Biotransformation of turmerones by Aspergillus niger.

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Fujiwara M, Marumoto S, Yagi N, Miyazawa M

Biotransformation of turmerones by Aspergillus niger.

J Nat Prod. 2011 Jan 28;74(1):86-9. doi: 10.1021/np100416v. Epub 2010 Dec 28.

PubMed ID
21189039 [ View in PubMed
]
Abstract

Biotransformation studies conducted on (+)-(S)-ar-turmerone (1) and (+)-(S)-dihydro-ar-turmerone (2) by the fungus Aspergillus niger have revealed that 1 was metabolized to give four oxidized metabolites, (+)-(7S)-hydroxydehydro-ar-todomatuic acid (3), (+)-(7S,10E)-12-hydroxydehydro-ar-todomatuic acid (4), (+)-(7S,10E)-7,12-dihydroxydehydro-ar-todomatuic acid (5), and (+)-(7S)-15-carboxy-9,13-epoxy-7-hydroxy-9,13-dehydro-ar-curcumene (6), and (+)-(S)-dihydro-ar-turmerone (2) was metabolized to (+)-7,11-dihydroxy-ar-todomatuic acid (7). Metabolites 3-7 were characterized using spectroscopic techniques. Metabolites 3-7 inhibited acetylcholinesterase (AChE) although less so than the parent substrates.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
GalantamineAcetylcholinesteraseIC 50 (nM)2600N/AN/ADetails