Biotransformation of Caryophyllene Oxide by Botrytis cinerea

Biotransformation of caryophyllene oxide (1) with B. cinerea afforded 15 products (2−16). Ten of these (3−5, 7, 9−11, and 14−16) are reported here for the first time. The main reaction paths involved stereoselective epoxidation at C-8/C-13 and hydroxylation at C-7. A rearranged compound was found, w...

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Veröffentlicht in:	Journal of natural products (Washington, D.C.) D.C.), 1999-01, Vol.62 (1), p.41-44
Hauptverfasser:	Duran, Rosa, Corrales, Elena, Hernández-Galán, Rosario, Collado, Isidro G
Format:	Artikel
Sprache:	eng
Schlagworte:	AGENT PATHOGENE Bioconversions. Hemisynthesis BIODEGRADACION BIODEGRADATION Biological and medical sciences Biotechnology BOTRYTIS CINEREA CHEMICAL REACTIONS CHEMICAL STRUCTURE CHEMISTRY CHIMIE ENFERMEDADES FUNGOSAS EPOXIDATION ESPECTROMETRIA ESTRUCTURA QUIMICA Fundamental and applied biological sciences. Psychology FUNGAL DISEASES HYDROXYLATION MALADIE FONGIQUE METABOLITE METABOLITES METABOLITOS Methods. Procedures. Technologies MICROBIAL DEGRADATION ORGANISMOS PATOGENOS PATHOGENESE PATHOGENESIS PATHOGENS PATOGENESIS QUIMICA REACCIONES QUIMICAS REACTION CHIMIQUE SESQUITERPENES SESQUITERPENOIDE SESQUITERPENOIDS SESQUITERPENOS SPECTRAL ANALYSIS SPECTROMETRIE SPECTROMETRY STEREOCHEMISTRY STRUCTURE CHIMIQUE
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Beschreibung
Zusammenfassung:	Biotransformation of caryophyllene oxide (1) with B. cinerea afforded 15 products (2−16). Ten of these (3−5, 7, 9−11, and 14−16) are reported here for the first time. The main reaction paths involved stereoselective epoxidation at C-8/C-13 and hydroxylation at C-7. A rearranged compound was found, which was a cyclization product 16 possessing the caryolane skeleton.
ISSN:	0163-3864 1520-6025
DOI:	10.1021/np980104b