메뉴 건너뛰기




Volumn 12, Issue , 2013, Pages 168-183

Novel inhibitor discovery against aromatase through virtual screening and molecular dynamic simulation: A computational approach in drug design

Author keywords

Androstenedione; Aromatase; Aromatase inhibitor; Structural based virtual screening

Indexed keywords

ANDROSTENEDIONE; AROMATASE INHIBITOR;

EID: 84875121613     PISSN: None     EISSN: 16112156     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (18)

References (52)
  • 1
    • 17044403086 scopus 로고    scopus 로고
    • Ligand efficiency indices as guideposts for drug discovery
    • Abad-Zapatero C, Metz JT. Ligand efficiency indices as guideposts for drug discovery. Drug Discov Today 2005;10: 464-9.
    • (2005) Drug Discov Today , vol.10 , pp. 464-469
    • Abad-Zapatero, C.1    Metz, J.T.2
  • 2
    • 0028849729 scopus 로고
    • Phytoestrogens: Epidemiology and a possible role in cancer protection
    • Adlercreutz H. Phytoestrogens: epidemiology and a possible role in cancer protection. Environ Health Perspect 1995;103(Suppl 7):103-12.
    • (1995) Environ Health Perspect , vol.103 , Issue.SUPPL. 7 , pp. 103-112
    • Adlercreutz, H.1
  • 3
  • 6
    • 34948879654 scopus 로고    scopus 로고
    • The discovery and mechanism of action of letrozole
    • Bhatnagar AS. The discovery and mechanism of action of letrozole. Breast Cancer Res Treat 2007;105(Suppl 1):7-17.
    • (2007) Breast Cancer Res Treat , vol.105 , Issue.SUPPL. 1 , pp. 7-17
    • Bhatnagar, A.S.1
  • 7
    • 84859435820 scopus 로고    scopus 로고
    • Development of a new class of aromatase inhibitors: Design, synthesis and inhibitory activity of 3-phenylchroman-4-one (isoflavanone) derivatives
    • Bonfield K, Amato E, Bankemper T, Agard H, Steller J, Keeler JM et al. Development of a new class of aromatase inhibitors: design, synthesis and inhibitory activity of 3-phenylchroman-4-one (isoflavanone) derivatives. Bioorg Med Chem 2012;20: 2603-13.
    • (2012) Bioorg Med Chem , vol.20 , pp. 2603-2613
    • Bonfield, K.1    Amato, E.2    Bankemper, T.3    Agard, H.4    Steller, J.5    Keeler, J.M.6
  • 8
    • 0033013380 scopus 로고    scopus 로고
    • Role of aromatase inhibitors in advanced breast cancer
    • Buzdar AU. Role of aromatase inhibitors in advanced breast cancer. Endocr Relat Cancer 1999;6:219-25.
    • (1999) Endocr Relat Cancer , vol.6 , pp. 219-225
    • Buzdar, A.U.1
  • 9
    • 55549118561 scopus 로고    scopus 로고
    • Synthesis and biochemical studies of 17-substituted androst-3-enes and 3,4-epoxyandrostanes as aromatase inhibitors
    • Cepa MM, Tavares da Silva EJ, Correia da Silva G, Roleira FM, Teixeira NA. Synthesis and biochemical studies of 17-substituted androst-3-enes and 3,4-epoxyandrostanes as aromatase inhibitors. Steroids 2008;73:1409-15
    • (2008) Steroids , vol.73 , pp. 1409-1415
    • Cepa, M.M.1    da Silva Tavares, E.J.2    da Silva Correia, G.3    Roleira, F.M.4    Teixeira, N.A.5
  • 10
    • 77957820654 scopus 로고    scopus 로고
    • Virtual screening for HIV protease inhibitors: A comparison of AutoDock 4 and Vina
    • Chang MW, Ayeni C, Breuer S, Torbett BE. Virtual screening for HIV protease inhibitors: a comparison of AutoDock 4 and Vina. PLoS One 2010;5:e11955.
    • (2010) PLoS One , vol.5
    • Chang, M.W.1    Ayeni, C.2    Breuer, S.3    Torbett, B.E.4
  • 11
    • 0000856185 scopus 로고    scopus 로고
    • Aromatase and breast cancer
    • Chen S. Aromatase and breast cancer. Front Biosci 1998;3:d922-33.
