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Multimeric xanthates as carbonic anhydrase inhibitors.

Marta Abellán-Flos¹, Muhammet Tanç², Claudiu T Supuran²

¹a Laboratoire de Chimie Bio-Organique, Département de Chimie, Académie Louvain , University of Namur (UNamur) , Namur , Belgium and.

Journal of Enzyme Inhibition and Medicinal Chemistry

|August 4, 2015

Summary

Researchers developed novel multimeric xanthates for enzyme inhibition. These compounds show enhanced potency and selectivity against carbonic anhydrases (CAs), demonstrating a significant multivalent effect.

Keywords:

Carbonic anhydrases enzyme inhibitors multivalent inhibitors xanthates

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Area of Science:

Biochemistry
Medicinal Chemistry

Background:

Multivalent inhibition is a growing field, primarily studied in carbohydrate-processing enzymes.
Carbonic anhydrases (CAs) are crucial metalloenzymes involved in vital biological processes.
Previous research has not extensively explored multivalent inhibition strategies for CAs.

Purpose of the Study:

To synthesize and evaluate multimeric xanthate compounds for carbonic anhydrase inhibition.
To investigate the potency and selectivity of these multivalent inhibitors against various CA isoforms.
To establish the first instance of multivalent xanthate inhibition for carbonic anhydrases.

Main Methods:

Synthesis of six multivalent xanthate compounds with varying numbers of xanthate moieties (3, 4, and 6).
Preparation of corresponding monovalent xanthate analogues for comparison.
Biochemical assays to determine inhibitory activity and selectivity against four human carbonic anhydrase (hCA) isoforms.

Main Results:

Some multimeric xanthates exhibited stronger inhibition than their monovalent counterparts.
Specific multimer molecules (18 and 20) demonstrated significant improvements in ligand affinity per xanthate unit for hCA I.
The multivalent presentation of xanthates influenced the selectivity of inhibition across different CA isoforms.

Conclusions:

Multimeric xanthates represent a promising strategy for potent and selective carbonic anhydrase inhibition.
The study confirms a clear multivalent effect in xanthate-based CA inhibition.
This work expands the application of multivalent inhibition to metalloenzymes beyond carbohydrate-processing enzymes.