Tetrahydroquinazole-based secondary sulphonamides as carbonic anhydrase inhibitors: synthesis, biological evaluation against isoforms I, II, IV, and IX, and computational studies

A library of variously decorated N-phenyl secondary sulphonamides featuring the bicyclic tetrahydroquinazole scaffold was synthesised and biologically evaluated for their inhibitory activity against human carbonic anhydrase (hCA) I, II, IV, and IX. Of note, several compounds were identified showing...

Descripción completa

Detalles Bibliográficos
Autores principales: Baglini, Emma, Ravichandran, Rahul, Berrino, Emanuela, Salerno, Silvia, Barresi, Elisabetta, Marini, Anna Maria, Viviano, Monica, Castellano, Sabrina, Da Settimo, Federico, Supuran, Claudiu T., Cosconati, Sandro, Taliani, Sabrina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2021
Materias:
Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8344263/
https://www.ncbi.nlm.nih.gov/pubmed/34340614
http://dx.doi.org/10.1080/14756366.2021.1956913
Descripción
Sumario:A library of variously decorated N-phenyl secondary sulphonamides featuring the bicyclic tetrahydroquinazole scaffold was synthesised and biologically evaluated for their inhibitory activity against human carbonic anhydrase (hCA) I, II, IV, and IX. Of note, several compounds were identified showing submicromolar potency and excellent selectivity for the tumour-related hCA IX isoform. Structure–activity relationship data attained for various substitutions were rationalised by molecular modelling studies in terms of both inhibitory activity and selectivity.

Ejemplares similares