Exploration of 3‐substituted benzofuran‐tethered sulfamoyl triazoles as carbonic anhydrase inhibitors: Design, synthesis and biological evaluation - Publication - Bridge of Knowledge

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Exploration of 3‐substituted benzofuran‐tethered sulfamoyl triazoles as carbonic anhydrase inhibitors: Design, synthesis and biological evaluation

Abstract

This study reports the design and synthesis of benzofurantethered sulfamoyl triazoles. These compounds were evaluated against two human carbonic anhydrases (hCA I and II) and three carbonic anhydrases from the bacterial pathogen Mycobacterium TB, (mtCA1–3). The findings indicated that molecules featuring triazolyl benzene-3-sulfonamide were significantly more selective for mtCA 1–3 than hCA I and II. In contrast, across the generated molecules, benzofuran with triazolyl benzene-4-sulfonamide demonstrated greater selectivity for hCA II than mtCAs. Among these compounds, 3F4 showed the greatest suppression of mtCA2, with a Ki value of 0.0052 μM. 4F1 demonstrated essential and focused inhibition of hCA II, with a Ki value of 0.0094 μM, Compound 3F4 is 439 times more selective to mtCA2 than hCA I, and 47 times more selective than hCAII. Additionally, when examined for antitubercular activity, these compounds showed MIC values for Mtb H37Rv strain inhibition in the range of moderate to good with 4-128 μg/mL.

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Category:
Articles
Type:
artykuły w czasopismach dostępnych w wersji elektronicznej [także online]
Published in:
CHEMMEDCHEM
ISSN: 1860-7179
Language:
English
Publication year:
2025
Bibliographic description:
Singampalli A., Bandela R., Bakchi B., Giovannuzzi S., Biernacki K., Agnivesh P. K., Nanduri S., Kalia N. P., Supuran C. T., Yaddanapudi V. M., Exploration of 3‐substituted benzofuran‐tethered sulfamoyl triazoles as carbonic anhydrase inhibitors: Design, synthesis and biological evaluation, CHEMMEDCHEM, 2025,10.1002/cmdc.202500080
DOI:
Digital Object Identifier (open in new tab) 10.1002/cmdc.202500080
Verified by:
Gdańsk University of Technology

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