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Volumn 9, Issue 2, 2009, Pages 138-161

Quercetin and its derivatives: Synthesis, pharmacological uses with special emphasis on anti-tumor properties and prodrug with enhanced bio-availability

Author keywords

Anticancer; Flavanoid; Glycoside; QC12; Quercetin; Synthesis

Indexed keywords

3 METHOXYFLAVONE DERIVATIVE; 3',4',7 TRIMETHOXYMETHYLQUERCETIN; 4' HYDROXY 7 BENZYL 3,3',5 TRIBENZOYLOXYFLAVONE; 4' O METHYLQUERCETIN; 7 O BENZYLQUERCETIN TETRAACETIC ACID; ANTHOCYANIDIN DERIVATIVE; ANTINEOPLASTIC AGENT; ASCORBIC ACID; FLAVANOL DERIVATIVE; FLAVANONE DERIVATIVE; FLAVONE DERIVATIVE; FLAVONOID; FLAVONOL DERIVATIVE; ISOFLAVONE DERIVATIVE; PRODRUG; QUERCETIN; QUERCETIN 3 BETA GALACTOSIDASE; QUERCETIN 3 METHYL ETHER; QUERCETIN 3 O BETA GLUCORONIDE; QUERCETIN 3 O GLYCOSIDE DERIVATIVE; QUERCETIN 3',4',5,7 TETRABENZOIC ACID; QUERCETIN 7 O BETA GLUCOSIDE; QUERCETIN DERIVATIVE; QUERCETIN PENTA ACETIC ACID; RHAMNETIN; RHAMNETIN TETRAACETIC ACID; ROSIGLITAZONE; TAMARIXETIN; TROGLITAZONE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 64049109356     PISSN: 18715206     EISSN: None     Source Type: Journal    
DOI: 10.2174/187152009787313855     Document Type: Review
Times cited : (159)

References (71)
  • 1
    • 65549162958 scopus 로고    scopus 로고
    • U. S. News & World report Thursday, April 3
    • U. S. News & World report Thursday, April 3, 2008.
    • (2008)
  • 2
    • 85036842968 scopus 로고    scopus 로고
    • http://www.who.int/cancer/en/
  • 3
    • 85036813399 scopus 로고    scopus 로고
    • http://www.bentham.org/cmcaca/contabs/cmcaca2-6.htm
  • 4
    • 85036848811 scopus 로고    scopus 로고
    • http://www.chiro.org/nutrition/ABSTRACTS/Quercetin_A_Review.shtml
  • 5
    • 32944472519 scopus 로고    scopus 로고
    • Safety of quercetin for clinical application
    • Okamoto, T. Safety of quercetin for clinical application. Int. J. Mol. Med., 2005, 16, 275-278.
    • (2005) Int. J. Mol. Med , vol.16 , pp. 275-278
    • Okamoto, T.1
  • 6
    • 0029610477 scopus 로고
    • Review of the biology of Quercetin and related bioflavonoids
    • Formica, J. V.; Regelson, W. Review of the biology of Quercetin and related bioflavonoids. Food Chem. Toxicol., 1995, 33, 1061-1080.
    • (1995) Food Chem. Toxicol , vol.33 , pp. 1061-1080
    • Formica, J.V.1    Regelson, W.2
  • 7
    • 0034202211 scopus 로고    scopus 로고
    • Antioxidants and Cancer III: Quercetin
    • Lamson, D. W. and Brignall, M. S. Antioxidants and Cancer III: Quercetin. Altern. Med. Rev., 2000, 5, 196-208.
    • (2000) Altern. Med. Rev , vol.5 , pp. 196-208
    • Lamson, D.W.1    Brignall, M.S.2
  • 8
    • 34548812546 scopus 로고    scopus 로고
    • A critical review of the data related to the safety of quercetin and lack of evidence of in vivo toxicity, including lack of genotoxic/carcinogenic properties
    • Harwood, M.; Danielewska-Nikiel, B.; Borzelleca, J. F.; Flamm, G. W.; Williams, G. M. and Lines, T. C. A critical review of the data related to the safety of quercetin and lack of evidence of in vivo toxicity, including lack of genotoxic/carcinogenic properties. Food Chem. Toxicol., 2007, 45, 2179-2205.
