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Catecholamide Iron Chelators: Antiproliferative Activity on Human Pathogens and Neoplasm

  • Chapter
Biology of Copper Complexes

Part of the book series: Experimental Biology and Medicine ((EBAM,volume 16))

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Abstract

A ubiquitous element, iron constitutes five percent of the earth’s crust. Iron flavoproteins, hydroperoxidases, cytochrome P450, oxygenases and ribonucleotide reductase are among numerous iron-dependent enzymes.1 Accessibility of iron by procaryotic and eucaryotic unicellular and multicellular organisms is limited by the poor aqueous solubility of iron. Soluble ferric iron cerncentrations are only 10-18M in neutral aqueous solutions.2,3 Bacteria, on the other hand, require iron concentrations of 1 × 10-6 to 5 × 10-8M for efficient growth.4 Bacteria and fungi secrete into their environment low molecular weight (500 – 1000 dalton) non-peptide ferric iron specific chelators known as siderophores to accomplish iron assimilation.5–8 In contrast, most mammalian cells utilize the protein transferrin as their iron transport chelators.9 One transferrin molecule contains two sites capable of binding one ferric iron atom each. Iron binding is pH sensitive with best activity at pH values above 6.5.9 SV40-transformed BALB/3T3 cells grown in α-picolinic acid do not have a transferrin requirement.10

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References

  1. Weinberg, E.D. Nutrition and Cancer 1983, 4, 223.

    Article  PubMed  CAS  Google Scholar 

  2. Cotton, F.A; Wilkinson, G. In: Advanced Inorganic Chemistry, 4th ed.; John Wiley & Sons, New York, 1980, p 751.

    Google Scholar 

  3. Tufano, J.P; Raymond, K.N. J. Am. Chem. Soc. 1981, 103, 6617.

    Article  CAS  Google Scholar 

  4. Heidinger, S; Braun, V; Pecoraro, V.L; Raymond, K.N. J. Bacteriol. 1983, 153, 109.

    PubMed  CAS  Google Scholar 

  5. Neilands, J.B. Ann. Rev. Nutr. 1981, 1, 27.

    Article  CAS  Google Scholar 

  6. Emery, T. In: Metal Ions in Biological Systems, (Sigel, H., ed.) Vol.7; Marcel Dekker, New York, 1978, p 77–126.

    Google Scholar 

  7. Raymond, K.N; Carrano, C.J. Accts. Chem. Res. 1979, 12, 183.

    Article  CAS  Google Scholar 

  8. Neilands, J.B. Ann. Rev. in Biochem. 1981, 50, 715.

    Article  CAS  Google Scholar 

  9. Newman, R; Schneider, C; Sutherland, R; Vodenelich, L; Greaves, M. Trends in Biol. Sci. 1982, 1, 397.

    Article  Google Scholar 

  10. Fernandez-Pol, J.A. Biochem. Biophys. Res. Commun. 1977, 78, 136.

    Article  PubMed  CAS  Google Scholar 

  11. Fernandez-Pol, J.A. Cell. 1978, 14, 489.

    Article  PubMed  CAS  Google Scholar 

  12. Larrick, J.W; Cresswell, P. J. Supramol. Struct. Cell Biochem. 1979, 11, 579.

    Article  CAS  Google Scholar 

  13. Sutherland, R; Delia, D; Schneider, C; Newman, R; Kemshead, J; Greaves, M. Proc. Nat’l Acad. Sci. USA. 1981, 78, 4515.

    Article  CAS  Google Scholar 

  14. Neilands, J.B. In: Microbial Iron Metabolism (Neilands, J.B., ed.) Academic Press; New York.

    Google Scholar 

  15. Audeef, A; Sofen, S.R; Bregante, T.L; Raymond, K.N. J. Amer. Chem. Soc. 1978, 100, 5362.

    Article  Google Scholar 

  16. Neilands, J.B. personal communication.

    Google Scholar 

  17. Bothwell, T.H; Charlton, R.W; Cook, J.O; Finch, C.A. In: Iron Metabolism in Man, Blackwell Scientific Publications; London, 1979.