    • (1998) Front Biosci , vol.3
    • Chen, S.1
  • 12
    • 0026592208 scopus 로고
    • Functional domains of aromatase cytochrome P450 inferred from comparative analyses of amino acid sequences and substantiated by site-directed mutagenesis experiments
    • Chen S, Zhou D. Functional domains of aromatase cytochrome P450 inferred from comparative analyses of amino acid sequences and substantiated by site-directed mutagenesis experiments. J Biol Chem 1992;267:22587-94.
    • (1992) J Biol Chem , vol.267 , pp. 22587-22594
    • Chen, S.1    Zhou, D.2
  • 13
    • 33947510501 scopus 로고    scopus 로고
    • Five years of letrozole compared with tamoxifen as initial adjuvant therapy for postmenopausal women with endocrineresponsive early breast cancer: Update of study BIG 1-98
    • Coates AS, Keshaviah A, Thurlimann B, Mouridsen H, Mauriac L, Forbes JF et al. Five years of letrozole compared with tamoxifen as initial adjuvant therapy for postmenopausal women with endocrineresponsive early breast cancer: update of study BIG 1-98. J Clin Oncol 2007;25:486-92.
    • (2007) J Clin Oncol , vol.25 , pp. 486-492
    • Coates, A.S.1    Keshaviah, A.2    Thurlimann, B.3    Mouridsen, H.4    Mauriac, L.5    Forbes, J.F.6
  • 14
    • 10744223655 scopus 로고    scopus 로고
    • A randomized trial of exemestane after two to three years of tamoxifen therapy in postmenopausal women with primary breast cancer
    • Coombes RC, Hall E, Gibson LJ, Paridaens R, Jassem J, Delozier T et al. A randomized trial of exemestane after two to three years of tamoxifen therapy in postmenopausal women with primary breast cancer. N Engl J Med 2004;350:1081-92.
    • (2004) N Engl J Med , vol.350 , pp. 1081-1092
    • Coombes, R.C.1    Hall, E.2    Gibson, L.J.3    Paridaens, R.4    Jassem, J.5    Delozier, T.6
  • 15
    • 33644836657 scopus 로고    scopus 로고
    • Three-dimensional model of the human aromatase enzyme and density functional parameterization of the ironcontaining protoporphyrin IX for a molecular dynamics study of hemecysteinato cytochromes
    • Favia AD, Cavalli A, Masetti M, Carotti A, Recanatini M. Three-dimensional model of the human aromatase enzyme and density functional parameterization of the ironcontaining protoporphyrin IX for a molecular dynamics study of hemecysteinato cytochromes. Proteins 2006;62: 1074-87.
    • (2006) Proteins , vol.62 , pp. 1074-1087
    • Favia, A.D.1    Cavalli, A.2    Masetti, M.3    Carotti, A.4    Recanatini, M.5
  • 16
    • 14844299785 scopus 로고    scopus 로고
    • Software extensions to UCSF chimera for interactive visualization of large molecular assemblies
    • Goddard TD, Huang CC, Ferrin TE. Software extensions to UCSF chimera for interactive visualization of large molecular assemblies. Structure 2005;13:473-82.
    • (2005) Structure , vol.13 , pp. 473-482
    • Goddard, T.D.1    Huang, C.C.2    Ferrin, T.E.3
  • 17
    • 3042519587 scopus 로고    scopus 로고
    • Cytochrome P450: What have we learned and what are the future issues?
    • Guengerich FP. Cytochrome P450: what have we learned and what are the future issues? Drug Metab Rev 2004;36:159-97.
    • (2004) Drug Metab Rev , vol.36 , pp. 159-197
    • Guengerich, F.P.1
  • 18
    • 0035430712 scopus 로고    scopus 로고
    • Nonsteroidal and steroidal aromatase inhibitors in breast cancer
    • discussion 972, 977-969
    • Hamilton A, Volm M. Nonsteroidal and steroidal aromatase inhibitors in breast cancer. Oncology 2001;15:965-72; discussion 972, 977-969.
