Hughes Rachael A, Moody Christopher J
Department of Chemistry, University of Oslo, P.O. Box 1033, Blindern, 0315-Oslo, Norway.
Angew Chem Int Ed Engl. 2007;46(42):7930-54. doi: 10.1002/anie.200700728.
Amino acids, the building blocks of proteins, also serve as precursors to a wide range of other naturally occurring substances including alkaloids, antibiotics, and, the subject of this Review, heterocyclic peptides. Simple alpha-amino acids are converted into complex arrays of heteroaromatic rings that display interesting and potent biological activity. The thiopeptide antibiotics, with their complex molecular architectures, are wonderful examples. In this Review we show how organic chemists have developed innovative methods for the synthesis of the heterocyclic ring systems, including routes inspired by the likely biosynthetic processes, and successfully assembled such building blocks into the final target molecule by application of orthogonal protecting groups and coupling methodologies.
氨基酸作为蛋白质的组成单元，也是多种其他天然存在物质的前体，包括生物碱、抗生素以及本综述的主题——杂环肽。简单的α-氨基酸可转化为具有有趣且强大生物活性的复杂杂芳环阵列。硫肽抗生素以其复杂的分子结构就是很好的例子。在本综述中，我们展示了有机化学家如何开发出合成杂环体系的创新方法，包括受可能的生物合成过程启发的路线，并通过应用正交保护基和偶联方法成功地将这些结构单元组装成最终的目标分子。
