20.500.12556/RUL-169971 Biochemical characteristics of the 6-nitro regioisomer of nitroxoline and its 1,2,3,4-tetrahydroquinoline analogues A significant amount of data about the different pharmacological activities of the established antimicrobial compound nitroxoline (8-hydroxy-5-nitroquinoline) is available in the scientific literature. On the other hand, its regioisomer 8-hydroxy-6-nitroquinoline was never characterised biochemically and the same also applies to their 1,2,3,4-tetrahydroquinoline analogues. Herein, we determined the influence of pyridine ring saturation and the position of the nitro group on various biochemical characteristics of compounds, such as metal-chelating properties, inhibition of methionine aminopeptidases (MetAPs) from Mycobacterium tuberculosis and human MetAP2, as well as antibacterial activities on Escherichia coli, Staphylococcus aureus, and Mycobacterium smegmatis. In addition, inhibition of endopeptidase and exopeptidase activities of cathepsin B was determined, together with the ability of new nitroxoline analogues to reduce intracellular collagen IV degradation. Substantially different biological activities were observed for the 6-nitro regioisomer of nitroxoline, as well as for both of their partially saturated counterparts. 8-hydroxyquinoline 1 2 3 4-tetrahydroquinoline regioisomer antibacterial activity cathepsin B methionine aminopeptidase biokemija 8-hidroksikinolin 1 2 3 4-tetrahidrokinolin regioizomer katepsin B metionin aminopeptidaza true false true Angleški jezik Slovenski jezik Članek v reviji 2025-06-30 08:17:30 2025-06-30 08:17:35 2025-07-01 03:55:46 0000-00-00 00:00:00 2025 0 0 Str. 235-257, 7-9 iss. 2 Vol. 75 2025 0000-00-00 Zaloznikova Objavljeno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 577.1 1846-9558 10.2478/acph-2025-0018 240664835 23525.pdf 23525.pdf 1 0DDF4146853BB8C92AF13FE03860E7ED a41da3790b84c295b0d1dd85831f25bb29af63bc6161749262e6bd9a82b997fb 6377b268-5578-11f0-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=211850 https://acta.pharmaceutica.farmaceut.org/wp-content/uploads/2025/06/23525.pdf 1 06a5de09-5578-11f0-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=211849 Fakulteta za farmacijo Fakulteta za kemijo in kemijsko tehnologijo 0 0 0