Microemulsion liquid chromatographic method for simultaneous separation and determination of five isoflavones in red clover

References

• Roughley, R. J.; Nutman, P. S.; Chandler, M. R. Effect of Host Plant Selection and Temperature on the Structure of Root Nodules of Red Clover (Trifolium pratense l.). Plant. Soil. 1981, 61, 113–124. DOI: 10.1007/BF02277368.
   Web of Science ®Google Scholar
• Wu, Q.; Wang, M.; Simon, J. E. Determination of Isoflavones in Red Clover and Related Species by High-Performance Liquid Chromatography Combined with Ultraviolet and Mass Spectrometric Detection. J. Chromatogr. A. 2003, 1016, 195–209. DOI: 10.1016/j.chroma.2003.08.001.
   PubMed Web of Science ®Google Scholar
• Booth, N. L.; Overk, C. R.; Yao, P.; Totura, S.; Deng, Y.; Hedayat, A. S.; Bolton, J. L.; Pauli, G. F.; Farnsworth, N. R. Seasonal Variation of Red Clover (Trifolium pratense L., Fabaceae) Isoflavones and Estrogenic Activity. J. Agric. Food. Chem. 2006, 54, 1277–1282. DOI: 10.1021/jf052927u.
   PubMed Web of Science ®Google Scholar
• Howes, J. B.; Sullivan, D.; Lai, N.; Nestel, P.; Pomeroy, S.; West, L.; Eden, J. A.; Howes, L. G. The Effects of Dietary Supplementation with Isoflavones from Red Clover on the Lipoprotein Profiles of Post Menopausal Women with Mild to Moderate Hypercholesterolaemia. Atherosclerosis. 2000, 152, 143–147. DOI: 10.1046/j.1463-1326.2003.00282.x.
   PubMed Web of Science ®Google Scholar
• Clifton-Bligh, P. B.; Baber, R. J.; Fulcher, G. R.; Nery, M. L.; Moreton, T. The Effect of Isoflavones Extracted from Red Clover (Rimostil) on Lipid and Bone Metabolism. Menopause. 2001, 8, 259–265. DOI: 10.1097/00042192-200107000-00007.
   PubMed Web of Science ®Google Scholar
• Powles, T. J.; Howell, A.; Evans, D. G.; McCloskey, E. V.; Ashley, S.; Greenhalgh, R.; Affen, J.; Flook, L. A.; Tidy, A. Red Clover Isoflavones Are Safe and Well Tolerated in Women with a Family History of Breast Cancer. Menopause Int. 2008, 14, 6–12. DOI: 10.1258/mi.2007.007033.
   PubMedGoogle Scholar
• Widyarini, S.; Spinks, N.; Husband, A. J.; Reeve, V. E. Isoflavonoid Compounds from Red Clover (Trifolium pratense) Protect from Inflammation and Immune Suppression Induced by UV Radiation. Photochem. Photobiol. 2001, 74, 465–470. DOI: 10.1258/mi.2007.007033.
   PubMed Web of Science ®Google Scholar
• Xutong, S.; Fengxia, G.; Juan, Q. Progress on the Antioxidant Function and Pharmacological Effects of Isoflavones in Red Clover. Grassland. Turf. 2012, 32, 76–81. DOI: 10.3969/j.issn.1009-5500.2012.04.015.
   Google Scholar
• Medjakovic, S.; Jungbauer, A. Red Clover Isoflavones Biochanin a and Formononetin Are Potent Ligands of the Human Aryl Hydrocarbon Receptor. J. Steroid. Biochem. Mol. Biol. 2008, 108, 171–177. DOI: 10.1016/j.jsbmb.2007.10.001.
   PubMed Web of Science ®Google Scholar
• Shahmohammadi, A.; Ramezanpour, N.; Mahdavi Siuki, M.; Dizavandi, F.; Ghazanfarpour, M.; Rahmani, Y.; Tahajjodi, R.; Babakhanian, M. The Efficacy of Herbal Medicines on Anxiety and Depression in Peri- and Postmenopausal Women: A Systematic Review and Meta-Analysis. Post. Reprod. Health. 2019, 25, 131–141. DOI: 10.1177/2053369119841166.
