title: Fluorinated matrix metalloproteinases inhibitors--Phosphonate based potential probes for positron emission tomography.
abstract: Fluorine-containing inhibitors of matrix metalloproteinases (MMPs) can serve as lead structures for the development of (18)F-labeled radioligands. These compounds might be useful as non-invasive imaging probes to characterize pathologies associated with increased MMP activity. Results with a series of fluorinated analogs of a known biphenyl sulfonamide inhibitor have shown that fluorine can be incorporated into two different positions of the molecular scaffold without significant loss of potency in the nanomolar range. Additionally, the potential of a hitherto unknown fluorinated tertiary sulfonamide as MMP inhibitor has been demonstrated.
authors.affiliation: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstr. 40, 48149 Münster, Germany.
authors.forename: Bernd
authors.initials: B
authors.lastname: Beutel
authors.affiliation: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstr. 40, 48149 Münster, Germany.
authors.forename: Constantin G
authors.initials: CG
authors.lastname: Daniliuc
authors.affiliation: Klinik für Nuklearmedizin, Universitätsklinikum Münster, Albert-Schweitzer-Campus 1, 48149 Münster, Germany.
authors.forename: Burkhard
authors.initials: B
authors.lastname: Riemann
authors.affiliation: Klinik für Nuklearmedizin, Universitätsklinikum Münster, Albert-Schweitzer-Campus 1, 48149 Münster, Germany; European Institute for Molecular Imaging, Westfälische Wilhelms-Universität, Waldeyerstr. 15, 48149 Münster, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Schäfers
authors.affiliation: Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstr. 40, 48149 Münster, Germany; European Institute for Molecular Imaging, Westfälische Wilhelms-Universität, Waldeyerstr. 15, 48149 Münster, Germany; Cells-in-Motion Cluster of Excellence, Westfälische Wilhelms-Universität, Waldeyerstr. 15, 48149 Münster, Germany. Electronic address: haufe@uni-muenster.de.
authors.forename: Günter
authors.initials: G
authors.lastname: Haufe
mesh_terms: D005462:Fluorine Radioisotopes; D054879:Halogenation; D006801:Humans; D007527:Isoenzymes / Q000037:antagonists & inhibitors / Q000737:chemistry; D007700:Kinetics; D020778:Matrix Metalloproteinase 2 / Q000737:chemistry*; D020780:Matrix Metalloproteinase 9 / Q000737:chemistry*; D061965:Matrix Metalloproteinase Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D049268:Positron-Emission Tomography; D011485:Protein Binding; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D005462:Fluorine Radioisotopes; D007527:Isoenzymes; D061965:Matrix Metalloproteinase Inhibitors; D063065:Organophosphonates; D019275:Radiopharmaceuticals; D013449:Sulfonamides; C522361:MMP2 protein, human; D020778:Matrix Metalloproteinase 2; C579270:MMP9 protein, human; D020780:Matrix Metalloproteinase 9
keywords: Fluorine; Matrix metalloproteinase inhibitors; Molecular imaging probes; Positron emission tomography; Sulfonamide; α-Aminophosphonates