Atranones A–G, from the toxigenic mold Stachybotrys chartarum

• Published in: Phytochemistry (Oxford) Vol. 55; no. 6; pp. 663 - 673
• Main Authors: Hinkley, Simon F., Mazzola, Eugene P., Fettinger, James C., Lam, Yiu-Fai, Jarvis, Bruce B.
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.11.2000; Elsevier
• Subjects: Biochemistry & Molecular Biology; Biological and medical sciences; Crystallography, X-Ray; Diterpenoids; Dolabellanes; Enol lactones; Fundamental and applied biological sciences. Psychology; Growth, nutrition, metabolism, transports, enzymes. Molecular biology; Heterocyclic Compounds, 4 or More Rings - chemistry; Heterocyclic Compounds, 4 or More Rings - isolation & purification; Lactones - chemistry; Lactones - isolation & purification; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Microbiology; Molecular Conformation; Mycology; Mycotoxins - chemistry; Mycotoxins - isolation & purification; Plant Sciences; Science & Technology; Stachybotrys - chemistry; Stachybotrys chartarum ( S. atra); Stachybotrys chartarum ( S. atra); Dolabellanes; Diterpenoids; Enol lactones; COMPOSITAE; Stachybotrys chartarum (S. atra); PULMONARY HEMORRHAGE; STEREOSELECTIVE SYNTHESIS; TRICHOTHECENES; diterpenoids; dolabellanes; enol lactones; BIOSYNTHESIS; INFANTS; ERINACINE-E; CHEMISTRY; ATRA; Terpenoid; Purification; Molecular structure; Enol; Mycotoxin; Stachybotrys chartarum; Lactone; NMR spectrometry; Crystallography; X ray diffraction; Fungi; Toxin; Diterpene; Fungi Imperfecti; Secondary metabolism; Thallophyta
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(00)00231-4

Atranones A–G have been isolated from the toxigenic fungus Stachybotrys chartarum. These compounds contain several unusual features including an enol-lactone as part of a 3,7-dioxabicyclo[3.3.0]octane-2-one ring system fused to an 11-membered ring. Two new dolabellane diterpenes, related in structure to the atranones were also isolated, which suggests a diterpenoid origin for the C 24 atranones.