Chemical synthesis of (22E)-3α,6α,7α,12α- Tetrahydroxy-5β-chol-22-en-24-oic acid and its N-acylamidated conjugates with glycine or taurine: Precursors of the [22,23-3H] labelled tracers

Shoujiro Ogawa, Yuuki Adachi, Genta Kakiyama, Miki Shimada, Nariyasu Mano, Junichi Goto, Takashi Iida

研究成果: Article査読

2 被引用数 (Scopus)

抄録

(22E)-3α,6α,7α,12α-Tetrahydroxy-5β-chol-22-en- 24-oic acid and its N-acylamidated conjugates with glycine or taurine were synthesized from cholic acid. The key reactions employed are: 1) degradation of the side chain in intermediary C24 3β,6β,7β,12β- tetrahydroxylated bile acid to the corresponding C22 23,24-dinor-aldehyde, followed by Wittig reaction with methyl (triphenylphosphoranylidene)acetate and 2) N-acylamidation of the unconjugated tetrahydroxy-Δ22-5β-cholenoic acid with glycine (or taurine) in the presence of diethylphosphorocyanide and triethylamine as coupling reagents.

本文言語English
ページ(範囲)1103-1106
ページ数4
ジャーナルChemical and Pharmaceutical Bulletin
58
8
DOI
出版ステータスPublished - 2010 8

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

フィンガープリント 「Chemical synthesis of (22E)-3α,6α,7α,12α- Tetrahydroxy-5β-chol-22-en-24-oic acid and its N-acylamidated conjugates with glycine or taurine: Precursors of the [22,23-<sup>3</sup>H] labelled tracers」の研究トピックを掘り下げます。これらがまとまってユニークなフィンガープリントを構成します。

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