Inhibition of human equilibrative nucleoside transporters by dihydropyridine-type calcium channel antagonists

European Journal of Pharmacology

Volumn 568, Issue 1-3, 2007, Pages 75-82

  Li, Rachel W S ^a   Tse, Chung Ming ^b   Man, Ricky Y K ^a   Vanhoutte, Paul M ^a   Leung, George P H ^a  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

^b JOHNS HOPKINS UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Adenosine; Dihydropyridine; Nucleoside; Transporter

Indexed keywords

1,4 DIHYDRO 2,4,6 TRIMETHYL 3,5 PYRIDINEDICARBOXYLIC ACID METHYL 2 PHENYLTHIOETHYL ESTER; 2,6 DIMETHYL 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLIC ACID DIMETHYL ESTER; ADENOSINE; CALCIUM CHANNEL BLOCKING AGENT; DIHYDROPYRIDINE DERIVATIVE; EQUILIBRATIVE NUCLEOSIDE TRANSPORTER; EQUILIBRATIVE NUCLEOSIDE TRANSPORTER 1; EQUILIBRATIVE NUCLEOSIDE TRANSPORTER 2; ESTER DERIVATIVE; FELODIPINE; NICARDIPINE; NIFEDIPINE; NIMODIPINE; NITRENDIPINE; NITRO DERIVATIVE; NUCLEOSIDE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG; URIDINE;

ALLOSTERISM; ARTICLE; CELL MEMBRANE; CONTROLLED STUDY; DISSOCIATION; DRUG EFFICACY; DRUG POTENCY; DRUG PROTEIN BINDING; HUMAN; HUMAN CELL; IC 50; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; VASODILATATION;

CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS; CELL LINE; DIHYDROPYRIDINES; EQUILIBRATIVE NUCLEOSIDE TRANSPORTER 1; EQUILIBRATIVE-NUCLEOSIDE TRANSPORTER 2; HUMANS; TRANSFECTION; URIDINE;

EID: 34250858008     PISSN: 00142999     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejphar.2007.04.033     Document Type: Article

References (40)

