Cornu Ivan, Häussinger Daniel, Prescimone Alessandro, Tiefenbacher Konrad
Department of Chemistry, University of Basel, Mattenstrasse 22, 4058 Basel, Switzerland.
Department of Biosystems Science and Engineering, ETH Zurich, Klingelbergstrasse 48, 4056 Basel, Switzerland.
JACS Au. 2025 Jun 27;5(7):3021-3026. doi: 10.1021/jacsau.5c00492. eCollection 2025 Jul 28.
Meroterpenoids are a subclass of terpenes that consist of a nonterpene part, that is, in many cases, an aryl residue, linked to a terpene component. Their biosynthesis involves the attachment of the aryl group to the tail end of the acyclic terpene part, followed by terpene cyclization. Here we explore an alternative method for accessing meroterpenoids. The terpene cyclization is performed in the presence of arenes that trap key cationic intermediates in an intermolecular fashion. Our study demonstrates the feasibility of this approach that, to our knowledge, has not been reported before. It enables direct access to the novel meroterpenoid chemical space.
杂萜类化合物是萜类化合物的一个亚类，由一个非萜烯部分（即在许多情况下为一个芳基残基）与一个萜烯成分相连组成。它们的生物合成涉及芳基连接到无环萜烯部分的末端，随后进行萜烯环化。在这里，我们探索了一种获取杂萜类化合物的替代方法。萜烯环化是在芳烃存在的情况下进行的，芳烃以分子间方式捕获关键的阳离子中间体。我们的研究证明了这种方法的可行性，据我们所知，此前尚未有相关报道。它能够直接进入新型杂萜类化合物的化学空间。
