Analysis of multiple histamine H4 receptor compound classes uncovers Gαi protein- and β-arrestin2-biased ligands

Molecular Pharmacology

Volumn 82, Issue 6, 2012, Pages 1174-1182

  Nijmeijer, Saskia ^a   Vischer, Henry F ^a   Rosethorne, Elizabeth M ^b   Charlton, Steven J ^b   Leurs, Rob ^a  

^a VU UNIVERSITY AMSTERDAM   (Netherlands)

^b NOVARTIS INSTITUTES FOR BIOMEDICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (5 CHLORO 2 BENZIMIDAZOLYLCARBONYL) 4 METHYLPIPERAZINE; 1 (5 CHLORO 2 INDOLYLCARBONYL) 4 METHYLPIPERAZINE; BETA ARRESTIN 2; CRE RECOMBINASE; G PROTEIN COUPLED RECEPTOR; HISTAMINE H4 RECEPTOR; HISTAMINE H4 RECEPTOR ANTAGONIST; THIOPERAMIDE; THIOUREA DERIVATIVE; UNCLASSIFIED DRUG; VUF 10056; VUF 10214; VUF 11012; VUF 11273; VUF 5223;

ARTICLE; BINDING AFFINITY; DRUG EFFICACY; DRUG STRUCTURE; HUMAN; HUMAN CELL; LIGAND BINDING; PRIORITY JOURNAL; SIGNAL TRANSDUCTION;

ARRESTINS; CELL LINE, TUMOR; GTP-BINDING PROTEIN ALPHA SUBUNITS, GI-GO; HEK293 CELLS; HUMANS; INDOLES; LIGANDS; PIPERAZINES; RECEPTORS, G-PROTEIN-COUPLED; RECEPTORS, HISTAMINE; SIGNAL TRANSDUCTION;

EID: 84869825728     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.112.080911     Document Type: Article

References (39)

