Biotransformation of the diperpenoid, isosteviol, by Aspergillus niger, Penicillium chrysogenum and Rhizopus arrhizus.
The biotransformation of isosteviol (ent-16-ketobeyeran-19-oic acid) by three fungi is described. Aspergillus niger produced the 7 beta-OH derivative, ent-7 alpha-hydroxy-16-ketobeyeran-19-oic, and the 1 alpha, 7 beta-diOH derivative, ent-1 beta, 7 alpha-dihydroxy-16-ketobeyeran-19-oic acid. The 17-OH compound, ent-17-hydroxy-16-ketobeyeran-19-oic acid, was obtained with Penicillium chrysogenum. Rhizopus arrhizus produced the 7 beta-OH derivative, ent-7 alpha-hydroxy-16-ketobeyeran-19-oic acid. The isolated metabolites were characterised by IR, NMR and MS.
de Oliveira
B H
BH
Departamento de Química, Universidade Federal do Paraná, Curitiba, Brazil. bho@quimica.ufpr.br
dos Santos
M C
MC
Leal
P C
PC
D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D004224:Diterpenes / Q000737:chemistry / Q000493:pharmacokinetics*; D045786:Diterpenes, Kaurane; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010408:Penicillium chrysogenum / Q000378:metabolism*; D012233:Rhizopus / Q000378:metabolism*; D013055:Spectrophotometry, Infrared
D004224:Diterpenes; D045786:Diterpenes, Kaurane; C012042:steviol