P-60 抗HIV活性物質13-オキシインゲノールの合成研究(ポスター発表の部)
書誌事項
- タイトル別名
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- P-60 Synthetic Study of 13-Oxyingenol(Poster Presentation)
抄録
13-Oxyingenol (1) and ingenol (2) are diterpenoids isolated from the plants of Euphorbia sp. They and their analogs have interesting bioactivities. Particularly, 13-oxyingenol derivatives such as RD4-2138 have a strong anti-HIV activity. The structural features of ingenol and 13-oxyingenol are a high degree of oxygenation and a highly strained inside-outside bicylcic ring system. The molecular complexity of ingenol derivatives, in conjunction with their potent biological activities, has made them attractive synthetic targets. We planed the synthesis of 13-oxyingenol (1) by using ring-closing olein metathesis strategy. The starting point for this work was the construction of the β-ketoester 3 from 2-(4-hydroxyphenyl)ethanol. We stereoselectively introduced the methyl group to C-11 by using diastereoselective hydrogenation, to give β-ketoester 3 with desired stereochemistry. Then, we achieved the construction of the full carbon framework of 13-oxyingenol by using intramolecular spirocyclization and ring closing olefin metathesis as key steps. Further approach to 13-oxyingenol is currently underway in our group and will be reported in the symposium.
収録刊行物
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- 天然有機化合物討論会講演要旨集
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天然有機化合物討論会講演要旨集 50 (0), 719-724, 2008
天然有機化合物討論会実行委員会
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詳細情報 詳細情報について
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- CRID
- 1390001206078484736
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- NII論文ID
- 110007066659
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- ISSN
- 24331856
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- CiNii Articles
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- 抄録ライセンスフラグ
- 使用不可