    • (2007) Food Chem. Toxicol , vol.45 , pp. 2179-2205
    • Harwood, M.1    Danielewska-Nikiel, B.2    Borzelleca, J.F.3    Flamm, G.W.4    Williams, G.M.5    Lines, T.C.6
  • 9
    • 34748824652 scopus 로고    scopus 로고
    • Synthesis of carbamate derivatives of quercetin by reaction with amino acid ester isocyanates
    • Wu, X.; Cheng, Li.; Xiang, D. and Wei, Y. Synthesis of carbamate derivatives of quercetin by reaction with amino acid ester isocyanates. Lett. Org. Chem., 2005, 2, 535-538.
    • (2005) Lett. Org. Chem , vol.2 , pp. 535-538
    • Wu, X.1    Cheng, L.2    Xiang, D.3    Wei, Y.4
  • 10
    • 85036832251 scopus 로고    scopus 로고
    • http://www.diet-and-health.net/Supplements/Quercetin.html
  • 11
    • 0031590444 scopus 로고    scopus 로고
    • Quercetin inhibits heat shock protein induction but not heat shock factor DNA binding in human breast carcinoma cells
    • Hansen, R. K.; Oesterreich, S. and Lemieux, P. Quercetin inhibits heat shock protein induction but not heat shock factor DNA binding in human breast carcinoma cells. Biochem Biophys. Res. Commun., 1997, 239, 851-856.
    • (1997) Biochem Biophys. Res. Commun , vol.239 , pp. 851-856
    • Hansen, R.K.1    Oesterreich, S.2    Lemieux, P.3
  • 13
    • 0027054004 scopus 로고
    • Quercetin, an inhibitor of heat shock protein synthesis, inhibits the acquisition of thermotolerance in a human colon carcinoma cell line
    • Koishi, M.; Hosokawa, N.; Sato, M.; Nakai A.; Hirayoshi K.; Hiraoka M.; Abe M.; Nagata K. Quercetin, an inhibitor of heat shock protein synthesis, inhibits the acquisition of thermotolerance in a human colon carcinoma cell line. Jpn. J. Cancer Res., 1992, 83, 1216-1222.
    • (1992) Jpn. J. Cancer Res , vol.83 , pp. 1216-1222
    • Koishi, M.1    Hosokawa, N.2    Sato, M.3    Nakai, A.4    Hirayoshi, K.5    Hiraoka, M.6    Abe, M.7    Nagata, K.8
  • 15
    • 0026577605 scopus 로고
    • A major inducer of anti-carcinogenic protective enzymes from broccoli: Isolation and elucidation of structure
    • Zhang, Y., Talalay, P., Cho, C. G. and Posner, G. H. A major inducer of anti-carcinogenic protective enzymes from broccoli: Isolation and elucidation of structure. Proc. Natl. Acad. Sci. U.S.A., 1992, 89, 2399-2403.
    • (1992) Proc. Natl. Acad. Sci. U.S.A , vol.89 , pp. 2399-2403
    • Zhang, Y.1    Talalay, P.2    Cho, C.G.3    Posner, G.H.4
  • 16
    • 0030918017 scopus 로고    scopus 로고
    • The effect of dietary flavonoids on DNA damage (strand breaks and oxidized pyrimidines) and growth in human cells
    • Duthie, S. J., Johnson, W. and Dobson, V. L. The effect of dietary flavonoids on DNA damage (strand breaks and oxidized pyrimidines) and growth in human cells. Mut. Res., 1997, 390, 141-151.
    • (1997) Mut. Res , vol.390 , pp. 141-151
    • Duthie, S.J.1    Johnson, W.2    Dobson, V.L.3
  • 17
    • 0033628454 scopus 로고    scopus 로고
    • Effects of genistein and structurally related phytoestrogens on cell cycle kinetics and apoptosis in MDA-MB-468 human breast cancer cells
    • Balabhadrapathruni, S., Thomas, T. J., Yurkow, E. J., Amenta, P. S. and Thomas, T. Effects of genistein and structurally related phytoestrogens on cell cycle kinetics and apoptosis in MDA-MB-468 human breast cancer cells. Oncol. Rep., 2000, 7, 3-12.