    • (2001) Oncology , vol.15 , pp. 965-972
    • Hamilton, A.1    Volm, M.2
  • 20
    • 33846619697 scopus 로고    scopus 로고
    • Molecular basis for the aromatization reaction and exemestanemediated irreversible inhibition of human aromatase
    • Hong Y, Yu B, Sherman M, Yuan YC, Zhou D, Chen S. Molecular basis for the aromatization reaction and exemestanemediated irreversible inhibition of human aromatase. Mol Endocrinol 2007;21:401-14.
    • (2007) Mol Endocrinol , vol.21 , pp. 401-414
    • Hong, Y.1    Yu, B.2    Sherman, M.3    Yuan, Y.C.4    Zhou, D.5    Chen, S.6
  • 21
    • 79958767072 scopus 로고    scopus 로고
    • Binding features of steroidal and nonsteroidal inhibitors
    • Hong Y, Rashid R, Chen S. Binding features of steroidal and nonsteroidal inhibitors. Steroids 2011;76:802-6.
    • (2011) Steroids , vol.76 , pp. 802-806
    • Hong, Y.1    Rashid, R.2    Chen, S.3
  • 22
    • 1942453243 scopus 로고    scopus 로고
    • Ligand efficiency: A useful metric for lead selection
    • Hopkins AL, Groom CR, Alex A. Ligand efficiency: a useful metric for lead selection. Drug Discov Today 2004;9:430-1.
    • (2004) Drug Discov Today , vol.9 , pp. 430-431
    • Hopkins, A.L.1    Groom, C.R.2    Alex, A.3
  • 27
    • 0030013560 scopus 로고    scopus 로고
    • Binding characteristics of seven inhibitors of human aromatase: A sitedirected mutagenesis study
    • Kao YC, Cam LL, Laughton CA, Zhou D, Chen S. Binding characteristics of seven inhibitors of human aromatase: a sitedirected mutagenesis study. Cancer Res 1996;56:3451-60.
    • (1996) Cancer Res , vol.56 , pp. 3451-3460
    • Kao, Y.C.1    Cam, L.L.2    Laughton, C.A.3    Zhou, D.4    Chen, S.5
  • 28
    • 0031915796 scopus 로고    scopus 로고
    • Molecular basis of the inhibition of human aromatase (estrogen synthetase) by flavone and isoflavone phytoestrogens: A site-directed mutagenesis study
    • Kao YC, Zhou C, Sherman M, Laughton CA, Chen S. Molecular basis of the inhibition of human aromatase (estrogen synthetase) by flavone and isoflavone phytoestrogens: a site-directed mutagenesis study. Environ Health Perspect 1998;106: 85-92.
    • (1998) Environ Health Perspect , vol.106 , pp. 85-92
    • Kao, Y.C.1    Zhou, C.2    Sherman, M.3    Laughton, C.A.4    Chen, S.5
  • 29
    • 60249092439 scopus 로고    scopus 로고
    • The binding of lignans, flavonoids and coumestrol to CYP450 aromatase: A molecular modelling study
    • Karkola S, Wahala K. The binding of lignans, flavonoids and coumestrol to CYP450 aromatase: a molecular modelling study. Mol Cell Endocrinol 2009;301:235-44.
    • (2009) Mol Cell Endocrinol , vol.301 , pp. 235-244
    • Karkola, S.1    Wahala, K.2
  • 30
    • 0021271612 scopus 로고
    • Inhibition of human estrogen synthetase (aromatase) by flavones
    • Kellis JT Jr, Vickery LE. Inhibition of human estrogen synthetase (aromatase) by flavones. Science 1984;225:1032-4.
    • (1984) Science , vol.225 , pp. 1032-1034
    • Kellis Jr., J.T.1    Vickery, L.E.2
  • 31
    • 0022909044 scopus 로고
    • Inhibition of aromatase cytochrome P-450 (estrogen synthetase) by derivatives of alpha-naphthoflavone
    • Kellis JT Jr, Nesnow S, Vickery LE. Inhibition of aromatase cytochrome P-450 (estrogen synthetase) by derivatives of alpha-naphthoflavone. Biochem Pharmacol 1986;35:2887-91.
