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Volumn 20, Issue 33, 2013, Pages 4195-4202

In silico and biochemical analyses identify quinone reductase 2 as a target of piceatannol

Author keywords

Biotransformation; Chemoprevention; CWR22Rv1 prostate cancer cells; Cytochrome P450 CYP1B1; In silico analysis; NQO2; NQO2 knockdown; Piceatannol; Resveratrol

Indexed keywords

CYTOCHROME P450 1B1; PICEATANNOL; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE); REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE) 2; RESVERATROL; UNCLASSIFIED DRUG;

EID: 84887975302     PISSN: 09298673     EISSN: 1875533X     Source Type: Journal    
DOI: 10.2174/09298673113209990252     Document Type: Article
Times cited : (11)

References (40)
  • 1
    • 67349128956 scopus 로고    scopus 로고
    • Multiple molecular targets of resveratrol: Anti-carcinogenic mechanisms
    • Athar, M.; Back, J.H.; Kopelovich, L.; Bickers, D.R.; Kim, A.L. Multiple molecular targets of resveratrol: Anti-carcinogenic mechanisms. Arch. Biochem. Biophys., 2009, 486 (2), 95-102.
    • (2009) Arch. Biochem. Biophys. , vol.486 , Issue.2 , pp. 95-102
    • Athar, M.1    Back, J.H.2    Kopelovich, L.3    Bickers, D.R.4    Kim, A.L.5
  • 5
    • 33749482264 scopus 로고    scopus 로고
    • Resveratrol is rapidly metabolized in athymic (nu/nu) mice and does not inhibit human melanoma xenograft tumor growth
    • Niles, R.M.; Cook, C.P.; Meadows, G.G.; Fu, Y.M.; McLaughlin, J.L.; Rankin, G.O. Resveratrol is rapidly metabolized in athymic (nu/nu) mice and does not inhibit human melanoma xenograft tumor growth. J. Nutr., 2006, 136 (10), 2542-2546.
    • (2006) J. Nutr. , vol.136 , Issue.10 , pp. 2542-2546
    • Niles, R.M.1    Cook, C.P.2    Meadows, G.G.3    Fu, Y.M.4    McLaughlin, J.L.5    Rankin, G.O.6
  • 6
    • 0037466999 scopus 로고    scopus 로고
    • Postharvest UV-C-irradiated grapes as a potential source for producing stilbene-enriched red wines
    • Cantos, E.; Espin, J.C.; Fernandez, M.J.; Oliva, J.; Tomas-Barberan, F.A. Postharvest UV-C-irradiated grapes as a potential source for producing stilbene-enriched red wines. J. Agric. Food Chem., 2003, 51 (5), 1208-1214.
    • (2003) J. Agric. Food Chem. , vol.51 , Issue.5 , pp. 1208-1214
    • Cantos, E.1    Espin, J.C.2    Fernandez, M.J.3    Oliva, J.4    Tomas-Barberan, F.A.5
  • 8
    • 20844443679 scopus 로고    scopus 로고
    • Production of stilbenoids from the callus of Arachis hypogaea: A novel source of the anticancer compound piceatannol
    • Ku, K.L.; Chang, P.S.; Cheng, Y.C.; Lien, C.Y. Production of stilbenoids from the callus of Arachis hypogaea: a novel source of the anticancer compound piceatannol. J. Agric. Food Chem., 2005, 53 (10), 3877-3881.
    • (2005) J. Agric. Food Chem. , vol.53 , Issue.10 , pp. 3877-3881
    • Ku, K.L.1    Chang, P.S.2    Cheng, Y.C.3    Lien, C.Y.4
  • 9
    • 77955373319 scopus 로고    scopus 로고
    • Piceatannol, a catechol-type polyphenol, inhibits phorbol esterinduced NF-{kappa}B activation and cyclooxygenase-2 expression in human breast epithelial cells: Cysteine 179 of IKK{beta} as a potential target
    • Son, P.S.; Park, S.A.; Na, H.K.; Jue, D.M.; Kim, S.; Surh, Y.J. Piceatannol, a catechol-type polyphenol, inhibits phorbol esterinduced NF-{kappa}B activation and cyclooxygenase-2 expression in human breast epithelial cells: cysteine 179 of IKK{beta} as a potential target. Carcinogenesis, 2010, 31 (8), 1442-1449.
