[en] Piperazinyl-amide derivatives of N-alpha-(3-trifluoromethyl-benzenesulfonyl)-L-arginine (1) were synthesized as graftable thrombin inhibitors. The possible disturbance of biological activity due to a variable spacer-arm fixed on the N-4 piperazinyl position was evaluated in vitro, against human alpha-thrombin, and in blood coagulation assay. Molecular modelling (in silico analysis) and X-ray diffraction studies of thrombin-inhibitor complexes were also performed. The fixation of bioactive molecules on poly(butylene terephthalate) (PBT) and poly(ethylene terephthalate) (PET) membranes was performed by wet chemistry treatment and evaluated by XPS analysis. Surface grafting of inhibitor 1d improved the membrane hemocompatibility by reducing blood clot formation on the modified surface.
Disciplines :
Chemistry
Author, co-author :
Salvagnini, Claudio
Michaux, Catherine
Remiche, Julie ; Université de Liège - ULiège > Services généraux (Faculté des sciences) > Diffusion des sciences (Réjouisciences)
Wouters, Johan
Charlier, Paulette ; Université de Liège - ULiège > Département des sciences de la vie > Cristallographie des macromolécules biologiques
Marchand-Brynaert, Jacqueline
Language :
English
Title :
Design, synthesis and evaluation of graftable thrombin inhibitors for the preparation of blood-compatible polymer materials.
Publication date :
2005
Journal title :
Organic and Biomolecular Chemistry
ISSN :
1477-0520
eISSN :
1477-0539
Publisher :
Royal Society of Chemistry, Cambridge, United Kingdom
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