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
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- Ogawa Shoujiro
- Department of Chemistry, College of Humanities & Sciences, Nihon University
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- Adachi Yuuki
- Department of Chemistry, College of Humanities & Sciences, Nihon University
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- Kakiyama Genta
- Department of Chemistry, College of Humanities & Sciences, Nihon University
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- Shimada Miki
- Department of Pharmaceutical Sciences, Tohoku University Hospital
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- Mano Nariyasu
- Department of Pharmaceutical Sciences, Tohoku University Hospital
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- Goto Junichi
- Department of Pharmaceutical Sciences, Tohoku University Hospital
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- Iida Takashi
- Department of Chemistry, College of Humanities & Sciences, Nihon University
書誌事項
- タイトル別名
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- Chemical Synthesis of (22E)-3.ALPHA.,6.ALPHA.,7.ALPHA.,12.ALPHA.-Tetrahydroxy-5.BETA.-chol-22-en-24-oic Acid and Its N-Acylamidated Conjugates with Glycine or Taurine: Precursors of the [22,23-3H] Labelled Tracers
- Chemical synthesis of 22E 3 a 6 a 7 a 12 a tetrahydroxy 5 v chol 22 en 24 oic acid and its N acylamidated conjugates with glycine or taurine precursors of the 22 23 3H labelled tracers
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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 3α,6α,7α,12α-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.
収録刊行物
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- CHEMICAL & PHARMACEUTICAL BULLETIN
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CHEMICAL & PHARMACEUTICAL BULLETIN 58 (8), 1103-1106, 2010
公益社団法人 日本薬学会
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詳細情報 詳細情報について
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- CRID
- 1390282679149435264
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- NII論文ID
- 130000299824
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- NII書誌ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL書誌ID
- 10764292
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- 本文言語コード
- en
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- データソース種別
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- JaLC
- NDL
- Crossref
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- KAKEN
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- 抄録ライセンスフラグ
- 使用不可