title: Biotransformation of oleanolic and maslinic acids by Rhizomucor miehei.
abstract: Microbial transformation of oleanolic acid by Rhizomucor miehei produced three metabolites. A known compound, a 30-hydroxyl derivative (queretaroic acid), and two 7β,30- and 1β,30-dihydroxylated metabolites, respectively. The action of the same fungus (R. miehei) on maslinic acid produced an olean-11-en-28,13β-olide derivative, a metabolite hydroxylated at C-30, an 11-oxo derivative, and two metabolites with an 11α,12α-epoxy group, hydroxylated or not at C-30. Their structures were elucidated by extensive analyses of their spectroscopic data, and also by chemical correlations.
authors.affiliation: Departamento de Química, Orgánica Facultad de Ciencias, Universidad de Granada, E-18071 Granada, Spain. aramon@ugr.es
authors.forename: Antonio
authors.initials: A
authors.lastname: Martinez
authors.forename: Francisco
authors.initials: F
authors.lastname: Rivas
authors.forename: Alberto
authors.initials: A
authors.lastname: Perojil
authors.forename: Andres
authors.initials: A
authors.lastname: Parra
authors.forename: Andres
authors.initials: A
authors.lastname: Garcia-Granados
authors.forename: Antonia
authors.initials: A
authors.lastname: Fernandez-Vivas
mesh_terms: D001711:Biotransformation; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000737:chemistry* / Q000378:metabolism / Q000031:analogs & derivatives; D020103:Rhizomucor / Q000737:chemistry* / Q000378:metabolism; D014315:Triterpenes / Q000737:chemistry* / Q000378:metabolism
chemical_list: D014315:Triterpenes; D009828:Oleanolic Acid; C412811:maslinic acid
keywords: Biohydroxylation; Biotransformation; Maslinic acid; Oleanolic acid; Rhizomucor miehei; Triterpenoids