Comparison of the Potential Multiple Binding Modes of Bicyclam, Monocylam, and Noncyclam Small-Molecule CXC Chemokine Receptor 4 Inhibitors

Ballesteros, 2001, G protein-coupled receptor drug discovery: implications from the crystal structure of rhodopsin, Curr Opin Drug Discov Devel, 4, 561

Ballesteros, 2001, Structural mimicry in G protein-coupled receptors: implications of the high-resolution structure of rhodopsin for structure-function analysis of rhodopsin-like receptors, Mol Pharmacol, 60, 1, 10.1124/mol.60.1.1

Berkhout, 2003, CCR2: characterization of the antagonist binding site from a combined receptor modeling/mutagenesis approach, J Med Chem, 46, 4070, 10.1021/jm030862l

Birkenbach, 1993, Epstein-Barr virus-induced genes: first lymphocyte-specific G protein-coupled peptide receptors, J Virol, 67, 2209, 10.1128/jvi.67.4.2209-2220.1993

Brands, 1986, The primary structure of the alpha subunit of human elongation factor 1. Structural aspects of guanine-nucleotide-binding sites, Eur J Biochem, 155, 167, 10.1111/j.1432-1033.1986.tb09472.x

Brelot, 2000, Identification of residues of CXCR4 critical for human immunodeficiency virus coreceptor and chemokine receptor activities, J Biol Chem, 275, 23736, 10.1074/jbc.M000776200

Bridger, 1995, Synthesis and structure-activity relationships of phenylenebis(methylene)-linked bis-tetraazamacrocycles that inhibit HIV replication. Effects of macrocyclic ring size and substituents on the aromatic linker, J Med Chem, 38, 366, 10.1021/jm00002a019

Burger, 2006, CXCR4: a key receptor in the crosstalk between tumor cells and their microenvironment, Blood, 107, 1761, 10.1182/blood-2005-08-3182

Costanzi, 2008, On the applicability of GPCR homology models to computer-aided drug discovery: a comparison between in silico and crystal structures of the beta2-adrenergic receptor, J Med Chem, 51, 2907, 10.1021/jm800044k

Dragic, 2000, A binding pocket for a small molecule inhibitor of HIV-1 entry within the transmembrane helices of CCR5, Proc Natl Acad Sci U S A, 97, 5639, 10.1073/pnas.090576697

Flomenberg, 2005, The use of AMD3100 plus G-CSF for autologous hematopoietic progenitor cell mobilization is superior to G-CSF alone, Blood, 106, 1867, 10.1182/blood-2005-02-0468

Freed, 1989, Mutational analysis of the cleavage sequence of the human immunodeficiency virus type 1 envelope glycoprotein precursor gp160, J Virol, 63, 4670, 10.1128/jvi.63.11.4670-4675.1989

Fricker, 2006, Characterization of the molecular pharmacology of AMD3100: a specific antagonist of the G-protein coupled chemokine receptor, CXCR4, Biochem Pharmacol, 72, 588, 10.1016/j.bcp.2006.05.010

Gerlach, 2001, Molecular interactions of cyclam and bicyclam non-peptide antagonists with the CXCR4 chemokine receptor, J Biol Chem, 276, 14153, 10.1074/jbc.M010429200

Govaerts, 2001, The TXP motif in the second transmembrane helix of CCR5. A structural determinant of chemokine-induced activation, J Biol Chem, 276, 13217, 10.1074/jbc.M011670200

Govaerts, 2003, Activation of CCR5 by chemokines involves an aromatic cluster between transmembrane helices 2 and 3, J Biol Chem, 278, 1892, 10.1074/jbc.M205685200

Hatse, 2002, Chemokine receptor inhibition by AMD3100 is strictly confined to CXCR4, FEBS Lett, 527, 255, 10.1016/S0014-5793(02)03143-5

Hatse, 2005, AMD3465, a monomacrocyclic CXCR4 antagonist and potent HIV entry inhibitor, Biochem Pharmacol, 70, 752, 10.1016/j.bcp.2005.05.035

Hatse, 2001, Mutation of Asp171 and Asp262 of the chemokine receptor CXCR4 impairs its coreceptor function for human immunodeficiency virus-1 entry and abrogates the antagonistic activity of AMD3100, Mol Pharmacol, 60, 164, 10.1124/mol.60.1.164

Hendrix, 2004, Safety, pharmacokinetics, and antiviral activity of AMD3100, a selective CXCR4 receptor inhibitor, in HIV-1 infection, J Acquir Immune Defic Syndr, 37, 1253, 10.1097/01.qai.0000137371.80695.ef

Hu, 2006, AMD3465, a novel CXCR4 receptor antagonist, abrogates schistosomal antigen-elicited (type-2) pulmonary granuloma formation, Am J Pathol, 169, 424, 10.2353/ajpath.2006.051234

Huang, 2003, Molecular dynamics simulations on SDF-1alpha: binding with CXCR4 receptor, Biophys J, 84, 171, 10.1016/S0006-3495(03)74840-1

Klabunde, 2002, Drug design strategies for targeting G-protein-coupled receptors, Chembiochem, 3, 928, 10.1002/1439-7633(20021004)3:10<928::AID-CBIC928>3.0.CO;2-5

