Preparative separation and identification of the flavonoid phlorhizin from the crude extract of Lithocarpus polystachyus Rehd

Molecules

Volumn 12, Issue 3, 2007, Pages 552-562

  Dong, Huaqiang ^a,b   Ning, Zhengxiang ^a   Yu, Lijing ^a   Li, Lin ^a   Lin, Lichao ^b   Huang, Jianbo ^b  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b FOSHAN UNIVERSITY   (China)

Author keywords

Lithocarpus polystachyus; Macroporous resin; Phlorhizin; Separation

Indexed keywords

ALUMINUM OXIDE; FLAVONOID; GLUCOSIDE; PHLORIZIN; PLANT EXTRACT;

ADSORPTION; ARTICLE; CHEMISTRY; DRUG MIXTURE; ELECTROSPRAY MASS SPECTROMETRY; FAGACEAE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOLATION AND PURIFICATION; SOLUTION AND SOLUBILITY; THIN LAYER CHROMATOGRAPHY; TIME;

ADSORPTION; ALUMINUM OXIDE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CHROMATOGRAPHY, THIN LAYER; COMPLEX MIXTURES; FAGACEAE; FLAVONOIDS; GLUCOSIDES; PHLORHIZIN; PLANT EXTRACTS; SOLUTIONS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TIME FACTORS;

EID: 34147164404     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/12030552     Document Type: Article

References (27)

