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Volumn 60, Issue 9, 2008, Pages 1227-1236

Inhibitory activities of prenylated flavonoids from Sophora flavescens against aldose reductase and generation of advanced glycation endproducts

Author keywords

[No Author keywords available]

Indexed keywords

2' METHOXYKURARINONE; 3BETA,7,4' TRIHYDROXY 5 METHOXY 8 (GAMMA.GAMMA DIMETHYLALLY)FLAVONE; 7,4' DIHYDROXY 5 METHOXY 8 (GAMMA.GAMMA DIMETHYLALLY)FLAVONE; 8 LAVANDULYLKAEMPFEROL; ADVANCED GLYCATION END PRODUCT; ALDEHYDE REDUCTASE; AMINOGUANIDINE; CHALCONE DERIVATIVE; DESMETHYLANHYDROICARITIN; EPALRESTAT; FLAVONE DERIVATIVE; FLAVONOL DERIVATIVE; KURARIDIN; KURARIDINOL; KURARINOL; KURARINONE; KUSHENOL C; KUSHENOL E; LEACHIANONE G; QUERCETIN; SOPHORA FLAVESCENS EXTRACT; SOPHORAFLAVONE G; XANTHOHUMOL;

EID: 49749122118     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/jpp.60.9.0016     Document Type: Article
Times cited : (82)

References (49)
  • 1
    • 49749096541 scopus 로고    scopus 로고
    • AACE (American Association of Clinical Endocrinologists). State of Diabetes in America: A comprehensive report issued by the American Association of Clinical Endocrinologists. In: Summary Report on National Business Coalition on Health Activities Related to Diabetes, May 2007, Summary of Activities Related to Diabetes, NBCH, 2007
    • AACE (American Association of Clinical Endocrinologists). State of Diabetes in America: A comprehensive report issued by the American Association of Clinical Endocrinologists. In: Summary Report on National Business Coalition on Health Activities Related to Diabetes, May 2007, Summary of Activities Related to Diabetes, NBCH, 2007
  • 2
    • 33947671901 scopus 로고    scopus 로고
    • Advanced glycation endproducts: What is their relevance to diabetic complications?
    • Ahmed, N., Thornalley. P. J. (2007) Advanced glycation endproducts: what is their relevance to diabetic complications? Diabetes Obes. Metab. 9: 233-245
    • (2007) Diabetes Obes. Metab , vol.9 , pp. 233-245
    • Ahmed, N.1    Thornalley, P.J.2
  • 3
    • 0035856980 scopus 로고    scopus 로고
    • Biochemistry and molecular cell biology of diabetic complications
    • Brownlee, M. (2001) Biochemistry and molecular cell biology of diabetic complications, Nature 414: 813-820
    • (2001) Nature , vol.414 , pp. 813-820
    • Brownlee, M.1
  • 4
    • 22144432262 scopus 로고    scopus 로고
    • Inhibition of growth of Streptococcus mutans, methicillin-resistant Staphylococcus aureus, and vancomycin-resistant enterococci by kurarinone, a bioactive flavonoid isolated from Sophora flavescens
    • Chen, L., Cheng, X., Shi, W., Lu, Q., Go, V. L., Heber, D., Ma, L. (2005) Inhibition of growth of Streptococcus mutans, methicillin-resistant Staphylococcus aureus, and vancomycin-resistant enterococci by kurarinone, a bioactive flavonoid isolated from Sophora flavescens. J. Clin. Microbiol. 43: 3574-3575
    • (2005) J. Clin. Microbiol , vol.43 , pp. 3574-3575
    • Chen, L.1    Cheng, X.2    Shi, W.3    Lu, Q.4    Go, V.L.5    Heber, D.6    Ma, L.7
  • 5
    • 0035504914 scopus 로고    scopus 로고
    • Effects of naturally occurring prenylated flavonoids on enzymes metabolizing arachidonic acid: Cyclooxygenases and lipoxygenases
