F. Tanaka, H. R. Swanson, D. Frear
Sep 1, 1972
Citations
0
Influential Citations
22
Citations
Journal
Phytochemistry
Abstract
Abstract An unstable metabolite was observed following incubation of 3-(4-chlorophenyl)-1-methylurea in an in vitro microsomal oxidase system isolated from etiolated cotton hypocotyl tissue. Its decomposition products were identified as formaldehyde and 4-chlorophenylurea. A previously characterized glucoside conjugate isolated from the metabolism of the same substrate in excised cotton leaves was found to be transformed into a stable, less polar product upon storage in anhydrous MeOH. This transformation product was identified by IR and MS data as 3-(4-chlorophenyl)-1-methoxymethylurea. The unstable microsomal metabolite, in turn, was also stabilized by derivatization with MeOH, and this derivative was characterized as 3-(4-chlorophenyl)-1-methoxymethylurea by isotopic dilution analysis; the original metabolite is therefore 3-(4-chlorophenyl)-1-hydroxymethylurea.