Abstract
We report herein the synthesis, biological evaluation and docking analysis of a new series of methylsulfonyl, sulfamoyl acetamides and ethyl acetates that selectively inhibit cyclooxygenase-2 (COX-2) isoform. Among the newly synthesized compounds, some of them were endowed with a good activity against COX-2 and a good selectivity COX-2/COX-1 in vitro as well as a desirable analgesic activity in vivo, proving that replacement of the ester moiety with an amide group gave access to more stable derivatives, characterized by a good COX-inhibition.
Keywords:
Analgesic agents; Anti-inflammatory agents; COX-2 inhibitors; Diarylpyrroles; Medicinal chemistry.
Copyright © 2015 Elsevier Ltd. All rights reserved.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Acetamides / chemical synthesis
-
Acetamides / chemistry*
-
Acetamides / pharmacology*
-
Acetates / chemical synthesis
-
Acetates / chemistry*
-
Acetates / pharmacology*
-
Analgesics / chemical synthesis
-
Analgesics / chemistry
-
Analgesics / pharmacology
-
Animals
-
Cyclooxygenase 1 / metabolism
-
Cyclooxygenase 2 / metabolism
-
Cyclooxygenase 2 Inhibitors / chemical synthesis
-
Cyclooxygenase 2 Inhibitors / chemistry*
-
Cyclooxygenase 2 Inhibitors / pharmacology*
-
Drug Design
-
Humans
-
Methylation
-
Mice
-
Molecular Docking Simulation
-
Rats, Sprague-Dawley
-
Rats, Wistar
-
Structure-Activity Relationship
-
Sulfur Compounds / chemical synthesis
-
Sulfur Compounds / chemistry
-
Sulfur Compounds / pharmacology
Substances
-
Acetamides
-
Acetates
-
Analgesics
-
Cyclooxygenase 2 Inhibitors
-
Sulfur Compounds
-
ethyl acetate
-
Cyclooxygenase 1
-
Cyclooxygenase 2