Solution equilibria of copper(II) complexation with N,N′-(2,2′-azanediylbis(ethane-2,1-diyl))dipicolinamide: A bio-distribution and dermal absorption study

Journal of Inorganic Biochemistry

Volumn 101, Issue 8, 2007, Pages 1120-1128

  Zvimba, John N ^a   Jackson, Graham E ^a  

^a UNIVERSITY OF CAPE TOWN   (South Africa)

Author keywords

Bio distribution; Copper(II); Dermal absorption; Potentiometry

Indexed keywords

CALCIUM; CALCIUM[N,N' [2,2' AZANEDIYLBIS(ETHANE 2,1 DIYL)]DIPICOLINAMIDE]; CHELATING AGENT; COPPER COMPLEX; COPPER[N,N' [2,2' AZANEDIYLBIS(ETHANE 2,1 DIYL)]DIPICOLINAMIDE]; N,N' [2,2' AZANEDIYLBIS(ETHANE 2,1 DIYL)]DIPICOLINAMIDE; NICKEL; NICKEL[N,N' [2,2' AZANEDIYLBIS(ETHANE 2,1 DIYL)]DIPICOLINAMIDE]; UNCLASSIFIED DRUG; ZINC; ZINC[N,N' [2,2' AZANEDIYLBIS(ETHANE 2,1 DIYL)]DIPICOLINAMIDE];

ARTICLE; DRUG ABSORPTION; DRUG DISTRIBUTION; DRUG STRUCTURE; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE;

1-OCTANOL; AMIDES; ANIMALS; CHELATING AGENTS; COPPER RADIOISOTOPES; FEMALE; HYDROPHOBICITY; MAGNETIC RESONANCE SPECTROSCOPY; MICE; MICE, INBRED BALB C; PICOLINIC ACIDS; POTENTIOMETRY; SKIN ABSORPTION; SOLUTIONS; SOLVENTS; SPECTROPHOTOMETRY, ULTRAVIOLET; TISSUE DISTRIBUTION;

EID: 34347407343     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2007.04.008     Document Type: Article

References (48)