    • (2010) Carcinogenesis , vol.31 , Issue.8 , pp. 1442-1449
    • Son, P.S.1    Park, S.A.2    Na, H.K.3    Jue, D.M.4    Kim, S.5    Surh, Y.J.6
  • 10
    • 36148983487 scopus 로고    scopus 로고
    • Piceatannol inhibits melanogenesis by its antioxidative actions
    • Yokozawa, T.; Kim, Y.J. Piceatannol inhibits melanogenesis by its antioxidative actions. Biol. Pharm. Bull, 2007, 30 (11), 2007-2011.
    • (2007) Biol. Pharm. Bull , vol.30 , Issue.11 , pp. 2007-2011
    • Yokozawa, T.1    Kim, Y.J.2
  • 11
    • 57849099320 scopus 로고    scopus 로고
    • Crystal and molecular structure of piceatannol; Scavenging features of resveratrol and piceatannol on hydroxyl and peroxyl radicals and docking with transthyretin
    • Rossi, M.; Caruso, F.; Opazo, C.; Salciccioli, J. Crystal and molecular structure of piceatannol; scavenging features of resveratrol and piceatannol on hydroxyl and peroxyl radicals and docking with transthyretin. J. Agric. Food Chem., 2008, 56 (22), 10557-10566.
    • (2008) J. Agric. Food Chem. , vol.56 , Issue.22 , pp. 10557-10566
    • Rossi, M.1    Caruso, F.2    Opazo, C.3    Salciccioli, J.4
  • 13
    • 34147166704 scopus 로고    scopus 로고
    • Characterization of immunological activities of peanut stilbenoids, arachidin-1, piceatannol, and resveratrol on lipopolysaccharide-induced inflammation of RAW 264. 7 macrophages
    • Djoko, B.; Chiou, R.Y.; Shee, J.J.; Liu, Y.W. Characterization of immunological activities of peanut stilbenoids, arachidin-1, piceatannol, and resveratrol on lipopolysaccharide-induced inflammation of RAW 264.7 macrophages. J. Agric. Food Chem., 2007, 55 (6), 2376-2383.
    • (2007) J. Agric. Food Chem. , vol.55 , Issue.6 , pp. 2376-2383
    • Djoko, B.1    Chiou, R.Y.2    Shee, J.J.3    Liu, Y.W.4
  • 14
    • 77952495937 scopus 로고    scopus 로고
    • Piceatannol inhibits phorbol ester-induced NF-kappa B activation and COX-2 expression in cultured human mammary epithelial cells
    • Liu, D.; Kim, D.H.; Park, J.M.; Na, H.K.; Surh, Y.J. Piceatannol inhibits phorbol ester-induced NF-kappa B activation and COX-2 expression in cultured human mammary epithelial cells. Nutr. Cancer, 2009, 61 (6), 855-863.
    • (2009) Nutr. Cancer , vol.61 , Issue.6 , pp. 855-863
    • Liu, D.1    Kim, D.H.2    Park, J.M.3    Na, H.K.4    Surh, Y.J.5
  • 15
    • 84887967828 scopus 로고    scopus 로고
    • AKT/mTOR as Novel Targets of Polyphenol Piceatannol Possibly Contributing to Inhibition of Proliferation of Cultured Prostate Cancer Cells
    • Hsieh, T.C.; Lin, C.Y.; Lin, H.Y.; Wu, J.M. AKT/mTOR as Novel Targets of Polyphenol Piceatannol Possibly Contributing to Inhibition of Proliferation of Cultured Prostate Cancer Cells. ISRN Urol., 2012, 2012, 272697.
    • (2012) ISRN Urol. , vol.2012 , pp. 272697
    • Hsieh, T.C.1    Lin, C.Y.2    Lin, H.Y.3    Wu, J.M.4
  • 16
    • 84863281269 scopus 로고    scopus 로고
    • DNA breakage induced by piceatannol and copper(II): Mechanism and anticancer properties
    • Li, Z.; Yang, X.; Dong, S.; Li, X. DNA breakage induced by piceatannol and copper(II): Mechanism and anticancer properties. Oncol. Lett., 2012, 3 (5), 1087-1094.
