シトクロムＰ４５０によるフェノール類新規代謝反応の検索と機構解析

• 増野 匡彦

  共立薬科大学薬学部

書誌事項

タイトル別名

• Novel Metabolic Pathway of Phenols Catalyzed by Cytochrome P450 and Its Mechanism.
• ラウンジ シトクロム P450 ニ ヨル フェノールルイ シンキ タイシャ ハンノウ ノ ケンサク ト キコウ カイセキ

抄録

We have found a novel metabolic pathway of phenols catalyzed by cytochrome P450 and its chemical models. When various p-substituted phenols (substituent = OPh, NO₂, CN, CH₂OH, COCH₃, COPh, COOH, F, Cl, and Br) were reacted with rat liver microsomes system or meso-tetraphenylporphinatoiron (III) chloride model system, the substituent was eliminated to produce hydroquinone. In the case of p-cresol, p-toluquinol was formed instead of hydroquinone. To elucidate how the substituent is eliminated, we attempted to detect the product derived from the eliminated group. Results indicated that the mechanism of this reaction can be divided into two types : the substituent is eliminated as an anion and as a cation. P450 also catalyzed phenol coupling reaction to give biphenyl derivatives, diphenyl ether derivatives, and dibenzodioxin.

収録刊行物

• 有機合成化学協会誌

  有機合成化学協会誌 58 (12), 1202-1209, 2000

  公益社団法人 有機合成化学協会

キーワード

• cytochrome P450
• cytochrome P450 model
• phenol metabolism
• drug metabolism
• dibenzodioxin
• estrogen
• phenol coupling

詳細情報

• CRID: 1390001205278297216
• NII論文ID: 10008824723
• NII書誌ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.58.1202
• ISSN: 18836526
• ISSN: 00379980
• NDL書誌ID: 5594744
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I5594744
• 本文言語コード: ja
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
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