整体合成的蓝巴克天然产品巴尔加克拉米德B
Arnaldo X Torres-Hernandez1, Prathibha Desman1, Thi Nguyen1
1Department of Chemistry, Kansas State University, 1212 Mid-Campus Drive, 203 CBC, Manhattan, KS, 66506, USA.
Chemistry (Weinheim an der Bergstrasse, Germany)
|November 5, 2023
概括
研究人员使用17个步骤的途径实现了Balgacyclamide B的首次完全合成,Balgacyclamide B是一种强有力的抗寄生虫菌素. 这一突破使得未来能够合成类似的化合物,如Balgacyclamide A和C.
科学领域:
- 自然产品化学 自然产品化学
- 有机合成 有机合成
- 药用化学 医学化学
背景情况:
- 巴尔加西克拉米德A-C是来自Microcystis aeruginosa的自然产物.
- 这些化合物具有氧化 - 醇核心,多个立体中心,并表现出抗寄生虫活性.
- 巴尔加西克拉米德B对菌,Trypanosoma brucei rhodesiense和Leishmania donovani有活性的作用.
研究的目的:
- 报告Balgacyclamide B的第一个总合成.
- 建立一种可适应巴尔加胺A和C的合成途径.
- 突显在立体选择性合成中循环化条件的重要性.
主要方法:
- 设计和执行了17个步骤的合成路径.
- 脱水循环化策略被用于立体化学控制.
- 合成的重点是构建宏环结构.
主要成果:
- 第一个巴尔加环胺B的全合成成功完成.
- 在17个步骤的过程中,总收益率为2%.
- 开发的合成策略可以合成巴尔加胺A和C.
结论:
- 巴尔加西克拉米德B的总合成为获得相关的青菌素天然产品提供了至关重要的基础.
- 这项研究强调了优化循环条件对复杂宏观循环的立体控制合成的重要性.
- 这项工作为进一步探索balgacyclamides作为潜在的抗寄生虫剂开辟了道路.
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