    • (2012) Oncol. Lett. , vol.3 , Issue.5 , pp. 1087-1094
    • Li, Z.1    Yang, X.2    Dong, S.3    Li, X.4
  • 17
    • 84869051594 scopus 로고    scopus 로고
    • Piceatannol inhibits MMP-9-dependent invasion of tumor necrosis factor-alpha-stimulated DU145 cells by suppressing the Akt-mediated nuclear factorkappaB pathway
    • Jayasooriya, R.G.; Lee, Y.G.; Kang, C.H.; Lee, K.T.; Choi, Y.H.; Park, S.Y.; Hwang, J.K.; Kim, G.Y. Piceatannol inhibits MMP-9-dependent invasion of tumor necrosis factor-alpha-stimulated DU145 cells by suppressing the Akt-mediated nuclear factorkappaB pathway. Oncol. Lett., 2012, 5 (1), 341-347.
    • (2012) Oncol. Lett. , vol.5 , Issue.1 , pp. 341-347
    • Jayasooriya, R.G.1    Lee, Y.G.2    Kang, C.H.3    Lee, K.T.4    Choi, Y.H.5    Park, S.Y.6    Hwang, J.K.7    Kim, G.Y.8
  • 19
    • 84859503387 scopus 로고    scopus 로고
    • Piceatannol, natural polyphenolic stilbene, inhibits adipogenesis via modulation of mitotic clonal expansion and insulin receptor-dependent insulin signaling in early phase of differentiation
    • Kwon, J.Y.; Seo, S.G.; Heo, Y.S.; Yue, S.; Cheng, J.X.; Lee, K.W.; Kim, K.H. Piceatannol, natural polyphenolic stilbene, inhibits adipogenesis via modulation of mitotic clonal expansion and insulin receptor-dependent insulin signaling in early phase of differentiation. J. Biol. Chem., 2012, 287 (14), 11566-11578.
    • (2012) J. Biol. Chem. , vol.287 , Issue.14 , pp. 11566-11578
    • Kwon, J.Y.1    Seo, S.G.2    Heo, Y.S.3    Yue, S.4    Cheng, J.X.5    Lee, K.W.6    Kim, K.H.7
  • 20
    • 0033516996 scopus 로고    scopus 로고
    • Piceatannol, a stilbene phytochemical, inhibits mitochondrial F0F1-ATPase activity by targeting the F1 complex
    • Zheng, J.; Ramirez, V.D. Piceatannol, a stilbene phytochemical, inhibits mitochondrial F0F1-ATPase activity by targeting the F1 complex. Biochem. Biophys. Res. Commun., 1999, 261 (2), 499-503.
    • (1999) Biochem. Biophys. Res. Commun. , vol.261 , Issue.2 , pp. 499-503
    • Zheng, J.1    Ramirez, V.D.2
  • 21
    • 0033922250 scopus 로고    scopus 로고
    • Inhibition of mitochondrial proton F0F1-ATPase/ATP synthase by polyphenolic phytochemicals
    • Zheng, J.; Ramirez, V.D. Inhibition of mitochondrial proton F0F1-ATPase/ATP synthase by polyphenolic phytochemicals. Br. J. Pharmacol., 2000, 130 (5), 1115-1123.
    • (2000) Br. J. Pharmacol. , vol.130 , Issue.5 , pp. 1115-1123
    • Zheng, J.1    Ramirez, V.D.2
  • 22
    • 35348865444 scopus 로고    scopus 로고
    • Mechanism of inhibition of bovine F1-ATPase by resveratrol and related polyphenols
    • Gledhill, J.R.; Montgomery, M.G.; Leslie, A.G.; Walker, J.E. Mechanism of inhibition of bovine F1-ATPase by resveratrol and related polyphenols. Proc. Natl. Acad. Sci. U S A, 2007, 104 (34), 13632-13637.
    • (2007) Proc. Natl. Acad. Sci. U S A , vol.104 , Issue.34 , pp. 13632-13637
    • Gledhill, J.R.1    Montgomery, M.G.2    Leslie, A.G.3    Walker, J.E.4
  • 27
    • 70350507937 scopus 로고    scopus 로고
    • The grape component piceatannol induces apoptosis in DU145 human prostate cancer cells via the activation of extrinsic and intrinsic pathways
    • Kim, E.J.; Park, H.; Park, S.Y.; Jun, J.G.; Park, J.H. The grape component piceatannol induces apoptosis in DU145 human prostate cancer cells via the activation of extrinsic and intrinsic pathways. J. Med. Food, 2009, 12 (5), 943-951.