1. Baldwin S.A., Beal P.R., Yao S.Y., King A.E., Cass C.E., and Young J.D. The equilibrative nucleoside transporter family, SLC29. Pflugers Arch. 447 (2004) 735-743
2. Baldwin S.A., Yao S.Y., Hyde R.J., Ng A.M., Foppolo S., Barnes K., Ritzel M.W., Cass C.E., and Young J.D. Functional characterization of novel human and mouse equilibrative nucleoside transporters (hENT3 and mENT3) located in intracellular membranes. J. Biol. Chem. 280 (2005) 15880-15887
3. Barnes K., Dobrzynski H., Foppolo S., Beal P.R., Ismat F., Scullion E.R., Sun L., Tellez J., Ritzel M.W., Claycomb W.C., Cass C.E., Young J.D., Billeter-Clark R., Boyett M.R., and Baldwin S.A. Distribution and functional characterization of equilibrative nucleoside transporter-4, a novel cardiac adenosine transporter activated at acidic pH. Circ. Res. 99 (2006) 510-519
4. Blardi P., Urso R., De Lalla A., Volpi L., Perri T.D., and Auteri A. Nimodipine: drug pharmacokinetics and plasma adenosine levels in patients affected by cerebral ischemia. Clin. Pharmacol. Ther. 72 (2002) 556-561
5. Bouma M.G., Van Den Wildenberg F.A.J.M., and Buurman W.A. Adenosine inhibits cytokine release and expression of adhesion molecules by activated human endothelial cells. Am. J. Physiol. 270 (1996) C522-C529
6. Cass C.E., Young J.D., and Baldwin S.A. Recent advances in the molecular biology of nucleoside transporters of mammalian cells. Biochem. Cell. Biol. 76 (1998) 761-770
7. Cha S. Development of inhibitors of pyrimidine metabolism. Yonsei Med. J. 30 (1989) 315-326
8. Crawford C.R., Patel D.H., Naeve C., and Belt J.A. Cloning of the human equilibrative, nitrobenzylmercaptopurine riboside (NBMPR)-insensitive nucleoside transporter ei by functional expression in a transport-deficient cell line. J. Biol. Chem. 273 (1998) 5288-5293
9. Deckert J., Bereznai B., Hennemann A., Gsell W., Gotz M., Fritze J., and Riederer P. Nimodipine inhibits [3H]nitrobenzylthioinosine binding to the adenosine transporter in human brain. Eur. J. Pharmacol. 238 (1993) 131-133
10. Deckert J., and Gleiter C.H. Adenosine-an endogenous neuroprotective metabolite and neuromodulator. J. Neural Transm. 43 (1994) 23-31
11. Fernandez-Gallardo S., Ortega M.P., Priego J.G., de Casa-Juana M.F., Sunkel C., and Sanchez Crespo M. Pharmacological actions of PCA 4248, a new platelet-activating factor receptor antagonist: in vivo studies. J. Pharmacol. Exp. Ther. 255 (1990) 34-39
12. Griffiths M., Beaumont N., Yao S.Y., Sundaram M., Boumah C.E., Davies A., Kwong F.Y., Coe I., Cass C.E., Young J.D., and Baldwin S.A. Cloning of a human nucleoside transporter implicated in the cellular uptake of adenosine and chemotherapeutic drugs. Nat. Med. 3 (1997) 89-93
13. Griffiths M., Yao S.Y., Abidi F., Philips S.E., Cass C.E., Young J.D., and Baldwin S.A. Molecular cloning and characterization of a nitrobenzylthioinosine-insensitive (ei) equilibrative nucleoside transporter from human placenta. Biochem. J. 328 (1997) 739-743
14. Hammond J.R. Kinetic analysis of ligand binding to the Ehrlich cell nucleoside transporter: pharmacological characterization of allosteric interactions with the [3H]nitrobenzylthioinosine binding site. Mol. Pharmacol. 39 (1991) 719-771
15. Hammond J.R., and Archer R.G. Interaction of the novel adenosine uptake inhibitor 3-[1-(6,7-diethoxy-2-morpholinoquinazolin-4-yl)piperidin-4-yl]-1,6-dimethyl-2,4(1H,3H)-quinazolinedione hydrochloride (KF24345) with the es and ei subtypes of equilibrative nucleoside transporters. J. Pharmacol. Exp. Ther. 308 (2004) 1083-1093
16. Hammond J.R., Williams E.F., and Clanachan A.S. Affinity of calcium channel inhibitors, benzodiazepines, and other vasoactive compounds for the nucleoside transport system.Can. J. Physiol. Pharmacol. 63 (1985) 1302-1307
17. Hasko G., Kuhel D.G., Nemeth Z.H., Mabley J.G., Stachlewitz R.F., Virag L., Lohinai Z., Southan G.J., Salzman A.L., and Szabo C. Inosine inhibits inflammatory cytokine production by a posttranscriptional mechanism and protects against endotoxin-induced shock. J. Immunol. 164 (2000) 1013-1019
18. Jarvis S.M., Janmohamed S.N., and Young J.D. Kinetics of nitrobenzylthioinosine binding to the human erythrocyte nucleoside transporter. Biochem. J. 216 (1983) 617-661
19. King A.E., Ackley M.A., Cass C.E., Young J.D., and Baldwin S.A. Nucleoside transporters: from scavengers to novel therapeutic targets. Trends Pharmacol. Sci. 27 (2006) 416-425
20. Langs D.A., and Triggle D.J. Conformational features of calcium channel agonist and antagonist analogs of nifedipine. Mol. Pharmacol. 27 (1985) 544-548
