Design and Synthesis of Exocyclic Cyclitol Aziridines as Potential Mechanism‐Based Glycosidase Inactivators
作者:Tim P. Ofman、Gijsbert A. van der Marel、Jeroen D. C. Codée、Hermen S. Overkleeft
DOI:10.1002/ejoc.202300186
日期:——
Eight exocyclic aziridine cyclitols were synthesized, envisioned as putative covalent inhibitors of inverting glucosidases. The constructs, bearing a range of electron withdrawing moieties, were obtained efficiently through an aza-Michael initiated ring closure reaction (aza-MIRC) on validamine or 1-epi-validamine. The synthetic methodologies and inhibitor design presented here can fuel the future
合成了八个环外氮丙啶环醇,被设想为转化糖苷酶的推定共价抑制剂。通过对有效胺或 1- epi -validamine 的氮杂迈克尔引发的闭环反应 (aza-MIRC),可以有效地获得带有一系列吸电子部分的构建体。这里介绍的合成方法和抑制剂设计可以推动未来发现转化糖苷酶的共价抑制剂。