    • (2000) Oncol. Rep , vol.7 , pp. 3-12
    • Balabhadrapathruni, S.1    Thomas, T.J.2    Yurkow, E.J.3    Amenta, P.S.4    Thomas, T.5
  • 18
    • 0030596107 scopus 로고    scopus 로고
    • Antiproliferative potency of structurally distinct dietary flavonoids on human colon cancer cells
    • Kuo, S. M. Antiproliferative potency of structurally distinct dietary flavonoids on human colon cancer cells. Cancer Lett., 1996, 110, 41-48.
    • (1996) Cancer Lett , vol.110 , pp. 41-48
    • Kuo, S.M.1
  • 19
    • 0027212906 scopus 로고
    • Quercetin induces type-II estrogen binding sites in estrogen-receptor-negative (MDA-MB231) and estrogen-receptor-positive (MCF-7) human breast cancer cell lines
    • Scambia, G.; Ranelletti, F. O. and Benedetti, P. P. Quercetin induces type-II estrogen binding sites in estrogen-receptor-negative (MDA-MB231) and estrogen-receptor-positive (MCF-7) human breast cancer cell lines. Int. J. Cancer, 1993, 54, 462-466.
    • (1993) Int. J. Cancer , vol.54 , pp. 462-466
    • Scambia, G.1    Ranelletti, F.O.2    Benedetti, P.P.3
  • 20
    • 0028180143 scopus 로고
    • Quercetin mediates the down-regulation of mutant p53 in the human breast cancer cell line MDA-MB468
    • Avila, M. A.; Velasco, J. A.; Cansado, J. and Notario, V. Quercetin mediates the down-regulation of mutant p53 in the human breast cancer cell line MDA-MB468. Cancer Res., 1994, 54, 2424-2428.
    • (1994) Cancer Res , vol.54 , pp. 2424-2428
    • Avila, M.A.1    Velasco, J.A.2    Cansado, J.3    Notario, V.4
  • 21
    • 0029816071 scopus 로고    scopus 로고
    • Quercetin as a modulator of the cellular neoplastic phenotype
    • Avila, M. A.; Velasco, J. A. and Harter, K. W. Quercetin as a modulator of the cellular neoplastic phenotype. Adv. Expl. Med. Biol., 1996, 401, 101-110.
    • (1996) Adv. Expl. Med. Biol , vol.401 , pp. 101-110
    • Avila, M.A.1    Velasco, J.A.2    Harter, K.W.3
  • 23
    • 0029999052 scopus 로고    scopus 로고
    • Phase I clinical trial of the flavonoid quercetin: Pharmacokinetics and evidence for in vivo tyrosine kinase inhibition
    • Ferry, D. R.; Smith, A.; Malkhandi, J.; Fyfe, D. W.; deTakats, P. G.; Anderson, D.; Baker, J. and Kerr, D. J. Phase I clinical trial of the flavonoid quercetin: pharmacokinetics and evidence for in vivo tyrosine kinase inhibition. Clin. Cancer Res., 1996, 2, 659-668.
    • (1996) Clin. Cancer Res , vol.2 , pp. 659-668
    • Ferry, D.R.1    Smith, A.2    Malkhandi, J.3    Fyfe, D.W.4    deTakats, P.G.5    Anderson, D.6    Baker, J.7    Kerr, D.J.8
  • 25
    • 33645836334 scopus 로고    scopus 로고
    • The antiproliferative effect of Quercetin in cancer cells is mediated via inhibition of the PI3K-Akt/PKB pathway
    • Gulati, N.; Laudet, B.; Zohrabian, V. M.; Murali, R. and Jhanwar-Uniyal, M. The antiproliferative effect of Quercetin in cancer cells is mediated via inhibition of the PI3K-Akt/PKB pathway. Anticancer Res., 2006, 26, 1177-1181.
