P-1, P-2 '-linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors

Authors
Duan, JJW Chen, LH Xue, CB Wasserman, ZR Hardman, KD Covington, MB Copeland, RR Arner, EC Decicco, CP
Citation
Jjw. Duan et al., P-1, P-2 '-linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors, BIOORG MED, 9(10), 1999, pp. 1453-1458
Citations number
19
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
9
Issue
10
Year of publication
1999
Pages
1453 - 1458
Database
ISI
SICI code
0960-894X(19990517)9:10<1453:PP'MAD>2.0.ZU;2-V
Abstract
A novel series of 13- and 14-membered macrocyclic amines was developed by l inking the P-1, and P-2, groups. The synthesis entails stereoselective Frat er alkylation to install the anti-succinate configuration and macrocyclic a mination via nucleophilic displacement. This strategy resulted in a new cla ss of conformationally constrained inhibitors that are potent ind selective for MMP-8 and 9 over MMP-1 and 3. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.