Recent improvements in the development of A2B adenosine receptor agonists

Purinergic Signalling

Volumn 4, Issue 4, 2008, Pages 287-303

  Baraldi, Pier Giovanni ^a   Tabrizi, Mojgan Aghazadeh ^a   Fruttarolo, Francesca ^a   Romagnoli, Romeo ^a   Preti, Delia ^a  

^a UNIVERSITY OF FERRARA   (Italy)

Author keywords

A2B adenosine receptor; A2BAR agonist; Atherosclerosis; Coronary artery disease; Cystic fibrosis; Impotence; Inflammation; Myocardial infarction; Septic shock

Indexed keywords

EID: 56549118187     PISSN: 15739538     EISSN: 15739546     Source Type: Journal    
DOI: 10.1007/s11302-008-9097-z     Document Type: Review

References (93)

1. Fredholm BB, Dunwiddie TV (1988) How does adenosine inhibit transmitter release? Trends Pharmacol Sci 9:130-134
2. Ohta A, Sitkovsky M (2001) Role of G-protein-coupled adenosine receptors in downregulation of inflammation and protection from tissue damage. Nature 414:916-920
3. Forman MB, Stone GW, Jackson EK (2006) Role of adenosine as adjunctive therapy in acute myocardial infarction. Cardiovasc Drug Rev 24:116-147
4. Dare E, Schulte G, Karovic O et al (2007) Modulation of glial cell functions by adenosine receptors. Physiol Behav 92:15-20
5. Burnstock G (2007) Physiology and pathophysiology of purinergic neurotransmission. Physiol Rev 87:659-797
6. Burnstock G (2007) Purine and pyrimidine receptors. Cell Mol Life Sci 64:1471-1483
7. Fredholm BB (2007) Adenosine, an endogenous distress signal, modulates tissue damage and repair. Cell Death Differ 14:1315-1323
8. Sawynok J (2007) Adenosine and ATP receptors. Handb Exp Pharmacol 177(Analgesia):309-328
9. McGaraughty S, Jarvis MF (2006) Purinergic control of neuropathic pain. Drug Dev Res 67:376-388
10. Fredholm BB, Arslan G, Halldner L et al (2000) Structure and function of adenosine receptors and their genes. Naunyn Schmiedebergs Arch Pharmacol 362:364-374
11. Klotz KN (2000) Adenosine receptors and their ligands. Naunyn Schmiedebergs Arch Pharmacol 362:382-391
12. Fredholm BB, IJzerman AP, Jacobson KA, International Union of Pharmacology XXV et al (2001) Nomenclature and classification of adenosine receptors. Pharmacol Rev 53:527-552
13. Klinger M, Freissmuth M, Nanoff C (2002) Adenosine receptors: G protein-mediated signalling and the role of accessory proteins. Cel Signal 14:99-108
14. Feoktistov I, Biaggioni I (1997) Adenosine A 2B receptors. Pharmacol Rev 49:381-402
15. Beukers MW, Den Dulk H, Van Tilburg EW et al (2000) Why are A 2B receptors low-affinity adenosine receptors? mutation of Asn273 to Tyr increases affinity of human A 2B receptor for 2-(1-hexynyl)adenosine. Mol Pharmacol 58:1349-1356
16. Gessi S, Varani K, Merighi S et al (2006) Novel selective antagonist radioligands for the pharmacological study of A 2B adenosine receptors. Purinergic Signal 2:583-588
17. 2B adenosine receptors. Biochem Pharmacol 61:657-663
18. 2B receptors. Biochem Pharmacol 68:305-312
19. 2B adenosine receptors. Bioorg Med Chem Lett 14:3607-3610
20. Grenz A, Zhang H, Weingart J et al (2007) Lack of effect of extracellular adenosine generation and signaling on renal erythropoietin secretion during hypoxia. Am J Physiol 293(5, Pt. 2):F1501-F1511
21. Allaman I, Lengacher S, Magistretti PJ et al (2003) A 2B receptor activation promotes glycogen synthesis in astrocytes through the modulation of gene expression. Am J Physiol Cell Physiol 284(3, Pt.1):C696-C704
22. Yaar R, Jones MR, Chen J-F et al (2004) Animal models for the study of adenosine receptor function. J Cell Physiol 202:9-20
23. 2B adenosine receptors. Circulation 115:1581-1590
24. Feoktistov I, Ryzhov S, Goldstein AE et al (2003) Mast cell-mediated stimulation of angiogenesis. Circ Res 92:485-492
25. 2B angiogenic phenotype. Hypertension 44:649-654
