Syntheses of new conformationally constrainedS-[2-[(1-iminoethyl)amino] ethyl]homocysteine derivatives as potential nitric oxide synthase inhibitors

Autor: William M. Moore, Barnett S. Pitzele, Timothy J. Hagen, Kam F. Fok, Dale P. Spangler, Margaret L. Grapperhaus, Pamela T. Manning, Jeffrey A. Scholten, Lijuan J. Wang, James A. Sikorski, Mihaly V. Toth, Gina M. Jerome
Rok vydání: 2002
Předmět:
Zdroj: Heteroatom Chemistry. 13:77-83
ISSN: 1098-1071
1042-7163
Popis: The efficient syntheses of two new types of conformationally constrained S-[2-[(1-iminoethyl)amino]ethyl]homocysteine derivatives, 1-amino-3-[2[(1-iminoethyl)amino]ethylthio]cyclobutane carboxylic Acid (5) and (4S)-4-[[2-[(1-Iminoethyl)amino]ethyl]thio]-L-proline (6), are reported. These molecules represent the first attempts to probe conformational constraint near the α-amino acid moiety of known homocysteine-based inhibitors of nitric oxide synthase. Targets 5 and 6 were evaluated as potential inhibitors of the three human isoforms of nitric oxide synthase. © 2002 John Wiley & Sons, Inc. Heteroatom Chem 13:77–83, 2002; DOI 10.1002/hc.1109
Databáze: OpenAIRE