Pheomelanin as a binding site for drugs and chemicals

Pigment Cell Research

Volumn 12, Issue 4, 1999, Pages 266-274

  Mårs, Ulla ^a   Larsson, Bengt S ^a  

^a UPPSALA UNIVERSITY   (Sweden)

Author keywords

Chloroquine; Melanin affinity; Microautoradiography

Indexed keywords

CARBON; CHLOROQUINE; CHLORPROMAZINE; CLOMIPRAMINE; CYSTEINE; MELANIN; PHEOMELANIN; THIOUREA;

ALBINISM; ANIMAL; ARTICLE; AUTORADIOGRAPHY; BINDING SITE; C57BL MOUSE; CHEMISTRY; DRUG EFFECT; HAIR COLOR; METABOLISM; MOUSE; SKIN; SYNTHESIS;

ALBINISM; ANIMALS; AUTORADIOGRAPHY; BINDING SITES; CARBON RADIOISOTOPES; CHLOROQUINE; CHLORPROMAZINE; CLOMIPRAMINE; CYSTEINE; HAIR COLOR; MELANINS; MICE; MICE, INBRED C57BL; SKIN; THIOUREA;

EID: 0033176168     PISSN: 08935785     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1600-0749.1999.tb00760.x     Document Type: Article

References (29)

1. Burns, R.P (1966) Delayed onset of chloroquine retinopathy. N. Engl. J. Med., 275:693-696.
2. Chedekel, M.R., K.V. Subbarao, P. Bhan and T.M. Schultz (1987) Biosynthetic and structural studies on pheomelanin. Biochim. Biophys. Acta, 912:239-243.
3. Deibel, R.M.B and M.R. Chedekel (1984) Biosynthesic and structural studies on pheomelanin. 2. J. Am. Chem. Soc., 106:5884-5888.
4. Dencker, L., B. Larsson, K. Olander, S. Ullberg and M. Yokota (1981) Incorporation of thiouracil and some related compounds into growing melanin. Acta Pharmacol. Toxicol. (Copenh.), 49:141-149.
5. Felix, C.C., J.S. Hyde, T. Sarna and R.C. Sealy (1978) Interactions of melanin with metal ions: Electron spin resonance evidence for chelate complexes of metal ions with free radicals. J. Am. Chem. Soc., 100:3922-3926.
6. Goodman, L.S and A.G. Gilman (1985) In: The Pharmacological Basis of Therapeutics, 7th edn. A.G. Gilman, L.S. Goodman, T.W. Rall and F. Murad, eds. MacMillan Publishing Company, New York, 1839 pages.
7. Hunt, G., S. Kyne, S. Ito, K. Wakamatsu, C. Todd and A.J. Thody (1995) Eumelanin and phaeomelanin contents of human epidermis and cultured melanocytes. Pigment Cell Res., 8:202-208.
8. Ito, S (1986) Reexamination of the structure of eumelanin. Biochim. Biophys. Acta, 883:155-161.
9. Ito, S (1989) Optimization of conditions for preparing synthetic pheomelanin. Pigment Cell Res., 2:53-56.
10. Ito, S and K. Fujita (1985) Microanalysis of eumelanin and pheomelanin in hair and melanomas by chemical degradation and liquid chromatography. Anal. Biochem., 144:527-536.
11. Larsson, B.S and U. Mårs (1994) Reduction of the oxidative capacity of melanins due to interaction with chemicals. Melanoma Res, 4(Suppl. 2):14.
12. Larsson, B (1979) Mechanisms of accumulation of foreign substances in melanin. Binding to preformed melanin and incorporation into growing melanin. Acta Universitatis Upsaliensis, 43:1-52.
13. 125I-labelled thiouracil and propylthiouracil in murine melanotic melanomas. Br. J. Cancer, 46:538-550.
14. Larsson, B and H. Tjälve (1979) Studies on the mechanism of drug-binding to melanin. Biochem. Pharmacol., 28:1181-1187.
15. Larsson, B.S (1993) Interaction between chemicals and melanin. Pigment Cell Res., 6:127-133.
16. 1 to melanin. Food Chem. Toxicol., 26:579-586.
17. Lindquist, N.G (1973) Accumulation of drugs on melanin. Acta Radiol. Suppl., 325:1-92.
18. Lindquist, N.G., B.S. Larsson and A. Lydén-Sokolowski (1987) Neuromelanin and its possible protective and destructive properties. Pigment Cell Res., 1:133-136.
19. Odh, G., R. Carstam, J. Paulson, A. Wittbjer, E. Rosengren and H. Rorsman (1994) Neuromelanin of human substansia nigra: A mixed type melanin. J. Neurochem., 62:2030-2036.
20. Olander, K., B. Larsson and L. Dencker (1983) Thioamides as false melanin precursors: Studies in murine melanomas. Acta Pharmacol. Toxicol. (Copenh.), 52:135-142.
21. Ozeki, H., S. Ito, K. Wakamatsu and T. Hirobe (1995) Chemical characterization of hair melanins in various coat-color mutants of mice. J. Invest. Dermatol., 105:361-366.
22. Prota, G. (1992) Melanins and Melanogenesis. Academic Press, Inc., New York, 290 p.
23. Roberto, A., B.S. Larsson and H. Tjalve (1996) Uptake of 7,12-dimethylbenz(a)anthracene and benzo(a)pyrene in melanin-containing tissues. Pharmacol. Toxicol., 79:92-99.
24. Salopek, T.G., K. Yamada, S. Ito and K. Jimbow (1991) Dysplastic melanocyeic nevi contain high levels of pheomelanin: Quantitative comparison of pheomelanin/eumelanin levels between normal skin, common nevi, and dysplastic nevi. Pigment Cell Res., 4:172-179.
25. 2+ probe of metal-ion binding sites in melanin using electron paramagnetic resonance spectroscopy. II. Natural melanin. Arch. Biochem. Biophys., 202:304-313.
26. Sealy, R.S., J.S. Hyde, C.C. Felix, I.A. Menon and G. Prota (1982) Eumelanins and pheomelanins: Characterization by electron spin resonance spectroscopy. Science, 217:545-547.
27. Stepien, K.B and T. Wilczok (1982) Studies of the mechanism of chloroquine binding to syntetic dopa-melanin. Biochem. Pharmacol., 31:3359-3365.
28. Thody, A.J., E.M. Higgins, K. Wakamatsu, S. Ito, S.A. Burchill and J.M. Marks (1991) Pheomelanin as well as eumelanin is present in human epidermis. J. Invest. Dermatol., 97:340-344.
29. Whittaker, J.R (1971) Biosynthesis of a thiouracil pheomelanin in embryotic pigment cells exposed to thiouracil. J. Biol. Chem., 246:6217-6226.