Oligostilbenoids are a group of natural products derived from the oxidative coupling of C₆–C₂–C₆ units found in some plant families. A structurally diverse chemical pool is produced after the successive regioselective and stereoselective oligomerization of resveratrol. This review describes the current status and knowledge of the structure of resveratrol oligomers (ROs) in Dipterocarpaceaeous plants (DPs). Beginning with the recently validated formation of ROs in DPs, each downstream conversion is described from the perspective of the resveratrol coupling mode. Particular emphasis is placed upon the regioselectivity of monomer- and dimer-derived radical–radical coupling processes, which are responsible for producing dimers, trimers, and tetramers with various cyclic frame skeletons, as well as related processes that result in highly condensed scaffolds, such as hexamers and octamers. Trimers in oxidized, dearomatized, and rearranged forms are also summarized, as well as the biogenic relationship between the compounds. Furthermore, emphasis is placed on the O- and C-glucosides of ROs, as well as on the hetero-coupled ROs. In addition, several stereoisomers that originate from asymmetric carbons and the stereochemistry with respect to the conformation due to the chiral axis are described. Besides, NMR spectroscopic properties such as coalescence and anisotropy are briefly described. Approaches to determine absolute configuration are also summarized.

中文翻译：

---

龙脑香植物中的白藜芦醇低聚物结构。


低聚芪类化合物是一组天然产物，源自某些植物科中发现的 C ₆ –C ₂ –C ₆单元的氧化偶联。白藜芦醇经过连续的区域选择性和立体选择性低聚后，产生了结构多样化的化学库。本综述描述了龙脑香植物 (DP) 中白藜芦醇低聚物 (RO) 结构的现状和知识。从最近验证的 DP 中 RO 的形成开始，从白藜芦醇偶联模式的角度描述了每个下游转化。特别强调单体和二聚体衍生的自由基-自由基偶联过程的区域选择性，该过程负责产生具有各种环状框架骨架的二聚体、三聚体和四聚体，以及导致高度浓缩的支架的相关过程，例如如六聚体和八聚体。还总结了氧化、脱芳构和重排形式的三聚体，以及化合物之间的生物源关系。此外，重点关注RO的O-和C-葡萄糖苷，以及杂耦合的RO。此外，还描述了源自不对称碳的几种立体异构体以及关于手性轴构象的立体化学。此外，还简要描述了聚结性和各向异性等核磁共振光谱特性。还总结了确定绝对构型的方法。