title: Biotransformation of 4beta-hydroxyeudesmane-1,6-dione by Gliocladium roseum and Exserohilum halodes.
abstract: Biotransformation of sesquiterpene 4beta-hydroxyeudesmane-1,6-dione by the filamentous fungi Gliocladium roseum and Exserohilum halodes was achieved. With Exserohilum halodes, only one metabolite was obtained, as a result of the regio- and stereoselective reduction of the keto group at C-1, which is difficult to achieve by chemical means. Five metabolites were produced with Gliocladium roseum, three of which, the 7alpha-hydroxylated, the 7alpha,11- and the 1alpha,8alpha-dihydroxylated derivatives, have not previously been reported. The hydroxylation at C-11 is the main action of this microorganism. These 11-hydroxylated compounds can be chemically transformed into 6beta,12-eudesmanolides.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Granada, 18071, Granada, Spain. agarcia@ugr.es
authors.forename: A
authors.initials: A
authors.lastname: García-Granados
authors.forename: M C
authors.initials: MC
authors.lastname: Gutiérrez
authors.forename: F
authors.initials: F
authors.lastname: Rivas
authors.forename: J M
authors.initials: JM
authors.lastname: Arias
mesh_terms: D001203:Ascomycota / Q000378:metabolism*; D001711:Biotransformation; D006999:Hypocreales / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000378:metabolism*; D045787:Sesquiterpenes, Eudesmane
chemical_list: C445735:4-hydroxyeudesmane-1,6-dione; D012717:Sesquiterpenes; D045787:Sesquiterpenes, Eudesmane