Preparation of diazabicyclo[4.3.0]nonene-based peptidomimetics.
Preparation of diazabicyclo[4.3.0]nonene-based peptidomimetics.
复制标题
基于二氮杂双环[4.3.0]壬烯的拟肽的制备。
DOI：
10.1021/jo071074x
复制
发表时间：
2007
期刊：
影响因子：
--
通讯作者：
Bartlett,PaulA
中科院分区：
文献类型：
--
作者：
Hutton,CraigA;Bartlett,PaulA
已经制备了几种官能化的二氮杂双环[4.3.0]壬烯和其他杂环化合物作为潜在的肽模拟物支架。本研究开发了一种制备N-取代γ-内酰胺的新方法13。通过Hg离子介导的N-氨丙基-γ-硫代内酰胺环化反应和随后的官能团操作，合成了含脒基的1，5-二氮杂双环[4.3.0]壬烯43和44。双环43代表了潜在的肽转角模拟物的新型支架，其中44可能被用作连接到肽的C-末端的α-螺旋模板。这些化合物是对目前小分子限制性肽模拟物范围的新的补充。
Several functionalized diazabicyclo[4.3.0]nonenes and other heterocycles have been prepared as potential peptidomimetic scaffolds. A novel and efficient method has been developed for the preparation ofN-substituted γ-lactams13. Preparation of amidine-containing 1,5-diazabicyclo[4.3.0]nonenes43and44has been achieved through Hg-mediated cyclization of the precursorN-aminopropyl-γ-thiolactams and subsequent functional group manipulation. Bicycle43represents a novel scaffold for potential peptide turn mimetics, whereas44could potentially be employed as an α-helix template attached to the C-terminus of peptides. These compounds are novel additions to the current range of small-molecule constrained peptidomimetics.