含木酚素,研究表明亚麻木酚素具有抗肿瘤、抗氧化等生理活性,因而从亚麻籽中提取木酚素并且快速检测逐渐成为了研究的热点。对亚麻木酚素的主要提取技术如有机溶剂萃取法、超临界二氧化碳提取法等进行了评述,并且综述了国内外亚麻木酚素的主要检测方法如高效液相色谱法、紫外分光光度法等的研究进展,并讨论各种方法的优缺点。
Lignan is a kind of phytoestrogens, and flax is rich in lignan in its seeds. The researches have shown that flax lignans have the effects of anti-tumor, anti-oxidation and other biological characteristics, so flax lignans extraction and detection have become more and more important. Progress on flax lignans extraction technologies such as organic solvent extraction and supercritical CO_2 extraction, and detection methods such as HPLC detection and ultraviolet spectrophotometry are reviewed. The features of various meethods are also discussed.
Lignan is a kind of phytoestrogens, and flax is rich in lignan in its seeds. The researches have shown that flax lignans have the effects of anti-tumor, anti-oxidation and other biological characteristics, so flax lignans extraction and detection have become more and more important. Progress on flax lignans extraction technologies such as organic solvent extraction and supercritical CO_2 extraction, and detection methods such as HPLC detection and ultraviolet spectrophotometry are reviewed. The features of various meethods are also discussed.
引文
[1]MEAGHER L,BEECHER G.Assessment of data on the lignan content of foods[J].Food Composition Anal,2000(13):935-947.
[2]WANG L Q.Mammalian phytoestrogens:Enterodiol and entetolactone[J].Journal of Chromatography B,2002(777):289-309.
[3]ALLAN AYELLA,SOYOUNG LIM,YU JIANG,et al.Cytostatic inhibition of cancer cell growth by lignin secoisolariciresinol diglucoside[J].Nutrition Research,2010(30):762-769.
[4]KITTS D D,YUAN Y V,WIJEWICKREME A N,et al.Antioxidant activity of the flaxseed lignan secoisolariciresinol diglycoside and its mammalian lignan metabolites enterodiol and enterolactone[J].Molecular and Cellular Biochemistry,1999,202(1-2):91-100.
[5]戴清源,朱秀灵,刘皓.芝麻木脂素及其生物活性研究进展[J].农产品加工:学刊,2012(1):16-17.
[6]梅莺.亚麻饼木酚素发酵提取工艺研究[D].武汉:油料作物研究所,2013:2-9.
[7]李保国,耿鲁骏.中药五味子的提取和测定方法:中国,101375935A[P].2009-03-04.
[8]张天佑,孙庆武,张文晋,等.五味子单体成分的分离制备方法:中国,101709059A[P].2009-12-09.
[9]刘东锋,张翼,杨成东.一种五味子总木脂素的制备方法:中国,101757111A[P].2009-12-23.
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[11]周玲,王学魁,肖清贵,等.溶剂萃取五味子粗提液中的木脂素[J].过程工程学报,2011,11(6):966.
[12]张文斌,许时婴.亚麻木酚素的微波辅助提取工艺研究[J].天然产物研究与开发,2006(18):286-290.
[13]袁晓娇,田义新.木脂素类化合物的研究现状[J].人参研究,2013(3):50-53.
[14]孙伟洁,杨宏志,钟运翠,等.超声波辅助提取亚麻木酚素的工艺研究[J].中国粮油学报,2009,24(7):124-127.
[15]陈碧芸,王东,常秀莲,等.乳化剂辅助提取五味子木脂素的研究[J].食品科技,2011,36(9):247-248.
[16]张慧君,王文霞,刘鑫宇,等.响应面法优化亚麻籽粕木脂素的超声酶解提取工艺[J].食品工业,2013,34(11):42-46.
[17]朱自强.超临界流体萃取技术原理和应用[M].北京:化学工业出版社,2005:15.
[18]杨宏志.亚麻籽脱毒和木脂素提取工艺研究[D].北京:中国农业大学,2005:42-46.
[19]宋明杰,邢俊鹏,宋凤瑞,等.北五味子的超临界萃取及产物的HPLC-APCI-MS/MS分析[J].质谱学报,2011,32(5):284.
[20]戴军,徐佐旗,赵婷,等.超临界CO2提取五味子木脂素的工艺研究[J].食品与药品,2010,12(9):313.
[21]付亚琦.亚麻籽木酚素不同水解产物结构鉴定及活性研究[D].杭州:浙江工商大学,2013:2-11.