    • (2006) Anticancer Res , vol.26 , pp. 1177-1181
    • Gulati, N.1    Laudet, B.2    Zohrabian, V.M.3    Murali, R.4    Jhanwar-Uniyal, M.5
  • 26
    • 35349021601 scopus 로고    scopus 로고
    • Differential effects of Quercetin and silymarin on arsenite-induced cytotoxicity in two human breast adenocarcinoma cell lines
    • Soria, E. A.; Eynard, A. R.; Quiroga, P. L. and Bongiovanni, G. A. Differential effects of Quercetin and silymarin on arsenite-induced cytotoxicity in two human breast adenocarcinoma cell lines. Life Sci., 2007, 81, 1397-1402.
    • (2007) Life Sci , vol.81 , pp. 1397-1402
    • Soria, E.A.1    Eynard, A.R.2    Quiroga, P.L.3    Bongiovanni, G.A.4
  • 27
    • 44249109955 scopus 로고    scopus 로고
    • Regulatory mechanisms of IL-2 and IFNγ suppression by q in T helper cells
    • Lee, D.-H.; Szczepanski, M. and Lee, Y. Regulatory mechanisms of IL-2 and IFNγ suppression by q in T helper cells. J. Biochem. Pharmacol., 2008, 75, 2345-2355.
    • (2008) J. Biochem. Pharmacol , vol.75 , pp. 2345-2355
    • Lee, D.-H.1    Szczepanski, M.2    Lee, Y.3
  • 28
    • 44649099599 scopus 로고    scopus 로고
    • In vitro and ex vivo anti-inflammatory activity of Quercetin in healthy volunteers
    • Boots, A. W.; Wilms, L. C.; Swennen, E. L.; Kleinjans, J. C.; Bast, A. and Haenen, G. R. In vitro and ex vivo anti-inflammatory activity of Quercetin in healthy volunteers. Nutrition, 2008, 24, 703-710.
    • (2008) Nutrition , vol.24 , pp. 703-710
    • Boots, A.W.1    Wilms, L.C.2    Swennen, E.L.3    Kleinjans, J.C.4    Bast, A.5    Haenen, G.R.6
  • 29
    • 0032815147 scopus 로고    scopus 로고
    • Comparative analysis of the effects of flavonoids on proliferation, cytotoxicity, and apoptosis in human colon cancer cell lines
    • Kuntz, S.; Wenzel, U. and Daniel, H. Comparative analysis of the effects of flavonoids on proliferation, cytotoxicity, and apoptosis in human colon cancer cell lines. Eur. J. Nutr., 1999, 38, 133-142.
    • (1999) Eur. J. Nutr , vol.38 , pp. 133-142
    • Kuntz, S.1    Wenzel, U.2    Daniel, H.3
  • 30
    • 0036251941 scopus 로고    scopus 로고
    • Effects of several flavonoids on the growth of B16F10 and SK-MEL-1 melanoma cell lines: Relationship between structure and activity
    • Rodriguez, J.; Yanez, J.; Vicente, V.; Alcaraz, M.; Benavente-Garcia, O.; Castillo, J.; Lorente, J. and Lozano, J. A. Effects of several flavonoids on the growth of B16F10 and SK-MEL-1 melanoma cell lines: relationship between structure and activity. Melanoma Res., 2002, 12, 99-107.
    • (2002) Melanoma Res , vol.12 , pp. 99-107
    • Rodriguez, J.1    Yanez, J.2    Vicente, V.3    Alcaraz, M.4    Benavente-Garcia, O.5    Castillo, J.6    Lorente, J.7    Lozano, J.A.8
  • 31
    • 0036637111 scopus 로고    scopus 로고
    • Nagao, T.; Abe, F.; Kinjo, J. and Okabe, H. Antiproliferative Constituents in Plants. 10. Flavones from the Leaves of Lantana montevidensis BRIQ. and Consideration of Structure-Activity Relationship. Biol. Pharm. Bull., 2002, 25, 875-879.
    • Nagao, T.; Abe, F.; Kinjo, J. and Okabe, H. Antiproliferative Constituents in Plants. 10. Flavones from the Leaves of Lantana montevidensis BRIQ. and Consideration of Structure-Activity Relationship. Biol. Pharm. Bull., 2002, 25, 875-879.
