New Metabolites with Nematicidal and Antimicrobial Activities from the Ascomycete Lachnum papyraceum (Karst.) Karst VIII. Isolation, Structure Determination and Biological Activities of Minor Metabolites Structurally Related to Mycorrhizin A

• Published in: Journal of antibiotics Vol. 49; no. 5; pp. 447 - 452
• Main Authors: SHAN, RUDONG, STABLER, MARC, STERNER, OLOV, ANKE, HEIDRUN
• Format: Journal Article
• Language: English
• Published: Japan JAPAN ANTIBIOTICS RESEARCH ASSOCIATION 01.05.1996
• Subjects: Anti-Infective Agents - chemistry; Anti-Infective Agents - isolation & purification; Anti-Infective Agents - pharmacology; Antinematodal Agents - chemistry; Antinematodal Agents - isolation & purification; Antinematodal Agents - pharmacology; Ascomycota - metabolism; Benzofurans - chemistry; Benzofurans - isolation & purification; Benzofurans - pharmacology; Coumarins - pharmacology; Fermentation; Furans - chemistry; Furans - isolation & purification; Furans - pharmacology; Microbial Sensitivity Tests; Structure-Activity Relationship
• ISSN: 0021-8820; 1881-1469
• DOI: 10.7164/antibiotics.49.447

Five new minor metabolites, papyracon D (6), 6-O-methylpapyracon B (9), 6-O-methylpapyracon C (10), lachnumfuran A (11) and lachnumlactone A (12a), together with the known chloromycorrhizinol A (4), have been isolated from extracts of the culture fluids of the ascomycete Lachnum papyraceum. The compounds, which structures were determined by spectroscopic methods, are structurally related to the nematicidal and antibiotic mycorrhizin A (1), which also is produced by the fungus. The nematicidal, antibiotic and cy to toxic activities of the new compounds are weaker compared to those of mycorrhizin A (1). Papyracon D (6) possesses the highest antibiotic activities while lachnumlactone A (12a) is the most nematicidal and cytotoxic.