21. Leung G.P., Man R.Y., and Tse C.M. Effect of thiazolidinediones on equilibrative nucleoside transporter-1 in human aortic smooth muscle cells. Biochem. Pharmacol. 70 (2005) 355-362
22. Liu Y., Fong M., Cone J., Wang S., Yoshitake M., and Kambayashi J. Inhibition of adenosine uptake and augmentation of ischemia-induced increase of interstitial adenosine by cilostazol, an agent to treat intermittent claudication. J. Cardiovasc. Pharmacol. 36 (2000) 351-360
23. Marangos P.J., Finkel M.S., Verma A., Maturi M.F., Patel J., and Patterson R.E. Adenosine uptake sites in dog heart and brain; interaction with calcium antagonists. Life Sci. 35 (1984) 1109-1116
24. Marshall J.M. Adenosine and muscle vasodilatation in acute systemic hypoxia. Acta. Physiol. Scand. 168 (2000) 561-573
25. Marton A., Pacher P., Murthy K.G., Nemeth Z.H., Hasko G., and Szabo C. Anti-inflammatory effects of inosine in human monocytes, neutrophils and epithelial cells in vitro. Int. J. Mol. Med. 8 (2001) 521-617
26. Matsumura Y., Byrne S.N., Nghiem D.X., Miyahara Y., and Ullrich S.E. A role for inflammatory mediators in the induction of immunoregulatory B cells. J. Immunol. 177 (2006) 4810-4817
27. Moreno S.E., Alves-Filho J.C., Rios-Santos F., Silva J.S., Ferreira S.H., Cunha F.Q., and Teixeira M.M. Signaling via platelet-activating factor receptors accounts for the impairment of neutrophil migration in polymicrobial sepsis. J. Immunol. 177 (2006) 1264-1271
28. Noji T., Takayama M., Mizutani M., Okamura Y., Takai H., Karasawa A., and Kusaka H. KF24345, an adenosine uptake inhibitor, suppresses lipopolysaccharide-induced tumor necrosis factor-alpha production and leukopenia via endogenous adenosine in mice. J. Pharmacol. Exp. Ther. 300 (2002) 200-205
29. Ortega M.P., Garcia M.C., Gijon M.A., de Casa-Juana M.F., Priego J.G., Sanchez Crespo M., and Sunkel C. 1,4-Dihydropyridines, a new class of platelet-activating factor receptor antagonists: in vitro pharmacologic studies. J. Pharmacol. Exp. Ther. 255 (1990) 28-33
30. Parkinson F.E., Rudolphi K.A., and Fredholm B.B. Propentofylline: a nucleoside transport inhibitor with neuroprotective effects in cerebral ischemia. Gen. Pharmacol. 25 (1994) 1053-1058
31. Patel J., Marangos P.J., Skolnick P., Paul S.M., and Martino A.M. Benzodiazepines are weak inhibitors of [3H]nitrobenzylthioinosine binding to adenosine uptake sites in brain. Neurosci. Lett. 29 (1982) 79-82
32. 2+-channel antagonists on nucleoside and nucleobase transport in human erythrocytes and cultured mammalian cells. Biochim. Biophys. Acta. 928 (1987) 243-250
33. Sands W.A., and Palmer T.M. Adenosine receptors and the control of endothelial cell function in inflammatory disease. Immunol. Lett. 101 (2005) 1-11
34. Seubert C.N., Morey T.E., Martynyuk A.E., Cucchiara R.F., and Dennis D.M. Midazolam selectively potentiates the A(2A)- but not A1-receptor-mediated effects of adenosine: role of nucleoside transport inhibition and clinical implications. Anesthesiology 92 (2000) 567-577
35. 2+-antagonist binding sites. Evidence for an unusual receptor coupled to the nucleoside transporter. Eur. J. Biochem. 150 (1985) 67-77
36. Sundaram M., Yao S.Y., Ng N.G., Griffiths M., Cass C.E., Baldwin S.A., and Young J.D. Chimeric constructs between human and rat equilibrative nucleoside trasnporters (hENT1 and rENT1) reveal hENT1 structural domains interacting with coronary vasoactive drugs. J. Biol. Chem. 273 (1998) 21519-21525
37. Toan S.V., To K.K., Leung G.P., de Souza M.O., Ward J.L., and Tse C.M. Genomic organization and functional characterization of the human concentrative nucleoside transporter-3 isoform (hCNT3) expressed in mammalian cells. Pflugers Arch. 447 (2003) 195-204
38. Ward J.L., Sherali A., Mo Z.P., and Tse C.M. Kinetic and pharmacological properties of cloned human equilibrative nucleoside transporters, ENT1 and ENT2, stably expressed in nucleoside transporter-deficient PK15 cells. ENT2 exhibits a low affinity for guanosine and cytidine but a high affinity for inosine. J. Biol. Chem. 275 (2000) 8375-8381
39. Yao S.Y., Ng A.M., Muzyka W.R., Griffiths M., Cass C.E., Baldwin S.A., and Young J.D. Molecular cloning and functional characterization of nitrobenzylthioinosine (NBMPR)-sensitive (es) and NBMPR-insensitive (ei) equilibrative nucleoside transporter proteins (rENT1 and rENT2) from rat tissues. J. Biol. Chem. 272 (1997) 28423-28430
40. Yeung P.K., Mosher S.J., Li R., Farmer P.S., Klassen G.A., Pollak P.T., McMullen M., and Ferrier G. Erythrocyte adenosine transport. A rapid screening test for cardiovascular drugs. J. Pharmacol. Toxicol. Methods 30 (1993) 163-167