    Google Scholar 

  18. Worwood, M. In: Iron Excess, Aberrations of Iron and Porphyrin Metabolism, Seminars in Hematology, Vol 14.

    Google Scholar 

  19. Bullen, J.J. Rev. infec. Dis. 1981, 3, 1127.

    Article  CAS  Google Scholar 

  20. Forsberg, C.M; Bullen, J.J. J. Clin. Path. 1972, 25, 65.

    Article  CAS  Google Scholar 

  21. Simpson, L.M; Oliver, J.D. Infect. Immun. 1983, 41, 644.

    PubMed  CAS  Google Scholar 

  22. Chasteen, N.D. Coord. Chem. Rev. 1977, 22, 1.

    Article  CAS  Google Scholar 

  23. Reiter, B; Brock, J.H; Steel, E.D. Immunology 1975, 28, 83

    PubMed  CAS  Google Scholar 

  24. Weinberg, E.D. Microbiol. Rev. 1978, 42, 45.

    PubMed  CAS  Google Scholar 

  25. Flossman, K.D; Muller, G. Acta Biol. Med. Germ. 1980, 39, 327.

    Google Scholar 

  26. Owens, W.E; Rolfe, R.D; Finegold, S.M. Abstr. Annu. Meet. Am. Soc. Microbiol. 1982, Vol. 89.

    Google Scholar 

  27. Wright, A.C; Simpson, L.M; Oliver, J.D. Infect. Immun. 1981, 34, 503.

    PubMed  CAS  Google Scholar 

  28. Holbein, B.E; Jericho, K.W.F; Likes, G.C. Infect. Immun. 1979, 24, 545.

    PubMed  CAS  Google Scholar 

  29. Melby, K.L; Slordahl, S; Gutterberg, T.J; Nordbro, S.A.N. Br. Med. J. 1982, 285, 467.

    Article  CAS  Google Scholar 

  30. Robins-Brown, R.M; Rabson, A.R; Koornhof, H.J. Contrib. Microbiol. Immunol. 1979, 5, 277.

    Google Scholar 

  31. Blake, P.A; Merson, M.H; Weaver, R.E; Hollis, D.G; Heublein, P.C. N. Engl. J. Med. 1979, 300, 1.

    Article  CAS  Google Scholar 

  32. Diamond, L.S; Harlow, D.R; Phillips, B.P; Keister, D.B. Arch. Invest. Med. Supl. 1978, 1, 329.

    Google Scholar 

  33. Caroline, L; Kozinn, P.J; Feldman, F; Stiefel, F.H; Lichtman, H. Ann. NY Acad. Sci. 1969, 165, 148.

    Article  PubMed  CAS  Google Scholar 

  34. Byles, A.B; D’SA, A. Br. Med. J. 1970, 3, 625.

    Article  CAS  Google Scholar 

  35. Holzberg, M; Artis, W.M. Infect. Immun. 1983, 40, 1134.

    PubMed  CAS  Google Scholar 

  36. Williams, P.H; Carbonetti, N.H. Infect Immun. 1986, 51, 942.

    PubMed  CAS  Google Scholar 

  37. Sriyosachati, A; Cox, C.D. Infect. Immun. 1986, 52, 885.

    PubMed  CAS  Google Scholar 

  38. Weinberg, E.D. Physiol. Rev. 1984, 64, 65.

    PubMed  CAS  Google Scholar 

  39. Greenberg, G.R; Ashenbrucker, H; Louritsen, M.A; Worth, W; Humphreys, S.R; Wintrobe, M.M. J. Clin. Invest. 1947, 26, 121.