26. 2B receptors. J Exp Med 198:783-796
27. 2B receptor mediates adenosine inhibition of taurine efflux from pituicytes. Biol Cell 99:445-454
28. 2B adenosine receptors mediating a Ca2+ signal. Br J Pharmacol 145:211-218
29. 2B adenosine receptor mediates cAMP responses to adenosine receptor agonists in human intestinal epithelia. J Biol Chem 270:2387-2394
30. Lazarowski ER, Mason SJ, Clarke L et al (1992) Adenosine receptors on human airway epithelia and their relationship to chloride secretion. Br J Pharmacol 106:774-782
31. Huang P, Lazarowski ER, Tarran R et al (2001) Compartmentalized autocrine signaling to cystic fibrosis transmembrane conductance regulator at the apical membrane of airway epithelial cells. Proc Natl Acad Sci USA 98:14120-14125
32. Spicuzza L, Di Maria G, Polosa R (2006) Adenosine in the airways: Implications and applications. Eur J Pharmacol 533:77-88
33. Ryzhov S, Goldstein AE, Matafonov A et al (2004) Adenosine-activated mast cells induce IgE synthesis by B lymphocytes: An A 2B -mediated process involving Th2 cytokines IL-4 and IL-13 with implications for asthma. J Immunol 172:7726-7733
34. Baraldi PG, Fruttarolo F, Tabrizi MA et al (2007) Novel 8-heterocyclyl xanthine derivatives in drug development-an update. Expert Opin Drug Discov 2:1153-1159
35. Fozard JR, McCarthy C (2002) Adenosine receptor ligands as potential therapeutics in asthma. Curr Opin Investig Drugs 3:69-77
36. 2B adenosine receptors increase cytokine release by bronchial smooth muscle cells. Am J Respir Cell Mol Biol 30:118-125
37. Rorke S, Holgate ST (2002) Targeting adenosine receptors: Novel therapeutic targets in asthma and chronic obstructive pulmonary disease. Am J Respir Med 1:99-105
38. Jacobson KA, Gao Z (2006) Adenosine receptors as therapeutic targets. Nat Rev 5:247-264
39. 2B receptor. J Med Chem 44:170-179
40. 2B adenosine receptor stimulation. Invest Ophthalmol Vis Sci 42:2068-2073
41. 2B adenosine receptor antagonists. J Pharmacol Exp Ther 308:358-366
42. 2B receptor-coupled pathway. Am J Physiol 276:C361-C369
43. Wang L, Kolachala V, Walia B et al (2004) Agonist-induced polarized trafficking and surface expression of the adenosine 2b receptor in intestinal epithelial cells: Role of SNARE proteins. Am J Physiol 287:G1100-G1107
44. Lazarowski ER, Tarran R, Grubb BR et al (2004) Nucleotide release provides a mechanism for airway surface liquid homeostasis. J Biol Chem 279:36855-36864
45. Rosentreter U, Henning R, Bauser M et al (2001) Substituted 2-thio-3,5-dicyano-4-aryl-6-aminopyridines and the use thereof. WO Patent 2001025210
46. 2B-dependent signaling during early reperfusion. J Mol Cell Cardiol 43:262-271
47. 2B receptor cascade. Cardiovasc Res 70:308-314
48. Gao Z-G, Jacobson KA (2007) Emerging adenosine receptor agonists. Expert Opin Emerg Drugs 12:479-492
49. 2B adenosine receptor protects against inflammation and excessive vascular adhesion. J Clin Invest 116:1913-1923
50. 2B receptor-mediated posttranscriptional mechanism. J Immunol 175:8260-8270
51. Hinschen AK, Rose'Meyer RB, Headrick JP (2003) Adenosine receptor subtypes mediating coronary vasodilation in rat hearts. J Cardiovasc Pharmacol 41:73-80
52. 2B receptor-mediated vasorelaxation of mouse aorta. Am J Physiol Heart Circ Physiol 292:H719-H725
53. 2B receptors. Br J Pharmacol 126:1796-1800
54. 2B receptors. Hypertension 31:516-521
55. 2B-purinoceptor. Circ Res 86:76-85
56. 2B receptors. Hypertension 46:628-634
57. 2B receptor signaling in dermal papilla cells. J Investi Dermatol 127:1318-1325
58. Tostes RC, Giachini FRC, Carneiro FS et al (2007) Determination of adenosine effects and adenosine receptors in murine corpus cavernosum. J Pharmacol Exp Ther 322:678-685
59. 2B receptor dysfunction. J Pharmacol Exp Ther 319:405-413