  • 33
    • 0035951928 scopus 로고    scopus 로고
    • A stereocontrolled approach to substituted piperidones and piperidines: Flavopiridol D-ring analogs
    • Gross, A.; Borcherding, D. R.; Friedrich, D. and Sabol, J. S. A stereocontrolled approach to substituted piperidones and piperidines: flavopiridol D-ring analogs. Tetrahedron Lett., 2001, 42, 1631-1633.
    • (2001) Tetrahedron Lett , vol.42 , pp. 1631-1633
    • Gross, A.1    Borcherding, D.R.2    Friedrich, D.3    Sabol, J.S.4
  • 35
    • 85036843401 scopus 로고    scopus 로고
    • Jurd, L. [Alkylation of flavonol acetates. Chemistry and Industry, 1957, 1452-1453.
    • Jurd, L. [Alkylation of flavonol acetates. Chemistry and Industry, 1957, 1452-1453.
  • 36
    • 0011415635 scopus 로고
    • Plant Polyphenols. V. Selective Alkylation of the 7-hydroxyl group in polyhydroxyflavones
    • Jurd, L. Plant Polyphenols. V. Selective Alkylation of the 7-hydroxyl group in polyhydroxyflavones. J. Chem. Soc., 1958, 80, 5531-5536.
    • (1958) J. Chem. Soc , vol.80 , pp. 5531-5536
    • Jurd, L.1
  • 37
    • 0346551149 scopus 로고
    • A wandering of the acetyl group during methylation
    • Kubota, O. and Perkin, A. G. A wandering of the acetyl group during methylation. J. Chem. Soc., 1925, 127, 1889.
    • (1925) J. Chem. Soc , vol.127 , pp. 1889
    • Kubota, O.1    Perkin, A.G.2
  • 39
    • 0009217020 scopus 로고
    • Plant Polyphenols. IV. Migration of acetyl groups during alkylation of the partial acetates of Flavonoid compound
    • Jurd, L. and Rolle, L. A. Plant Polyphenols. IV. Migration of acetyl groups during alkylation of the partial acetates of Flavonoid compound. J. Chem. Soc., 1958, 80, 5527-5531.
    • (1958) J. Chem. Soc , vol.80 , pp. 5527-5531
    • Jurd, L.1    Rolle, L.A.2
  • 40
    • 0000285140 scopus 로고
    • The selective alkylation of polyphenols. II. Methylation of 7-, 4′-, and 3′-Hydroxyl groups in flavonols
    • Jurd, L. The selective alkylation of polyphenols. II. Methylation of 7-, 4′-, and 3′-Hydroxyl groups in flavonols. J. Org. Chem., 1962, 27, 1294-1297.
    • (1962) J. Org. Chem , vol.27 , pp. 1294-1297
    • Jurd, L.1
  • 41
    • 0037049272 scopus 로고    scopus 로고
    • Hemisynthesis of all the O-monomethylated analogues of quercetin including the major metabolites, through selective protection of phenolic functions
    • Bouktaib, M.; Lebrun, S.; Atmani, A. and Rolando, C. Hemisynthesis of all the O-monomethylated analogues of quercetin including the major metabolites, through selective protection of phenolic functions. Tetrahedron, 2002, 58, 10001-10009.
    • (2002) Tetrahedron , vol.58 , pp. 10001-10009
    • Bouktaib, M.1    Lebrun, S.2    Atmani, A.3    Rolando, C.4
  • 45
    • 0027074281 scopus 로고    scopus 로고
    • Nuraliev, lu. N. and Avezov, G. A. The efficacy of quercetin in alloxan diabetes. Eks. Klin. Farmakol., 1992, 55, 42-44.
    • Nuraliev, lu. N. and Avezov, G. A. The efficacy of quercetin in alloxan diabetes. Eks. Klin. Farmakol., 1992, 55, 42-44.
  • 46
    • 0025769847 scopus 로고
    • Studies on Antidiabetic Agents X. Synthesis and biological activities of pioglitazone and realted compounds
    • Momose, Y.; Meguro, K.; Ikeda, H.; Hatanka, C.; Oi, S. and Sohda, T. Studies on Antidiabetic Agents X. Synthesis and biological activities of pioglitazone and realted compounds. Chem. Pharm. Bull., 1991, 39, 1440-1445.
