Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of α-glucosidase

Journal of Agricultural and Food Chemistry

Volumn 57, Issue 24, 2009, Pages 11463-11468

  Li, Yan Qin ^a   Zhou, Feng Chao ^a   Gao, Fei ^a   Bian, Jun Sheng ^b   Shan, Fang ^b  

^a SHANXI UNIVERSITY   (China)

^b Shanxi Academy of Agricultural Sciences   (China)

Author keywords

glucosidase; Diabetes; Flavonoid compound; Inhibitor; Tartary buckwheat

Indexed keywords

ACARBOSE; ALPHA GLUCOSIDASE; ANTIDIABETIC AGENT; DRUG DERIVATIVE; ENZYME INHIBITOR; ISOQUERCITRIN; QUERCETIN; RUTOSIDE; SACCHAROMYCES CEREVISIAE PROTEIN;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; DRUG ANTAGONISM; FAGOPYRUM; KINETICS; METABOLISM; PLANT SEED; PROTEIN BINDING; SPECTROFLUOROMETRY;

ACARBOSE; ALPHA-GLUCOSIDASES; ENZYME INHIBITORS; FAGOPYRUM; HYPOGLYCEMIC AGENTS; KINETICS; PROTEIN BINDING; QUERCETIN; RUTIN; SACCHAROMYCES CEREVISIAE PROTEINS; SEEDS; SPECTROMETRY, FLUORESCENCE;

FAGOPYRUM TATARICUM;

EID: 73349100639     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf903083h     Document Type: Article

References (30)

