Exploration of the Ca2+ interaction modes of the nifedipine calcium channel antagonist

ChemPhysChem

Volumn 8, Issue 2, 2007, Pages 304-314

  Liu, Huichun ^a   Zhang, Liang ^a   Li, Ping ^a   Cukier, Robert I ^b   Bu, Yuxiang ^a,b  

^a SHANDONG UNIVERSITY   (China)

^b MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

Calcium; Chelates; Density functional calculations; Isomers; Molecular dynamics

Indexed keywords

ATOMS; BINDING ENERGY; CALCIUM; CARBOXYLIC ACIDS; CHARGE DISTRIBUTION; CHELATION; DENSITY FUNCTIONAL THEORY; GEOMETRY; HYDRATION; MATHEMATICAL TRANSFORMATIONS; MOLECULAR DYNAMICS; MOLECULES; PETROLEUM PROSPECTING; PLANTS (BOTANY); PYRIDINE; QUANTUM CHEMISTRY;

CALCIUM CHANNEL ANTAGONISTS; CHELATES; GEOMETRIC STRUCTURE; GEOMETRIC TRANSFORMATIONS; MOLECULAR DYNAMICS SIMULATIONS; PYRAMIDAL STRUCTURES; QUANTUM CHEMICAL COMPUTATIONS; RELATIVE STABILITIES;

ISOMERS;

CALCIUM; CALCIUM CHANNEL; CALCIUM CHANNEL BLOCKING AGENT; NIFEDIPINE; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; CONFORMATION; METABOLISM;

CALCIUM; CALCIUM CHANNEL BLOCKERS; CALCIUM CHANNELS; COMPUTER SIMULATION; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NIFEDIPINE; WATER;

EID: 33846956485     PISSN: 14394235     EISSN: 14397641     Source Type: Journal    
DOI: 10.1002/cphc.200600499     Document Type: Article

References (34)

1. J. W. Putney, Pharmacol. Rev. 1978, 30, 209.
2. P. A. Van Zwieten, E. Schonbaum, Prog. Pharmacol. 1978, 2, 39.
3. R. H. Kretsinger, Adv. Cyclic Nucleotide Res. 1979, 11, 1.
4. a) R. A. Janis, J. Sliver, D. J. Triggle, Adv. Drug Res. 1987, 16, 309;
5. b) L. J. Ptacek, R. Tawil, R. C. Griggs, A. G. Engel, R. B. Layzer, H. Kwiecinski, P. G. McManis, L. Santiago, M. Moore, G. Fouad, P. Bradley, M. F. Leppert, Cell 1994, 77, 863;
6. c) B. Hemmateenejad, M. Akhond, R. Miri, M. Shamsipur, J. Chem. Inf. Comput. Sci. 2003, 43, 1328.
7. a) J. F. Zhang, A. D. Randall, P. T. Ellinor, W. A. Horne, W. A. Sather, T. Tanaba, T. L. Swart, R. W. Tsien, Neuropharmacology 1993, 32, 1075;
8. b) G. Droogmans, G. Callewaert, Pfluegers Arch. 1986, 406, 259.
9. a) G. Rovnyak, N. Anderson, J. Gougoutas, A. Hedberg, S. D. Kimball, M. Malley, S. Moreland, A. Porubcan, J. Med. Chem. 1991, 34, 2512;
10. b) A. C. Gaudio, A. Korolkovas, Y. Takahata, J. Pharm. Sci. 1994, 83, 1110;
11. c) T. Aoyama, Y. Suzuki, H. Ichikawa, J. Med. Chem. 1990, 33, 2583;
12. d) R. A. Coburn, M. Wierzha, M. J. Suro, A. J. Soro, A. M. Triggle, D. J. Triggle, J. Med. Chem. 1988, 31, 2103.
13. W. A. Catterall, Curr. Opin. Neurobiol. 1991, 1, 5.
14. W. Gerald, Zamponi Drug Dev. Res. 1997, 42,131.
15. a) A. D. Becke, J. Chem. Phys. 1993, 98, 5648;
16. b) C. Lee, W. Yang, R. G. Parr, Phys. Rev. B 1988, 37, 785;
17. c) P. J. Stevens, F. J. Devlin, C. F. Chablowski, M. J. Frisch, J. Phys. Chem. 1994, 98, 11 623.
18. C. Møller, M. S. Plesset, Phys. Rev. 1934, 46, 618.
19. M. Head-Gordon, J. A. Pople, M. J. Frisch, Chem. Phys. Lett. 1988, 153, 503.
20. M. J. Frisch, M. Head-Gordon, J. A. Pople, Chem. Phys. Lett. 1990, 166, 275.
21. S. Saebo, J. Almlof, Chem. Phys. Lett. 1989, 154, 83.
22. J. Bertran, L. Rodriguez-Santiago, M. Sodupe, J. Phys. Chem. B 1999, 103, 2310.
23. H. Ai, Y. Bu, P. Li, Z. Li, X. Hu, Z. Chen, J. Phys. Org. Chem. 2005, 18, 26.
24. M. Peschke, A. T. Blades, P. Kebarle, J. Am. Chem. Soc. 2000, 122, 10 440.
25. F. Xiang, Y. Bu, H. Ai, P. Li, J. Phys. Chem. B 2004, 108, 17 628.
26. A. E. Reed, R. B. Weinstock, F. Weinhold, J. Chem. Phys. 1985, 83, 735.
27. E. D. Glendening, D. Feller, J. Phys. Chem. 1996, 100, 4790.
28. 2 version 4.6, Accelrys Inc., San Diego, CA.
29. a) S. Nosé, Mol. Phys. 1984, 52, 255;
30. b) S. Nosé, J. Chem. Phys. 1984, 81, 511;
31. c) S. Nosé, Prog. Theor. Phys. Suppl. 1991, 103, 1.
32. Gaussian 03, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelti, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford, CT, 2004.
33. A. G. Lee, J. M. East, Biochem. J. 2001, 356, 665.
34. E. S. Rodriguez-Cruz, A. R. Jockusch, R. E. Williams, J. Am. Chem. Soc. 1998, 120, 5842.