More lipophilic dialkyldiamine-based diazeniumdiolates: synthesis, characterization, and application in preparing thromboresistant nitric oxide release polymeric coatings.

作者: Melissa M. Batchelor , Sylvie L. Reoma , Paul S. Fleser , Vijay K. Nuthakki , Rose E. Callahan

DOI: 10.1021/JM030286T

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摘要: The synthesis, characterization, and biomedical application in preparing more thromboresistant polymeric coatings for a series of lipophilic dialkyldiamine-based diazeniumdiolatesare described. Dialkylhexamethylenediamine diazeniumdiolates the form RN[N(O)NO](-)(CH(2))(6)NH(2)(+)R, where R = CH(3), CH(2)CH(3), (CH(2))(2)CH(3), (CH(2))(3)CH(3), (CH(2))(4)CH(3,) (CH(2))(5)CH(3), (CH(2))(11)CH(3), are prepared via reaction corresponding diamine with NO. [e.g., (CH(2))(3)CH(3)] can be incorporated into hydrophobic films (e.g., plasticized PVC), resulting materials release NO extended periods time upon exposure to PBS buffer. mechanism from these is examined detail. More stable initial achieved by adding anionic species tetraphenylborate derivative) material buffer activity protons within organic phase. It shown that use new NO-donors polymers provides ability tailor rates variety medical applications. As an example, doped N,N'-dibutylhexamethylenediamine diazeniumdiolate derivative employed as vascular grafts sheep. exhibited enhanced performance had average 95% thrombus-free surface area compared 42% control when after 21d implantation.

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