Part I: Design, synthesis, and studies of novel age-inhibitors and age-breakers; Part II: Novel synthetic methods for organofluorine compound

<p>"Novel small molecule inhibitors and breakers of advanced glycation end-products (AGEs) have been synthesized and their <em>in vitro</em> inhibitory activities have been studied by ¹³C NMR, fluorescence, and UV-visible spectroscopy. We have demonstrated that these AGE-inhibitors and AGE-breakers were found to be more effective in their sequestration of AGE intermediates, such as dehydroascorbate (DHA) than the state-of-the art phenacylthiazolium bromide (PTB)-based AGE-inhibitors and AGE-breakers. Citric acid and other polyphenolic antioxidants have substantial AGE inhibitory effects in the D-glucose/leucine or benzylamine Maillard reaction model systems, and thus they are suitable as dietary additives for ameliorating AGE-induced complications.</p> <p>Organofluorine compounds have found numerous applications as pharmaceutically interesting compounds, and toward developing novel synthetic methods for organofluorine compounds, we have investigated synthetic strategies for <em>gem</em>-difluoro and trifluormethyl compounds. <em>gem</em>-Difluorination of 1,3-dithiolanes, obtained from the corresponding ketones, form <em>gem</em>-difluoromethylene compounds through the photoredox catalysis, using photocatalyst 9-fluorenone in the presence of visible light (household bulb 13W CFL). This reaction proceeds under mild conditions and is applicable to <em>gem</em>-difluorination of variously substituted diaryl 1,3-dithiolanes. We have also developed a novel NHC-catalyzed trifluoromethylation of aromatic N-tosyl aldimines with electron-withdrawing as well as electron-donating groups on the aryl ring. We have synthesized a series of novel purine-based triazole derivatives as potential CDK-inhibitors and characterized their structures using high-field ¹H- and ¹³C-NMR spectroscopy”--Abstract, page iii.</p>

Name thesis:degree_name

Ph. D. in Chemistry

Grantor

Missouri University of Science and Technology

Author dc:creator

• Mehta, Jatin

• Analytical Chemistry
• Organic Chemistry

Repository record dc:identifier

https://scholarsmine.mst.edu/doctoral_dissertations/3136

OAI identifier oai:identifier

oai:scholarsmine.mst.edu:doctoral_dissertations-4141