Nitric Oxide-Generating Antiplatelet Polyurethane Surfaces with Multiple Additional Biofunctions via Cyclodextrin-Based Host-Guest Interactions.

A nitric oxide-generating polymeric coating was prepared by copolymerization of the hydrophilic monomer 2-hydroxyethyl methacrylate (HEMA) and the comonomer 1-adamantan-1-ylmethyl methacrylate (AdaMA) with subsequent incorporation of selenocystamine. The coating was applied to polyurethane (PU) as a substrate. In the presence of a NO donor, the PU-PHA-Se surface generated nitric oxide (NO). This surface was shown to inhibit platelet adhesion and human umbilical vein smooth muscle cell adhesion and proliferation. The poly(AdaMA) on the modified surface was designed to allow the incorporation of functional units into the PU-PHA-Se surface via host-guest interactions between the adamantane groups and cyclodextrin (CD) derivatives. In this work, two functional CD complexes containing lysine (CD-L) and sulfonate (CD-S) groups were incorporated into the PU-PHA-Se surface. CD-L conferred fibrinolytic activity, whereas CD-S promoted human umbilical vein endothelial cell proliferation. This NO-generating antiplatelet polymeric coating has potential as a platform for modifying surfaces with multiple additional biological functions via host-guest interactions, thus providing an alternative approach for the preparation of biomaterials with multifunctionality.