{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,8]],"date-time":"2026-05-08T23:55:39Z","timestamp":1778284539116,"version":"3.51.4"},"reference-count":16,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2006,7,17]],"date-time":"2006-07-17T00:00:00Z","timestamp":1153094400000},"content-version":"vor","delay-in-days":5723,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Intl Journal of Cancer"],"published-print":{"date-parts":[[1990,11,15]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Phenolic melanin precursors can be utilized for the development of anti\u2010melanoma agents. The sulphur homologue of tyrosine, 4\u2010S\u2010cysteinylphenol (CP) and its decarboxylation product, 4\u2010S\u2010cysteaminylphenol (CAP) were shown to be substrates of melanoma tyrosinase, forming melanin\u2010like pigment. Both, but in particular the 4\u2010S\u2010CAP, exhibited a significant <jats:italic>in vivo<\/jats:italic> depigmenting effect. Here, we report on the <jats:italic>in vivo<\/jats:italic> anti\u2010melanoma effect of 4\u2010S\u2010CP, and 4\u2010S\u2010CAP and its N\u2010acetyl derivative. In a previous <jats:italic>in vitro<\/jats:italic> study, it was shown that 4\u2010S\u2010CP and 4\u2010S\u2010CAP required a catalytic amount of dopa for optimal mammalian tyrosinase activity. To enhance the potential anti\u2010melanoma effect of these two compounds, L\u2010dopa and a decarboxylase inhibitor (carbidopa) were given concomitantly. We found that 4\u2010S\u2010CAP showed a significant growth inhibition of B16 melanoma inoculated S. C. into C57BL\/6J mice. The anti\u2010melanoma effect was increased significantly by combination of L\u2010dopa and carbidopa. In addition, we tested the <jats:italic>in vivo<\/jats:italic> anti\u2010melanoma effect of an N\u2010acetyl derivative of 4\u2010S\u2010CAP (N\u2010Ac\u20104\u2010S\u2010CAP). We found that N\u2010Ac\u20104\u2010S\u2010CAP was the tyrosinase substrate and potent inhibitor of melanoma growth. N\u2010acetyl 4\u2010S\u2010CAP showed a marked increase in water solubility. We suggest that N\u2010Ac\u20104\u2010S\u2010CAP may prove to be a valuable model for the development of anti\u2010melanoma agent using a metabolic pathway of melanin synthesis.<\/jats:p>","DOI":"10.1002\/ijc.2910460530","type":"journal-article","created":{"date-parts":[[2007,2,19]],"date-time":"2007-02-19T22:10:08Z","timestamp":1171923008000},"page":"931-934","source":"Crossref","is-referenced-by-count":27,"title":["The <i>in vivo<\/i> antimelanoma effect of 4\u2010S\u2010cysteaminylphenol and its N\u2010acetyl derivative"],"prefix":"10.1002","volume":"46","author":[{"given":"Takako","family":"Miura","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kowichi","family":"Jimbow","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Shosuke","family":"Ito","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2006,7,17]]},"reference":[{"key":"e_1_2_1_2_1","first-page":"1","article-title":"Protocols for screening chemical agents and natural products against animal tumors and other biological systems","volume":"3","author":"Geran R. 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G.","year":"1982","journal-title":"Cancer Res."},{"key":"e_1_2_1_14_1","first-page":"493","article-title":"Increase in melanin formation and promotion of cytotoxicity in cultured melanoma cells caused by phosphorylated isomers of L\u2010dopa","volume":"46","author":"Pawelek J. M.","year":"1986","journal-title":"Cancer Res."},{"key":"e_1_2_1_15_1","first-page":"1414","article-title":"Levodopa and dopamine analogs as DNA polymerase inhibitors and antitumor agents in human melanoma","volume":"40","author":"Wick M. 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