Scytalols A, B, C, and D and other modulators of melanin biosynthesis from Scytalidium sp. 36-93.

Abstract

From submerged cultures of Scytalidium sp. 36-93, ten metabolites were isolated due to their effects on dihydroxynaphthalene (DHN) or DOPA melanin biosynthesis. Four of the compounds, scytalols A (1a), B (1b), C (2) and D (3), are new secondary metabolites, the structures of which were determined by spectroscopy, while the other compounds are known. Scytalols A (1a) and D (3) are selective inhibitors of DHN melanin biosynthesis and exhibit no antifungal or cytotoxic activities. Nectriapyrone, 6-methoxymellein and 4-chloro-6-methoxymellein stimulated the formation of DOPA melanin in B16-F1 melanoma cells in the absence of melanin-stimulating hormone.

• Authors: E Thines, H Anke, O Sterner
• Journal: The Journal of antibiotics (J Antibiot (Tokyo)) Vol. 51 Issue 4 Pg. 387-93 (Apr 1998) ISSN: 0021-8820 [Print] England
• PMID: 9630860 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Heterocyclic Compounds
• Melanins
• Naphthols
• 1,8-dihydroxynaphthalene
• Dihydroxyphenylalanine
• DOPA melanin

Topics

• Animals
• Dihydroxyphenylalanine (analogs & derivatives, biosynthesis)
• Fungi (chemistry)
• Heterocyclic Compounds (chemistry, isolation & purification, pharmacology)
• Magnetic Resonance Spectroscopy
• Melanins (biosynthesis)
• Melanoma, Experimental (metabolism)
• Mice
• Molecular Structure
• Naphthols (metabolism)