   PubMedGoogle Scholar
• El-Sherbiny, D. T.; El-Enany, N.; Belal, F. F.; Hansen, S. H. Simultaneous Determination of Loratadine and Desloratadine in Pharmaceutical Preparations Using Liquid Chromatography with a Microemulsion as Eluent. J. Pharmaceu. Biomed. Anal. 2007, 43, 1236–1242. DOI: 10.1016/j.jpba.2006.10.027.
   PubMed Web of Science ®Google Scholar
• Althanyan, M. S.; Assi, K. H.; Clark, B. J.; Hanaee, J. Microemulsion High Performance Liquid Chromatography (Melc) Method for the Determination of Terbutaline in Pharmaceutical Preparation. J. Pharmaceu. Biomed. Anal. 2011, 55, 397–402. DOI: 10.1016/j.jpba.2011.01.027.
   PubMed Web of Science ®Google Scholar
• Debbih, M.; Guermouche, M. H.; Guermouche, S. Microemulsion High Performance Liquid Chromatography Method for the Determination of Ibuprofen in the Presence of Preservatives and Impurities in Oral Pediatric Suspension. Chem. Pap. 2017, 71, 1693–1703. DOI: 10.1007/s11696-017-0162-3.
   Web of Science ®Google Scholar
• Tongtong, X.; Hongxing, W.; Aini, Z.; Nuojun, Y.; Ning, L. Simultaneous Separation and Quantification of Vitamins by Microemulsion Liquid Chromatography. J. Chromatogr. Science. 2020, 58, 591–599. DOI: 10.1093/chromsci/bmaa022.
   Web of Science ®Google Scholar
• Momenbeik, F.; Roosta, M.; Nikoukar, A. A. Simultaneous Microemulsion Liquid Chromatographic Analysis of Fat-Soluble Vitamins in Pharmaceutical Formulations: optimization Using Genetic Algorithm. J. Chromatogr. A. 2010, 1217, 3770–3773. DOI: 10.1016/j.chroma.2010.04.012.
   PubMed Web of Science ®Google Scholar
• Ning, L.; GuangLiang, H.; YuLan, L.; TieJi, W.; ChongKai, G. Simultaneous Determination of Four Flavonoids in Extract of Hawthorn Leaves by Microemulsion Liquid Chromatography. Chin. J. Anal. Chem. 2009, 37, 1791–1794. DOI: 10.1159/000210413.
   Google Scholar
• Jun, Z.; RuiJuan, S. Microemulsion Liquid Chromatographic Method for Simultaneous Separation and Determination of Six Flavonoids of Apocynum Venetum Leaf Extract. J. Chromatogr. B. Anal. Technol. Biomed. Life Sci. 2015, 995-996, 8–14. DOI: 10.1016/j.jchromb.2015.05.019.
   Google Scholar
• Yan, H.; Zheng, Z. D.; Wu, H. F.; Liu, X. C.; Zhou, A. A Microemulsion High-Performance Liquid Chromatography (Melc) Method for the Separation and Determination of Hydrolyzed Tenuifolin in Radix Polygalae. Sci. Rep. 2019, 9, 19108. DOI: 10.1038/s 41598-019-55416.
   Google Scholar
• He, S. Z.; Zhang, Z. Y.; Zhang, S. Y. Content Determination of 5 Anthraquinone Derivatives in Rhei Radix et Rhizoma by Microemulsion Liquid Chromatography. China. Pharmacy. 2011, 22, 3704–3706. DOI: 10.1097/MOP.0b013e328341d1da.
   Google Scholar
• Al-Majed, A. A.; Hefnawy, M. M.; Mohammed, M. S.; Attia, S. M.; Lehmann, J. Selective Microemulsion Liquid Chromatography Analysis of Dopamine Receptor Antagonist le300 and Its n-Methyl Metabolite in Mouse Sera by Using a Monolithic Silica Column. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 2015, 989, 104–111. DOI: 10.1016/j.jchromb.2015.03.005.
