Synthesis and carbonic anhydrase activating properties of a series of 2-amino-imidazolines structurally related to clonidine
Carbonic anhydrase
activator
clonidine
histamine
imidazoline
Journal
Journal of enzyme inhibition and medicinal chemistry
ISSN: 1475-6374
Titre abrégé: J Enzyme Inhib Med Chem
Pays: England
ID NLM: 101150203
Informations de publication
Date de publication:
Dec 2020
Dec 2020
Historique:
entrez:
28
4
2020
pubmed:
28
4
2020
medline:
2
1
2021
Statut:
ppublish
Résumé
The Carbonic Anhydrase (CA, EC 4.2.1.1) activating properties of histamine have been known for a long time. This compound has been extensively modified but only in few instances the imidazole ring has been replaced with other heterocycles. It was envisaged that the imidazoline ring could be a bioisoster of the imidazole moiety. Indeed, we report that clonidine, a 2-aminoimidazoline derivative, was found able to activate several human CA isoforms (hCA I, IV, VA, VII, IX, XII and XIII), with potency in the micromolar range, while it was inactive on hCA II. A series of 2-aminoimidazoline, structurally related to clonidine, was then synthesised and tested on selected hCA isoforms. The compounds were inactive on hCA II while displayed activating properties on hCA I, VA, VII and XIII, with K
Identifiants
pubmed: 32336172
doi: 10.1080/14756366.2020.1749602
pmc: PMC7241460
doi:
Substances chimiques
2-aminoimidazolone
0
Carbonic Anhydrase Inhibitors
0
Imidazoles
0
Isoenzymes
0
Carbonic Anhydrases
EC 4.2.1.1
Clonidine
MN3L5RMN02
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1003-1010Références
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