    • Chi, Y. S., Jong, H. C., Son, K. H., Chang, H. W., Kang, S. S., Kim, H. P. (2001) Effects of naturally occurring prenylated flavonoids on enzymes metabolizing arachidonic acid: cyclooxygenases and lipoxygenases. Biochem. Pharmacol. 62: 1185-1191
    • (2001) Biochem. Pharmacol , vol.62 , pp. 1185-1191
    • Chi, Y.S.1    Jong, H.C.2    Son, K.H.3    Chang, H.W.4    Kang, S.S.5    Kim, H.P.6
  • 6
    • 0242607620 scopus 로고    scopus 로고
    • Synthesis, activity, and molecular modeling studies of novel human aldose reductase inhibitors based on a marine natural product
    • de la Fuente, J. A., Manzanaro, S., Martín, M. J., de Quesada, T. G., Reymundo, I., Luengo, S. M., Gago, F. (2003) Synthesis, activity, and molecular modeling studies of novel human aldose reductase inhibitors based on a marine natural product. J. Med. Chem. 46: 5208-5221
    • (2003) J. Med. Chem , vol.46 , pp. 5208-5221
    • de la Fuente, J.A.1    Manzanaro, S.2    Martín, M.J.3    de Quesada, T.G.4    Reymundo, I.5    Luengo, S.M.6    Gago, F.7
  • 7
    • 10044244765 scopus 로고    scopus 로고
    • De Naeyer, A., Vanden Berghe, W., Pocock, V., Milligan, S., Haegeman, G.., De Keukeleire, D. (2004) Estrogenic and anticarcinogenic properties of kurarinone, a lavandulyl flavanone from the roots of Sophora flavescens. J. Nat. Prod. 67: 1829-1832
    • De Naeyer, A., Vanden Berghe, W., Pocock, V., Milligan, S., Haegeman, G.., De Keukeleire, D. (2004) Estrogenic and anticarcinogenic properties of kurarinone, a lavandulyl flavanone from the roots of Sophora flavescens. J. Nat. Prod. 67: 1829-1832
  • 8
    • 31344462987 scopus 로고    scopus 로고
    • (+)-12α-Hydroxysophocarpine, a new quinolizidine alkaloid and related anti-HBV alkaloids from Sophora flavesencs
    • Ding, P. L., Liao, Z. X., Huang, H., Zhou, P., Chen, D. F. (2006) (+)-12α-Hydroxysophocarpine, a new quinolizidine alkaloid and related anti-HBV alkaloids from Sophora flavesencs. Bioorg. Med. Chem. Lett. 16: 1231-1235
    • (2006) Bioorg. Med. Chem. Lett , vol.16 , pp. 1231-1235
    • Ding, P.L.1    Liao, Z.X.2    Huang, H.3    Zhou, P.4    Chen, D.F.5
  • 9
    • 34447642375 scopus 로고    scopus 로고
    • Selectivity determinants of the aldose and aldehyde reductase inhibitor-binding sites
    • El-Kabbani, O., Podjarny, A. (2007) Selectivity determinants of the aldose and aldehyde reductase inhibitor-binding sites. Cell Mol. Life Sci. 64: 1970-1978
    • (2007) Cell Mol. Life Sci , vol.64 , pp. 1970-1978
    • El-Kabbani, O.1    Podjarny, A.2
  • 10
    • 0000930578 scopus 로고
    • Isolation and properties of lens aldose reductase
    • Hayman, S., Kinoshita, J. H. (1965) Isolation and properties of lens aldose reductase. J. Biol. Chem. 240: 877-882
    • (1965) J. Biol. Chem , vol.240 , pp. 877-882
    • Hayman, S.1    Kinoshita, J.H.2
  • 14
    • 33847136330 scopus 로고    scopus 로고
    • Matrine upregulates the cell cycle protein E2F-1 and triggers apoptosis via the mitochondrial pathway in K562 cells
    • Jiang, H., Hou, C., Zhang, S., Xie, H., Zhou, W., Jin, Q., Cheng, X., Qian, R., Zhang, X. (2007) Matrine upregulates the cell cycle protein E2F-1 and triggers apoptosis via the mitochondrial pathway in K562 cells. Eur. J. Pharmacol. 559: 98-108
