Application of screening methods, shape signatures and engineered biosensors in early drug discovery process

Pharmaceutical Research

Volumn 26, Issue 10, 2009, Pages 2247-2258

  Hartman, Izabela ^a,b   Gillies, Alison R ^b   Arora, Sonia ^c   Andaya, Christina ^c   Royapet, Nitya ^e   Welsh, William J ^c,d   Wood, David W ^b   Zauhar, Randy J ^a  

^a UNIVERSITY OF THE SCIENCES   (United States)

^b Princeton University   (United States)

^c ROBERT WOOD JOHNSON MEDICAL SCHOOL   (United States)

^d UNIVERSITY OF MEDICINE AND DENTISTRY OF NEW JERSEY   (United States)

^e Mercer County Community College   (United States)

Author keywords

Antagonist; Drug discovery; Estrogen receptor; Estrogen receptor biosensor; Shape signatures

Indexed keywords

4 HYDROXYTAMOXIFEN; ACOLBIFENE; ANTIESTROGEN; DROLOXIFENE; ESTRADIOL; ESTROGEN RECEPTOR ALPHA; ESTROGEN RECEPTOR BETA; GW 7604; NSC 326655; NSC 60845; RALOXIFENE; TAMOXIFEN; THYROID HORMONE; TOREMIFENE; UNCLASSIFIED DRUG;

ARTICLE; BACTERIAL ESTROGEN SENSOR; BIOSENSOR; CELL STRAIN MCF 7; CHEMICAL ENGINEERING; COMPUTER MODEL; CONTROLLED STUDY; DRUG SCREENING; ENZYME LINKED IMMUNOSORBENT ASSAY; HUMAN; HUMAN CELL; MOLECULAR DOCKING; NONHUMAN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL;

BIOSENSING TECHNIQUES; CHEMICAL ENGINEERING; COMPUTATIONAL BIOLOGY; DRUG DISCOVERY; DRUG EVALUATION, PRECLINICAL; ENZYME-LINKED IMMUNOSORBENT ASSAY; ESTROGEN ANTAGONISTS; ESTROGEN RECEPTOR ALPHA; HUMANS; TIME FACTORS;

EID: 69949139797     PISSN: 07248741     EISSN: 1573904X     Source Type: Journal    
DOI: 10.1007/s11095-009-9941-z     Document Type: Article

References (38)

