title: Biotransformation of ent-kaur-16-en-19-oic acid by Psilocybe cubensis.
abstract: Biotranformation of ent-kaur-16-en-19-oic acid (1) using Psilocybe cubensis resulted in hydroxylated products. After two days of incubation, ent-16beta,17-dihydroxy-kauran-19-oic acid (2) was isolated. After further incubation for nine days, two novel metabolites, ent-12alpha,16beta,17-trihydroxy-kauran-19-oic acid (3) and ent-11alpha,16beta,17-trihydroxy-kauran-19-oic acid (4), were obtained. The metabolites were identified by spectroscopic methods and X-ray crystallography. Compounds 1-4 were evaluated for their cytotoxic properties against the human leukaemia K562 cell line; only compound 1 showed moderate activity.
authors.affiliation: Biotechnology Programme, Faculty of Science, Chulalongkorn University, Bangkok, Thailand.
authors.forename: Jaraslak
authors.initials: J
authors.lastname: Pechwang
authors.forename: Prakitsin
authors.initials: P
authors.lastname: Sihanonth
authors.forename: Surachai
authors.initials: S
authors.lastname: Pornpakakul
authors.forename: Nongnuj
authors.initials: N
authors.lastname: Muangsin
authors.forename: Jittra
authors.initials: J
authors.lastname: Piapukiew
authors.forename: Alisa
authors.initials: A
authors.lastname: Vangnai
authors.forename: Narongsak
authors.initials: N
authors.lastname: Chaichit
authors.forename: Siriporn
authors.initials: S
authors.lastname: Chuchawankul
authors.forename: Amorn
authors.initials: A
authors.lastname: Petsom
mesh_terms: D004224:Diterpenes / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D055391:Psilocybe / Q000378:metabolism*
chemical_list: D004224:Diterpenes; C014341:argyrophilic acid