1. Hutchinson, A.; Taper, C.; Towers, G. Studies of phloridzin in malus. Can. J. Med. Sci. 1959, 37, 901-910.
2. Ridgway, T. Phloridzin derivatives: food additives/chemopreventative drugs of the future. Biochem. Soc. Trans. 1997, 25, 109S.
3. Escarpa, A., Gonzalez, M. High-performance liquid chromatography with diode-array detection for the determination of phenolic compounds in peel and pulp from different apple varieties. J. Chromatogr. 1998, 823, 331-337.
4. Ehrenkranz, J.R.L.; Lewis, N.G.; Kahn, C.R.; Roth, J. Phlorizin: a review. Diabetes Metab. Res. Rev. 2005, 21, 31-38.
5. Walle, T.; Walle, UK. The beta-D-glucoside and sodium-dependent glucose transporter 1 (SGLT1)-inhibitor phloridzin is transported by both SGLT1 and multidrug resistance-associated proteins 1/2. Drug Metab. Dispos. 2003, 31, 1288-1291.
6. Desai, SA.; Alkhalil, A.; Kang, M.; Ashfaq, U.; Nguyen, ML. Plasmodial surface anion channel-independent phloridzin resistance in Plasmodium falciparum. J. Biol. Chem. 2005, 280, 16861-16867.
7. Mandal, A; Verri, T.; Mandal, P.K.; Storelli, C.; Ahearn, GA. Expression of Na+/D-glucose cotransport in Xenopus laevis oocytes by injection of poly(A)(+) RNA isolated from lobster (Homarus americanus) hepatopancreas. Comp. Biochem. Physiol. A-Mol. Integr. Physiol. 2003, 135, 467-475.
8. Dudash, J.; Zhang, X.; Zeck, R.E.; Johnson, S.G.; Cox, G.G.; Conway, B.R.; Rybczynski, P.J.; Demarest, K.T. Glycosylated dihydrochalcones as potent and selective sodium glucose co-transporter 2 (SGLT2) inhibitors. Bioorg. Med. Chem. Lett. 2004, 14, 5121-5125.
9. Ghanem, E.; Robaye, B.; Leal, T.; Leipziger, J.; Van Driessche, W.; Beauwens, R.; Boeynaems, J.M. The role of epithelial P2Y(2) and P2Y(4) receptors in the regulation of intestinal chloride secretion. Brit. J. Pharm. 2005, 146, 364-369.
10. McCrimmon, R.; Evans, M.; Jacob, R. AICAR and phlorizin reverse the hypoglycemia-specific defect in glucagon secretion in the diabetic BB rat. Am. J. Physiol. Endocrinol. Metab. 2002, 283, E1076-E1083.
11. Gaisano, H.; Ostenson, C.; Sheu, L.; Wheeler, M.; Efendic, S. Abnormal expression of pancreatic islet exocytotic soluble Nethylmaleimide-sensitive factor attachment protein receptors in Got-Kakizaki rats is partially restored by phlorizin treatment and accentuated by high glucose treatment. Endocrinology 2002, 143, 4218-4226.
12. Van den Berghe, G.; Wouters, P.; Weekers, F. Intensive insulin therapy in critically ill patients. N. Engl. J. Med. 2001, 345, 1359-1367.
13. Ridgway, T.; O'Reilly, J.; West, G.; Tucker, G.; Wiseman, H. Antioxidant action of novel derivatives of the apple-derived flavonoid phloridzin compared to oestrogen; relevance to potential cardioprotective action. Biochem. Soc. Trans. 1997, 106S, 25.
14. Puel, C.; Quintin, A.; Mathey, J.; Obled, C.; Davicco, M. J.; Lebecque, P.; Kati-Coulibaly, S.; Horcajada, M.N.; Coxam, V. Prevention of Bone Loss by Phloridzin, an Apple Polyphenol, in Ovariectomized Rats under Inflammation Conditions. Calcif. Tiss. Int. 2005, 77, 311-318.
15. Hall, J.T.; Reilly, R.T.; Cottrill, K.L.; Stone, W.S.; Gold, P.E. Phlorizin enhancement of memory in rats and mice. Pharmacol. Biochem. Behav. 1992, 41, 295-299.
16. Boccia, M.M.; Kopf, S.R.; Baratti, C.M. Phlorizin, a competitive inhibitor of glucose transport, facilitates memory storage in mice. Neurobiol. Learn. Mem. 1999, 71, 104-112.
17. Ugocsai, K; Varga, A; Molnar, P; Antus, S; Molnar, J. Effects of selected flavonoids and carotenoids on drug accumulation and apoptosis induction in multidrug-resistant colon cancer cells expressing MDR1/LRP. In Vivo 2005, 19, 433-438.
18. Veeriah, S; Kautenburger, T; Habermann, N; Sauer, J; Dietrich, H; Will, F; Pool-Zobel, BL.Apple flavonoids inhibit growth of HT29 human colon cancer cells and modulate expression of genes involved in the biotransformation of xenobiotics. Mol. Carcinogen. 2006, 45, 164-174.
19. China Pharmacopoeia Committee. Pharmacopoeia of the People's Republic of China; China Chemical Industry Press: Beijing, 1999 (first part of the 2000 edition); pp. 327-329.
20. Su, X.; Chen, Z.; Jiao, B.; Huang, Q.; Li, W. Isolation and identification of active anti-allergic constituents in Lithocarpus polystachyus Rehd. J. Southwest Agric. Univ. 2000, 22, 419-420.
21. Li, W.; Li, R; Nai, Z.; Na, X.; Su, X.; Chen, Z. Studies on Active Anti-allergic Constituents in Lithocarpus polystachyus (Wall) Rehd. J. Yunnan Univ. 2001, 23, 461-463.
22. Zhou, W.; Shui, G.; Tian, Z. Study on sweet components of Hunan Sweet Tea. Food Sci. 1992, 13, 17-19.
23. Nie, R.; Tanaka, T.; Zhou, J.; Tanaka, O. Plorizin and Trilobatin, Sweet Dihydrochalcone-Glucosides from leaves of Lithocarpus litseifolius (Hance) Rehd. (Fagaceae), Agri. Biol. Chem. 1982, 46, 1933-1934.
24. Wang, R.; Li, H.; Zhang, L.; Xiong, Y. Studies on the Constant Components and the Stability of Pigment of Hunan Wild Tiancha. J. Hunan Agic. Univ. 1996, 22, 456-460.
25. Xiao, K.; Liao, X. Isolation and Structural Identification of a Flavonoid from Lithocarpus polysachy Rehd. Chem. Ind. Forest Prod. 2006, 26, 85-87.
26. Xiao, K.; Liao, X.; Cui, Y.; Ren, C. Study on the new extraction methods of the flavonoids in Lithocarpus Polysachyus Rehd. Food Sci. 2004, 25, 113-115
27. Liu, Z.; Yan, G.; Bu, F. Several microwave assisted extraction methods for extraction of active constituents from Acanthopanax Senticosus Harms. Chin. J. Anal. Chem. 2005, 33, 531-534.