Pattabiraman Vijaya R, Stymiest Jake L, Derksen Darren J, Martin Nathaniel I, Vederas John C
Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada T6G 2G2.
Org Lett. 2007 Feb 15;9(4):699-702. doi: 10.1021/ol063133j.
Chemical synthesis of lantibiotic analogues wherein monosulfide bridges are replaced with other groups can shed light on structure-activity relationships and generate variants that are resistant to aerobic oxidation and have better metabolic stability. This work describes the first complete synthesis of a carbocyclic lantibiotic analogue 2, using sequential on-resin ring-closing olefin metathesis and solution-phase peptide synthesis. The methodology described should find wide application for the preparation of rigidified peptidomimetics containing multiple carbocyclic rings. [structure: see text].
羊毛硫抗生素类似物的化学合成中，单硫键被其他基团取代，这有助于阐明构效关系，并产生对需氧氧化具有抗性且具有更好代谢稳定性的变体。这项工作描述了一种碳环羊毛硫抗生素类似物2的首次全合成，采用了顺序的树脂上闭环烯烃复分解反应和溶液相肽合成。所描述的方法应该会在制备含有多个碳环的刚性化拟肽方面得到广泛应用。[结构：见正文]
