イソリアノダン・ディテルペン (+) -パーセアノールの16段階の合成
Arthur Han1, Yujia Tao1, Sarah E Reisman2
1Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, USA.
Nature
|September 27, 2019
まとめ
研究 者 たち は 16 段階 の プロセス を 用い て,天然 の 殺虫剤 化合物 で ある (+) パーセアノール を 合成 し まし た. 複雑なディターペンのこの効率的な合成は 害虫駆除剤に新しい道を開きます
科学分野:
- 自然製品化学
- 有機合成
- 昆虫 毒学
背景:
- (+) ペルセアノールは,ペルセア・インディカのイソリアノダン・ディターペンで,殺虫剤の性質があります.
- カルシウムチャネル (リアノジン受容体) の調節剤である (+) リアノジンと構造的に関連している.
- ペルセアノールのようにエステル群が欠けているイソリアノダンは,選択的な殺虫剤の活性を示す可能性があります.
研究 の 目的:
- (+) パーセアノールの化学合成を実現する.
- 複雑な,高度に酸化されたディターペンのための効率的な経路を開発する.
主な方法:
- 16段階の合成が (R) -プレゴンから始まる.
- テトラサイクルのコアを作るために 2段階の無効化を使った.
- 収束した断片結合と戦略的酸化を用いた.
主要な成果:
- (+) パーセアノールの合成が成功
- 複雑な二酸化炭素への経路を示した.
- サイクロペンチル単位からテトラサイクルのコアを組み立てる方法が確立された.
結論:
- 合成は (+) パーセアノールへの有効な経路を提供します.
- 合成戦略は複雑な天然製品に対して有効です.
- この研究は,殺虫剤のディターペンの合成を進める.
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