    • (2007) Eur. J. Pharmacol , vol.559 , pp. 98-108
    • Jiang, H.1    Hou, C.2    Zhang, S.3    Xie, H.4    Zhou, W.5    Jin, Q.6    Cheng, X.7    Qian, R.8    Zhang, X.9
  • 15
    • 21644454494 scopus 로고    scopus 로고
    • Isolation of flavonoids and a cerebroside from the stem bark of Albizzia julibrissin
    • Jung, M. J., Kang, S. S., Jung, H. A., Kim, G. J., Choi, J. S. (2004) Isolation of flavonoids and a cerebroside from the stem bark of Albizzia julibrissin. Arch. Pharm. Res. 27: 593-599
    • (2004) Arch. Pharm. Res , vol.27 , pp. 593-599
    • Jung, M.J.1    Kang, S.S.2    Jung, H.A.3    Kim, G.J.4    Choi, J.S.5
  • 19
    • 44349083080 scopus 로고    scopus 로고
    • Re-evaluation of the antioxidant prenylated flavonoids from the roots of Sophora flavescens
    • Jung, H. A., Jeong, D. M., Chung, H. Y., Lim, H. A., Kim, J. Y., Yoon, N. Y., Choi, J. S. (2008) Re-evaluation of the antioxidant prenylated flavonoids from the roots of Sophora flavescens. Biol. Pharm. Bull. 31: 908-915
    • (2008) Biol. Pharm. Bull , vol.31 , pp. 908-915
    • Jung, H.A.1    Jeong, D.M.2    Chung, H.Y.3    Lim, H.A.4    Kim, J.Y.5    Yoon, N.Y.6    Choi, J.S.7
  • 21
    • 0028049501 scopus 로고
    • Matteuorienate A and B, two new and potent aldose reductase inhibitors from Matteuccia orientalis (Hook.) Trev
    • Kadota. S., Basnet, P., Hase, K., Namba, T. (1994) Matteuorienate A and B, two new and potent aldose reductase inhibitors from Matteuccia orientalis (Hook.) Trev. Chem. Pharm. Bull. 42: 1712-1714
    • (1994) Chem. Pharm. Bull , vol.42 , pp. 1712-1714
    • Kadota, S.1    Basnet, P.2    Hase, K.3    Namba, T.4
  • 24
    • 33748915431 scopus 로고    scopus 로고
    • Inhibitory effects of Zingiber officinale Roscoe derived components on aldose reductase activity in vitro and in vivo
    • Kato, A., Higuchi, Y., Goto, H., Kizu, H., Okamoto, T., Asano, N., Hollinshead. J., Nash, R. J., Adachi, I. (2006) Inhibitory effects of Zingiber officinale Roscoe derived components on aldose reductase activity in vitro and in vivo. J. Agric. Food Chem. 54: 6640-6644
    • (2006) J. Agric. Food Chem , vol.54 , pp. 6640-6644
    • Kato, A.1    Higuchi, Y.2    Goto, H.3    Kizu, H.4    Okamoto, T.5    Asano, N.6    Hollinshead, J.7    Nash, R.J.8    Adachi, I.9
  • 25
    • 0042309869 scopus 로고    scopus 로고
    • Aldose reductase inhibitors from nature
    • Kawanishi, K., Ueda. H., Moriyasu, M. (2003) Aldose reductase inhibitors from nature. Curr. Med. Chem. 10: 1353-1374
    • (2003) Curr. Med. Chem , vol.10 , pp. 1353-1374
    • Kawanishi, K.1    Ueda, H.2    Moriyasu, M.3
  • 26
    • 0036594688 scopus 로고    scopus 로고
    • Effects of sophoraflavanone G, a prenylated flavonoid from Sophora flavescens, on cyclooxygenase-2 and in vivo inflammatory response
    • Kim, D. W., Chi. Y. S., Son, K. H., Chang, H. W., Kim, J. S., Kang, S. S., Kim, H. P. (2002) Effects of sophoraflavanone G, a prenylated flavonoid from Sophora flavescens, on cyclooxygenase-2 and in vivo inflammatory response. Arch. Pharm. Res. 25: 329-335
    • (2002) Arch. Pharm. Res , vol.25 , pp. 329-335
    • Kim, D.W.1    Chi, Y.S.2    Son, K.H.3    Chang, H.W.4    Kim, J.S.5    Kang, S.S.6    Kim, H.P.7
  • 27
