College of Pharmacy, Yeungnam University, Gyeongsan 38541, Korea.
Advanced Bio Convergence Center, Pohang Technopark Foundation, Pohang 37668, Korea.
Molecules. 2018 Nov 27;23(12):3107. doi: 10.3390/molecules23123107.
Diarylheptanoids are a family of plant secondary metabolites with a 7 carbon skeleton possessing two phenyl rings at the 1- and 7-positions. They can be subdivided into acyclic and cyclic diarylheptanoids where the latter are further divided into ,-bridged biphenyls ([7.0]metacyclophanes) and ,-bridged diphenyl ether heptanoids (oxa[7.1]metapara-cyclophanes). Since the isolation of curcumin from the rhizomes of turmeric () in 1815 which was named curcumin, a variety of diarylheptanoids have been isolated from a number of plant families such as Aceraceae, Actinidiaceae, Betulaceae, Burseraceae, Casuarinaceae, Juglandaceae, Leguminosae, Myricaceae, and Zingiberaceae. Earlier studies on these diarylheptanoids have been summarized on several occasions, of which the main themes only focus on isolation, structure elucidation, and the biological properties of linear types. Only a few have covered cyclic diarylheptanoids and their chemical synthesis has been covered lastly by Zhu et al. in 2000. The present paper has, therefore, covered recent progress in cyclic diarylheptanoids focusing on the isolation, structural and biological features, and chemical synthesis.
二芳基庚烷类化合物是一类具有 7 个碳原子骨架的植物次生代谢产物,在 1 位和 7 位上各有一个苯环。它们可以分为非环和环二芳基庚烷类化合物,后者进一步分为[7.0]桥联联苯([7.0]metacyclophanes)和[7.1]桥联二苯醚庚烷类化合物(氧杂[7.1]metapara-环庚烷)。自 1815 年从姜黄根茎中分离出姜黄素以来,已经从许多植物科中分离出了多种二芳基庚烷类化合物,如槭科、猕猴桃科、桦木科、柏科、木麻黄科、胡桃科、豆科、杨梅科和姜科。这些二芳基庚烷类化合物的早期研究已经在多次会议上进行了总结,其中的主题主要集中在分离、结构阐明和线性类型的生物特性上。只有少数涉及环状二芳基庚烷类化合物,其化学合成最后由 Zhu 等人在 2000 年报道。因此,本文主要综述了环状二芳基庚烷类化合物的最新研究进展,包括分离、结构和生物特征以及化学合成。