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Bioorg Med Chem Lett ; 92: 129391, 2023 08 15.
Artículo en Inglés | MEDLINE | ID: mdl-37369331

RESUMEN

A series of 2-(tetrazol-5-yl)sulfonylacetamide derivatives were synthesized and evaluated for their in vitro inhibitory activity against Mycobacterium tuberculosis (Mtb) and Mycobacterium marinum (Mm). The most active compounds exhibited in vitro MIC90 values of 1.25 µg/mL against Mtb, but they were less effective against Mm (MIC90 ≥ 10 µg/mL). Despite the most active compounds having favourable physicochemical properties and one of them having a half-life of ∼3 h when incubated with mouse liver microsomes, two representative highly active compounds showed strong chemical reactivity to cysteine derivatives, as surrogate in vivo sulfur-centred nucleophiles, indicating excessive electrophilicity, and therefore, likely indiscriminate chemical reactivity in vivo, representing an unacceptably high risk of general toxicity, and low likelihood of being therapeutically effective.


Asunto(s)
Mycobacterium marinum , Mycobacterium tuberculosis , Animales , Ratones , Antituberculosos , Pruebas de Sensibilidad Microbiana , Relación Estructura-Actividad
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