Biotechnological production and bioactivities of mollisin and two new, structurally related fungal naphthoquinone metabolites.
The antibiotic and fungicidal deuteromycete Mollisia caesia Sacc. was cultivated on a large scale. Mollisin (1; = 8-(dichloroacetyl)-5-hydroxy-2,7-dimethylnaphthalene-1,4-dione) and two new tri- and tetrahalogenated metabolites, mollisin A (2) and mollisin B (3) were isolated from M. caesia. The formation of 2 and 3 indicates that the biosynthesis of these compounds starts from a C(16) polyketide (Scheme). Mollisin (1) shows strong fungicidal activities against Sclerophoma pityophila (Corda) v. Höhn and Heterobasidion annosum (Fr.) Bref., which is one of the most-destructive basidiomycetes in coniferous forests. The metabolites 1-3 possess interesting pharmacological activities in assays in search of anti-inflammatory and antiproliferative drugs.
Johne
Siegfried
S
Mycosym Environment GmbH, Andresenstrasse 1a, D-06766 Wolfen.
Watzke
Roland
R
Meusel
Wolfram
W
Möllmann
Ute
U
Härtl
Albert
A
Dahse
Hans-Martin
HM
Matthes
Burkhard
B
Seifert
Karlheinz
K
D000935:Antifungal Agents / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D045744:Cell Line, Tumor; D006801:Humans; D003904:Mitosporic Fungi / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D009285:Naphthoquinones / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology
D000935:Antifungal Agents; D000970:Antineoplastic Agents; D009285:Naphthoquinones; C516791:mollisin A; C516792:mollisin B; C010610:mollisin