Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains.
Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.
Dankwardt
Sharon M
SM
Roche Bioscience, Inflammatory and Viral Diseases Unit, 3401 Hillview Avenue, Palo Alto, CA 94304, USA. sharon.dankwardt@roche.com
Abbot
Sarah C
SC
Broka
Chris A
CA
Martin
Robert L
RL
Chan
Christine S
CS
Springman
Eric B
EB
Van Wart
Harold E
HE
Walker
Keith A M
KA
D000596:Amino Acids / Q000737:chemistry*; D055395:Bone Morphogenetic Protein 1; D019485:Bone Morphogenetic Proteins / Q000037:antagonists & inhibitors*; D006877:Hydroxamic Acids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008666:Metalloendopeptidases / Q000037:antagonists & inhibitors*; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry*
D000596:Amino Acids; D019485:Bone Morphogenetic Proteins; D006877:Hydroxamic Acids; D011480:Protease Inhibitors; D013449:Sulfonamides; D008666:Metalloendopeptidases; D055395:Bone Morphogenetic Protein 1