Rearranged tetrahydrofurans from Chaetomium cochlioides

From the fungus Chaetomium cochlioides DSM 63353, two tetrahydrofurans with a branched alkene skeleton were isolated. The main compound proved to be identical with aureonitol; its relative configuration was revised and its absolute configuration determined using the revised Mosher procedure. In mino...

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Veröffentlicht in:	Phytochemistry (Oxford) 1992, Vol.31 (7), p.2405-2408
Hauptverfasser:	Abraham, Wolf-Rainer, Arfmann, Hans-Adolf
Format:	Artikel
Sprache:	eng
Schlagworte:	absolute configuration Ascomycotina aureonitol biochemical pathways Biological and medical sciences biosynthesis C. coarctatum Chaetomium Chaetomium cochlioides chemical composition Chemical constitution chemical structure Fundamental and applied biological sciences. Psychology furans metabolites molecular conformation Plant physiology and development rearranged tetrahydrofuran revised Mosher procedure spectral analysis spiroketal
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Beschreibung
Zusammenfassung:	From the fungus Chaetomium cochlioides DSM 63353, two tetrahydrofurans with a branched alkene skeleton were isolated. The main compound proved to be identical with aureonitol; its relative configuration was revised and its absolute configuration determined using the revised Mosher procedure. In minor amounts, a new spiroketal was isolated which is biogenetically related to aureonitol. The biosynthesis of the main compound is discussed, based on the newly established absolute configuration.
ISSN:	0031-9422 1873-3700
DOI:	10.1016/0031-9422(92)83287-9