Determination of Major Isoflavones in Soy Drinks by Solid-Phase Micro Extraction Coupled to Liquid Chromatography

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• 作者：Antonella Aresta ; Francesca Di Grumo ; Carlo Zambonin
• 关键词：Soy isoflavones ; Solid phase micro extraction ; Liquid chromatography ; Bovine serum albumin
• 刊名：Food Analytical Methods
• 出版年：2016
• 出版时间：April 2016
• 年：2016
• 卷：9
• 期：4
• 页码：925-933
• 全文大小：604 KB
• 参考文献：Adlercreutz H, Mazur W (1997) Phytoestrogens and Western diseases. Ann Med 29:95–120CrossRef
  Anderson LN, Cotterchio M, Boucher BA, Kreiger N (2013) Phytoestrogen intake from foods, during adolescence and adulthood, and risk of breast cancer by estrogen and progesterone receptor tumor subgroup among Ontario women. Int J Cancer 132:1683–1692. doi:10.​1002/​ijc.​27788 CrossRef
  Andres S, Abraham K, Appel KA, Lampen A (2011) Risks and benefits of dietary isoflavones for cancer. Crit Rev Toxicol 41:463–506CrossRef
  Atkinson C, Frankenfeld CL, Lampe JW (2005) Gut bacterial metabolism of the soy isoflavone daidzein: exploring the relevance to human health. Exp Biol Med (Maywood) 230:155–170
  Bernal J, Mendiola JA, Ibánez E, Cifuentes A (2011) Review advanced analysis of nutraceuticals. J Pharm Biomed Anal 55:758–74CrossRef
  Bojko B, Cudjoe E, Gómez-Ríos GA, Gorynski K, Jiang R, Reyes-Garcés N, Risticevic S, Silva ÉAS, Togunde O, Vuckovic D, Pawliszyn J (2012a) a) SPME – Quo vadis? Anal Chim Acta 750:132–151CrossRef
  Bojko B, Vuckovic D, Pawliszyn J (2012b) Comparison of solid phase microextraction versus spectroscopic techniques for binding studies of carbamazepine. J Pharm Biomed Anal 66:91–99. doi:10.​1016/​j.​jpba.​2012.​03.​005 , Epub 2012 Mar 14CrossRef
  de Rijke E, Out P, Niessen WMA, Ariese F, Gooijer C, Brinkman UAT (2006) Analytical separation and detection methods for flavonoids. Review J Chromatography A 1112:31–63
  Di Cagno R, Mazzacane F, Rizzello CG, Vincentini O, Silano M, Giuliani G, De Angelis M, Gobbetti M (2010) Synthesis of isoflavone aglycones and equol in soy milks fermented by food-related lactic acid bacteria and their effect on human intestinal Caco-2 cells. J Agric Food Chem 58:10338–10346. doi:10.​121/​jf101513r CrossRef
  Frankenfeld CL (2011) Dairy consumption is a significant correlate of urinary equol concentration in a representative sample of US adults. Am J Clin Nutr. doi:10.​3945/​ajcn.​111.​011825
  Hsu BY, Inbaraj BS, Chen BH (2010) Analysis of soy isoflavones in foods and biological fluids: an overview. Journal of Food and Drug Analysis 18:141–154
  Izumi T, Piskula MK, Osawa S, Obata A, Tobe K, Saito M, Kataoka S, Kubota Y, Kikuchi M (2000) Soy isoflavone aglycones are absorbed faster and in higher amounts than their glucosides in humans. J Nutr 130:1695–1699
  Kuhnau J (1976) The flavonoids. A class of semi-essential food components: their role in human nutrition. World Rev Nutr Diet 24:117–119CrossRef
  Lampe JW (2010) Emerging research on equol and cancer. J Nutr 140:1369S–1372SCrossRef
  Messina M (2014) Soy foods, isoflavones, and the health of postmenopausal women. Am J Clin Nutr 100:423S–430SCrossRef
  Mizushina Y, Shiomi K, Kuriyama I, Takahashi Y, Yoshida H (2013) Inhibitory effects of a major soy isoflavone, genistein, on human DNA topoisomerase II activity and cancer cell proliferation. Int J Oncol 43:1117–1124. doi:10.​3892/​ijo.​2013.​2032
  Murphy E (2011) Estrogen signaling and cardiovascular disease. Circ Res 109:687–696CrossRef
  Rostagno MA, Villaresa A, Guillamóna E, García-Lafuentea A, Martíneza JA (2009) Review. Sample preparation for the analysis of isoflavones from soybeans and soy foods Journal of Chromatography A 1216:2–29
  Satterfield M, Black DM, Brodbelt JS (2001) Detection of the isoflavone aglycones genistein and daidzein in urine using solid-phase microextraction–high-performance liquid chromatography–electrospray ionization mass spectrometry. J Chromatogr B 759:33–41CrossRef
  Walle T (2004) Flavonoids and isoflavones (phytoestrogens): absorption, metabolism, and bioactivity. Free Radic Biol Med 36:829–837CrossRef
  Wang P, Zhang H, Yang H, Nie L, Zang H (2015) Rapid determination of major bioactive isoflavonoid compounds during the extraction process of Kudzu (Pueraria Lobata) by near-infrared transmission spectroscopy. Spectrochim Acta A Mol Biomol Spectrosc 137:1403–1408CrossRef
  Wu AH, Yu MC, Tseng CC, Pike MC (2008) Epidemiology of soy exposures and breast cancer risk. Br J Cancer 98:9–14CrossRef
  Xiao J, Cao H, Wang Y, Yamamoto K, Wei X (2010) Structure–affinity relationship of flavones on binding to serum albumins: effect of hydroxyl groups on ring A. Mol Nutr Food Res 54:S253–S260CrossRef
  Xiao JB, Suzuki M, Jiang XY, Chen XQ, Yamamoto K, Xu M (2008) Influence of B-ring hydroxylation on interactions of flavonols with bovine serum albumin J. Agric Food Chem 56:23–50
  Zambonin CG, Aresta A (2002) A SPME-LC with UV detection to study delorazepam–serum albumin interactions. J Pharm Biomed Anal 29:895–890CrossRef
  Zhao J, Ren F (2009) Influence of hydroxylation and glycosylation in ring A of soybean isoflavones on interaction with BSA. Spectrochimica Acta Part A 72:682–685CrossRef
  
