Інгібування глутатіон-S-трансфераз калікс[4]аренфосфіновими кислотами

Calix[4]arene-, thiacalix[4]arene- and sulfonylcalix[4]arene-based derivatives with upper rim phosphinic acid groups were studied as inhibitors of glutathione S-transferases. It was found that the macrocyclic compounds can exhibit good to potent activity against GST from equine liver and human recom...

Full description

Saved in:
Bibliographic Details
Date:2022
Main Authors: Kobzar, Oleksandr L., Shulha, Yuriy V., Buldenko, Vladyslav M., Drapailo, Andriy B., Kalchenko, Vitaly I., Vovk, Andriy I.
Format: Article
Language:English
Published: V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine 2022
Subjects:
Online Access:https://bioorganica.com.ua/index.php/journal/article/view/16
Tags: Add Tag
No Tags, Be the first to tag this record!
Journal Title:Ukrainica Bioorganica Acta

Institution

Ukrainica Bioorganica Acta
Description
Summary:Calix[4]arene-, thiacalix[4]arene- and sulfonylcalix[4]arene-based derivatives with upper rim phosphinic acid groups were studied as inhibitors of glutathione S-transferases. It was found that the macrocyclic compounds can exhibit good to potent activity against GST from equine liver and human recombinant GSTA1-1, while being selective over the enzyme from human placenta and GSTP1-1. The thiacalix[4]arene phosphinic acid was the most active inhibitor of equine liver GST and GSTA1-1 with IC50 values of 85 nM and 50 nM, respectively. Kinetic studies revealed that the inhibition was of non-competitive type concerning both enzyme substrates, glutathione, and 1-chloro-2,4-dinitrobenzene. Molecular docking was carried out to predict possible binding sites for thiacalix[4]arene-based phosphinic acid on the surface of homodimeric GSTA1-1.