259263-40-6Relevant articles and documents
Development of Noviomimetics as C-Terminal Hsp90 Inhibitors
Anyika, Mercy,McMullen, Mason,Forsberg, Leah K.,Dobrowsky, Rick T.,Blagg, Brian S. J.
, p. 67 - 71 (2016/02/03)
KU-32 and KU-596 are novobiocin-derived, C-terminal heat shock protein 90 (Hsp90) modulators that induce Hsp70 levels and manifest neuroprotective activity. However, the synthetically complex noviose sugar requires 10 steps to prepare, which makes translational development difficult. In this study, we developed a series of "noviomimetic" analogues of KU-596, which contain noviose surrogates that can be easily prepared, while maintaining the ability to induce Hsp70 levels. Both sugar and sugar analogues were designed, synthesized, and evaluated in a luciferase reporter assay, which identified compound 37, a benzyl containing noviomimetic, as the most potent inducer of Hsp70.
Structural evidence that alkoxy substituents adopt electronically preferred pseudoaxial orientations in six-membered ring dioxocarbenium ions
Chamberland, Stephen,Ziller, Joseph W.,Woerpel
, p. 5322 - 5323 (2007/10/03)
Nucleophilic substitution reactions of monosubstituted tetrahydropyran acetals give opposite selectivities when a remote alkyl or alkoxy substituent is present at C-4. Coupled with earlier computational reports on the intermediates of glycosylation reacti
