2-Mercaptobenzoxazoles: a class of carbonic anhydrase inhibitors with a novel binding mode to the enzyme active site.

doi:10.1039/d0cc02857f

Paper

2-Mercaptobenzoxazoles: a class of carbonic anhydrase inhibitors with a novel binding mode to the enzyme active site.

Published Jun 23, 2020 · M. Bozdağ, C. Supuran, D. Esposito

Chemical communications

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Abstract

2-Mercaptobenzoxazole is a widely used organic scaffold in medicinal chemistry. By means of kinetic and structural studies, we demonstrate that this molecule can effectively be used to inhibit hCAs showing a peculiar binding mode. The results reported here can pave the way for the development of selective CA inhibitors.

Study Snapshot

2-Mercaptobenzoxazole effectively inhibits human carbonic anhydrase with a novel binding mode, potentially leading to the development of selective CA inhibitors.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

2-Mercaptobenzoxazoles: a class of carbonic anhydrase inhibitors with a novel binding mode to the enzyme active site.

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References

Metal-free C–H mercaptalization of benzothiazoles and benzoxazoles using 1,3-propanedithiol as thiol source

This study presents a facile and effective metal-free C-H mercaptalization strategy for the synthesis of 2-mercaptobenzothiazoles and 2-mercaptobenzoxazoles using 1,3-propanedithiol as thiol source in the presence of potassium hydroxide and

Inhibition of carbonic anhydrases by a substrate analog: benzyl carbamate directly coordinates the catalytic zinc ion mimicking bicarbonate binding.

N-unsubstituted carbamates effectively inhibit carbonic anhydrases and can serve as lead compounds for developing carbonic anhydrase inhibitors with a binding mode similar to bicarbonate.

Microwave-Enhanced On-Water Amination of 2-Mercaptobenzoxazoles To Prepare 2-Aminobenzoxazoles.

Microwave-enhanced on-water amination of 2-mercaptobenzoxazoles produces 2-aminobenzoxazoles, a key intermediate in the synthesis of Suvorexant, in a short reaction time and with low environmental impact.

Benzoxazole derivatives: design, synthesis and biological evaluation

Benzoxazole analogues 1, 10, 13, 16, 19, 20, and 24 show high antimicrobial activity and compounds 4, 6, 25 and 26 show best anticancer activity compared to 5-fluorouracil.

Identification and development of benzoxazole derivatives as novel bacterial glutamate racemase inhibitors.

Compound 22 shows potential as a novel Mycobacterium tuberculosis inhibitor by effectively inhibiting glutamate racemase, a key enzyme in cell wall biosynthesis.

Citations

Indole Derivatives Bearing Imidazole, Benzothiazole-2-Thione or Benzoxazole-2-Thione Moieties—Synthesis, Structure and Evaluation of Their Cytoprotective, Antioxidant, Antibacterial and Fungicidal Activities

Indole derivatives bearing imidazole, benzothiazole-2-thione, or benzoxazole-2-thione moieties show excellent cytoprotective effects, antibacterial, and fungicidal activities, potentially aiding in the development of effective antioxidants and antimicrobial agents.

Modelling a multi-stage batch reactor for the immobilization of Fe(III) ions using humic acid and 2-mercaptobenzoxazole fabricated organo-clay

The novel organo-clay adsorbent NaMMT-HA-MBO effectively removes Fe(III) ions from water systems, ensuring reusability and stability.

Synthesis, Bioactivity Assessment, and Molecular Docking of Non-sulfonamide Benzimidazole-Derived N-Acylhydrazone Scaffolds as Carbonic Anhydrase-II Inhibitors

New benzimidazole-derived N-acylhydrazone scaffolds show potential as potent carbonic anhydrase-II inhibitors, with some showing higher inhibition than standard acetazolamide.

Benzyl alcohol inhibits carbonic anhydrases by anchoring to the zinc coordinated water molecule.

Benzyl alcohol acts as a micromolar carbonic anhydrase II inhibitor by anchoring to the enzyme active site through an H-bond interaction with the zinc bound solvent molecule.