    • 2142754392 scopus 로고    scopus 로고
    • Tyrosinase inhibitory prenylated flavonoids from Sophora flavescens
    • Kim, S. J., Son, K. H., Chang, H. W., Kang, S. S., Kim, H. P. (2003) Tyrosinase inhibitory prenylated flavonoids from Sophora flavescens. Biol. Pharm. Bull. 26: 1348-1350
    • (2003) Biol. Pharm. Bull , vol.26 , pp. 1348-1350
    • Kim, S.J.1    Son, K.H.2    Chang, H.W.3    Kang, S.S.4    Kim, H.P.5
  • 29
    • 0033838278 scopus 로고    scopus 로고
    • Lavandulylflavonoids: A new class of in vitro apoptogenic agents from Sophora flavescens
    • Ko, W. G., Kang, T. H., Kim, N. Y., Lee, S. J., Kim, Y. C., Ko, G. I., Ryu. S. Y., Lee, B. H. (2000) Lavandulylflavonoids: a new class of in vitro apoptogenic agents from Sophora flavescens. Toxicol. In Vitro 14: 429-433
    • (2000) Toxicol. In Vitro , vol.14 , pp. 429-433
    • Ko, W.G.1    Kang, T.H.2    Kim, N.Y.3    Lee, S.J.4    Kim, Y.C.5    Ko, G.I.6    Ryu, S.Y.7    Lee, B.H.8
  • 30
    • 0035006715 scopus 로고    scopus 로고
    • Synthesis of flavonoids and their effects on aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues
    • Lim, S. S., Jung, S. H., Ji, J., Shin, K. H., Keum, S. R. (2001) Synthesis of flavonoids and their effects on aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues. J. Pharm. Pharmacol. 53: 653-668
    • (2001) J. Pharm. Pharmacol , vol.53 , pp. 653-668
    • Lim, S.S.1    Jung, S.H.2    Ji, J.3    Shin, K.H.4    Keum, S.R.5
  • 31
    • 33750211170 scopus 로고    scopus 로고
    • Rat lens aldose reductase inhibitory constituents of Nelumho nucifera stamens
    • Lim, S. S., Jung, Y. J., Hyun, S. K., Lee, Y. S., Choi, J. S. (2006) Rat lens aldose reductase inhibitory constituents of Nelumho nucifera stamens. Phytother. Res. 20: 825-830
    • (2006) Phytother. Res , vol.20 , pp. 825-830
    • Lim, S.S.1    Jung, Y.J.2    Hyun, S.K.3    Lee, Y.S.4    Choi, J.S.5
  • 32
    • 33845387060 scopus 로고    scopus 로고
    • Manzanaro, S., Salva, J., de la Fuente, J. (2006) A. Phenolic marine natural products as aldose reductase inhibitors. J. Nat. Prod. 69: 1485-1487
    • Manzanaro, S., Salva, J., de la Fuente, J. (2006) A. Phenolic marine natural products as aldose reductase inhibitors. J. Nat. Prod. 69: 1485-1487
  • 33
    • 0036594601 scopus 로고    scopus 로고
    • Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity
    • Matsuda, H., Morikawa, T., Toguchida, I., Yoshikawa, M. (2002) Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity. Chem. Pharm. Bull. 50: 788-795
    • (2002) Chem. Pharm. Bull , vol.50 , pp. 788-795
    • Matsuda, H.1    Morikawa, T.2    Toguchida, I.3    Yoshikawa, M.4
  • 34
    • 0344851580 scopus 로고    scopus 로고
    • Structural requirements of flavonoids for inhibition of protein glycation and radical scavenging activities
    • Matsuda, H., Wang, T., Managi, H., Yoshikawa, M. (2003) Structural requirements of flavonoids for inhibition of protein glycation and radical scavenging activities. Bioorg. Med. Chem. 11: 5317-5323
    • (2003) Bioorg. Med. Chem , vol.11 , pp. 5317-5323
    • Matsuda, H.1    Wang, T.2    Managi, H.3    Yoshikawa, M.4
  • 35
    • 0037051521 scopus 로고    scopus 로고
    • Protective activity of green tea against free radical- and glucose-mediated protein damage
