Aromatic substitution reaction of 2-chloropyridines catalyzed by microsomal glutathione S-transferase 1

Kazuko Inoue, Tomoyuki Ohe, Kenichi Mori, Takeshi Sagara, Yasuyuki Ishii, Masato Chiba

研究成果: Article査読

15 被引用数 (Scopus)

抄録

We investigated the substitution reaction of a series of 2-chloropyridine derivatives catalyzed by rat liver microsomal glutathione S-transferase 1. Various 2-chloropyridine derivatives were metabolized to the corresponding substituted glutathione conjugates via displacement of chlorine atom with glutathione. The reaction was affected by the electron-withdrawing strength and position of the substituents. Molecular orbital calculations on the change in Gibbs free energy between the initial and transition states verified the presence of a Meisenheimer complex and its influence on the reaction rate.

本文言語English
ページ(範囲)1797-1800
ページ数4
ジャーナルDrug Metabolism and Disposition
37
9
DOI
出版ステータスPublished - 2009
外部発表はい

ASJC Scopus subject areas

  • 薬理学
  • 薬科学

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