Microbial transformations of S-naproxen by Aspergillus niger ATCC 9142.
Aspergillus niger ATCC 9142 was used to catalyze the biotransformation of S(-)-naproxen (1) to three major metabolites that were isolated by solvent extraction, purified chromatographically, and characterized by mass spectrometry and NMR spectroscopy. Metabolites were identified as O-desmethylnaproxen (2), 7-hydroxynaproxen (3) and 7-hydroxy-O-desmethyinaproxen (4). The kinetics of naproxen biotransformation to 2 and 4 was established over an 84 h period to show that naproxen was completely metabolized at 36 h, the major metabolite was O-desmethylnaproxen at 24 h, and the 7-hydroxy-O-desmethylnaproxen that was formed after 24 h.
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Division of Medicinal and Natural Products Chemistry, College of Pharmacy, University of Iowa, Iowa City 52242-5000, USA.
Rosazza
J P N
JP
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000378:metabolism*; D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D002264:Carboxylic Acids / Q000737:chemistry; D002855:Chromatography, Thin Layer; D007700:Kinetics; D009288:Naproxen / Q000378:metabolism*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000894:Anti-Inflammatory Agents, Non-Steroidal; D002264:Carboxylic Acids; D009288:Naproxen