1. Reichert D.E., Lewis J.S., and Anderson C.T. Coord. Chem. Rev. 184 (1999) 3-66
2. Schwietert C.W., and McCue J.P. Coord. Chem. Rev. 184 (1999) 67-89
3. Zvimba J.N., and Jackson G.E. J. Inorg. Biochem. 101 (2007) 148-158
4. Omoto A., Kawahito Y., Prudovsky I., Tobouchi Y., Kimura M., Ishino H., Wada M., Yoshida M., Kohno M., Yoshimura R., Yoshikawa T., and Sano H. Arthr. Res. Therapy 7 (2005) R1174-R1182
5. Jackson G.E., and Kelly M.J. Inorg. Chim. Acta. 152 (1988) 215-217
6. Nomkoko E.T., Jackson G.E., Nakani B.S., Werner Louw K.A., and Zeevaart J.R. Dalton Trans. (2004) 741-749
7. Cesarone F., Caputo M., and Cametti C. J. Membrane Sci. 250 (2005) 79-84
8. D. Howes, R. Guy, J. Hadcraft, J. Heylings, U. Hoeck, F. Kemper, H. Maibach, J.P. Marty, H. Merk, J. Parra, D. Rekkas, I. Rondelli, H. Schaefer, U. Täuber, N. Vebiese, Methods for assessing percutaneous absorption. The report and recommendations of ECVAM Workshop 13. ATLA 24, 1996, pp. 81-106.
9. Elsisi A.E., Carter D.E., and Sipes I. Fundam. Appl. Toxicol. 12 (1989) 70-77
10. Briggs G.G., Bromilov R.H., and Evans A.A. Pestic. Sci. 13 (1982) 495-504
11. Veith G.D., Defoe D.L., and Bergstedt B.V. J. Fish Res. Board Can. 36 (1979) 1040-1048
12. Calamari D., and Vighi M. Res. Environ. Toxicol. 4 (1990) 1-106
13. Williams F.M. Environ. Toxicol. Pharm. 21 (2006) 199-203
14. Jackson G.E., and Nakani B.S. J. Chem. Soc., Dalton Trans. (1996) 1373-1377
15. Nonoyama K.T. Inorg. Nucl. Chem. 37 (1975) 2449-2453
16. Hanaoka K., Kikuchi K., Urano Y., and Nagano T. J. Chem. Soc., Perkin Trans. 2 (2001) 1840-1843
17. May P.M., Murray K., and Williams D.R. Talanta 35 (1988) 825-830
18. InsightII. System Guide, July 2005, issued by Accelrys, Cambridge, UK.
19. Shi S., Yan L., Yang Y., Fisher-Shaulsky J., and Thacher T. J. Comput. Chem. 24 9 (2003) 1059-1076
20. Guidelines for Testing Chemicals, Section 1 - Physical-chemical properties, 105 n-octanol/water partition coefficient, Organisation for Economic Cooperation and Development (OECD), Paris, 1981.
21. Ackerman L.J., West D.X., Mathias C.J., and Green M.A. Nucl. Med. Biol. 26 (1999) 551-554
22. Lewis J.S., Srinivasan A., Schmidt M.A., and Anderson C.J. Nucl. Med. Biol. 26 (1999) 267-273
23. Yu M., Qing H., Guojian H., Shu Z., Wenging W., YouFeng He., and Kuikka J.T. Nucl. Med. Biol. 25 (1998) 111-116
24. Guerdoud L.M., Ouellet R., and Van Lier J.E. Nucl. Med. Biol. 21 (1994) 1101-1108
25. May P.M., Linder P.M., and Williams D.R. J. Chem. Soc., Dalton Trans. (1977) 588-595
26. May P., and Williams D.R. FEBS Lett. 78 (1977) 134-138
27. Stott W.T., Waechter Jr. J.M., Rick D.L., and Mendrala A.L. Food Chem. Toxicol. 38 (2000) 1043-1051
28. Jackson G.E., Mkhonta-Gama L., Voye A., and Kelly M. Inorg. Biochem. 79 (2000) 147-152
29. Jubert C., Mohamadou A., Gerard C., Brandes S., Tobard A., and Bardier J.P. Dalton Trans. (2002) 2660-2669
30. Kim M.K., and Martell A.E. Biochemistry 3 (1964) 1169-1174
31. Kim M.K. J. Am. Chem. Soc. 88 (1966) 914-918
32. Kim M.K., and Martell A.E. J. Am. Chem. Soc. 89 (1967) 5138-5144
33. Freeman H.C., and L Smith J.E.W. Acta Cryst. 20 2 (1966) 153-159
34. Rowland J.M., Thornton M.L., Olmstead M.M., and Mascharak P.K. Inorg. Chem. 40 (2001) 1069-1073
35. Könnemann H., Zelle R., Busser F., and Hammers W.E. J. Chromatogr. 178 (1979) 349-356
36. de Bruijn J., Busser F., Seinen W., and Hermens J. Environ. Toxicol. Chem. 8 (1989) 499-512
37. Andersson J.T., and Schräder W. Anal. Chem. 71 (1999) 3610-3614
38. Green M.A. Nucl. Med. Biol. 14 (1987) 59-61
39. Sri-Aran M., Mathias C.J., Lim J.K., and Green M.A. Nucl. Med. Biol. 25 (1998) 107-110
40. Michaels A.S., Wong P.S.L., Prather R., and Gale R.M. AIChE J. 21 (1975) 1073-1080
41. Shaw J.E., Prevo M., Gale R., and Yum S.I. In: Goldsmith L.A. (Ed). Physiology, Biochemistry, and Molecular Biology of the Skin. second ed. Percutaneous Absorption vol. 2 (1991), Oxford University Press, Oxford 1447-1479
42. R. Cassimjee, F. Cassimjee, A.H. Cassimjee, Feroz Cassimjee, S. Afr. Pat., 1993, 15 pp. CODEN:SFXXAB ZA 9204061 A 19930224 CAN 119: 278755 AN 1993 : 678755 CAPLUS.
43. Underwood E.J. Trace Elements in Human and Animal Nutrition (1977), Academic Press, New York
44. Wahner H.W., Goldstein N.P., and Jenkins D. In: Wahner I H.W. (Ed). Nuclear Medicine: Quantitative Procedures, Studies of Copper Metabolism for the Diagnosis of Wilson's Disease and other Hepatic Copper Overload States (1983), Little, Brown & Company, Boston 241-264
45. Shitara Y., Horie T., and Sugiyama Y. Eur. J. Pharm. Sci. 27 (2006) 425-446
46. Feldmann R.J., and Maibach H.I. Toxicol. Appl. Pharmacol. 28 (1974) 126-132
47. Mathew J.M., Garner C.E., Black S.L., and Mathew H.B. Xenobiotica 27 (1997) 733-746
48. Mathew J.M., and De Costa K.S. Drug Metabol. Dispos. 27 (1999) 1499-1504