Selective Cytotoxicity of 4-5-Cysteaminylphenol on Follicular Melanocytes of the Black Mouse: Rational Basis for Its Application to Melanoma Chemotherapy

Cancer Research

Volumn 47, Issue 12, 1987, Pages 3278-3284

  Jimbow, Kowichi ^a  

^a SAPPORO MEDICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4 S CYSTEAMINYLPHENOL;

ANIMAL MODEL; CHEMOTHERAPY; DRUG CYTOTOXICITY; HISTOLOGY; INTOXICATION; MELANOCYTE; MELANOMA; MOUSE; NONHUMAN; PRIORITY JOURNAL; SUBCUTANEOUS DRUG ADMINISTRATION;

ANIMAL; CELL SURVIVAL; CYSTEAMINE; HAIR; MELANINS; MELANOCYTES; MELANOMA; MICE; MICE, INBRED A; MICE, INBRED C57BL; MICROSCOPY, ELECTRON; MONOPHENOL MONOOXYGENASE; SUPPORT, NON-U.S. GOV'T;

EID: 0023187868     PISSN: 00085472     EISSN: 15387445     Source Type: Journal    
DOI: None     Document Type: Article

References (29)

1. Jimbow, K., Fitzpatrick, T. B., and Quevedo, W. C., Jr. Formation, chemical compositions and functions of melanin pigments in mammals. In: A. G. Matoltsy (ed.), Biology of the Integument, Vol. 2, pp. 278–292. Berlin: Springer Verlag, 1986.
2. Jimbow, K., Miyake, Y., Homma, K., Yasuda, K., Izumi, Y., Tsutsumi, A., and Ito, S. Characterization of melanogenesis and morphogenesis of melanosomes by physicochemical properties of melanin and melanosomes in malignant melanoma. Cancer Res., 44:1128-1134; 1984.
3. Burger, P. C., Kemper, L. A., and Vogel, F. S. The cytotoxicity of γ-1-glutaminyl-4-hydroxybenzene for cells that contain tyrosinase, a study of melanocytes in the hair follicles of the mouse. Cancer Res., 39: 1494–1503, 1979.
4. Graham, D. G., Tiffany, S. M., and Vogel, F. S. The toxicity of melanin precursors. J. Invest. Dermatol., 70: 113–116, 1978.
5. Wick, M. M. An experimental approach to the chemotherapy of melanoma. J. Invest. Dermatol., 74:63-65, 1980.
6. Fujita, K., Ito, S., Yamamoto, Y., Takeuchi, J., Shamoto, M., and Nagatsu, T. Selective toxicity of 5-S-cysteinyldopa, a melanin precursor, to tumor cells in vitro and in vivo. Cancer Res., 40:2543-2546, 1980.
7. Parsons, P. G. Modulation of dopa toxicity in human tumour cells. Biochem. Pharmacol., 34:1801-1807, 1985.
8. Pawelek, J. M., and Murray, M. Increase in melanin formation and promotion of cytotoxicity in cultured melanoma cells caused by phosphorylated isomers of L-dopa. Cancer Res., 46:493-497, 1986.
9. Jimbow, K., Ito, Y., Ueda, T., and Miura, S. Melanocytotoxicity and chemical depigmentation by phenolic and catecholic compounds; melanin precursors as potential source for melanocytotoxic agents. Struct. Funct. Melanin, 3: 109-122, 1986.
10. Miura, S., Jimbow, K., Ito, Y., Ueda, T., and Ito, S. Modification of phenol and catechol with sulfur and evaluation as potential source for rational chemotherapeutic approach to malignant melanoma. J. Invest. Dermatol., 84:320, 1985.
11. Ito, S., Jimbow, K., Kasuga, T., and Ishikawa, K. Mechanism of selective toxicity of 4-S-cysteinylphenol and 4-5-cysteaminylphenol to melanoma cells. Biochem. Pharmacol., in press, 1987.
12. Jimbow, K., Obata, H., Pathak, M. A., and Fitzpatrick, T. B. Mechanism of depigmentation by hydroquinone. J. Invest. Dermatol., 62:436-449, 1974.
13. Sugano, H., Sugano, I., Jimbow, K., and Fitzpatrick, T. B. Tyrosinase-mediated inhibition of in vitro leucine incorporation into mouse melanoma by 4-isopropylcatechol. Cancer Res., 35:3126-3130, 1975.
