title: 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.affiliation: University of Kaiserslautern, Germany.
authors.forename: E
authors.initials: E
authors.lastname: Thines
authors.forename: H
authors.initials: H
authors.lastname: Anke
authors.forename: O
authors.initials: O
authors.lastname: Sterner
mesh_terms: D000818:Animals; D004295:Dihydroxyphenylalanine / Q000031:analogs & derivatives / Q000096:biosynthesis; D005658:Fungi / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008543:Melanins / Q000096:biosynthesis*; D008546:Melanoma, Experimental / Q000378:metabolism; D051379:Mice; D015394:Molecular Structure; D009284:Naphthols / Q000378:metabolism
chemical_list: D006571:Heterocyclic Compounds; D008543:Melanins; D009284:Naphthols; C041660:1,8-dihydroxynaphthalene; D004295:Dihydroxyphenylalanine; C040616:DOPA melanin