書誌事項
- タイトル別名
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- Synthetic Studies on Spiruchostatin A, a Potent Histone Deacetylase Inhibitor
- ヒストン ダツアセチルカ コウソ ソガイ ブッシツ スピルコスタチン A ノ ゴウセイ ケンキュウ
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抄録
Spiruchostatin A (1), isolated from a culture broth of Pseudomonas sp., has been shown to be a potent histone deacetylase (HDAC) inhibitor. HDAC inhibitors can suppress the growth of human tumor xenografts, this natural product, therefore, is expected to be a promising candidate for novel molecular-targeted anticancer agents. We envisioned that 1 would be synthesized through twofold macrolactam/macrolactone cyclization of the fully elaborated acyclic disulfide 2. The key segments 3 and 4, required for the preparation of the advanced key intermediate 2, were initially synthesized, and the two segments were subsequently subjected to the critical cross S-S coupling reaction to produce the desired key intermediate 11 (synthetically equivalent to 2). Upon deprotection of the N-Boc and the methyl ester groups in 11, the crucial cyclization formation was achieved using PyBOP to provide the desired macrolactam 16, a potential key precursor for 1. Further investigations concerning the transformation of 16 to the target molecule 1 were also described.
収録刊行物
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- 東北薬科大学研究誌
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東北薬科大学研究誌 (54), 33-47, 2007-12
仙台 : 東北薬科大学
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詳細情報 詳細情報について
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- CRID
- 1050564287556441216
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- NII論文ID
- 110007124394
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- NII書誌ID
- AA1149311X
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- ISSN
- 1345157X
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- NDL書誌ID
- 9531904
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- 本文言語コード
- ja
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- 資料種別
- departmental bulletin paper
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- データソース種別
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- IRDB
- NDL
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