[22]PETERSON J,DWYER J,ADLERCREUTZ H,et al.Dietary lignans:Physiology and potential for cardiovascular disease risk reduction[J].Nutr Rev,2010,(68):571-603.
[23]STRUIJS K,VINCKEN J P,VERHOEF R,et al.Hydroxycinnamic acids are ester-linked directly to glucosyl moieties within the lignan macromolecule from flaxseed hulls[J].Phytochemistry,2008,69(5):1250-1260.
[24]郑光耀,薄采颖,张景利.亚临界水萃取技术在植物提取物领域的应用研究进展[J].林产化学与工业,2010,30(5):108-114.
[25]GACACE J E,MAZZA G.Pressurized low polarity water extraction of lignans from whole flaxseed[J].Journal of Food Engineering,2006(77):1087-1095.
[26]ZHEN-SHAN ZHANG,DONG LI,LI-JUN WANG,et al.Optimization of ethanol-water extraction of lignans from flaxseed[J].Separation Purification Technology,2007(57):17-24.
[27]THOMPSON L U,ROBB P,SERRAINO M,et al.Mammalian lignan production from various foods[J].Nutr Cancer,1991(16):43-53.
[28]OBERMEYER W R,MUSSER S M,BETZ J M,et al.Chemical studies of phytoestrogens and related compounds in dietary supplements:Flax and chaparral[J].Proc Soc Expl Boil Med,1995(208):6-12.
[29]ELIASSON C,KAMAL-ELDIN A,ANDERSON R,et al.High performance liquid chromatographic analysis of secoisolariciresinol diglucoside and hydroxycinnamic acid glucosides in flaxseed by alkaline extraction[J].Journal of Chromatography A,2003(1012):151-159.
[30]梁少华,王金亚,杨瑞楠.亚麻籽油中木脂素含量测定方法研究[J].中国粮油学报,2014,29(5):125-128.
[31]范国婷.亚麻籽木脂素的提取纯化及抗氧化性的研究[D].长春:吉林农业大学,2013:2-6.
[32]WILLFOR S M,SMEDS A I,HOLMBOM B R.Chromatographic analysis of lignans[J].J Chromatogr A,2006(1112):64-77.
[33]MAZUR W M,FOTSIS T,WAHALA K,et al.Isotope dilution gas chromatographic mass spectrometric method for the determination of isoflavonoids,coumestrol,and lignans in food samples[J].Analytical Biochemistry,1996,233(2):169-180.
[34]TANJA KRAUSHOFER,GERHARD SONTAG.Determination of matairesinol in flax seed by HPLC with coulometric electrode array detection[J].Journal of Chromatography B,2002:61-66.
[35]THOMAS J SCHMIDT,SHIVA HEMMATI,ELISABETH FUSS,et al.A Combined HPLC-UV and HPLC-MS Method for the Identification of Lignans and its Application to the Lignans of Linum usitatissimum L and L bienne Mill[J].Phytochemical Analysis,2006(17):299-311.
[2]WANG L Q.Mammalian phytoestrogens:Enterodiol and entetolactone[J].Journal of Chromatography B,2002(777):289-309.
[3]ALLAN AYELLA,SOYOUNG LIM,YU JIANG,et al.Cytostatic inhibition of cancer cell growth by lignin secoisolariciresinol diglucoside[J].Nutrition Research,2010(30):762-769.
[4]KITTS D D,YUAN Y V,WIJEWICKREME A N,et al.Antioxidant activity of the flaxseed lignan secoisolariciresinol diglycoside and its mammalian lignan metabolites enterodiol and enterolactone[J].Molecular and Cellular Biochemistry,1999,202(1-2):91-100.
[5]戴清源,朱秀灵,刘皓.芝麻木脂素及其生物活性研究进展[J].农产品加工:学刊,2012(1):16-17.
[6]梅莺.亚麻饼木酚素发酵提取工艺研究[D].武汉:油料作物研究所,2013:2-9.
[7]李保国,耿鲁骏.中药五味子的提取和测定方法:中国,101375935A[P].2009-03-04.
[8]张天佑,孙庆武,张文晋,等.五味子单体成分的分离制备方法:中国,101709059A[P].2009-12-09.
[9]刘东锋,张翼,杨成东.一种五味子总木脂素的制备方法:中国,101757111A[P].2009-12-23.
[10]WESTCOTT.Process for extracting lignans from flaxseed:USA,5705618[P].1995-03-31.
[11]周玲,王学魁,肖清贵,等.溶剂萃取五味子粗提液中的木脂素[J].过程工程学报,2011,11(6):966.