1. Bäumer W, Wendorff S, Gutzmer R, Werfel T, Dijkstra D, Chazot P, Stark H, and Kietzmann M (2008) Histamine H4 receptors modulate dendritic cell migration through skin - immunomodulatory role of histamine. Allergy 63:1387-1394.
2. Black JW and Leff P (1983) Operational models of pharmacological agonism. Proc R Soc Lond B Biol Sci 220:141-162. (Pubitemid 14217337)
3. Buckland KF, Williams TJ, and Conroy DM (2003) Histamine induces cytoskeletal changes in human eosinophils via the H4 receptor. Br J Pharmacol 140:1117-1127. (Pubitemid 37475978)
4. 4 receptor activation enhances LPS-induced IL-6 production in mast cells via ERK and PI3K activation. Eur J Immunol 41:1764-1773.
5. DeWire SM and Violin JD (2011) Biased ligands for better cardiovascular drugs: dissecting G-protein-coupled receptor pharmacology. Circ Res 109:205-216.
6. Galandrin S, Oligny-Longpré G, and Bouvier M (2007) The evasive nature of drug efficacy: implications for drug discovery. Trends Pharmacol Sci 28:423-430. (Pubitemid 47087968)
7. H2 cells. J Allergy Clin Immunol 123:619-625.
8. 4receptor mediates chemotaxis and calcium mobilization of mast cells. J Pharmacol Exp Ther 305:1212-1221.
9. 4 receptor agonists. J Med Chem 52:6297-6313.
10. Invitrogen (2008) Optimization of the Tango™ H4-bla U2OS Cell Line. Invitrogen, Carlsbad, CA.
11. 4 receptor: linking ligand-based three-dimensional quantitative structure-activity relationship (3D-QSAR) models to in silico guided receptor mutagenesis studies. J Med Chem 54:8136-8147.
12. 4 receptor antagonists. J Med Chem 46:3957-3960.
13. Kenakin T (2007) Collateral efficacy in drug discovery: taking advantage of the good (allosteric) nature of 7TM receptors. Trends Pharmacol Sci 28:407-415.
14. Leurs R, Vischer HF, Wijtmans M, and de Esch IJ (2011) En route to new blockbuster anti-histamines: surveying the offspring of the expanding histamine receptor family. Trends Pharmacol Sci 32:250-257.
15. Lim HD, Smits RA, Bakker RA, van Dam CM, de Esch IJ, and Leurs R (2006) Discovery of S-(2-guanidylethyl)-isothiourea (VUF 8430) as a potent nonimidazole histamine H4 receptor agonist. J Med Chem 49:6650-6651. (Pubitemid 44749731)
16. 4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist. J Pharmacol Exp Ther 314:1310-1321.
17. 4 receptor mediates eosinophil chemotaxis with cell shape change and adhesion molecule upregulation. Br J Pharmacol 142:161-171.
18. Liu C, Ma X, Jiang X, Wilson SJ, Hofstra CL, Blevitt J, Pyati J, Li X, Chai W, Carruthers N, et al. (2001) Cloning and pharmacological characterization of a fourth histamine receptor (H4) expressed in bone marrow. Mol Pharmacol 59:420-426. (Pubitemid 32179918)
19. 4R antagonist that blocks pain responses against carrageenan-induced hyperalgesia. J Med Chem 51:7094-7098.
20. Morse KL, Behan J, Laz TM, West RE Jr, Greenfeder SA, Anthes JC, Umland S, Wan Y, Hipkin RW, Gonsiorek W, et al. (2001) Cloning and characterization of a novel human histamine receptor. J Pharmacol Exp Ther 296: 1058-1066. (Pubitemid 32187382)
21. Nakamura T, Itadani H, Hidaka Y, Ohta M, and Tanaka K (2000) Molecular cloning and characterization of a new human histamine receptor, HH4R. Biochem Biophys Res Commun 279:615-620. (Pubitemid 32016763)
22. Nguyen T, Shapiro DA, George SR, Setola V, Lee DK, Cheng R, Rauser L, Lee SP, Lynch KR, Roth BL, et al. (2001) Discovery of a novel member of the histamine receptor family. Mol Pharmacol 59:427-433. (Pubitemid 32179919)
23. Oda T, Morikawa N, Saito Y, Masuho Y, and Matsumoto S (2000) Molecular cloning and characterization of a novel type of histamine receptor preferentially expressed in leukocytes. The Journal of biological chemistry 275:36781-36786. (Pubitemid 32002087)
24. 4 receptor on human eosinophils - role in eosinophil chemotaxis. J Recept Signal Transduct Res 22:431-448.
25. Rajagopal S, Ahn S, Rominger DH, Gowen-MacDonald W, Lam CM, Dewire SM, Violin JD, and Lefkowitz RJ (2011) Quantifying ligand bias at seven-transmembrane receptors. Mol Pharmacol 80:367-377.
26. Rajagopal S, Rajagopal K, and Lefkowitz RJ (2010) Teaching old receptors new tricks: biasing seven-transmembrane receptors. Nat Rev Drug Discov 9:373-386.
27. Rivero G, Llorente J, McPherson J, Cooke A, Mundell SJ, McArdle CA, Rosethorne EM, Charlton SJ, Krasel C, Bailey CP, et al. (2012) Endomorphin-2: a biased agonist at the μ opioid receptor. Mol Pharmacol 82:178-188.
28. 4receptor: JNJ7777120 recruits β-arrestin without activating G proteins. Mol Pharmacol 79:749-757.
29. 4-receptor. Biochemistry 48:1424-1438.
30. 4 receptor ligands. J Pharmacol Exp Ther 334:513-521.
31. 4 receptor inverse agonists. J Med Chem 53:2390-2400.
32. 4 receptor inverse agonists using a scaffold hopping approach. J Med Chem 51:7855-7865.
33. 4 receptor antagonist with anti-inflammatory properties. Br J Pharmacol 157:44-54.
34. Terzioglu N, van Rijn RM, Bakker RA, De Esch IJ, and Leurs R (2004) Synthesis and structure-activity relationships of indole and benzimidazole piperazines as histamine H4 receptor antagonists. Bioorg Med Chem Lett 14:5251-5256. (Pubitemid 39348908)
35. 4 receptor antagonist with anti-inflammatory properties. J Pharmacol Exp Ther 309:404-413.
36. 4receptors in allergic inflammation: the search for new antihistamines. Nat Rev Drug Discov 7:41-53.
37. Violin JD, DeWire SM, Yamashita D, Rominger DH, Nguyen L, Schiller K, Whalen EJ, Gowen M, and Lark MW (2010) Selectively engaging β-arrestins at the angiotensin II type 1 receptor reduces blood pressure and increases cardiac performance. J Pharmacol Exp Ther 335:572-579.
38. 3 subtype selectivity. J Med Chem 54:1693-1703.
39. Zhu Y, Michalovich D, Wu H, Tan KB, Dytko GM, Mannan IJ, Boyce R, Alston J, Tierney LA, Li X, et al. (2001) Cloning, expression, and pharmacological characterization of a novel human histamine receptor. Mol Pharmacol 59:434-441. (Pubitemid 32179920)