@misc{Szafrański_Przemysław_Synthesis_2016,
 author={Szafrański, Przemysław},
 address={Kraków},
 howpublished={online},
 year={2016},
 school={Jagiellonian University Medical College. Faculty of Pharmacy. Chair of Organic Chemistry. Department of Organic Chemistry.},
 language={eng},
 abstract={The endocannabinoid system, which includes the CB1 receptors, is an interesting research subject due to its physiological roles and therapeutic applications. The aim of this thesis was to synthesize a library of potential CB1 receptor ligands and evaluate their biological activity and physicochemical properties. The library was designed to investigate the validity of the non-classical cannabinoid pharmacophore model for bicyclic 1,2,3-triazole derivatives. The choice of 1,2,3-triazole as a core unit use of the click chemistry concept, presented by Sharpless in 2001. The performed research allowed to synthesize 30 of novel 1,2,3-triazole derivatives and investigate their structure, CB1 receptor affinity, and lipophilicity. These studies revealed JCC2-65 as a micromolar CB1 receptor antagonist and provided important indications concerning structure-activity relationships within this class of compounds. JCC1-45 as a model compound for chemical stability and metabolism studies, proved to be chemically stable under a variety of conditions, but it also was very easily metabolized by Cunninghamella microorganisms. The synthetic studies also allowed to discover AMTC as a water-soluble chelate ligand improving the yield of copper-catalyzed azide-alkyne cycloaddition and to develop efficient and reliable synthetic protocols using AMTC.},
 title={Synthesis of 1,2,3-triazole derivatives and their evaluation as potential CB1 receptor ligands},
 type={Praca doktorska},
 keywords={Cannabinoids, CB1 receptor, 1,2,3-triazole, cycloaddition, click chemistry},
}