   PubMed Web of Science ®Google Scholar
• Shi, Y.; Wang, BJ.; Lin, XK.; Huang, SX.; Lin, KQ.; Zhang, SY. Determination of Rat Serum Emodin Level by Microemulsion Liquid Chromatography with Direct Sample Loading. Nan Fang Yi Ke Da Xue Xue Bao. 2010, 30, 2759–2761. DOI: 10.1016/S 1872-5813(11)60006-6.
   Google Scholar
• Krenn, L.; Unterrieder, I.; Ruprechter, R. Quantification of Isoflavones in Red Clover by High-Performance Liquid Chromatography. J. Chromatogr. B. Anal. Technol. Biomed. Life Ences. 2002, 777, 123–128. DOI: 10.1016/S1570-0232(02)00079-X.
   PubMed Web of Science ®Google Scholar
• Chen, J.; Liu, Y.; Shi, Y. P. Method Development and Validation for HPLC Analysis of Four Isoflavones in Red Clover. Chinese J. Pharmaceu. Anal. 2010, 30, 2034–2036. DOI: 10.16155/j.0254-1793.2010.11.031.
   Google Scholar
• Gikas, E.; Alesta, A.; Economou, G.; Karamanos, A.; Tsarbopoulos, A. Determination of Isoflavones in the Aerial Part of Red Clover by HPLC–Diode Array Detection. J. Liquid. Chromatogr. Related. Technol. 2008, 31, 1181–1194. DOI: 10.1080/10826070802000723.
   Web of Science ®Google Scholar
• Delmonte, P.; Perry, J.; Rader, J. I. Determination of Isoflavones in Dietary Supplements Containing Soy, Red Clover and Kudzu: Extraction Followed by Basic or Acid hydrolysis. J. Chromatogr. A. 2006, 1107, 59–69. DOI: 10.1016/j.chroma.2005.11.060.
   PubMed Web of Science ®Google Scholar
• Kasper, J.; Melzig, M. F. Hptlc Method for the Quantification of Isoflavones in Nutritional Supplements of Red Clover (Trifolium pratense l.). J. Planar. Chromatogr. Modern TLC. 2011, 24, 373–375. DOI: 10.1556/JPC.24.2011.5.2.
   Web of Science ®Google Scholar
• Peng, Y. Y.; Ye, J. N. Determination of Isoflavones in Red Clover by Capillary Electrophoresis with Electrochemical Detection. Fitoterapia. 2006, 77, 171–178. DOI: 10.1016/j.fitote.2006.01.004.
   PubMed Web of Science ®Google Scholar
• Klejdus, B. D.; Stratil, P. V. Identification and Characterization of Isoflavones in Plant Material by Hplc-Dad-ms Tandem. Chem. Listy. 2003, 97, 530–539. DOI: 10.1039/b103906g.
   Web of Science ®Google Scholar
• Muchiri, R. N.; Breemen, R. B. Single Laboratory Validation of UHPLC-MS/MS Assays for Red Clover Isoflavones in Human Serum and Dietary Supplements. J. AOAC Int. 2020, 103, 1160–1166. DOI: 10.1093/jaoacint/qsaa033.
   PubMed Web of Science ®Google Scholar
• Dan, Z.; Ning, S.; HongYan, Z.; Li, Y.; Tong, H.; ChangTao, W. Separation and Determination of Blueberry Leaf Flavonoids by Microemulsion Phase Chromatography. Food Sci. 2015, 36, 91–95. DOI: 10.7506/spkx1002-6630-201514018.
   Google Scholar
• Peris-García, E.; Pankajkumar-Patel, N.; Ruiz, A.; María, J.; Carda-Broch, S.; García-Alvarez-Coque, M. C. Oil-in-Water Microemulsion Liquid Chromatography. Sep. Purif. Rev. 2020, 49, 89–111, 1–23. DOI: 10.1080/15422119.2018.1524386.
   Web of Science ®Google Scholar
• Marsh, A.; Clark, B. J.; Altria, K. D. A Review of the Background, Operating Parameters and Applications of Microemulsion Liquid Chromatography (Melc). J. Sep. Sci. 2005, 28, 2023–2032. DOI: 10.1002/jssc.200500129.
   Web of Science ®Google Scholar