    • Nakagawa, T., Yokozawa, T., Terasawa. K., Shu, S., Juneja, L. R. (2002) Protective activity of green tea against free radical- and glucose-mediated protein damage. J. Agric. Food Chem. 50: 2418-2422
    • (2002) J. Agric. Food Chem , vol.50 , pp. 2418-2422
    • Nakagawa, T.1    Yokozawa, T.2    Terasawa, K.3    Shu, S.4    Juneja, L.R.5
  • 36
    • 0025829982 scopus 로고
    • Purification and characterization of the recombinant human aldose reductase expressed in baculovirus system
    • Nishimura, C., Yamaoka. T., Mizutani, M., Yamashita. K., Akera, T., Tanimoto, T. (1991) Purification and characterization of the recombinant human aldose reductase expressed in baculovirus system. Biochim. Biophys. Acta 1078: 171-178
    • (1991) Biochim. Biophys. Acta , vol.1078 , pp. 171-178
    • Nishimura, C.1    Yamaoka, T.2    Mizutani, M.3    Yamashita, K.4    Akera, T.5    Tanimoto, T.6
  • 37
    • 33749128745 scopus 로고    scopus 로고
    • Advanced glycation endproducts (AGEs): Pharmacological inhibition in diabetes
    • Peyrou, J., Sternberg, M. (2006) Advanced glycation endproducts (AGEs): Pharmacological inhibition in diabetes. Pathol. Biol. 54: 405-419
    • (2006) Pathol. Biol , vol.54 , pp. 405-419
    • Peyrou, J.1    Sternberg, M.2
  • 38
    • 33748347329 scopus 로고    scopus 로고
    • Identification and characterization of antioxidants from Sophora flavescens
    • Piao, X L., Piao, X. S., Kim, S. W., Park, J. H., Kim, H. Y., Cai, S. Q. (2006) Identification and characterization of antioxidants from Sophora flavescens. Biol. Pharm. Bull. 29: 1911-1915
    • (2006) Biol. Pharm. Bull , vol.29 , pp. 1911-1915
    • Piao, X.L.1    Piao, X.S.2    Kim, S.W.3    Park, J.H.4    Kim, H.Y.5    Cai, S.Q.6
  • 39
    • 0034128735 scopus 로고    scopus 로고
    • Structural bases for the inhibition of aldose reductase by phenolic compounds
    • Rastelli. G., Antolini. L., Benvenuti, S., Costantino. L. (2000) Structural bases for the inhibition of aldose reductase by phenolic compounds. Bioorg. Med. Chem. 8: 1151-1158
    • (2000) Bioorg. Med. Chem , vol.8 , pp. 1151-1158
    • Rastelli, G.1    Antolini, L.2    Benvenuti, S.3    Costantino, L.4
  • 40
    • 0006145412 scopus 로고    scopus 로고
    • Determination of isoprenyl and lavandulyl positions of flavonoids from Sophora flavescens by NMR experiment
    • Ryu, S. Y., Lee, H. S., Kim, Y. K., Kim, S. H. (1997) Determination of isoprenyl and lavandulyl positions of flavonoids from Sophora flavescens by NMR experiment. Arch. Pharm. Res. 20: 491-495
    • (1997) Arch. Pharm. Res , vol.20 , pp. 491-495
    • Ryu, S.Y.1    Lee, H.S.2    Kim, Y.K.3    Kim, S.H.4
  • 41
    • 34047168291 scopus 로고    scopus 로고
    • +-glucose cotransporter (SGLT) inhibitory flavonoids from the roots of Sophora flavescens
    • +-glucose cotransporter (SGLT) inhibitory flavonoids from the roots of Sophora flavescens. Bioorg. Med. Chem. 15: 3445-3449
    • (2007) Bioorg. Med. Chem , vol.15 , pp. 3445-3449
    • Sato, S.1    Takeo, J.2    Aoyama, C.3    Kawahara, H.4
  • 42
    • 0037826011 scopus 로고    scopus 로고
    • Prenylated flavonoids from the roots of Sophora flavescens with tyrosinase inhibitory activity
