Kinetically Selective Inhibitors of Human Carbonic Anhydrase Isozymes I, II, VII, IX, XII, and XIII

Journal of Medicinal Chemistry
Vladimir O TalibovU Helena Danielson

Abstract

To get a better understanding of the possibility of developing selective carbonic anhydrase (CA) inhibitors, interactions between 17 benzenesulphonamide ligands and 6 human CAs (full-length CA I, II, VII, and XIII and catalytic domains of CA IX and XII) were characterized using surface plasmon resonance and fluorescent-based thermal shift assays. Kinetics revealed that the strongest binders had subnanomolar affinities with low dissociation rates (i.e., kd values around 1 × 10(-3) s(-1)) or were essentially irreversible. Chemodynamic analysis of the interactions highlighted an intrinsic mechanism of the CA-sulphonamide interaction kinetics and showed that slow dissociation rates were mediated by large hydrophobic contacts. The studied inhibitors demonstrated a high cross-reactivity within the protein family. However, according to chemical phylogenetic analysis developed for kinetic data, several ligands were found to be selective against certain CA isozymes, indicating that it should be possible to develop selective CA inhibitors suitable for clinical use.

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Citations

Aug 16, 2016·Nature Reviews. Drug Discovery·Jean-Paul RenaudHerbert Nar
Aug 25, 2016·Journal of Enzyme Inhibition and Medicinal Chemistry·Justina KazokaitėDaumantas Matulis
Feb 6, 2017·Analytical Biochemistry·Joana SmirnovienėDaumantas Matulis
Feb 23, 2021·Journal of Enzyme Inhibition and Medicinal Chemistry·Alessio NocentiniClaudiu T Supuran
Jun 5, 2021·RSC Medicinal Chemistry·Doris A SchuetzGerhard F Ecker
Feb 22, 2018·Journal of Medicinal Chemistry·Vaida LinkuvienėDaumantas Matulis
Nov 14, 2020·Journal of Chemical Information and Modeling·Nurlybek AmangeldiulyMaxim V Fedorov
Jun 6, 2018·Journal of Medicinal Chemistry·Wei HuXun Li

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