NDLI: Metabolism of Metolachlor by the Fungus Cunninghamella elegans

Content Provider	Springer Nature Link
Author	Pothuluri, J. V. Evans, F. E. Doerge, D. R. Churchwell, M. I. Cerniglia, C. E.
Copyright Year	1997
Abstract	The metabolism of metolachlor [2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide] by the fungus Cunninghamella elegans ATCC 36112 was determined. The six metabolites identified comprised 81% of the total [14C]-metolachlor metabolized by C. elegans. These metabolites were separated by reversed-phase high-performance liquid chromatography and identified by 1H nuclear magnetic resonance, UV, and atmospheric pressure chemical ionization (APCI) mass spectral techniques. Metabolites I and II were identified as stereoismers of 2-chloro-N-[2-ethyl-6-hydroxymethylphenyl)]-N-(2-hydroxy-1-methylethyl)acetamide. Metabolites III and IV have been tentatively identified as stereoismers of 2-chloro-N-[2-(1-hydroxyethyl)-6-methylphenyl]-N-(2-methoxy-1-methylethyl)acetamide. Metabolites V and VI were identified as stereoismers of 2-chloro-N-(2-ethyl-6-hydroxy-methylphenyl)-N-(2-methoxy-1-methylethyl)acetamide and 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-hydroxy- 1-methylethyl)acetamide, respectively. The fungus Cunninghamella elegans was able to biotransform metolachlor. Multiple site oxidation of metolachlor by C. elegans occurred predominantly by O-demethylation of the N-alkyl side chain and benzylic hydroxylation of the arylalkyl side chain.
Starting Page	117
Ending Page	125
Page Count	9
File Format	PDF
ISSN	00904341
Journal	Archives of Environmental Contamination and Toxicology
Volume Number	32
Issue Number	2
e-ISSN	14320703
Language	English
Publisher	Springer-Verlag
Publisher Date	1997-02-01
Publisher Place	Berlin, Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Content Type	Text
Resource Type	Article
Subject	Pollution Health, Toxicology and Mutagenesis Medicine Toxicology

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