Decaspirones F−I, Bioactive Secondary Metabolites from the Saprophytic Fungus Helicoma viridis

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2006-12, Vol.69 (12), p.1672-1675
• Main Authors: Hu, Hejiao, Guo, Huijuan, Li, Erwei, Liu, Xingzhong, Zhou, Yuguang, Che, Yongsheng
• Format: Article
• Language: English
• Subjects: Analytical, structural and metabolic biochemistry; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Biological and medical sciences; China; Crystallography, X-Ray; Fundamental and applied biological sciences. Psychology; Fungi - chemistry; Glycerolipids, phospholipids; Lactococcus lactis; Lactococcus lactis - drug effects; Lipids; Molecular Conformation; Molecular Structure; Naphthalenes - chemistry; Naphthalenes - isolation & purification; Naphthalenes - pharmacology; Nuclear Magnetic Resonance, Biomolecular; Other biological molecules; Pseudomonas aeruginosa; Pseudomonas aeruginosa - drug effects; Spiro Compounds - chemistry; Spiro Compounds - isolation & purification; Spiro Compounds - pharmacology
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np0603830

Decaspirones F−H (1−3), three new spirobisnaphthalene derivatives, and one new non-spirobisnaphthalene, decaspirone I (4), have been isolated from cultures of an isolate of the saprophytic fungus Helicoma viridis. The structures of these compounds were determined mainly by analysis of their NMR spectroscopic data. The absolute configuration of decaspirone F (1) was established by X-ray crystallographic analysis of its mono-bromobenzoate derivative. In standard disk assays, compounds 1−4 showed modest activity against Pseudomonas aeruginosa (multiple antibiotic-resistant strain, ATCC 27853), and decaspirone G (2) also displayed activity against Lactococcus lacti (PCM 2379).