    • (1991) Chem. Pharm. Bull , vol.39 , pp. 1440-1445
    • Momose, Y.1    Meguro, K.2    Ikeda, H.3    Hatanka, C.4    Oi, S.5    Sohda, T.6
  • 47
    • 0027988554 scopus 로고
    • omega.-(Heterocyclylamino)alkoxy]-benzyl]-2,4- thiazolidinediones as potent antihyperglycemic agents
    • Cantello, B. C.; Cawthome, M. A.; Haigh, D.; Hindley, R. M.; Smith, S.A. and Thurlby, P. [[.omega.-(Heterocyclylamino)alkoxy]-benzyl]-2,4- thiazolidinediones as potent antihyperglycemic agents. J. Med. Chem., 1994, 37, 3977-3985.
    • (1994) J. Med. Chem , vol.37 , pp. 3977-3985
    • Cantello, B.C.1    Cawthome, M.A.2    Haigh, D.3    Hindley, R.M.4    Smith, S.A.5    Thurlby, P.6
  • 51
    • 85036816369 scopus 로고    scopus 로고
    • Birdsall, T. C. and Czap, A. F. Quercetin chalcone and methods related thereto. Thorne Res. Inc, US 5977184, 1999
    • Birdsall, T. C. and Czap, A. F. Quercetin chalcone and methods related thereto. Thorne Res. Inc., US 5977184, 1999.
  • 52
    • 40649109304 scopus 로고    scopus 로고
    • In vitro antioxidant properties of rutin
    • Yang, J.; Guo, J. and Yuan, J. In vitro antioxidant properties of rutin. LWT-Food Sci. Technol., 2008, 41, 1060-1066.
    • (2008) LWT-Food Sci. Technol , vol.41 , pp. 1060-1066
    • Yang, J.1    Guo, J.2    Yuan, J.3
  • 55
    • 3042638403 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of flavonoids as vasorelaxant agents
    • Chen, Z.; Hu, Y.; Wu, H. and Jiang, H. Synthesis and biological evaluation of flavonoids as vasorelaxant agents. Bioorg. Med. Chem. Lett., 2004, 14, 3949-3952.
    • (2004) Bioorg. Med. Chem. Lett , vol.14 , pp. 3949-3952
    • Chen, Z.1    Hu, Y.2    Wu, H.3    Jiang, H.4
  • 57
    • 0037179159 scopus 로고    scopus 로고
    • Regio- and stereoselective synthesis of the major metabolite of quercetin, quercetin-3-O-β-d-glucuronide
    • Bouktaib, M.; Atmani, A. and Rolando, C. Regio- and stereoselective synthesis of the major metabolite of quercetin, quercetin-3-O-β-d-glucuronide. Tetrahedron Lett., 2002, 43, 6263-6266.
    • (2002) Tetrahedron Lett , vol.43 , pp. 6263-6266
    • Bouktaib, M.1    Atmani, A.2    Rolando, C.3
  • 59
    • 0000389299 scopus 로고
    • Antioxidant activity of tannins and flavonoids in Eucalyptus rostrata
    • Okamura, H.; Mimura, A.; Yakou, Y.; Niwano, M. and Takahara, Y. Antioxidant activity of tannins and flavonoids in Eucalyptus rostrata. Phytochemistry, 1993, 33, 557-561.
    • (1993) Phytochemistry , vol.33 , pp. 557-561
    • Okamura, H.1    Mimura, A.2    Yakou, Y.3    Niwano, M.4    Takahara, Y.5
  • 60
    • 0031911269 scopus 로고    scopus 로고
    • A new flavonol glycoside gallate ester from Acer okamotanum and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase
    • Kim, H. J.; Woo, E. -R.; Shin, C. -G. and Park, H. A new flavonol glycoside gallate ester from Acer okamotanum and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase. J. Nat. Prod., 1998, 61, 145-148.