    • (2009) J. Med. Food , vol.12 , Issue.5 , pp. 943-951
    • Kim, E.J.1    Park, H.2    Park, S.Y.3    Jun, J.G.4    Park, J.H.5
  • 28
    • 0037112372 scopus 로고    scopus 로고
    • Characterization of a novel androgen receptor mutation in a relapsed CWR22 prostate cancer xenograft and cell line
    • Tepper, C.G.; Boucher, D.L.; Ryan, P.E.; Ma, A.H.; Xia, L.; Lee, L.F.; Pretlow, T.G.; Kung, H.J. Characterization of a novel androgen receptor mutation in a relapsed CWR22 prostate cancer xenograft and cell line. Cancer Res., 2002, 62 (22), 6606-6614.
    • (2002) Cancer Res. , vol.62 , Issue.22 , pp. 6606-6614
    • Tepper, C.G.1    Boucher, D.L.2    Ryan, P.E.3    Ma, A.H.4    Xia, L.5    Lee, L.F.6    Pretlow, T.G.7    Kung, H.J.8
  • 29
    • 4444267291 scopus 로고    scopus 로고
    • Crystal structure of quinone reductase 2 in complex with resveratrol
    • Buryanovskyy, L.; Fu, Y.; Boyd, M.; Ma, Y.; Hsieh, T.C.; Wu, J.M.; Zhang, Z. Crystal structure of quinone reductase 2 in complex with resveratrol. Biochemistry, 2004, 43 (36), 11417-11426.
    • (2004) Biochemistry , vol.43 , Issue.36 , pp. 11417-11426
    • Buryanovskyy, L.1    Fu, Y.2    Boyd, M.3    Ma, Y.4    Hsieh, T.C.5    Wu, J.M.6    Zhang, Z.7
  • 30
    • 24344493957 scopus 로고    scopus 로고
    • Crystal structure of quinone reductase 2 in complex with cancer prodrug CB1954
    • Fu, Y.; Buryanovskyy, L.; Zhang, Z. Crystal structure of quinone reductase 2 in complex with cancer prodrug CB1954. Biochem. Biophys. Res. Commun., 2005, 336 (1), 332-338.
    • (2005) Biochem. Biophys. Res. Commun. , vol.336 , Issue.1 , pp. 332-338
    • Fu, Y.1    Buryanovskyy, L.2    Zhang, Z.3
  • 31
    • 71949123654 scopus 로고    scopus 로고
    • Targeting CWR22Rv1 prostate cancer cell proliferation and gene expression by combinations of the phytochemicals EGCG, genistein and quercetin
    • Hsieh, T.C.; Wu, J.M. Targeting CWR22Rv1 prostate cancer cell proliferation and gene expression by combinations of the phytochemicals EGCG, genistein and quercetin. Anticancer Res., 2009, 29 (10), 4025-4032.
    • (2009) Anticancer Res. , vol.29 , Issue.10 , pp. 4025-4032
    • Hsieh, T.C.1    Wu, J.M.2
  • 32
    • 68549107732 scopus 로고    scopus 로고
    • Antiproliferative effects of resveratrol and the mediating role of resveratrol targeting protein NQO2 in androgen receptor-positive, hormone-non-responsive CWR22Rv1 cells
    • Hsieh, T.C. Antiproliferative effects of resveratrol and the mediating role of resveratrol targeting protein NQO2 in androgen receptor-positive, hormone-non-responsive CWR22Rv1 cells. Anticancer Res., 2009, 29 (8), 3011-3017.
    • (2009) Anticancer Res. , vol.29 , Issue.8 , pp. 3011-3017
    • Hsieh, T.C.1
  • 33
    • 55749115443 scopus 로고    scopus 로고
    • Growth inhibition of human MDA-MB-231 breast cancer cells by delta-tocotrienol is associated with loss of cyclin D1/CDK4 expression and accompanying changes in the state of phosphorylation of the retinoblastoma tumor suppressor gene product
    • Elangovan, S.; Hsieh, T.C.; Wu, J.M. Growth inhibition of human MDA-MB-231 breast cancer cells by delta-tocotrienol is associated with loss of cyclin D1/CDK4 expression and accompanying changes in the state of phosphorylation of the retinoblastoma tumor suppressor gene product. Anticancer Res., 2008, 28 (5A), 2641-2647.