60. Le Vraux V, Chen YL, Masson I et al (1993) Inhibition of human monocyte TNF production by adenosine receptor agonists. Life Sci 52:1917-1924
61. Kreckler LM, Wan TC, Ge Z-D et al (2006) Adenosine inhibits tumor necrosis factor-a release from mouse peritoneal macrophages via A 2A and A 2B but not the A 3 adenosine receptor. J Pharmacol Exp Ther 317:172-180
62. 2B adenosine receptors. Curr Top Med Chem 3:427-443
63. 2B receptor ligands. Med Res Rew 26:667-698
64. 2B adenosine receptor subtype. Curr Med Chem 13:3467-3482
65. 2B receptor: A search for potent agonists. Nucleos Nucleot 17:969-985
66. De Zwart M, Kourounakis A, Kooijman H et al (1999) 5′- N -substituted carboxamidoadenosines as agonists for adenosine receptors. J Med Chem 42:1384-1392
67. 2B receptors. Drug Dev Res 49:85-93
68. 2A adenosine receptor and its agonists. Chem Biol 12:237-247
69. 2B adenosine receptor. Bioorg Med Chem 15:2514-2527.
70. 2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions. J Med Chem 45:2131-2138
71. Kim Y-C, Ji X, Melman N et al (2000) Anilide derivatives of an 8-phenylxanthine carboxylic congener are highly potent and selective antagonists at human A 2B adenosine receptors. J Med Chem 43:1165-1172
72. 2B adenosine receptor antagonists. J Med Chem 47:1434-1447
73. 2B adenosine receptor and an analysis of the binding modes of its selective ligands. Mendeleev Commun 6:211-212
74. 2B adenosine receptor agonists: Synthesis and biological evaluation of 2-phenylhydroxypropynyl adenosine and NECA derivatives. Nucleos Nucleot Nucl 23:471-481
75. Jacobson MA (2002) Adenosine receptor agonists. Expert Opin Ther Patents 12:489-501
76. 3 adenosine receptors. J Med Chem 39:802-806
77. 3 adenosine receptor agonists. J Med Chem 41:3174-3185
78. 3 adenosine receptor agonists. J Med Chem 47:5535-5540
79. 2B adenosine receptor agonists. J Med Chem 50:374-380
80. Baraldi PG, Borea PA, Moorman AR, Preti D (2007) Adenosine A 2B receptor agonists. US Patent 2007281902
81. 2B adenosine receptor subtype. Nucleos Nucleot Nucl 22:809-812
82. 2B ligands. J Med Chem 45:3271-3279
83. 2B adenosine receptors. Naunyn Schmiedebergs Arch Pharmacol 360:103-108
84. Ivanov AA, Palyulin VA, Zefirov NS (2007) Computer aided comparative analysis of the binding modes of the adenosine receptor agonists for all known subtypes of adenosine receptors. J Mol Graph Model 25:740-754
85. Gao ZG, Mamedova L, Chen P et al (2004) 2-Substituted adenosine derivatives: Affinity and efficacy at four subtypes of human adenosine receptors. Biochem Pharmacol 68:1985-1993
86. 2B adenosine receptor. J Med Chem 50:1810-1827
87. Rosentreter U, Kraemer T, Shimada M et al (2003) Substituted 2-thio-3,5-dicyano-4-phenyl-6-aminopyridines and their use as adenosine receptor-selective ligands. WO Patent 2003008384
88. 2B receptor with an improved selectivity profile compared to the reference agonist N -ethylcarboxamidoadenosine. J Med Chem 47:3707-3709
89. 2B agonists for production of medicaments for treating diseases. WO Patent 2007101531
90. Ergueden J-K, Karig G, Rosentreter U et al (2006) Substituted phenylaminothiazoles and use thereof. WO Patent 2006027142
91. Krahn T, Kraemer T, Rosentreter U et al (2006) Use of substituted 2-thio-3,5-dicyano-4-phenyl-6-aminopyridines for the treatment of reperfusion injury and reperfusion damage. WO Patent 2006099958
92. Albrecht B, Krahn T, Phillip S et al (2006) Selective adenosine A 2B receptor activation mimics postconditioning in a rabbit infarct model. Circulation (Abstracts From Scientific Sessions) abstract 217, 114(18, Suppl 2)
93. Krahn T, Thielemann W, Rosentreter U et al (2006) Use of substituted 2-thio-3,5-dicyano-4-phenyl-6-aminopyridines for the treatment of nausea and vomiting. WO Patent 2006002823