    • (1986) Biochem Pharmacol , vol.35 , pp. 2887-2891
    • Kellis Jr., J.T.1    Nesnow, S.2    Vickery, L.E.3
  • 32
    • 0023223103 scopus 로고
    • Inhibition of aromatase cytochrome P-450 by 10-oxirane and 10-thiirane substituted androgens: Implications for the structure of the active site
    • Kellis JT Jr, Childers WE, Robinson CH, Vickery LE. Inhibition of aromatase cytochrome P-450 by 10-oxirane and 10-thiirane substituted androgens: implications for the structure of the active site. J Biol Chem 1987;262:4421-6.
    • (1987) J Biol Chem , vol.262 , pp. 4421-4426
    • Kellis Jr., J.T.1    Childers, W.E.2    Robinson, C.H.3    Vickery, L.E.4
  • 33
    • 0037598909 scopus 로고    scopus 로고
    • Phyto-oestrogen levels in foods: The design and construction of the VENUS database
    • Kiely M, Faughnan M, Wahala K, Brants H, Mulligan A. Phyto-oestrogen levels in foods: the design and construction of the VENUS database. Br J Nutr 2003;89(Suppl 1):S19-23.
    • (2003) Br J Nutr , vol.89 , Issue.SUPPL. 1
    • Kiely, M.1    Faughnan, M.2    Wahala, K.3    Brants, H.4    Mulligan, A.5
  • 34
    • 80054911951 scopus 로고    scopus 로고
    • LigPlot+: Multiple ligand-protein interaction diagrams for drug discovery
    • Laskowski RA, Swindells MB. LigPlot+: multiple ligand-protein interaction diagrams for drug discovery. J Chem Inf Model 2011;51:2778-86.
    • (2011) J Chem Inf Model , vol.51 , pp. 2778-2786
    • Laskowski, R.A.1    Swindells, M.B.2
  • 35
    • 35748962941 scopus 로고    scopus 로고
    • Cost-effectiveness analysis of anastrozole versus tamoxifen as primary adjuvant therapy for postmenopausal women with early breast cancer: A US healthcare system perspective. v
    • Locker GY, Mansel R, Cella D, Dobrez D, Sorensen S, Gandhi SK. Cost-effectiveness analysis of anastrozole versus tamoxifen as primary adjuvant therapy for postmenopausal women with early breast cancer: a US healthcare system perspective. The 5-year completed treatment analysis of the ATAC ('Arimidex', Tamoxifen Alone or in Combination) trial. Breast Cancer Res Treat 2007;106:229-38.
    • (2007) Breast Cancer Res Treat , vol.106 , pp. 229-238
    • Locker, G.Y.1    Mansel, R.2    Cella, D.3    Dobrez, D.4    Sorensen, S.5    Gandhi, S.K.6
  • 36
    • 0034124357 scopus 로고    scopus 로고
    • Phyto-oestrogen content of berries, and plasma concentrations and urinary excretion of enterolactone after a single strawberry-meal in human subjects
    • Mazur WM, Uehara M, Wahala K, Adlercreutz H. Phyto-oestrogen content of berries, and plasma concentrations and urinary excretion of enterolactone after a single strawberry-meal in human subjects. Br J Nutr 2000;83:381-7.
    • (2000) Br J Nutr , vol.83 , pp. 381-387
    • Mazur, W.M.1    Uehara, M.2    Wahala, K.3    Adlercreutz, H.4
  • 37
    • 4644275807 scopus 로고    scopus 로고
    • Mechanism of oxidation reactions catalyzed by cytochrome p450 enzymes
    • Meunier B, de Visser SP, Shaik S. Mechanism of oxidation reactions catalyzed by cytochrome p450 enzymes. Chem Rev 2004;104:3947-80.
    • (2004) Chem Rev , vol.104 , pp. 3947-3980
    • Meunier, B.1    de Visser, S.P.2    Shaik, S.3
  • 38
    • 3242802726 scopus 로고    scopus 로고
    • Optimization of a liquid chromatography-tandem mass spectrometry method for quantification of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in foods
    • Milder IE, Arts IC, Venema DP, Lasaroms JJ, Wahala K, Hollman PC. Optimization of a liquid chromatography-tandem mass spectrometry method for quantification of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in foods. J Agric Food Chem 2004;52: 4643-51.