Kondru, 2008, Molecular interactions of CCR5 with major classes of small-molecule anti-HIV CCR5 antagonists, Mol Pharmacol, 73, 789, 10.1124/mol.107.042101

Maeda, 2006, Structural and molecular interactions of CCR5 inhibitors with CCR5, J Biol Chem, 281, 12688, 10.1074/jbc.M512688200

Marchese, 1995, Cloning and chromosomal mapping of three novel genes, GPR9, GPR10, and GPR14, encoding receptors related to interleukin 8, neuropeptide Y, and somatostatin receptors, Genomics, 29, 335, 10.1006/geno.1995.9996

Moore, 2003, The entry of entry inhibitors: a fusion of science and medicine, Proc Natl Acad Sci U S A, 100, 10598, 10.1073/pnas.1932511100

Moyle G, DeJesus E, Boffito M, Wong R, Coakley E, Gibney C, Badel K, Calandra G, Bridger G, and Becker S (2007) CXCR4 antagonism: proof of activity with AMD11070, in Proceedings of the 14th Conference on Retroviruses and Opportunistic Infections; 2007 Feb 25-28; Los Angeles, CA. Abstract No. 511.

Murdoch, 2000, CXCR4: chemokine receptor extraordinaire, Immunol Rev, 177, 175, 10.1034/j.1600-065X.2000.17715.x

Neote, 1993, Molecular cloning, functional expression, and signaling characteristics of a C-C chemokine receptor, Cell, 72, 415, 10.1016/0092-8674(93)90118-A

Nishikawa, 2005, Analysis of binding sites for the new small-molecule CCR5 antagonist TAK-220 on human CCR5, Antimicrob Agents Chemother, 49, 4708, 10.1128/AAC.49.11.4708-4715.2005

Oliveira, 2004, Heavier-than-air flying machines are impossible, FEBS Lett, 564, 269, 10.1016/S0014-5793(04)00320-5

Onuffer, 2002, Chemokines, chemokine receptors and small-molecule antagonists: recent developments, Trends Pharmacol Sci, 23, 459, 10.1016/S0165-6147(02)02064-3

Paterlini, 2002, Structure modeling of the chemokine receptor CCR5: implications for ligand binding and selectivity, Biophys J, 83, 3012, 10.1016/S0006-3495(02)75307-1

Power, 1995, Molecular cloning and functional expression of a novel CC chemokine receptor cDNA from a human basophilic cell line, J Biol Chem, 270, 19495, 10.1074/jbc.270.33.19495

Rosenkilde, 2004, Molecular Mechanism of AMD3100 antagonism in the CXCR4 receptor: transfer of binding site to the cxcr3 receptor, J Biol Chem, 279, 3033, 10.1074/jbc.M309546200

Rosenkilde, 2007, Molecular mechanism of action of monocyclam versus bicyclam non-peptide antagonists in the CXCR4 chemokine receptor, J Biol Chem, 282, 27354, 10.1074/jbc.M704739200

Saag MS, Rosenkrantz S, Becker S, Klingman K, Kallungal B, Zadzilka A, Coakley E, Acosta EP, Calandra G, and Team VAJftAAP (2007) Proof of concept of antiretroviral activity of AMD11070 (an orally administered CXCR4 entry inhibitor): results of the 1st dosing cohort A studied in NIH/NIAID AIDS Clinical Trials Group (ACTG) protocol A5210, in Proceedings of the 14th Conference on Retroviruses and Opportunistic Infections; 2007 Feb 25-28; Los Angeles, CA. Abstract no. 512.

Schols D, Claes S, Hatse S, Princen K, Vermeire K, Clercq ED, Skerlj R, Bridger G, and Calandra G (2003) Anti-HIV activity profile of AMD070, an orally bioavailable CXCR4 antagonist, in 10th Conference on Retroviruses and Opportunistic Infections; 2003 Feb 10-14; Boston, MA. Abstract no. 563.

Seibert, 2006, Interaction of small molecule inhibitors of HIV-1 entry with CCR5, Virology, 349, 41, 10.1016/j.virol.2006.01.018

Teller, 2001, Advances in determination of a high-resolution three-dimensional structure of rhodopsin, a model of G-protein-coupled receptors (GPCRs), Biochemistry, 40, 7761, 10.1021/bi0155091

Trent, 2003, Lipid bilayer simulations of CXCR4 with inverse agonists and weak partial agonists, J Biol Chem, 278, 47136, 10.1074/jbc.M307850200

Tsamis, 2003, Analysis of the mechanism by which the small-molecule CCR5 antagonists SCH-351125 and SCH-350581 inhibit human immunodeficiency virus type 1 entry, J Virol, 77, 5201, 10.1128/JVI.77.9.5201-5208.2003

Wegner, 1998, Genomic organization and functional characterization of the chemokine receptor CXCR4, a major entry co-receptor for human immunodeficiency virus type 1, J Biol Chem, 273, 4754, 10.1074/jbc.273.8.4754

Wong, 1997, Organization and differential expression of the human monocyte chemoattractant protein 1 receptor gene. Evidence for the role of the carboxyl-terminal tail in receptor trafficking, J Biol Chem, 272, 1038, 10.1074/jbc.272.2.1038