Thermodynamic factors controlling the interaction of quinoline antimalarial drugs with ferriprotoporphyrin IX

Journal of Inorganic Biochemistry

Volumn 68, Issue 2, 1997, Pages 137-145

  Egan, Timothy J ^a,d   Mavuso, Winile W ^a   Ross, David C ^b   Marques, Helder M ^c  

^a UNIVERSITY OF CAPE TOWN   (South Africa)

^b UNIVERSITY OF CAPE TOWN   (South Africa)

^c UNIVERSITY OF THE WITWATERSRAND   (South Africa)

^d Department of Chemistry ^*  (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

AMODIAQUINE; CHLOROQUINE; HEMATIN; QUININE;

ANTIMALARIAL ACTIVITY; ARTICLE; DRUG PROTEIN BINDING; ENTHALPY; ENTROPY; HYDROPHOBICITY; MOLECULAR INTERACTION; THERMODYNAMICS;

EID: 0030870923     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0162-0134(97)00086-X     Document Type: Article

References (46)

1. A. F. G. Slater and A. Cerami, Nature 355, 167 (1992).
2. T. J. Egan, D. C. Ross, and P. A. Adams, FEBS Lett. 352, 54 (1994).
3. A. Dorn, R. Stoffel, H. Matile, A. Bubendorf, and R. G. Ridley, Nature 374, 269 (1995).
4. D. J. Sullivan, I. Y. Gluzman, D. G. Russell, and D. E. Goldberg, Proc. Natl. Acad. Sci. USA 93, 11865 (1996).
5. A. C. Chou, R. Chevli, and C. D. Fitch, Biochemistry 19, 1543 (1980).
6. G. Blauer, Biochem. Internatl. 17, 729 (1988).
7. Y. Sugioka and M. Suzuki, Biochim. Biophys. Acta 1074, 19 (1991).
8. D. C. Warhurst, Biochem. Pharmacol. 30, 3323 (1981).
9. P. A. Adams, P. A. M. Berman, T. J. Egan, P. J. Marsh, and J. Silver, J. Inorg. Biochem. 63, 69 (1996).
10. J. M. Karle, I. L. Karle, L. Gerena, and W. K. Milhous, Antimicrob. Agents Chemother. 36, 1538 (1992).
11. P. A. Winstanley and A. M. Breckenridge, Ann. Trop. Med. Parasitol. 81, 619 (1987).
12. S. Moreau, B. Perly, C. Chachaty, and C. Deleuze, Biochim. Biophys. Acta 840, 107 (1985).
13. I. Constantinidis and J. D. Satterlee, J. Am. Chem. Soc. 110, 4391 (1988).
14. I. Constantinidis and J. D. Satterlee, J. Am. Chem. Soc. 110, 927 (1988).
15. T. H. Davies, J. Biol. Chem. 135, 597 (1940).
16. W. A. Gallagher and W. B. Elliot, Ann. N.Y. Acad. Sci. 206, 463 (1973).
17. S. B. Brown, H. Hatzikonstantinou, and D. G. Herries, Int. J. Biochem. 12, 701 (1980).
18. W. Graf, K. Pommerening, and W. Scheler, Acta Biol. Med. Ger. 26, 895 (1971).
19. R. W. Cowghill and W. M. Clark, J. Biol. Chem. 198, 33 (1952).
20. J. Simplicio and K. Schwenzer, Biochemistry 12, 1923 (1973).
21. J. Simplicio, K. Schwenzer, and F. Maenpa, J. Am. Chem. Soc. 97, 7319 (1975).
22. W. L. Hinze and J. H. Fendler, J. Chem. Soc., Dalton Trans. 1469 (1976).
23. T. H. Davies, Biochim. Biophys. Acta 329, 108 (1973).
24. A. C. Maehly and Å. Åkeson, Acta Chem. Scand. 12, 1259 (1958).
25. J. Hodgkinson and R. B. Jordan, J. Am. Chem. Soc. 95, 763 (1973).
26. L. Rusnak and R. B. Jordan, Inorg. Chem. 11, 196 (1972).
27. H. M. Marques, K. Voster, and T. J. Egan, J. Inorg. Biochem. 64, 7 (1996).
28. G. Blauer and H. Ginsburg, Biochem. Internatl. 5, 519 (1982).
29. G. Blauer, Arch. Biochem. Biophys. 251, 306 (1986).
30. G. Blauer, Arch. Biochem. Biophys. 251, 315 (1986).
31. D. C. Warhurst, Ann. Trop. Med. Parasitol. 81, 65 (1987).
32. G. Blauer, M. Akkawi, and E. R. Bauminger, Biochem. Pharmacol. 46, 1573 (1993).
33. G. S. Collier, J. M. Pratt, C. R. De Wet, and C. F. Tshabalala, Biochem. J. 179, 281 (1979).
34. S. B. Brown and I. R. Lantzke, Biochem. J. 115, 279 (1969).
35. W. I. White, The Porphyrins, D. Dolphin, Ed., Academic, New York, 1978, Vol. 5, pp. 303-339.
36. H. M. Marques, O. Q. Munro, and M. L. Crawcour, Inorg. Chim. Acta 196, 221 (1992).
37. J. A. Shelnutt, Inorg. Chem. 22, 2535 (1983).
38. D. H. O'Keefe, C. H. Barlow, G. A. Smythe, W. H. Fuchsman, T. H. Moss, H. R. Lilienthal, and W. S. Caughey, Bioinorg. Chem. 5, 125 (1975).
39. W. R. Scheidt, Y. J. Lee, D. K. Geiger, K. Taylor, and K. Hatano, J. Am. Chem. Soc. 104, 3367 (1982).
40. P. J. Kellett, M. J. Pawlik, L. F. Taylor, R. G. Thompson, M. A. Levstik, O. P. Anderson, and S. H. Strauss. Inorg. Chem. 28, 440 (1989).
41. D. A. Baldwin, H. M. Marques, and J. M. Pratt, J. Inorg. Biochem. 27, 245 (1986).
42. B. E. C. Banks, V. Damjanovic, and C. A. Vernon, Nature 240, 147 (1972).
43. M. S. Searle, M. S. Westwell, and D. H. Williams, J. Chem. Soc., Perkin Trans. 2 141 (1995).
44. P. A. Adams, D. A. Baldwin, C. E. Hepner, and J. M. Pratt, Bioinorg. Chem. 9, 479 (1978).
45. J. A. Shellnutt, J. Phys. Chem. 87, 605 (1983).
46. P. M. O'Neill, D. J. Willock, S. R. Hawley, P. G. Bray, R. C. Storr, S. A. Ward, and B. K. Park, J. Med. Chem. 40, 437 (1997).