通过生物模拟骨重组方法合成布斯皮罗斯坦A
Yu Wang1, Hailong Tian1, Jinghan Gui1
1CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai200032, China.
Journal of the American Chemical Society
|November 11, 2021
概括
研究人员首次实现了Bufospirostenin A的生物模拟合成, 这些高效的合成为生物类固醇的生物发生提供了关键的见解.
科学领域:
- 自然产品合成
- 有机化学
- 生物模拟化学
背景情况:
- 布福斯皮罗斯宁A是第一个从动物来源分离出来的螺旋醇.
- 它具有独特而复杂的5/7/6/5/6六环结构.
研究的目的:
- 开发有效的Bufospirostenin A生物模拟合成.
- 为拟议的生物遗传途径提供实验证据.
主要方法:
- 使用随时可用的类固醇乳作为起始材料.
- 在A/B环构造中采用光桑托尼重新排列和瓦格纳-米尔维恩重新排列.
- 含有介导的烯酸化和化E2反应以转化烯酸.
主要成果:
- 在七到九个步骤中成功合成了Bufospirostenin A.
- 证明了重组用于构建类固醇框架的有用性.
- 使用化学实现了具有挑战性的转化.
结论:
- 开发的合成途径是高效和仿生.
- 这些合成验证了5~10~1) 生物类固醇的拟议生物遗传途径.
- 这项工作扩大了对螺旋生物合成和合成的理解.
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