title: Metabolites with nematicidal and antimicrobial activities from the ascomycete Lachnum papyraceum (Karst.) Karst. III. Production of novel isocoumarin derivatives, isolation, and biological activities.
abstract: During investigations on the influence of CaBr2 on the secondary metabolism of Lachnum papyraceum, the production of mycorrhizins and lachnumon type antibiotics was strongly inhibited in bromide-containing culture media. Instead, six isocoumarin derivatives, 6-hydroymellein (6), 4-chloro-6-hydroxymellein (7), 4-bromo-6-hydroxymellein (9), 6-methoxymellein (10). 4-chloro-6-methoxymellein (11), and 4-chloro-6,7-dihydroxymellein (12) were isolated. Compounds 7, 9, 11, and 12 have never been isolated from natural sources. 6-Hydroxymellein has been isolated previously from many sources including Gilmaniella humicola and proposed to be a precursor of mycorrhizin A (see reference 6). In comparison to the mycorrhizins, the isocoumarin derivatives exhibited only weak antimicrobial, cytotoxic, phytotoxic, and nematicidal activities.
authors.affiliation: Universität Kaiserslautern, Lehrbereich Biotechnologie, Fed. Rep. Germany.
authors.forename: M
authors.initials: M
authors.lastname: Stadler
authors.forename: H
authors.initials: H
authors.lastname: Anke
authors.forename: O
authors.initials: O
authors.lastname: Sterner
mesh_terms: D000818:Animals; D000890:Anti-Infective Agents / Q000302:isolation & purification* / Q000494:pharmacology; D000969:Antinematodal Agents / Q000302:isolation & purification* / Q000494:pharmacology; D001203:Ascomycota / Q000378:metabolism*; D017173:Caenorhabditis elegans; D002460:Cell Line; D002851:Chromatography, High Pressure Liquid; D003374:Coumarins / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D006367:HeLa Cells; D006801:Humans; D008826:Microbial Sensitivity Tests
chemical_list: D000890:Anti-Infective Agents; D000969:Antinematodal Agents; D003374:Coumarins; C092870:mycorrhizin A