Jump to main content
Jump to site search

Issue 7, 2012
Previous Article Next Article

New 3-amidinophenylalanine-derived inhibitors of matriptase

Author affiliations


New 3-amidinophenylalanine-derived matriptase inhibitors were developed and tested against the related trypsin-like serine proteases matriptase-2, thrombin and factor Xa. The strongest matriptase inhibition was found for compounds containing an N-terminal 2′,4′-dichloro- or 2′,4′-dimethoxy-biphenyl-3-sulfonyl group. The combination with a C-terminal piperidyl-cyclohexylurea residue provided the first monobasic matriptase inhibitor with a Ki value < 3 nM and excellent selectivity over thrombin. The X-ray structure of a representative analogue in complex with thrombin superimposed with matriptase provides information regarding the selectivity profile observed in this study.

Graphical abstract: New 3-amidinophenylalanine-derived inhibitors of matriptase

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Mar 2012, accepted on 06 May 2012 and first published on 08 May 2012

Article type: Concise Article
DOI: 10.1039/C2MD20074K
Citation: Med. Chem. Commun., 2012,3, 807-813
  •   Request permissions

    New 3-amidinophenylalanine-derived inhibitors of matriptase

    M. Hammami, E. Rühmann, E. Maurer, A. Heine, M. Gütschow, G. Klebe and T. Steinmetzer, Med. Chem. Commun., 2012, 3, 807
    DOI: 10.1039/C2MD20074K

Search articles by author