1. Mertes, G. Safety and efficacy of acarbose in the treatment of Type 2 diabetes: data from a 5-year surveillance study. Diabetes Res. Clin. Pract. 2001, 52, 193-204.
2. Shinozaki, K.; Suzuki, M.; Ikebuchi, M.; Hirose, J.; Hara, Y.; Harano, Y. Improvement of insulin sensitivity and dyslipidemia with a new alpha-glucosidase inhibitor, voglibose, in nondiabetic hyperinsulinemic subjects. Metabolism 1996, 45, 731-737.
3. Chiasson, J. L.; Josse, R. G.; Leiter, L. A.; Mihic, M.; Nathan, D. M.; Palmason, C.; Cohen, R. M.; Wolever, T. M. The effect of acarbose on insulin sensitivity in subjects with impaired glucose tolerance. Diabetes Care 1996, 19, 1190-1193.
4. Seifarth, C.; Bergmann, J.; Holst, J. Prolonged and enhanced secretion of glucagon-like peptide 1 (7-36 amide) after oral sucrose due to α-glucosidase inhibition (acarbose) in Type 2 diabetic patients. Diabetic Med. 1998, 15, 485-491.
5. Kim, S. D.; Nho, H. J. Isolation and Characterization of α-Glucosidase Inhibitor from the Fungus Ganoderma lucidum. J. Microbiol. 2004, 42, 223-227.
6. Odetti, P. R.; Borgoglio, A.; De Pascale, A.; Rolandi, R.; Adezati, L. Prevention of diabetes-increased aging effect on rat collagen-linked fluorescence by aminoguanidine and rutin. Diabetes 1990, 39, 796-801.
7. Srinivasan, K.; Kaul, C. L.; Ramarao, P. Partial protective effect of rutin on multiple low dose streptozotocin-induced diabetes in mice. Indian J. Pharm. 2005, 37, 327-328.
8. Je, H. D.; Shin, C. Y.; Park, S. Y.; Yim, S. H.; Kum, I. H.; Huh, J. H.; Kim; Sohn, U. D. Combination of vitamin C and rutin on neuropathy and lung damage of diabetes mellitus rats. Arch. Pharm. Res. 2002, 25, 184-190.
9. Nagasawa, T.; Tabata, N.; Ito, Y.; Aiba, Y.; Nishizawa, N.; Kitts, D. D. Dietary G-rutin suppresses glycation in tissue proteins of streptozoticin- induced diabetic rats. Mol. Cell. Biochem. 2003, 252, 141-147.
10. Tadera, K; Minami, Y; Takamatsu, K; Matsuoka, T. Inhibition of α-Glucosidase and α-Amylase by Flavonoids. J. Nutr. Sci. Vitaminol. 2006, 52, 149-153.
11. Kim, J. H.; Ryu, Y. B.; Kang, N. S.; Lee, B. W.; Heo, J. S.; Jeong, I. Y.; Park K. H. Glycosidase Inhibitory Flavonoids from Sophora flavescens. Biol. Pharm. Bull. 2006, 29, 302-305.
12. Matsui, T.; Ueda, T.; Oki, T.; Sugita, K.; Terahara, N.; Matsumoto, K. α-Glucosidase Inhibitory Action of Natural Acylated Anthocyanins. 1. Survey of Natural Pigments with Potent Inhibitory Activity. J. Agric. Food Chem. 2001, 49, 1948-1951.
13. Matsui, T.; Tanaka, T.; Tamura, S.; Toshima, A.; Tamaya, K.; Miyata, Y.; Tanaka, K.; Matsumoto, K. α-Glucosidase Inhibitory Profile of Catechins and Theaflavins. J. Agric. Food Chem. 2007, 55, 99-105.
14. Gao, H.; Nishioka, T.; Kawabata, J.; Kasai, T. Structure-activity relationships for α-glucosidase inhibition of baicalein, 5, 6, 7-trihydroxyflavone: the effect of A-ring substitution. Biosci., Biotechnol, Biochem. 2004, 68, 369-375.
15. Gao, H.; Kawabata, J. Importance of the B ring and its substitution on the α-glucosidase inhibitory activity of baicalein, 5, 6, 7-trihydroxyflavone. Biosci., Biotechnol, Biochem. 2004, 68, 1858-1864.
16. Li, Y. Q.; Gao, Fan. ; Gao, Fei.; Shan, F.; Bian, J. S.; Zhao, C. G Study on the Interaction between 3 Flavonoid Compounds and α-Amylase by Fluorescence Spectroscopy and Enzymatic Kinetics. J. Food Sci. 2009, 74 (3), C199-C203.
17. Chen, Y.; Barkley, M. D. Toward Understanding Tryptophan Fluorescence in Proteins. Biochemistry 1998, 37, 9976-9982.
18. Yang, R.; Chen, X. L.;Li, P.;Qu, L. B. Interaction between lysozyme and three flavones by fluorescence spectroscopy. Chem. J. Chin. U. 2006, 27, 1673-1676.
19. Burstein, E. A.; Vedenkina, N. S.; Ivkova, M. N. Fluorescence and the location of tryptophan residues in protein molecules. Photochem. Photobiol. 1973, 18, 263-279.
20. Yang, P.; Gao, F. Principles of Bioinorganic Chemistry; Science Press: Beijing, China, 2002; pp 331-332.
21. Liu, X. F.; Xia, Y. M.; Fang, Y.; Zou, L.; Liu, L. L. Interaction between natural pharmacy-eutical homologues of coumarin and bovine serum albumin. Acta Chim. Sin. 2004, 62, 1484-1490.
22. Zhang, X. W.; Zhao, F. L.; Li, K. A. Progress in the research of the interaction between drug and serum protein in vitro. Chemistry 1999, 20, 1063-1067.
23. Xie, M. Y.; Jiang, M.; Li, S.; Liu, Y. Study on the interaction of β-1, 2, 3, 4, 6-Penta-O-galloyl-D-glucopyranose with human serum albumin. Acta Chem. Sin. 2004, 62, 1460-1466.
24. Ross, D. P.; Subramanian, S. Thermodynamics of protein association reactions: forces contributing to stability. J. Biochem. 1981, 20, 3096-3099.
25. Saini, S.; Singh, H.; Bagchi, B. Fluorescence resonance energy transfer (FRET) in chemistry and biology: Non-Förster distance dependence of the FRET rate. J. Chem. Sci. 2006, 82, 23-35.
26. Kamat, B. P. Study of the interaction between fluoroquinolones and bovine serum albumin. J. Pharm. Biomed. Anal. 2005, 39, 1046-1050.
27. Jiang, Y. M.;Dai, Z. Y.;Chen, J. G;Hu, J. Introduction to Molecular Enzymology; China Agricultural University Press: Beijing, China, 2000; pp 56-66.
28. Hames, B. D.; Hooper, N. M. Instant Notes in Biochemistry, 2nd ed.; BIOS Scientific Publishers Limited: London, 2000; pp 81-89.
29. Chen, Q.; Wang, B. C.; Tang, C H.; Duan, C R. The Relation Between Structure and Antioxygenic Activity of Flavonoid. J. Chongqing Univ. 2003, 6, 48-55.
30. Mora, A.; Paya, M.; Rios, J. L.; Alcaraz, M. J. Structure-activity relationships of polymethoxy-flavones and other flavonoids as inhibitors of non-enzymic lipid peroxidation. Biochem. Pharmacol 1990, 40, 793-797.