PMID: 2121652Nov 15, 1990Paper

The in vivo antimelanoma effect of 4-S-cysteaminylphenol and its n-acetyl derivative

International Journal of Cancer. Journal International Du Cancer
T MiuraS Ito

Abstract

Phenolic melanin precursors can be utilized for the development of anti-melanoma agents. The sulphur homologue of tyrosine, 4-S-cysteinylphenol (CP) and its decarboxylation product, 4-S-cysteaminylphenol (CAP) were shown to be substrates of melanoma tyrosinase, forming melanin-like pigment. Both, but in particular the 4-S-CAP, exhibited a significant in vivo depigmenting effect. Here, we report on the in vivo anti-melanoma effect of 4-S-CP, and 4-S-CAP and its N-acetyl derivative. In a previous in vitro study, it was shown that 4-S-CP and 4-S-CAP required a catalytic amount of dopa for optimal mammalian tyrosinase activity. To enhance the potential anti-melanoma effect of these two compounds. L-dopa and a decarboxylase inhibitor (carbidopa) were given concomitantly. We found that 4-S-CAP showed a significant growth inhibition of B16 melanoma inoculated s.c. into C57BL/6J mice. The anti-melanoma effect was increased significantly by combination of L-dopa and carbidopa. In addition, we tested the in vivo anti-melanoma effect of an N-acetyl derivative of 4-S-CAP (N-Ac-4-S-CAP). We found that N-Ac-4-S-CAP was the tyrosinase substrate and potent inhibitor of melanoma growth. N-acetyl 4-S-CAP showed a marked increase in water solubil...Continue Reading

Citations

Jun 1, 1994·Applied Radiation and Isotopes : Including Data, Instrumentation and Methods for Use in Agriculture, Industry and Medicine·T IwashinaL I Wiebe
May 22, 2009·Bioorganic & Medicinal Chemistry Letters·Beata Gasowska-BajgerHubert Wojtasek
Mar 6, 2004·Pharmacological Reviews·Martijn RooseboomNico P E Vermeulen
Jan 1, 1992·Pigment Cell Research·K JimbowH Hara
Sep 3, 2003·Pigment Cell Research·Patrick A Riley

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