    • (2008) Anticancer Res. , vol.28 , Issue.5 A , pp. 2641-2647
    • Elangovan, S.1    Hsieh, T.C.2    Wu, J.M.3
  • 34
    • 0035045748 scopus 로고    scopus 로고
    • Flow cytometry in analysis of cell cycle and apoptosis
    • Darzynkiewicz, Z.; Bedner, E.; Smolewski, P. Flow cytometry in analysis of cell cycle and apoptosis. Semin. Hematol., 2001, 38 (2), 179-193.
    • (2001) Semin. Hematol. , vol.38 , Issue.2 , pp. 179-193
    • Darzynkiewicz, Z.1    Bedner, E.2    Smolewski, P.3
  • 35
    • 79961098183 scopus 로고    scopus 로고
    • Regulation of p53 and cell proliferation by resveratrol and its derivatives in breast cancer cells: An in silico and biochemical approach targeting integrin alphavbeta3
    • Hsieh, T.C.; Wong, C.; John Bennett, D.; Wu, J.M. Regulation of p53 and cell proliferation by resveratrol and its derivatives in breast cancer cells: an in silico and biochemical approach targeting integrin alphavbeta3. Int. J. Cancer, 2011, 129 (11), 2732-2743.
    • (2011) Int. J. Cancer , vol.129 , Issue.11 , pp. 2732-2743
    • Hsieh, T.C.1    Wong, C.2    John Bennett, D.3    Wu, J.M.4
  • 36
    • 84863247474 scopus 로고    scopus 로고
    • Control of stability of cyclin D1 by quinone reductase 2 in CWR22Rv1 prostate cancer cells
    • Hsieh, T.C.; Yang, C.J.; Lin, C.Y.; Lee, Y.S.; Wu, J.M. Control of stability of cyclin D1 by quinone reductase 2 in CWR22Rv1 prostate cancer cells. Carcinogenesis, 2012, 33 (3), 670-677.
    • (2012) Carcinogenesis , vol.33 , Issue.3 , pp. 670-677
    • Hsieh, T.C.1    Yang, C.J.2    Lin, C.Y.3    Lee, Y.S.4    Wu, J.M.5
  • 37
    • 84872325865 scopus 로고    scopus 로고
    • Control of eotaxin-1 expression and release by resveratrol and its metabolites in culture human pulmonary artery endothelial cells
    • Yang, C.J.; Lin, C.Y.; Hsieh, T.C.; Olson, S.C.; Wu, J.M. Control of eotaxin-1 expression and release by resveratrol and its metabolites in culture human pulmonary artery endothelial cells. Am. J. Cardiovasc. Dis., 2011, 1 (1), 16-30.
    • (2011) Am. J. Cardiovasc. Dis. , vol.1 , Issue.1 , pp. 16-30
    • Yang, C.J.1    Lin, C.Y.2    Hsieh, T.C.3    Olson, S.C.4    Wu, J.M.5
  • 38
    • 80855156747 scopus 로고    scopus 로고
    • Metabolic patterns and biotransformation activities of resveratrol in human glioblastoma cells: Relevance with therapeutic efficacies
    • Shu, X.H.; Li, H.; Sun, X.X.; Wang, Q.; Sun, Z.; Wu, M.L.; Chen, X.Y.; Li, C.; Kong, Q.Y.; Liu, J. Metabolic patterns and biotransformation activities of resveratrol in human glioblastoma cells: relevance with therapeutic efficacies. PLoS One, 2011, 6 (11), e27484.
    • (2011) PLoS One , vol.6 , Issue.11
    • Shu, X.H.1    Li, H.2    Sun, X.X.3    Wang, Q.4    Sun, Z.5    Wu, M.L.6    Chen, X.Y.7    Li, C.8    Kong, Q.Y.9    Liu, J.10
  • 40
    • 4544327822 scopus 로고    scopus 로고
    • Identification and purification of resveratrol targeting proteins using immobilized resveratrol affinity chromatography
    • Wang, Z.; Hsieh, T.C.; Zhang, Z.; Ma, Y.; Wu, J.M. Identification and purification of resveratrol targeting proteins using immobilized resveratrol affinity chromatography. Biochem. Biophys. Res. Commun., 2004, 323 (3), 743-749.
    • (2004) Biochem. Biophys. Res. Commun. , vol.323 , Issue.3 , pp. 743-749
    • Wang, Z.1    Hsieh, T.C.2    Zhang, Z.3    Ma, Y.4    Wu, J.M.5


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