[12]张文斌,许时婴.亚麻木酚素的微波辅助提取工艺研究[J].天然产物研究与开发,2006(18):286-290.
[13]袁晓娇,田义新.木脂素类化合物的研究现状[J].人参研究,2013(3):50-53.
[14]孙伟洁,杨宏志,钟运翠,等.超声波辅助提取亚麻木酚素的工艺研究[J].中国粮油学报,2009,24(7):124-127.
[15]陈碧芸,王东,常秀莲,等.乳化剂辅助提取五味子木脂素的研究[J].食品科技,2011,36(9):247-248.
[16]张慧君,王文霞,刘鑫宇,等.响应面法优化亚麻籽粕木脂素的超声酶解提取工艺[J].食品工业,2013,34(11):42-46.
[17]朱自强.超临界流体萃取技术原理和应用[M].北京:化学工业出版社,2005:15.
[18]杨宏志.亚麻籽脱毒和木脂素提取工艺研究[D].北京:中国农业大学,2005:42-46.
[19]宋明杰,邢俊鹏,宋凤瑞,等.北五味子的超临界萃取及产物的HPLC-APCI-MS/MS分析[J].质谱学报,2011,32(5):284.
[20]戴军,徐佐旗,赵婷,等.超临界CO2提取五味子木脂素的工艺研究[J].食品与药品,2010,12(9):313.
[21]付亚琦.亚麻籽木酚素不同水解产物结构鉴定及活性研究[D].杭州:浙江工商大学,2013:2-11.
[22]PETERSON J,DWYER J,ADLERCREUTZ H,et al.Dietary lignans:Physiology and potential for cardiovascular disease risk reduction[J].Nutr Rev,2010,(68):571-603.
[23]STRUIJS K,VINCKEN J P,VERHOEF R,et al.Hydroxycinnamic acids are ester-linked directly to glucosyl moieties within the lignan macromolecule from flaxseed hulls[J].Phytochemistry,2008,69(5):1250-1260.
[24]郑光耀,薄采颖,张景利.亚临界水萃取技术在植物提取物领域的应用研究进展[J].林产化学与工业,2010,30(5):108-114.
[25]GACACE J E,MAZZA G.Pressurized low polarity water extraction of lignans from whole flaxseed[J].Journal of Food Engineering,2006(77):1087-1095.
[26]ZHEN-SHAN ZHANG,DONG LI,LI-JUN WANG,et al.Optimization of ethanol-water extraction of lignans from flaxseed[J].Separation Purification Technology,2007(57):17-24.
[27]THOMPSON L U,ROBB P,SERRAINO M,et al.Mammalian lignan production from various foods[J].Nutr Cancer,1991(16):43-53.
[28]OBERMEYER W R,MUSSER S M,BETZ J M,et al.Chemical studies of phytoestrogens and related compounds in dietary supplements:Flax and chaparral[J].Proc Soc Expl Boil Med,1995(208):6-12.
[29]ELIASSON C,KAMAL-ELDIN A,ANDERSON R,et al.High performance liquid chromatographic analysis of secoisolariciresinol diglucoside and hydroxycinnamic acid glucosides in flaxseed by alkaline extraction[J].Journal of Chromatography A,2003(1012):151-159.
[30]梁少华,王金亚,杨瑞楠.亚麻籽油中木脂素含量测定方法研究[J].中国粮油学报,2014,29(5):125-128.
[31]范国婷.亚麻籽木脂素的提取纯化及抗氧化性的研究[D].长春:吉林农业大学,2013:2-6.
[32]WILLFOR S M,SMEDS A I,HOLMBOM B R.Chromatographic analysis of lignans[J].J Chromatogr A,2006(1112):64-77.
[33]MAZUR W M,FOTSIS T,WAHALA K,et al.Isotope dilution gas chromatographic mass spectrometric method for the determination of isoflavonoids,coumestrol,and lignans in food samples[J].Analytical Biochemistry,1996,233(2):169-180.
[34]TANJA KRAUSHOFER,GERHARD SONTAG.Determination of matairesinol in flax seed by HPLC with coulometric electrode array detection[J].Journal of Chromatography B,2002:61-66.
[35]THOMAS J SCHMIDT,SHIVA HEMMATI,ELISABETH FUSS,et al.A Combined HPLC-UV and HPLC-MS Method for the Identification of Lignans and its Application to the Lignans of Linum usitatissimum L and L bienne Mill[J].Phytochemical Analysis,2006(17):299-311.