    Article  Google Scholar 

  40. Cartwright, G.E; Lee, G.R. Br. J. Haematol. 1971, 21, 147.

    Article  PubMed  CAS  Google Scholar 

  41. Fairbanks, V.F; Klee, G.G. Prog. Clin. Pathol. 1981, 8, 175.

    PubMed  CAS  Google Scholar 

  42. Eaton, J.W; Brandt, P; Mahoney, J.R; Lee, J.T. Science 1982, 215, 691.

    Article  PubMed  CAS  Google Scholar 

  43. Cartwright, G.E; Lauritsen, M.A; Jones, P.J; Merrill, I.M; Wintrobe, M.M. J. Clin. Invest. 1946, 25, 65.

    Article  CAS  Google Scholar 

  44. Milder, M.S; Cook, J.D; Stray, S; Finch, A. Medicine (Baltimore) 1980, 59, 34.

    CAS  Google Scholar 

  45. Bomfor, A; Williams, R. Q. J. Med. 1976, 45, 611.

    Google Scholar 

  46. Berman, C. Adv. Cancer Res. 1958, 5, 55.

    Article  PubMed  CAS  Google Scholar 

  47. Robertson, M.A; Harrington, J.S; Bradshaw, E. Br. J. Cancer 1971, 25, 395.

    Article  PubMed  CAS  Google Scholar 

  48. Kelly, W. In: Harrison’s Principles of Internal Medicine, 10th ed; McGraw Hill; New York NY, 1983; p 530.

    Google Scholar 

  49. Weinberg, E.D. Biol. Trace Elem. Res. 1981, 3, 55.

    Article  CAS  Google Scholar 

  50. Weinberg, E.D. Nutr. and Cancer 1983, 4, 223.

    Article  CAS  Google Scholar 

  51. Schade, S.G. Cancer Res. 1987, 36, 375.

    Google Scholar 

  52. Lipsky, M.M; Hinton, D.E; Goldblatt, P.J; Klaurig, J.E; Trump, B.F. Pathol. Res. Pract. 1979, 178.

    Google Scholar 

  53. Carpentieri, U; Myers, J; Thorpe, L; Daeschner, C.W; Haggard, M.E. Cancer Res. 1986, 46, 981.

    PubMed  CAS  Google Scholar 

  54. Wilson, E.M; French, F.S; Petrusz, P. Cancer Res. 1982, 42, 243.

    PubMed  CAS  Google Scholar 

  55. Batey, R.G; Fong, P.L.C; Shamir, S; Sherlock, S. Dig. Dis. Sci. 1980, 25, 340.

    Article  PubMed  CAS  Google Scholar 

  56. Bergeron, R.J; Streiff, R.R; Elliott, G.T. J. Nutr. 1985, 115, 369.

    PubMed  CAS  Google Scholar 

  57. Elliott, G.T. In: Potential Therapeutic Applications of Iron Chelators; A Role for Iron in Infection and Neoplasm, Ph.D. Dissertation, University of Florida; Gainsville, FL, 1985, p 58.

    Google Scholar 

  58. Bergeron, R.J; Burton, P.S; Kline, S.J; McGovern, K.A. J. Org. Chem. 1981, 46, 3712.

    Article  CAS  Google Scholar 

  59. Bergeron, R.J; Kline, S.J. J. Am. Chem. Soc. 1982, 104, 4489.

    Article  CAS  Google Scholar 

  60. Bergeron, R.J; Kline, S.J; Stolowich, N.J; McGovern, K.A; Burton, P.S. J. Org. Chem. 1981, 46, 4524.

    Article  CAS  Google Scholar 

  61. Bergeron, R.J; McGovern, K.A; Channing, M.A; Burton, P.S. J. Org. Chem. 1980, 45, 1589.

    Article  CAS  Google Scholar 

  62. Bergeron, R.J; Elliott, G.T; Kline, S.J; Ramphai, R. Antimicrob. Agents and Chemo. 1983, 24, 725.

    CAS  Google Scholar 

  63. Physician’s Desk Reference; Medical Economics Co; Orodell, NJ, 1986; p 1746

    Google Scholar 

  64. Moore, E.C; Huribert, R.B. Pharmacol. Ther. 1985, 27, 167.

    Article  PubMed  CAS  Google Scholar 

  65. Stryer, L In: Biochemistry, 2nd ed; Freeman & Co; New York, NY, 1981; p 524

    Google Scholar 

  66. Eriksson, S; Graslund, A; Skog, S; Thelander, L; Tribukuit, B. J. Biol. Chem. 1984, 259, 11695.

    Google Scholar 

  67. Bergeron, R.J; Cavanaugh, P.F; Kline, S.J; Hughes, R.G; Elliott, G.T; Porter, C.W. Biochem. Res. Commun. 1984, 121, 848.

    Article  CAS  Google Scholar 

  68. Sriyosachati, S; Cox, C. Infection and Immun. 1986, 52, 885.

    CAS  Google Scholar 

  69. Cavanaugh, P.F; Porter, C.W; Tukalo, D; Frankfurt, O.S; Pavelic, Z.P; Bergeron, R.J. Cancer Res. 1985, 45, 4754.

    PubMed  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Biopharmaceutical Sciences, University of Arkansas for Medical Sciences, 4301 W. Markham, Little Rock, Arkansas, 72205, USA

    Gary T. Elliott

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  1. Gary T. Elliott
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  1. University of Arkansas for Medical Sciences, Little Rock, Arkansas, USA

    John R. J. Sorenson

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© 1987 The Humana Press Inc.

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Elliott, G.T. (1987). Catecholamide Iron Chelators: Antiproliferative Activity on Human Pathogens and Neoplasm. In: Sorenson, J.R.J. (eds) Biology of Copper Complexes. Experimental Biology and Medicine, vol 16. Humana Press. https://doi.org/10.1007/978-1-4612-4584-1_30

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  • DOI: https://doi.org/10.1007/978-1-4612-4584-1_30

  • Publisher Name: Humana Press

  • Print ISBN: 978-1-4612-8937-1

  • Online ISBN: 978-1-4612-4584-1

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