Formation of novel nitrofuran metabolites in xanthine oxidase-catalyzed reduction of methyl 5-nitro-2-furoate.
After methyl 5-nitro-2-furoate was incubated with milk xanthine oxidase, three reduction products were isolated from the incubation mixture. Among them, two reduction products were new types of nitrofuran metabolites, i.e., metabolites 1 and 2 were identified as the dihydroxyhydrazine derivative (1,2-dihydroxy-1,2-di(5-methoxycarbonyl-2-furyl)hydrazine) and the hydroxylaminofuran derivative (methyl 5-hydroxylamino-2-furoate), respectively. Metabolite 3 was also identified as the aminofuran derivative (methyl 5-amino-2-furoate) by comparison with a synthetic sample.
D000818:Animals; D002384:Catalysis; D002417:Cattle; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008892:Milk / Q000201:enzymology; D009581:Nitrofurans / Q000378:metabolism*; D010084:Oxidation-Reduction; D014969:Xanthine Oxidase / Q000378:metabolism*
D009581:Nitrofurans; C036228:methyl 5-nitro-2-furoate; D014969:Xanthine Oxidase