Synthesis of 2-oxoamides based on sulfonamide analogs of gamma-amino acids and their activity on phospholipase A2.
A variety of lipophilic 2-oxoamides containing sulfonamide analogs of gamma-amino acids as well as acyl sulfonamides of gamma-aminobutyric acid were synthesized. Their ability to inhibit intracellular GIVA cPLA2 and GVIA iPLA2 as well as secreted GV sPLA2 was evaluated. The sulfonamide group seems a bioisosteric group suitable to replace the carboxyl group in 2-oxoamide inhibitors of GVIA cPLA2.
Antonopoulou
Georgia
G
Laboratory of Organic Chemistry, Department of Chemistry, University of Athens, Panepistimiopolis, Athens 15771, Greece.
Magrioti
Victoria
V
Stephens
Daren
D
Constantinou-Kokotou
Violetta
V
Dennis
Edward A
EA
Kokotos
George
G
D000596:Amino Acids / Q000737:chemistry* / Q000502:physiology*; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000378:metabolism; D064801:Phospholipase A2 Inhibitors; D054467:Phospholipases A2 / Q000378:metabolism*; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D013449:Sulfonamides / Q000737:chemistry* / Q000494:pharmacology
D000596:Amino Acids; D007527:Isoenzymes; D064801:Phospholipase A2 Inhibitors; D011725:Pyridines; D013449:Sulfonamides; C034960:oxoamide; D054467:Phospholipases A2