Octadentate catecholamide ligands for Pu(IV) based on linear or preorganized molecular backbones

Human & Experimental Toxicology

Volumn 15, Issue 4, 1996, Pages 352-360

  Durbin, P W ^a   Kullgren, B ^a   Jeung, N ^a   Xu, J ^a   Rodgers, S J ^a   Raymond, kn ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

actinides; chelation therapy; octadentate catecholamide ligands

Indexed keywords

ACTINIDE; CATECHOLAMINE; DEFEROXAMINE; LIGAND; PLUTONIUM 238; SPERMINE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CHELATION THERAPY; CONTROLLED STUDY; FEMALE; INTRAPERITONEAL DRUG ADMINISTRATION; METAL BINDING; MOUSE; NONHUMAN; NUCLEAR ACCIDENT; ORAL DRUG ADMINISTRATION; PRIORITY JOURNAL; RADIATION EXPOSURE; STOMACH INTUBATION;

ADMINISTRATION, ORAL; ANIMALS; CHELATING AGENTS; CITRATES; CITRIC ACID; DEFEROXAMINE; FEMALE; INJECTIONS, INTRAPERITONEAL; MICE; PLUTONIUM; SPERMINE; TISSUE DISTRIBUTION;

ANIMALIA;

EID: 0029883936     PISSN: 09603271     EISSN: None     Source Type: Journal    
DOI: 10.1177/096032719601500412     Document Type: Article

References (45)