• 作者单位：Antonella Aresta (1)
  Francesca Di Grumo (1)
  Carlo Zambonin (1)
  
  1. Department of Chemistry, University of Bari Aldo Moro, Via Orabona 4, 701 25, Bari, Italy
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Food Science
  Chemistry
  Microbiology
  Analytical Chemistry
  
• 出版者：Springer New York
• ISSN：1936-976X

文摘

A simple method for determination of major isoflavones (daidzein, genestein, genistin) and equol, a daidzein metabolite, has been developed using solid-phase micro extraction coupled to liquid chromatography with diode array UV detection. All the aspects influencing adsorption (fibre coating, extraction time, temperature, pH and salt addition) and desorption of the analytes (desorption and injection time and minimize carryover) were carefully investigated. The limits of detection obtained using a polydimethylsiloxane /divinylbenzene fiber coating were in the range 4 (genistein) to 38 (genistin) nM. The method proved to be useful for determination of analytes in soy-based products. Daidzein, genistein, and genistin were found in all samples (three soy milks and two blended rice/soy beverages) at concentrations ranging from 0.8 ± 0.2 (daidzein) to 180.4 ± 12.1 (genistin) μM, while glycitein and equol were found in three and in one of the drinks at levels between 1.7 ± 0.1 and 5.0 ± 0.2 μM and at 2.7 ± 0.2 μM, respectively. The procedure was used to define the binding constants of isoflavones with serum albumin bovine that were found from 2.5 × 104 (daidzein) to 2.9 × 105 (genistein) L mol−1. The method proposed restricts the use of organic solvents and can be used widely in most laboratories with standard equipment. In addition, it is suitable for easily studying the isoflavone interaction with the main constituents in plants, e.g., proteins and lipids, to evaluate their bioavailability and to clarify the controversial question on benefits for or damage to human health resulting from soy intake.