@unpublished{pittir23723,
           month = {January},
           title = {Synthesis of Retigabine Analogues for the Treatment of Tinnitus and Progress Towards a Concise Route to XJB-5-131},
          author = {Nicholas Reed},
            year = {2015},
        keywords = {retigabine, tinnitus, Kv7, potassium ion channels, MMS-350, alkenylation, XJB-5-131, mitochondria, reactive oxygen species, organocatalysis},
             url = {http://d-scholarship-dev.library.pitt.edu/23723/},
        abstract = {The first part of this thesis describes the synthesis of retigabine analogues for the treatment of tinnitus. Retigabine is a clinically proven anticonvulsant that modulates potassium ion channel activity and has been shown to stop the onset of tinnitus when administered shortly after exposure to extreme levels of sound. Alteration of the fluorophenyl and carbamate functionalities present in the parent compound resulted in the synthesis of a small library of compounds with the goal of improving potency and selectivity for the Kv7.2/3 potassium ion channels. In vivo and in vitro testing is underway to determine efficacy.
The second part of this thesis describes efforts to develop and improved route to XJB-5-131, a truncated Gramicidin S-derived peptide designed to control reactive oxygen species (ROS) production in mitochondria. A new route to XJB-5-131 was explored utilizing a stereoselective {\ensuremath{\alpha}}-alkenylation protocol and starting from vinyl boronic acids.}
}