Distinct properties of amlodipine and nicardipine block of the voltage-dependent Ca 2+ channels Ca v1.2 and Ca v2.1 and the mutant channels Ca v1.2/Dihydropyridine insensitive and Ca v2.1/Dihydropyridine sensitive

European Journal of Pharmacology

Volumn 670, Issue 1, 2011, Pages 105-113

  Lin, Min ^a   Aladejebi, Oluyemi ^a   Hockerman, Gregory H ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

Amlodipine; Ca v1.2; Calcium channel blocker; Dihydropyridine; Nicardipine; Voltage clamp

Indexed keywords

ALKYL GROUP; AMLODIPINE; CALCIUM CHANNEL BLOCKING AGENT; CALCIUM CHANNEL L TYPE; DIHYDROPYRIDINE; NICARDIPINE;

ARTICLE; BINDING SITE; CHANNEL GATING; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; HUMAN; HUMAN CELL; IC 50; PRIORITY JOURNAL; VOLTAGE CLAMP; WHOLE CELL; WILD TYPE;

AMINO ACID SEQUENCE; AMLODIPINE; BINDING SITES; CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS, L-TYPE; CALCIUM CHANNELS, N-TYPE; DIHYDROPYRIDINES; HEK293 CELLS; HUMANS; MOLECULAR SEQUENCE DATA; MUTATION; NICARDIPINE; PROTEIN CONFORMATION;

EID: 80054771627     PISSN: 00142999     EISSN: 18790712     Source Type: Journal    
DOI: 10.1016/j.ejphar.2011.08.005     Document Type: Article

References (36)