    • Son, J. K., Park, J. S., Kim, J. A., Kim, Y., Chung, S. R., Lee. S. H. (2003) Prenylated flavonoids from the roots of Sophora flavescens with tyrosinase inhibitory activity. Planta Med. 69: 559-561
    • (2003) Planta Med , vol.69 , pp. 559-561
    • Son, J.K.1    Park, J.S.2    Kim, J.A.3    Kim, Y.4    Chung, S.R.5    Lee, S.H.6
  • 44
    • 0142074864 scopus 로고    scopus 로고
    • Use of aminoguanidine (Pimagedine) to prevent the formation of advanced glycation endproducts
    • Thornalley, P. J. (2003) Use of aminoguanidine (Pimagedine) to prevent the formation of advanced glycation endproducts. Arch. Biochem. Biophys. 419: 31-40
    • (2003) Arch. Biochem. Biophys , vol.419 , pp. 31-40
    • Thornalley, P.J.1
  • 45
    • 0030446569 scopus 로고    scopus 로고
    • Inhibition of protein glycation and advanced glycation end products by ascorbic acid and other vitamins and nutrients
    • Vinson, J. A., Howard III, T. B. (1996) Inhibition of protein glycation and advanced glycation end products by ascorbic acid and other vitamins and nutrients. J. Nutr. Biochem. 7: 659-663
    • (1996) J. Nutr. Biochem , vol.7 , pp. 659-663
    • Vinson, J.A.1    Howard III, T.B.2
  • 46
    • 34447512444 scopus 로고    scopus 로고
    • Inhibitors of aldose reductase and advanced glycation end-products formation from the leaves of Stelechocarpus cauliflorus R.E. Fr
    • Wirasathien, L., Pengsuparp, T., Suttisri, R., Ueda, H., Moriyasu, M., Kawanishi. K. (2007) Inhibitors of aldose reductase and advanced glycation end-products formation from the leaves of Stelechocarpus cauliflorus R.E. Fr. Phytomedicine 14: 546-550
    • (2007) Phytomedicine , vol.14 , pp. 546-550
    • Wirasathien, L.1    Pengsuparp, T.2    Suttisri, R.3    Ueda, H.4    Moriyasu, M.5    Kawanishi, K.6
  • 48
    • 0031887718 scopus 로고    scopus 로고
    • Antidiabetic principles of natural medicines. II. Aldose reductase and alpha-glucosidase inhibitors from Brazilian natural medicine, the leaves of Myrcia multiflora DC. (Myrtaceae): Structures of myrciacitrins I and II and myrciaphenones A and B
    • Yoshikawa, M., Shimada, H., Nishida, N., Li, Y., Toguchida, I., Yamahara, J., Matsuda, H. (1998) Antidiabetic principles of natural medicines. II. Aldose reductase and alpha-glucosidase inhibitors from Brazilian natural medicine, the leaves of Myrcia multiflora DC. (Myrtaceae): structures of myrciacitrins I and II and myrciaphenones A and B. Chem. Pharm. Bull. 46: 113-119
    • (1998) Chem. Pharm. Bull , vol.46 , pp. 113-119
    • Yoshikawa, M.1    Shimada, H.2    Nishida, N.3    Li, Y.4    Toguchida, I.5    Yamahara, J.6    Matsuda, H.7
  • 49
    • 34547758350 scopus 로고    scopus 로고
    • Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry
    • Zhang, L., Xu. L., Xiao, S. S., Liao, Q. F., Li, Q., Liang, J., Chen, X. H., Bi, K. S. (2007) Characterization of flavonoids in the extract of Sophora flavescens Ait. by high-performance liquid chromatography coupled with diode-array detector and electrospray ionization mass spectrometry. J. Pharm. Biomed. Anal. 44: 1019-1028
    • (2007) J. Pharm. Biomed. Anal , vol.44 , pp. 1019-1028
    • Zhang, L.1    Xu, L.2    Xiao, S.S.3    Liao, Q.F.4    Li, Q.5    Liang, J.6    Chen, X.H.7    Bi, K.S.8


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