1. GG Kuiper E Enmark M Pelto-Huikko S Nilsson JA Gustafsson 1996 Cloning of a novel receptor expressed in rat prostate and ovary Proc Natl Acad Sci U S A. 93 5925 5930
2. ES Manas RJ Unwalla ZB Xu MS Malamas CP Miller HA Harris C Hsiao T Akopian WT Hum K Malakian S Wolfrom A Bapat RA Bhat ML Stahl WS Somers JC Alvarez 2004 Structure-based design of estrogen receptor-beta selective ligands J Am Chem Soc. 126 15106 15119
3. AC Pike AM Brzozowski RE Hubbard T Bonn AG Thorsell O Engstrom J Ljunggren JA Gustafsson M Carlquist 1999 Structure of the ligand-binding domain of oestrogen receptor beta in the presence of a partial agonist and a full antagonist EMBO J. 18 4608 4618
4. A Tremblay GB Tremblay C Labrie F Labrie V Giguere 1998 EM-800, a novel antiestrogen, acts as a pure antagonist of the transcriptional functions of estrogen receptors alpha and beta Endocrinology. 139 111 118
5. DP McDonnell 2005 The molecular pharmacology of estrogen receptor modulators: implications for the treatment of breast cancer Clin Cancer Res. 11 871s 877s (Pubitemid 40111099)
6. EV Jensen VC Jordan 2003 The estrogen receptor: a model for molecular medicine Clin Cancer Res. 9 1980 1989
7. AK Shiau D Barstad JT Radek MJ Meyers KW Nettles BS Katzenellenbogen JA Katzenellenbogen DA Agard GL Greene 2002 Structural characterization of a subtype-selective ligand reveals a novel mode of estrogen receptor antagonism Nat Struct Biol. 9 359 364
8. H Liu ES Lee A Deb Los Reyes JW Zapf VC Jordan 2001 Silencing and reactivation of the selective estrogen receptor modulator-estrogen receptor alpha complex Cancer Res. 61 3632 3639
9. TA Grese JP Sluka HU Bryant GJ Cullinan AL Glasebrook CD Jones K Matsumoto AD Palkowitz M Sato JD Termine MA Winter NN Yang JA Dodge 1997 Molecular determinants of tissue selectivity in estrogen receptor modulators Proc Natl Acad Sci U S A. 94 14105 14110
10. S Gauthier B Caron J Cloutier YL Dory A Favre D Larouche J Mailhot C Ouellet A Schwerdtfeger G Leblanc C Martel J Simard Y Merand A Belanger C Labrie F Labrie 1997 (S)-(+)-4-[7-(2, 2-dimethyl-1-oxopropoxy)-4-methyl-2-[4-[2-(1- piperidinyl)- ethoxy]phenyl]-2H-1-benzopyran-3-yl]-phenyl 2, 2-dimethylpropanoate (EM-800): a highly potent, specific, and orally active nonsteroidal antiestrogen J Med Chem. 40 2117 2122
11. D Bentrem R Dardes H Liu J MacGregor-Schafer J Zapf V Jordan 2001 Molecular mechanism of action at estrogen receptor alpha of a new clinically relevant antiestrogen (GW7604) related to tamoxifen Endocrinology. 142 838 846
12. M Fan EL Rickert L Chen SA Aftab KP Nephew RV Weatherman 2007 Characterization of molecular and structural determinants of selective estrogen receptor downregulators Breast Cancer Res Treat. 103 37 44
13. RJ Zauhar G Moyna L Tian Z Li WJ Welsh 2003 Shape signatures: a new approach to computer-aided ligand- and receptor-based drug design J Med Chem. 46 5674 5690
14. JJ Irwin BK Shoichet 2005 ZINC-a free database of commercially available compounds for virtual screening J Chem Inf Model. 45 177 182
15. K Nagarajan R Zauhar WJ Welsh 2005 Enrichment of ligands for the serotonin receptor using the Shape Signatures approach J Chem Inf Model. 45 49 57
16. GOLD. Cambridge, UK: Cambridge crystallographic data centre; 2004.
17. SILVER. Cambridge, UK: Cambridge crystallographic data centre; 2004.
18. G Jones P Willett RC Glen 1995 Molecular recognition of receptor sites using a genetic algorithm with a description of desolvation J Mol Biol. 245 43 53
19. G Jones P Willett RC Glen AR Leach R Taylor 1997 Development and validation of a genetic algorithm for flexible docking J Mol Biol. 267 727 748
20. JW Nissink C Murray M Hartshorn ML Verdonk JC Cole R Taylor 2002 A new test set for validating predictions of protein-ligand interaction Proteins. 49 457 471
21. ML Verdonk JC Cole MJ Hartshorn CW Murray RD Taylor 2003 Improved protein-ligand docking using GOLD Proteins. 52 609 623
22. MK Annamala KK Inampudi L Guruprasad 2007 Docking of phosphonate and trehalose analog inhibitors into M. tuberculosis mycolyltransferase Ag85C: Comparison of the two scoring fitness functions GoldScore and ChemScore, in the GOLD software Bioinformation. 1 339 350
23. CA Baxter CW Murray DE Clark DR Westhead MD Eldridge 1998 Flexible docking using Tabu search and an empirical estimate of binding affinity Proteins. 33 367 382
24. G Skretas DW Wood 2005 Rapid detection of subtype-selective nuclear hormone receptor binding with bacterial genetic selection Appl Environ Microbiol. 71 8995 8997
25. G Skretas DW Wood 2005 A bacterial biosensor of endocrine modulators J Mol Biol. 349 464 474
26. G Skretas AK Meligova C Villalonga-Barber DJ Mitsiou MN Alexis M Micha-Screttas BR Steele CG Screttas DW Wood 2007 Engineered chimeric enzymes as tools for drug discovery: generating reliable bacterial screens for the detection, discovery, and assessment of estrogen receptor modulators J Am Chem Soc. 129 8443 8457
27. PJ Meek Z Liu L Tian CY Wang WJ Welsh RJ Zauhar 2006 Shape Signatures: speeding up computer aided drug discovery Drug Discov Today. 11 895 904
28. F Labrie C Labrie A Belanger J Simard S Gauthier V Luu-The Y Merand V Giguere B Candas S Luo C Martel SM Singh M Fournier A Coquet V Richard R Charbonneau G Charpenet A Tremblay G Tremblay L Cusan R Veilleux 1999 EM-652 (SCH 57068), a third generation SERM acting as pure antiestrogen in the mammary gland and endometrium J Steroid Biochem Mol Biol. 69 51 84
29. SPSS. Chicago, IL: SPSS; 2005.
30. Grimm LG, Yarnold PR. Reading and understanding more multivariate statistics. Washington, DC: American Psychological Association; 2000.
31. HM Berman J Westbrook Z Feng G Gilliland TN Bhat H Weissig IN Shindyalov PE Bourne 2000 The protein data bank Nucleic Acids Res. 28 235 242
32. AK Shiau D Barstad PM Loria L Cheng PJ Kushner DA Agard GL Greene 1998 The structural basis of estrogen receptor/coactivator recognition and the antagonism of this interaction by tamoxifen Cell. 95 927 937
33. SYBYL. St. Louis, MO: Tripos Inc; 2001.
34. A Levai R Bognár 1977 Oxazepines and thiazepines, III. Synthesis of 2,3-dihydro-2,4-diphenyl-1,5-benzothiazepines by the reaction of 2-aminothiophenol with chalcones substituted in ring A Acta Chim Acad Sci Hung. 92 415 419
35. G Sharma K Raj AK Chakraborti 2008 Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) as a new, highly efficient and reusable heterogeneous catalyst for thia-Michael addition to α, β-unsaturated carbonyl compounds Tetrahedron Lett. 49 4272 4275
36. H Fang W Tong LM Shi R Blair R Perkins W Branham BS Hass Q Xie SL Dial CL Moland DM Sheehan 2001 Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens Chem Res Toxicol. 14 280 294
37. CY Wang N Ai S Arora E Erenrich K Nagarajan R Zauhar D Young WJ Welsh 2006 Identification of previously unrecognized antiestrogenic chemicals using a novel virtual screening approach Chem Res Toxicol. 19 1595 1601
38. E Ambrose Amin WJ Welsh 2001 Three-dimensional quantitative structure-activity relationship (3D-QSAR) models for a novel class of piperazine-based stromelysin-1 (MMP-3) inhibitors: applying a "divide and conquer" strategy J Med Chem. 44 3849 3855