Biotransformation of ent-kaur-16-en-19-oic acid by Psilocybe cubensis.
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.
Pechwang
Jaraslak
J
Biotechnology Programme, Faculty of Science, Chulalongkorn University, Bangkok, Thailand.
Sihanonth
Prakitsin
P
Pornpakakul
Surachai
S
Muangsin
Nongnuj
N
Piapukiew
Jittra
J
Vangnai
Alisa
A
Chaichit
Narongsak
N
Chuchawankul
Siriporn
S
Petsom
Amorn
A
D004224:Diterpenes / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D055391:Psilocybe / Q000378:metabolism*
D004224:Diterpenes; C014341:argyrophilic acid