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Bioorg Med Chem Lett. 1999 May 17;9(10):1453-8.

P1, P2'-linked macrocyclic amine derivatives as matrix metalloproteinase inhibitors.

Author information

1
DuPont Pharmaceuticals Company, Department of Chemical and Physical Sciences, Wilmington, Delaware 19880-0500, USA.

Abstract

A novel series of 13- and 14-membered macrocyclic amines was developed by linking the P1 and P2' groups. The synthesis entails stereoselective Frater alkylation to install the anti-succinate configuration and macrocyclic amination via nucleophilic displacement. This strategy resulted in a new class of conformationally constrained inhibitors that are potent and selective for MMP-8 and 9 over MMP-1 and 3.

PMID:
10360755
DOI:
10.1016/s0960-894x(99)00215-2
[Indexed for MEDLINE]

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