The Gabriel-Colman rearrangement in biological systems: design, synthesis and biological evaluation of phthalimide and saccharin derivatives as potential mechanism-based inhibitors of human leukocyte elastase, cathepsin G and proteinase 3.
The results of a structure-activity relationship study focusing on the interaction of a series of phthalimide and saccharin derivatives with leukocyte elastase, cathepsin G and proteinase 3 are described. The phthalimide derivatives were found to be inactive while some of the saccharin derivatives were found to be fair inhibitors of these enzymes.
Groutas
W C
WC
Department of Chemistry, Wichita State University, KS 67260-0051, USA.
Chong
L S
LS
Venkataraman
R
R
Epp
J B
JB
Kuang
R
R
Houser-Archield
N
N
Hoidal
J R
JR
D056649:Cathepsin G; D002403:Cathepsins / Q000037:antagonists & inhibitors*; D006801:Humans; D019272:Leukocyte Elastase; D009682:Magnetic Resonance Spectroscopy; D053146:Myeloblastin; D010196:Pancreatic Elastase / Q000037:antagonists & inhibitors*; D010797:Phthalimides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012439:Saccharin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D012697:Serine Endopeptidases / Q000187:drug effects*; D013329:Structure-Activity Relationship
D010797:Phthalimides; D002403:Cathepsins; D012697:Serine Endopeptidases; C534094:CTSG protein, human; D056649:Cathepsin G; D010196:Pancreatic Elastase; D019272:Leukocyte Elastase; D053146:Myeloblastin; D012439:Saccharin