1. American Physical Society. Nuclear fuel cycles and waste management. Reviews of Modern Physics 1978; 50: No. 1, part 2.
2. Breitenstein BD The 1976 Hanford americium exposure incident: Medical management and chelation therapy. Health Physics 1983; 45: 855-866.
3. Hanson, WC, editor. Transuranic Elements in the Environment. Washington D.C.: U.S. Department of Energy Technical Information Center, 1980; DOE/ TIC-22800.
4. Popplewell DS, Boocock G. Distribution of some actinides in blood serum proteins. In Diagnosis and Treatment of Deposited Radionuclides Kornberg HA & Norwood WD, editors. Amsterdam: Excerpta Medica Foundation, 1967; pp. 45-55.
5. Bulman RA Some aspects of the bioinorganic chemistry of the actinides. Coordination Chemistry Reviews 1980; 31: 221-250.
6. International Commission on Radiological Protection. The metabolism of plutonium and related elements. ICRP Pub. 48. Annals of the ICRP 1986; 16: No. 2/3.
7. International Commission on Radiological Protection. Biological effects of inhaled radionuclides. ICRP Pub. 31. Annals of the ICRP 1980; 4: No. 1/2.
8. Smith H. et al. Recommendations for testing new chelating agents for removal of incorporated actinides from the body. Radiation and Environmental Biophysics 1982; 21: 45-50.
9. Mays CW, Taylor GN, Lloyd RD, Wrenn ME Status of chelating agent research: A review In Actinides in Man and Animals, Wrenn ME, editor, Salt Lake City: R.D. Press 1981; pp. 351-368.
10. Hodge HC, Stannard JN, Hursh JB, editors. Uranium, Plutonium, Transplutonic Elements, Handbook of Experimental Pharmacology 1973; 36: Berlin: Springer-Verlag.
11. Raymond KN, Smith WL Actinide-specific sequestering agents and decontamination applications. Structure and Bonding 1981; 43: 159-186.
12. Raymond KN Recognition and transport of natural and synthetic siderophores by microbes. Pure and Applied Chemistry 1994; 66: 773-781.
13. Weitl FL, Raymond KN, Smith WL, Howard TR N,N,N”,N”'-tetra-(2,3-dihydroxy-benzoyl)-tetraazacyclotetra- and hexadecances. Journal of the American Chemical Society 1978; 100: 1170-1172.
14. Weitl FL, Raymond KN, Durbin PW Synthetic enterobactin analogues. Carboxamido-2,3-dihydroxyterephthalate conjugates of spermine and spermidine. Journal of Medicinal Chemistry 1981; 24: 203-206.
15. Durbin PW, Jones ES, Raymond KN, Weitl FL Removal of 238Pu(IV) from mice by sulfonated tetrameric catechoylamides. Radiation Research 1980; 81: 170-187.
16. Durbin PW et al. Enhancement of 238Pu elimination from mice by poly(catechoylamide) ligands. Radiation Research 1984; 99: 85-105.
17. Weitl FL, Raymond KN Polycatecholate ligands derived from 2,3-dihydroxy-5-sulfobenzoyl conjugates of diaza- and tetraazaalkanes. Journal of the American Chemical Society 1980; 109: 2289-2293.
18. Durbin PW et al. Chelation of 238Pu(IV) in vivo by 3,4,3-LICAM(C): Effects of ligand methylation and pH. Health Physics 1989; 56: 839-855.
19. Lloyd RD et al. Removal of Pu and Am from beagles and mice by 3,4,3-LICAM(C) or 3,4,3-LICAM(S). Radiation Research 1984; 99: 106-128.
20. Stradling GN et al. Efficacies of LICAM(C) and DTPA for decorporation of inhaled transportable forms of plutonium and americium from the rat. Human Toxicology 1986; 5: 77-84.
21. Volf V. Chelation therapy of incorporated plutonium-239 and americium-241: Comparison of LICAM(C), DTPA and DFOA in rats, hamsters, and mice. International Journal of Radiation Biology 1986; 49: 449-462.
22. Szot Z. et al. Removal of 239Pu from mice with 3,4,3-LICAM(C) or N,N’,N”,N”'-tetra-(2,3-dihydroxy-benzoyl)-spermine. Radiation and Environmental Biophysics 1986; 25: 31-35.
23. Volf V., Taylor DM, Brandau W., Schlenker P. The effect of pure LICAM(C) on the retention of plutonium-238 in mice and rats. International Journal of Radiation Biology 1986; 50: 205-211.
24. Kappel MJ, Nitsche H., Raymond KN Complexation of plutonium and americium by catechoylate ligands. Inorganic Chemistry 1985; 24: 605-611.
25. White DL, Durbin PW, Jeung N., Raymond KN Synthesis and initial biological testing of polydentate oxohydroxy-pyridine-carboxylate ligands. Journal of Medicinal Chemistry 1988; 31: 11-18.
26. Stradling GN et al. The efficacy of DFO-HOPO, DTPA-DX and DTPA for enhancing excretion of plutonium and americium from the rat. International Journal of Radiation Biology 1991; 59: 1269-1277.
27. Durbin PW et al. Removal of 238Pu(IV) from mice by polycatecholate, -hydroxamate, or -hydroxypyridinonate ligands. Radiation Protection Dosimetry 1989; 26: 351-358.
28. Stradling GN et al. The efficacies of 3,4,3-LIHOPO and DTPA for enhancing the excretion of plutonium and americium from the rat: Comparison with other siderophore analogues. International Journal of Radiation Biology 1992; 62: 487-497.
29. Stradling GN et al. Comparative efficacies of 3,4,3-LIHOPO and DTPA for enhancing excretion of plutonium and americium from the rat after simulated wound contamination as nitrates. International Journal of Radiation Biology 1993; 64: 133-140.
30. Stradling GN et al. Decorporation of thorium-228 from the rat by 3,4,3-LIHOPO and DTPA after simulated wound contamination. Human Toxicology 1995; 14: 165-169.
31. Volf V., Burgada R., Raymond KN, Durbin PW Early therapy for injected Pu-238 and Am-241 in the rat: Comparison of 3,4,3-LIHOPO, DFO-HOPO, DTPA-DX, DTPA and DFOA. International Journal of Radiation Biology 1993; 63: 785-793.
32. Rodgers SJ, Raymond KN Synthesis and kinetics of iron removal from transferrin of catechoyl derivatives of desferrioxamine B. Journal of Medicinal Chemistry 1983; 26: 439-442.
33. Hou Z., Whisenhunt Jr. DW, Xu J., Raymond KN Potentiometric, spectrophotometric, and 1H NMR study of four desferrioxamine B derivatives and their ferric complexes. Journal of the American Chemical Society 1994; 116: 840-846.
34. Xu J., Stack Tdp, Raymond KN An eight-coordinate cage: Synthesis and structure of the first macrotricyclic terephthalamide ligand. Inorganic Chemistry 1992; 31: 4903-4905.
35. Garrett TM, Miller PW, Raymond KN 2,3-Dihydroxy-terephthalamides: Highly efficient iron(III)-chelating agents. Inorganic Chemistry 1989; 28: 128-133.
36. Garrett TM, Cass ME, Raymond KN Hydrogen bonding in catechoylamides. Journal of Coordination Chemistry 1992; 25: 241-253.
37. Scarrow RC et al. Synthesis, structures, and thermodynamics of complexation of cobalt(III) and iron(III) tris complexes of several chelating hydroxypyridinones. Inorganic Chemistry 1985; 24: 954-967.
38. Xu J., Durbin PW, Kullgren B., Raymond KN Synthesis of octadentate ligands for Pu(IV) based on N,N,N’,N'-tetrakis(2-amino)ethylenediamine (PENTEN) or spermine backbones and containing 2,3-dihydroxy-4-carboxybenzamide or 2,3-dihydroxyterephthalamide binding units. Journal of Organic Chemistry Submitted.
39. Mack C. Essential of Statistics for Scientists and Technologists New York: Plenum Press, 1967.
40. Durbin PW, Jeung N., Kullgren B., Clemons GK Gross composition and plasma and extracellular water volumes of tissues of a reference mouse. Health Physics 1992; 63: 427-442.
41. Bulman RA, Griffin RJ, Russell AT An examination of some complexing agents for ability to remove intracellularly deposited plutonium. Health Physics 1979; 37: 729-734.
42. Stather JW et al. Decorporation of 238PuO2 from the hamster by inhalation of chelating agents. Health Physics 1982; 42: 520-525.
43. Xu J., Kullgren B., Durbin PW, Raymond KN Synthesis and initial evaluation of multidentate 4-carbamoyl-3-hydroxy-1-methyl-2 (1H)-pyridinone ligands for in vivo plutonium(IV) chelation. Journal of Medicinal Chemistry 1995; 38: 2606-2614.
44. Durbin PW, Kullgren B., Schmidt CT Kinetics of 3H-inulin, 14C-CaNa3-DTPA, and 3,4,3-LICAM(S) in mice. Health Physics Submitted.
45. Durbin PW, Kullgren B., Xu J., Raymond KN In vivo chelation of Am(III), Pu(IV), Np(V) and U(VI) in mice by TREN-(Me-3,2-HOPO). Radiation Protection Dosimetry 1994; 53: 305-309.