Schwarzwalder Gregg M, Vanderwal Christopher D
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, CA 92697-2025, USA.
European J Org Chem. 2017 Mar 27;2017(12):1567-1577. doi: 10.1002/ejoc.201601418. Epub 2017 Feb 16.
The halenaquinol family of naphthoquinol natural products includes a few closely related polycyclic compounds that feature an activated, electrophilic furan ring. This motif is likely responsible for the rich biological activity attributed to these secondary metabolites. Their interesting structures-related via their electrophilic furan to the biologically important furanosteroids-and their activities prompted significant efforts by organic chemists that resulted in many strategically compelling laboratory syntheses of these targets. These different strategies are compared and contrasted in this Microreview, and the authors' recent work on the structurally different but biogenetically related natural product exiguaquinol is put into the context of the previous studies on halenaquinol-type targets.
萘醌类天然产物中的卤萘醌家族包含一些紧密相关的多环化合物，其特征是具有一个活性亲电呋喃环。这个结构单元可能是这些次生代谢产物具有丰富生物活性的原因。它们有趣的结构（通过亲电呋喃与具有重要生物学意义的呋喃甾体相关）以及它们的活性促使有机化学家付出了巨大努力，从而实现了许多针对这些目标的具有战略吸引力的实验室合成。本微型综述对这些不同策略进行了比较和对比，并将作者最近对结构不同但生源相关的天然产物exiguaquinol的研究置于之前对卤萘醌类目标的研究背景中。
