Guanylpiperidine peptidomimetics: potent and selective bis-cation inhibitors of factor Xa

S Y Tamura; O E Levy; T H Uong; J E Reiner; E A Goldman; J Z Ho; C R Cohen; P W Bergum; R F Nutt; T K Brunck; J E Semple

doi:10.1016/s0960-894x(00)00105-0

Guanylpiperidine peptidomimetics: potent and selective bis-cation inhibitors of factor Xa

Bioorg Med Chem Lett. 2000 Apr 17;10(8):745-9. doi: 10.1016/s0960-894x(00)00105-0.

Authors

S Y Tamura¹, O E Levy, T H Uong, J E Reiner, E A Goldman, J Z Ho, C R Cohen, P W Bergum, R F Nutt, T K Brunck, J E Semple

Affiliation

¹ Corvas International, Inc., Department of Medicinal Chemistry, San Diego, CA 92121, USA.

PMID: 10782677
DOI: 10.1016/s0960-894x(00)00105-0

Abstract

A novel series of rigid P3-guanylpiperidine peptide mimics 3-14 was designed as potential factor Xa and prothrombinase inhibitors. Incorporation into a P2-gly-P1-argininal motif led to highly potent and selective inhibitors. The synthesis and biological activities of these derivatives are reported herein.

MeSH terms

Cations
Factor Xa Inhibitors*
Guanine / analogs & derivatives
Guanine / chemistry
Guanine / pharmacokinetics
Guanine / pharmacology*
Molecular Mimicry
Peptides / chemistry*
Piperidines / chemistry
Piperidines / pharmacokinetics
Piperidines / pharmacology*
Serine Proteinase Inhibitors / chemistry
Serine Proteinase Inhibitors / pharmacokinetics
Serine Proteinase Inhibitors / pharmacology*

Substances

Cations
Factor Xa Inhibitors
Peptides
Piperidines
Serine Proteinase Inhibitors
Guanine