Transformation of 1- and 2-methylnaphthalene by Cunninghamella elegans
Cunninghamella elegans metabolized 1- and two-methylnaphthalene mainly within the methyl group to produce 1- and two-hydroxymethylnaphthalene, correspondingly. Other compounds isolated and identified were 1- and two-naphthoic acids, 5-hydroxy-1-naphthoic acidity, 5-hydroxy-2-naphthoic acidity, 6-hydroxy-2-naphthoic acidity, and phenolic derivatives of a single- and two-methylnaphthalene. The metabolites were isolated by thin-layer and reverse-phase high-pressure liquid chromatography and characterised through Ultra purple-visible absorption, 1H nuclear magnetic resonance, and mass spectral techniques. Experiments with [8-14C]2-methylnaphthalene established which more than a 72-h period, 9.8% of two-methylnaphthalene was oxidized to metabolic products. The amount of organic-soluble in water-soluble metabolites at 2 h was 92:8, at 72 h it absolutely was 41:59.
Enzymatic control over the 48-h aqueous phase with either beta-glucuronidase or arylsulfatase released 60% in the metabolites of two-methylnaphthalene that have been extractable with ethyl acetate. In the two caser, the primary conjugates released were 5-hydroxy-2-naphthoic acidity and 6-hydroxy-2-naphthoic acidity. The amount of water-soluble glucuronide conjugates to sulfate conjugates was 1:1. Incubation of C. elegans with 2-methylnaphthalene under an 18O2 AZD-5153 6-hydroxy-2-naphthoic atmosphere and subsequent mass spectral analysis of two-hydroxymethylnaphthalene revealed that hydroxylation in the methyl group is catalyzed having a monooxygenase.