An efficient method for the synthesis of novel derivatives 4-{5-[4-(4-amino-5-mercapto-4H-[1,2,4]triazol-3-yl)-phenyl]-3-trifluoromethyl-pyrazol-1-yl}-benzenesulfonamide and their anti-inflammatory potential.
Animals
Anti-Inflammatory Agents, Non-Steroidal
/ chemical synthesis
Carbonic Anhydrase Inhibitors
/ chemical synthesis
Carbonic Anhydrases
/ metabolism
Dose-Response Relationship, Drug
Edema
/ drug therapy
Humans
Isoenzymes
/ antagonists & inhibitors
Male
Molecular Structure
Pyrazoles
/ chemical synthesis
Rats
Rats, Sprague-Dawley
Structure-Activity Relationship
Sulfonamides
/ chemical synthesis
Benzenesulfonamides
Anti-inflammatory
Carbonic anhydrase
Celecoxib
Metalloenzyme
Sulphonamide
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
10 2019
10 2019
Historique:
received:
26
04
2019
revised:
05
06
2019
accepted:
05
07
2019
pubmed:
17
7
2019
medline:
22
10
2020
entrez:
17
7
2019
Statut:
ppublish
Résumé
The present work describe the synthesis of a novel series of celecoxib derivatives (6a-m) and they were evaluated as Carbonic Anhydrase (CA, EC 4.2.1.1) inhibitors against the human (h) isoforms hCA I, II, IV and IX which are involved in a variety of diseases such as glaucoma, retinitis pigmentosa, epilepsy and tumors etc. These compounds showed interesting inhibitory activity for these isoforms, with several low nanomolar derivatives identified against all these enzymes. The in-vivo anti-inflammatory activity of the synthesized compounds were evaluated using Celecoxib as reference standard by paw Oedema model on albino Wistar. Most of the compounds showed higher in-vivo anti-inflammatory activity compared to Celecoxib.
Identifiants
pubmed: 31310883
pii: S0045-2068(19)30658-3
doi: 10.1016/j.bioorg.2019.103110
pii:
doi:
Substances chimiques
Anti-Inflammatory Agents, Non-Steroidal
0
Carbonic Anhydrase Inhibitors
0
Isoenzymes
0
Pyrazoles
0
Sulfonamides
0
Carbonic Anhydrases
EC 4.2.1.1
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
103110Informations de copyright
Copyright © 2019 Elsevier Inc. All rights reserved.