Synthesis and antitumour effect of the melanogenesis-based antimelanoma agent N-Propionyl-4-S-cysteaminylphenol

Biochemical Pharmacology

Volumn 55, Issue 12, 1998, Pages 2023-2029

  Tandon, Manju ^a   Thomas, Panakkezhum D ^c   Shokravi, Mohammed ^c   Singh, Shradha ^c   Samra, Satinder ^c   Chang, Daniel ^c   Jimbow, Kowichi ^a,b  

^a UNIVERSITY OF ALBERTA   (Canada)

^b SAPPORO MEDICAL UNIVERSITY   (Japan)

^c NONE

Author keywords

Cysteaminylphenol; Depigmenting potency; Melanocytotoxicity; Melanoma chemotherapy; Tyrosinase

Indexed keywords

ANTINEOPLASTIC AGENT; MONOPHENOL MONOOXYGENASE; N PROPIONYL 4 S CYSTEAMINYLPHENOL; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER GROWTH; CONTROLLED STUDY; CYTOTOXICITY; DEPIGMENTATION; INTRAPERITONEAL DRUG ADMINISTRATION; MELANOGENESIS; MELANOMA; MOUSE; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTINEOPLASTIC AGENTS; CYSTAMINE; CYSTEAMINE; HUMANS; HYPOPIGMENTATION; MELANINS; MELANOMA, EXPERIMENTAL; MICE; MICE, INBRED C57BL; PHENOLS; SKIN NEOPLASMS; TUMOR CELLS, CULTURED;

EID: 0032525735     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0006-2952(98)00090-2     Document Type: Article

References (14)

1. Jimbow K, Iwashina T, Alena F, Yamada K, Pankovich J, Umemura T. Exploitation of pigment biosynthesis pathway as a selective chemotherapeutic approach for malignant melanoma. J Invest Dermatol. 100:1993;231S-238S.
2. Jimbow K, Szabo G, Fitzpatrick TB. 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. 36:1974;8-23.
3. Riley PA. Melanogenesis A realistic target for antimelanoma therapy? Eur J Cancer. 27:1991;1172-1177.
4. Inoue S, Ito S, Wakamatsu K, Jimbow K, Fujita K. Mechanism of growth inhibition of melanoma cells by 4-S-cysteaminylphenol and its analogues. Biochem Pharmacol. 39:1990;1077-1083.
5. Jimbow K. N-Acetyl-4-S-cysteaminylphenol as a new type of depigmenting agent for the melanoderma of patients with melasma. Arch Dermatol. 127:1991;1528-1534.
6. Wong M, Jimbow K. Selective cytotoxicity of N-acetyl-4-S-cysteaminylphenol on follicular melanocytes of black mice. Br J Dermatol. 124:1991;56-61.
7. Alena F, Jimbow K, Ito S. Melanocytotoxicity and antimelanoma effects of phenolic amine compounds in mice in vivo. Cancer Res. 50:1990;3743-3747.
8. Jimbow K, Andreassi L, Halaban R, Houghton A, Parsons P, Lipkin G. Growth factors and regulators of malignant melanoma. Cascinelli O, Santinami M, Veronesi U. Malignant Melanoma. 1990;25-38 Academic Press, London.
9. Alena F, Iwashina T, Gili A, Jimbow K. Selective in vivo accumulation of N-acetyl-4-S-cysteaminylphenol in B16F10 murine melanoma and enhancement of its in vitro and in vivo antimelanoma effect by combination of buthionine sulfoximine. Cancer Res. 54:1994;2661-2666.
10. Miura T, Jimbow K, Ito S. The in vivo antimelanoma effect of 4-S-cysteaminylphenol and its N-acetyl derivative. Int J Cancer. 46:1990;931-934.
11. Givens KT, Lee DA, Rothschiller J, Kitada S, Larian B, Cortes A. Antiproliferation drugs and human ocular fibroblasts Colorimetric vs. cell counting assays . Curr Eye Res. 9:1990;599-606.
12. Lowry OH, Rosebrough NJ, Farr AL, Randall RJ. Protein measurement with the Folin phenol reagent. J Biol Chem. 193:1951;265-275.
13. Ito S, Kato T, Ishikawa K, Kasuga T, Jimbow K. Mechanism of selective toxicity of 4-S-cysteinylphenol and 4-S-cysteaminylphenol to melanocytes. Biochem Pharmacol. 36:1987;2007-2011.
14. Naish-Byfield S, Cooksey CJ, Latter AM, Johnson CI, Riley PA. In vitro assessment of the structure-activity relationship of tyrosinase-dependent cytotoxicity of a series of substituted phenols. Melanoma Res. 1:1991;273-287.