Chemoenzymatic Oxidation of Labdane and Formal Synthesis of Nimbolide,Journal of the American Chemical Society

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Chemoenzymatic Oxidation of Labdane and Formal Synthesis of Nimbolide
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2024-09-14 , DOI: 10.1021/jacs.4c07956
Xiaotao Liu ₁ , Yaoyao Xu ₁ , Lingling Li ₂ , Jian Li ₁

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In nature, basic terpene skeletons are produced and subsequently undergo enzymatic or nonenzymatic oxidative transformations, leading to diverse structural variations. To date, thousands of natural products featuring a variety of oxidation patterns have been isolated solely from the labdane family. This work describes a strategy for the comprehensive introduction of oxidation states into the labdane core by employing a combination of enzyme library screening, directed evolution, and sequential chemical oxidation processes. Furthermore, we showcase the functional viability of our chemoenzymatic approach by accomplishing a formal synthesis of nimbolide, highlighting its potential for streamlining the synthesis of complex natural products.

中文翻译：

拉丹烷的化学酶氧化和印楝内酯的正式合成

在自然界中，会产生基本的萜烯骨架，并随后进行酶促或非酶促氧化转化，导致不同的结构变化。迄今为止，已经从拉丹烷家族中分离出数千种具有各种氧化模式的天然产物。这项工作描述了一种通过结合酶库筛选、定向进化和顺序化学氧化过程将氧化态全面引入拉丹烷核心的策略。此外，我们通过完成印楝内酯的正式合成，展示了化学酶方法的功能可行性，强调了其简化复杂天然产物合成的潜力。

更新日期：2024-09-14

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