    • (1998) J. Nat. Prod , vol.61 , pp. 145-148
    • Kim, H.J.1    Woo, E.-R.2    Shin, C.-G.3    Park, H.4
  • 61
    • 0037121617 scopus 로고    scopus 로고
    • Synthesis of quercetin 3-O-(2″-galloyl)-α-1-arabinopyranoside
    • Li, M.; Han, X. and Yu, Biao. Synthesis of quercetin 3-O-(2″-galloyl)-α-1-arabinopyranoside. Tetrahedron Lett., 2002, 43, 9467-9470.
    • (2002) Tetrahedron Lett , vol.43 , pp. 9467-9470
    • Li, M.1    Han, X.2    Yu, B.3
  • 64
    • 3042542017 scopus 로고
    • Quercetin glucosides and galactosides: Substrates and inhibitors of apple β-galactosidase
    • Dick, A. J. and Smith, K. C. Quercetin glucosides and galactosides: Substrates and inhibitors of apple β-galactosidase. J. Agric. Food Chem., 1990, 38, 923-926.
    • (1990) J. Agric. Food Chem , vol.38 , pp. 923-926
    • Dick, A.J.1    Smith, K.C.2
  • 65
    • 1642391025 scopus 로고    scopus 로고
    • Total synthesis of quercetin 3-sopyhorotriside
    • Du, Y.; Wei, G. and Linhardt, R. J. Total synthesis of quercetin 3-sopyhorotriside. J. Org. Chem., 2004, 69, 2206-2209.
    • (2004) J. Org. Chem , vol.69 , pp. 2206-2209
    • Du, Y.1    Wei, G.2    Linhardt, R.J.3
  • 66
    • 0041658930 scopus 로고    scopus 로고
    • The first total synthesis of calabricoside A
    • Du, Y.; Wei, G. and Linhardt, R. J. The first total synthesis of calabricoside A. Tetrahedron Lett., 2003, 44, 6887-6890
    • (2003) Tetrahedron Lett , vol.44 , pp. 6887-6890
    • Du, Y.1    Wei, G.2    Linhardt, R.J.3
  • 67
    • 33646146168 scopus 로고    scopus 로고
    • Synthesis of 3-O-(β-d-xylopyranosyl-(1→2)- β-d-glucopyranosyl)-3′-O-(β-d-glucopyranosyl) tamarixetin, the putative structure of aescuflavoside A from the seeds of Aesculus chinensis
    • Zhu, C.; Peng, W.; Li, Y.; Han X. and Yu, B. Synthesis of 3-O-(β-d-xylopyranosyl-(1→2)- β-d-glucopyranosyl)-3′-O-(β-d-glucopyranosyl) tamarixetin, the putative structure of aescuflavoside A from the seeds of Aesculus chinensis. Carbohydrate Res., 2006, 341, 1047-1051.
    • (2006) Carbohydrate Res , vol.341 , pp. 1047-1051
    • Zhu, C.1    Peng, W.2    Li, Y.3    Han, X.4    Yu, B.5
  • 70
    • 0020374878 scopus 로고
    • Pentasubstituted quercetin analogs as selective inhibitors of particulate 3′,5′-cyclic-AMP phosphodiesterase from rat brain
    • Picq, M.; Prigent, A. F.; Nemoz, G.; Andre, A. C. and Pacheco, H. Pentasubstituted quercetin analogs as selective inhibitors of particulate 3′,5′-cyclic-AMP phosphodiesterase from rat brain. J. Med. Chem., 1982, 25, 1192-1198.
    • (1982) J. Med. Chem , vol.25 , pp. 1192-1198
    • Picq, M.1    Prigent, A.F.2    Nemoz, G.3    Andre, A.C.4    Pacheco, H.5
  • 71
    • 33846413961 scopus 로고    scopus 로고
    • Ester-Based Precursors to Increase the Bioavailability of Quercetin
    • Biasutto, L.; Marotta, E.; Marchi, U. D.; Zoratti, M. and Paradisi, C. Ester-Based Precursors to Increase the Bioavailability of Quercetin. J. Med. Chem., 2007, 50, 241-253.
    • (2007) J. Med. Chem , vol.50 , pp. 241-253
    • Biasutto, L.1    Marotta, E.2    Marchi, U.D.3    Zoratti, M.4    Paradisi, C.5


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