Absorption, Translocation and Metabolism of Fluoroimide in Inu-apple Trees, <i>Malus prunifolia</i> BORKHOUSEN

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  • OGAWA Kunihiko
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences
  • AIZAWA Hiroyasu
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences
  • YAMAUCHI Fumio
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences

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Other Title
  • イヌリンゴにおけるフルオルイミドの吸収, 移行および代謝
  • イヌリンゴにおけるフルオルイミドの吸収,移行および代謝〔英文〕
  • イヌリンゴ ニ オケル フルオルイミド ノ キュウシュウ イコウ オヨビ タイ
  • Fate of Fluoroimide, <i>N</i>-(4-Fluorophenyl)-2, 3-dichloromaleimide (Part 1)

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Abstract

Fate of Fluoroimide, N-(4-fluorophenyl)-2, 3-dichloromaleimide, on/in Inu-apple trees (Males prunifolia BORKHOUSEN) was investigated using two 14C-labeled compounds at either benzene ring or carbonyl group. Half lives of Fluoroimide applied on the leaves and fruits were about 20 days and 30 days, respectively. It remained mainly unchanged on the applied surface and was slowly absorbed by the plant. Only 2% of applied Fluoroimide was translocated into the leaves 9 days after treatment, and 9% and 18% of applied radioactivity were absorbed and translocated into the leaves and fruits, respectively, after 93 days. A main metabolite of Fluoroimide was sodium 4-fluorodichloromaleanilate, a hydrolyzed compound of imide ring, that was identified by MS, IR, NMR and FX. Other four metabolites, such as 4-fluoroaniline, (E)-2, 3-dichloro-N-(4-fluorophenyl) acrylamide, N-(4-fluorophenyl) maleimide and N-(4-fluorophenyl) succinimide, were identified by cochromatography on tlc and MS, but residual amounts of these metabolites were quite low both in the leaves and fruits. It is considered that succinimide moiety of a reduced metabolite was derived from dichloromaleic acid portion of Fluoroimide, but not from the plant component.

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