14. Riley, P. A. Hydroxyanisole: the current status. In: P. A. Riley (ed.), Hydroxyanisole, pp. 1–10. Oxford; IRL Press, 1984.
15. Miura, S., Ueda, T., Jimbow, K., Ito, S., and Fujita, E. Synthesis of cysteinylphenol, cysteaminylphenol and related compounds and in vivo evaluation of anti melanoma effect. Arch. Dermatol. Res., in press, 1987.
16. Ito, S., Inoue, S., Yamamoto, Y., and Fujita, K. Syntheis and antitumor activity of cysteinyl-3, 4-dihydroxyphenylalanines and related compounds. J. Med. Chem., 24:673-677, 1981.
17. Padgette, S. R., Herman, H. H., Han, J. H., Pollock, S. H., and May, S. W. Antihypersensitive activities of phenyl aminoethyl sulfides, a class of synthetic substrates for dopamine hydroxylase. J. Med. Chem., 27:1354-1357, 1984.
18. Jimbow, K., Roth, S. I., Fitzpatrick, T. B., and Szabo, G. Mitotic activity in non-neoplastic melanocytes in vivo as determined by histochemical, autoradiographic, and electron microscope studies. J. Cell Biol., 66:663-671, 1975.
19. Fitzpatrick, T. B., Brunet, P., and Kukita, A. The nature of hair pigment. In: W. Montagna and R. A. Ellis (eds.), Biology of Hair Growth, pp. 255–297. New York: Academic Press, 1958.
20. Jimbow, IK., Szabo, G., and Fitzpatrick, T. B. Ultrastructural investigation of autophagocytosis of melanosomes and programmed death of melanocytes in White Leghorn feathers: a study of morphogenetic events leading to hypomelanosis. Dev. Biol., 36:8-23,; 1974.
21. Jimbow, K., Ito, S., Maeda, K., Miura, S., Takahashi, H., Kasuga, T., and Ishikawa, K. Mechanism (s) regulating selective growth inhibition and disintegration of melanoma cells by 4-S-cysteinylphenol and related compounds. J. Invest. Dermatol., 84:355, 1985.
22. Vogel, F. S., Kemper, L. A. K., Jeffs, P. W., Cass, M. W., and Graham, D. G. γ-L-Glutaminyl-4-hydroxybenzene, an inducer of cryptobiosis in Agaricus bisporus and a source of specific metabolic inhibitors for melanogenic cells. Cancer Res., 37: 1133-1136, 1979.
23. Boekelheide, K., Graham, D. G., Mize, P. D., and Koo, E. H. Melanocytotoxity and the mechanism of activation of γ-L-glutaminyl-4-hydroxybenzene. J. Invest. Dermatol., 75: 322–327, 1980.
24. Graham, D. G., Tiffany, S. M., Bell, W. R., Jr., and Gutknecht, W. F. Autoxidation versus covalent binding of quinones as the mechanism of toxicity of dopamine, 6-hydroxydopamine, and related compounds toward C1300 neuroblastoma cells in vitro. Mol. Pharmacol., 14:644-653, 1978.
25. Wick, M. M. Levodopa and dopamine analogs as DNA polymerase inhibitors and antitumor agents in human melanoma. Cancer Res., 40: 1414–1418, 1980.
26. Wick, M. M., Byers, L., and Frei, III, E. Selective toxicity of L-dopa for melanoma cells in vitro. Science (Wash. DC), 197:468-469, 1977.
27. Pawlek, J., and Lerner, A. B. 5‘, 6’-Dihydroxyindole is a melanin precursor exhibiting potent toxicity. Nature (Lond.), 276:627-628, 1978.
28. Menter, J. M., and Willis, I. Interaction of several mono and dihydroxybenzene derivatives of various depigmenting potencies with L-3, 4-dihydroxy-phenylalaninemelanin. Arch. Biochem. Biophys., 244:846-856, 1986.
29. Parsons, P. G., and Morrison, L. E. DNA damage and selective toxicity of dopa and ascorbate: copper in human melanoma cells. Cancer Res., 42: 3783–3788, 1982.