1. J.E. Arrowsmith, S.F. Campbell, P.E. Cross, J.K. Stubbs, R.A. Burges, D.G. Gardiner, and K.J. Blackburn Long-acting dihydropyridine calcium antagonists. 1. 2-Alkoxymethyl derivatives incorporating basic substituents J. Med. Chem. 29 1986 1696 1702 (Pubitemid 16018197)
2. 2+ complex J. Med. Chem. 37 1994 4392 4399
3. R.A. Burges, D.G. Gardiner, M. Gwilt, A.J. Higgins, K.J. Blackburn, S.F. Campbell, P.E. Cross, and J.K. Stubbs Calcium channel blocking properties of amlodipine in vascular smooth muscle and cardiac muscle in vitro: evidence for voltage modulation of vascular dihydropyridine receptors J. Cardiovasc. Pharmacol. 9 1987 110 119 (Pubitemid 17212761)
4. 2+ channel: model construction and docking calculations J. Med. Chem. 50 2007 1504 1513 (Pubitemid 46564372)
5. 2+-dependent inactivation in the pore region of cav1.2 Mol. Pharmacol. 64 2003 491 501 (Pubitemid 36910014)
6. S.B. Ellis, M.E. Williams, N.R. Ways, R. Brenner, A.H. Sharp, A.T. Leung, K.P. Campbell, E. McKenna, W.J. Koch, and A. Hui Sequence and expression of mrnas encoding the alpha 1 and alpha 2 subunits of a DHP-sensitive calcium channel Science 241 1988 1661 1664
7. 2+ channel subtypes expressed in Xenopus oocytes J. Pharmacol. Exp. Ther. 291 1999 464 473 (Pubitemid 29503513)
8. S. Goldman, and J. Stoltefuss 1,4 Dihydropyridines: effects of chirality and conformation on the calcium antagonist and calicum agonist activities Angew. Chem. Int. Ed. Engl. 30 1991 1559 1578
9. S. Goldmann, J. Stoltefuss, and L. Born Determination of the absolute configuration of the active amlodipine enantiomer as (-)-S: a correction J. Med. Chem. 35 1992 3341 3344
10. G.H. Hockerman, B.Z. Peterson, B.D. Johnson, and W.A. Catterall Molecular determinants of drug binding and action on l-type calcium channels Annu. Rev. Pharmacol. Toxicol. 37 1997 361 396 (Pubitemid 27238881)
11. 2+ channel Proc. Natl. Acad. Sci. U S A 94 1997 14906 14911
12. 2+ channels Mol. Pharmacol. 58 2000 1264 1270
13. A.D. Hughes, and S. Wijetunge The action of amlodipine on voltage-operated calcium channels in vascular smooth muscle Br. J. Pharmacol. 109 1993 120 125 (Pubitemid 23113809)
14. K. Hui, T.C. Kwok, W. Kostelecki, J. Leen, P.J. Roy, and Z.P. Feng Differential sensitivities of CaV1.2 IIS5-S6 mutants to 1,4-dihydropyridine analogs Eur. J. Pharmacol. 602 2009 255 261
15. H. Ito, N. Klugbauer, and F. Hofmann Transfer of the high affinity dihydropyridine sensitivity from l-type to non-l-type calcium channel Mol. Pharmacol. 52 1997 735 740 (Pubitemid 27443996)
16. M. Iwanami, T. Shibanuma, M. Fujimoto, R. Kawai, K. Tamazawa, T. Takenaka, K. Takahashi, and M. Murakami Synthesis of new water-soluble dihydropyridine vasodilators Chem. Pharm. Bull. (Tokyo) 27 1979 1426 1440 (Pubitemid 9237112)
17. K. Iwatsuki, F. Iijima, and S. Chiba Secretory and vascular effects of the optical isomers of nicardipine Clin. Exp. Pharmacol. Physiol. 11 1984 1 5 (Pubitemid 14165052)
18. S.W. Jones Overview of voltage-dependent calcium channels J. Bioenerg. Biomembr. 30 1998 299 312 (Pubitemid 28436152)
19. R.S. Kass, and J.P. Arena Influence of pHo on calcium channel block by amlodipine, a charged dihydropyridine compound. Implications for location of the dihydropyridine receptor J. Gen. Physiol. 93 1989 1109 1127 (Pubitemid 19166594)
20. R.S. Kass, J.P. Arena, and S. Chin Cellular electrophysiology of amlodipine: probing the cardiac L-type calcium channel Am. J. Cardiol. 64 1989 35I 41I
21. R.S. Kass, J.P. Arena, and S. Chin Block of L-type calcium channels by charged dihydropyridines. Sensitivity to side of application and calcium J. Gen. Physiol. 98 1991 63 75
22. 2+ channels in rat aorta smooth muscle cells in primary culture Circ. Res. 67 1990 469 480 (Pubitemid 20242588)
23. L. Lacinova, and F. Hofmann Isradipine interacts with the open state of the L-type calcium channel at high concentrations Receptors Channels 6 1998 153 164 (Pubitemid 29123535)
24. L. Lacinova, R.H. An, J. Xia, H. Ito, N. Klugbauer, D. Triggle, F. Hofmann, and R.S. Kass Distinctions in the molecular determinants of charged and neutral dihydropyridine block of l-type calcium channels J. Pharmacol. Exp. Ther. 289 1999 1472 1479 (Pubitemid 29246679)
25. K.S. Lee, and R.W. Tsien Mechanism of calcium channel blockade by verapamil, d600, diltiazem and nitrendipine in single dialysed heart cells Nature 302 1983 790 794 (Pubitemid 13125114)
26. H.L. Li, A. Galue, L. Meadows, and D.S. Ragsdale A molecular basis for the different local anesthetic affinities of resting versus open and inactivated states of the sodium channel Mol. Pharmacol. 55 1999 134 141 (Pubitemid 29042531)
27. G. Liu, N. Dilmac, N. Hilliard, and G.H. Hockerman Ca(v)1.3 is preferentially coupled to glucose-stimulated insulin secretion in the pancreatic beta-cell line INS-1 J. Pharmacol. Exp. Ther. 305 2003 271 278 (Pubitemid 36373861)
28. J. Mitterdorfer, M. Grabner, R.L. Kraus, S. Hering, H. Prinz, H. Glossmann, and J. Striessnig Molecular basis of drug interaction with L-type Ca2+ channels J. Bioenerg. Biomembr. 30 1998 319 334 (Pubitemid 28436154)
29. 2+ channel critical for blockade by the dihydropyridine amlodipine Eur. J. Pharmacol. 632 2010 14 22
30. M. Pragnell, J. Sakamoto, S.D. Jay, and K.P. Campbell Cloning and tissue-specific expression of the brain calcium channel beta-subunit FEBS Lett. 291 1991 253 258
31. M.J. Sinnegger, Z. Wang, M. Grabner, S. Hering, J. Striessnig, H. Glossmann, and J. Mitterdorfer Nine l-type amino acid residues confer full 1,4-dihydropyridine sensitivity to the neuronal calcium channel alpha1a subunit. Role of l-type met1188 J. Biol. Chem. 272 1997 27686 27693 (Pubitemid 27473564)
32. T.P. Snutch, W.J. Tomlinson, J.P. Leonard, and M.M. Gilbert Distinct calcium channels are generated by alternative splicing and are differentially expressed in the mammalian cns Neuron 7 1991 45 57
33. T.V. Starr, W. Prystay, and T.P. Snutch Primary structure of a calcium channel that is highly expressed in the rat cerebellum Proc. Natl. Acad. Sci. U S A 88 1991 5621 5625 (Pubitemid 21914797)
34. 2+ channels Trends Pharmacol. Sci. 19 1998 108 115 (Pubitemid 28197812)
35. K.B. Walsh, J. Zhang, J.W. Fuseler, N. Hilliard, and G.H. Hockerman Adenoviral-mediated expression of dihydropyridine-insensitive L-type calcium channels in cardiac ventricular myocytes and fibroblasts Eur. J. Pharmacol. 565 2007 7 16 (Pubitemid 46782767)
36. 2+ channel antagonist RWJ-22108 Gen. Pharmacol. 28 1997 689 694 (Pubitemid 27244418)