Spectrophotometric determination of α-hydroxytropolone pKa values: A structure-acidity relationship study

TETRAHEDRON LETTERS

卷:60

Article

Stasiak, John P.¹  Grigoryan, Alexandre¹  Murelli, Ryan P.^1,2 

[1] CUNY Brooklyn Coll, Dept Chem, 2900 Bedford Ave, Brooklyn, NY 11210 USA

[2] CUNY, Grad Ctr, PhD Program Chem, 365 Fifth Ave, New York, NY 10016 USA

关键词: alpha-Hydroxytropolones;    Spectrophotometric pKa determination;    Tropolones;    Metal-binding fragment;   

DOI  :  10.1016/j.tetlet.2019.05.034

来源: Elsevier

【 摘 要 】

alpha-Hydroxytropolones (alpha HTs) have a wealth of biological activity owing to their ability to serve as metal binding fragments for many therapeutically valuable dinuclear metalloenzymes. They also have the potential to exist in as many as 4 protonation states under aqueous acidic or basic conditions. The following details how UV absorption can be used to generate pK(a) values on a series of alpha HTs. The studies also provide some knowledge into how the acidity and basicity change with some different functional groups. These studies thus provide new strategies and knowledge that could be valuable in leveraging alpha HTs as metal-binding fragments in drug-development pursuits. (C) 2019 Elsevier Ltd. All rights reserved.

【 授权许可】

Free