    • (2004) J Agric Food Chem , vol.52 , pp. 4643-4651
    • Milder, I.E.1    Arts, I.C.2    Venema, D.P.3    Lasaroms, J.J.4    Wahala, K.5    Hollman, P.C.6
  • 39
    • 0032974458 scopus 로고    scopus 로고
    • Biology of aromatase inhibitors: Pharmacology/endocrinology within the breast
    • Miller WR. Biology of aromatase inhibitors: pharmacology/endocrinology within the breast. Endocr Relat Cancer 1999;6:187-95.
    • (1999) Endocr Relat Cancer , vol.6 , pp. 187-195
    • Miller, W.R.1
  • 40
    • 50649113295 scopus 로고    scopus 로고
    • Aromatase inhibitors: Are there differences between steroidal and nonsteroidal aromatase inhibitors and do they matter?
    • Miller WR, Bartlett J, Brodie AM, Brueggemeier RW, di Salle E, Lonning PE et al. Aromatase inhibitors: are there differences between steroidal and nonsteroidal aromatase inhibitors and do they matter? Oncologist 2008;13:829-37.
    • (2008) Oncologist , vol.13 , pp. 829-837
    • Miller, W.R.1    Bartlett, J.2    Brodie, A.M.3    Brueggemeier, R.W.4    di Salle, E.5    Lonning, P.E.6
  • 41
    • 77955841346 scopus 로고    scopus 로고
    • Effects of diverse dietary phytoestrogens on cell growth, cell cycle and apoptosis in estrogen-receptor-positive breast cancer cells
    • Sakamoto T, Horiguchi H, Oguma E, Kayama F. Effects of diverse dietary phytoestrogens on cell growth, cell cycle and apoptosis in estrogen-receptor-positive breast cancer cells. J Nutr Biochem 2010; 21:856-64.
    • (2010) J Nutr Biochem , vol.21 , pp. 856-864
    • Sakamoto, T.1    Horiguchi, H.2    Oguma, E.3    Kayama, F.4
  • 43
    • 0032892317 scopus 로고    scopus 로고
    • Use of aromatase inhibitors in breast carcinoma
    • Santen RJ, Harvey HA. Use of aromatase inhibitors in breast carcinoma. Endocr Relat Cancer 1999;6:75-92.
    • (1999) Endocr Relat Cancer , vol.6 , pp. 75-92
    • Santen, R.J.1    Harvey, H.A.2
  • 46
    • 7544226311 scopus 로고    scopus 로고
    • PRODRG: A tool for high-throughput crystallography of protein-ligand complexes
    • Schuttelkopf AW, van Aalten DM. PRODRG: a tool for high-throughput crystallography of protein-ligand complexes. Acta Crystallogr D Biol Crystallogr 2004;60:1355-63.
    • (2004) Acta Crystallogr D Biol Crystallogr , vol.60 , pp. 1355-1363
    • Schuttelkopf, A.W.1    van Aalten, D.M.2
  • 48
    • 77949264904 scopus 로고    scopus 로고
    • Probing the binding pocket of the active site of aromatase with 2-phenylaliphatic androsta-1,4-diene-3,17-dione steroids
    • Takahashi M, Yamashita K, Numazawa M. Probing the binding pocket of the active site of aromatase with 2-phenylaliphatic androsta-1,4-diene-3,17-dione steroids. Steroids 2010;75:330-7.
    • (2010) Steroids , vol.75 , pp. 330-337
    • Takahashi, M.1    Yamashita, K.2    Numazawa, M.3
  • 49
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
    • Trott O, Olson AJ. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J Comput Chem 2010;31:455-61.
    • (2010) J Comput Chem , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 51
    • 0033970047 scopus 로고    scopus 로고
    • Mammalian microsomal cytochrome P450 monooxygenase: Structural adaptations for membrane binding and functional diversity
    • Williams PA, Cosme J, Sridhar V, Johnson EF, McRee DE. Mammalian microsomal cytochrome P450 monooxygenase: structural adaptations for membrane binding and functional diversity. Mol Cell 2000;5:121-31.
    • (2000) Mol Cell , vol.5 , pp. 121-131
    • Williams, P.A.1    Cosme, J.2    Sridhar, V.3    Johnson, E.F.4    McRee, D.E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.