García Pablo Anselmo, de Oliveira Alaíde Braga, Batista Ronan
Departamento de Química Farmacéutica, Facultad de Farmacia, Universidad de Salamanca, Campus Miguel de Unamuno, 37007 Salamanca, Spain.
Molecules. 2007 Mar 13;12(3):455-83. doi: 10.3390/12030455.
This paper presents a review on kaurane diterpenes and their glycoside derivatives, covering aspects of their occurrence, biological activities and the synthesis of these natural products and their analogues. First, it shows and classifies diterpenes, in accordance with the already established structural criteria in the literature. Then, kaurane diterpenes are presented, focusing on their chemical structures, occurrence in the plant kingdom and their main, recently described, biological activities. Moreover, the most significant works, published between 1964 and November 2006, which describe the total synthesis or structural transformations of some kaurane diterpenes, including either semisynthetic and/or microbiological methodologies, are consisely reviewed. At this point, some general considerations on glycosides are introduced, and kaurane glycosides are presented and discussed on the basis of their toxic importance and occurrence in the plant kingdom, having focused on related aspects of their biological activities and the relationships between these activities and the structural factors of their molecules. Finally, the principal methods of glycosidation by enzymatic and chemical processes are both presented, and a few papers on the synthesis of kaurane glycosides are succinctly discussed.
本文对贝壳杉烷二萜及其糖苷衍生物进行了综述,涵盖了它们的存在情况、生物活性以及这些天然产物及其类似物的合成。首先,根据文献中已确立的结构标准对二萜进行了展示和分类。然后,介绍了贝壳杉烷二萜,重点阐述了它们的化学结构、在植物界的存在情况以及最近描述的主要生物活性。此外,还简要回顾了1964年至2006年11月间发表的一些最重要的研究成果,这些研究描述了一些贝壳杉烷二萜的全合成或结构转化,包括半合成和/或微生物方法。此时,引入了关于糖苷的一些一般性考虑,并基于贝壳杉烷糖苷在植物界的毒性重要性和存在情况进行了介绍和讨论,重点关注了它们生物活性的相关方面以及这些活性与分子结构因素之间的关系。最后,介绍了酶促和化学过程的主要糖苷化方法,并简要讨论了几篇关于贝壳杉烷糖苷合成的论文。