Microbial transformations of natural antitumor agents: oxidation of lapachol by Penicillium notatum.
The naphthoquinone lapachol (1) is readily metabolized by several fungi and streptomycetes. Preparative-scale fermentations with Penicillium notatum (UI 1602) provided a major polar metabolite (4), which was isolated and identified as an intermediate of the Hooker oxidation. The metabolite was synthesized by reacting lapachol with hydrogen peroxide under alkaline conditions.
D000972:Antineoplastic Agents, Phytogenic / Q000378:metabolism*; D001419:Bacteria / Q000378:metabolism; D055598:Chemical Phenomena; D002621:Chemistry; D005285:Fermentation; D005658:Fungi / Q000378:metabolism; D009285:Naphthoquinones / Q000378:metabolism*; D010084:Oxidation-Reduction; D010407:Penicillium / Q000378:metabolism*; D013045:Species Specificity
D000972:Antineoplastic Agents, Phytogenic; D009285:Naphthoquinones