DESIGN AND SYNTHESIS OF PURINE BASED NEUROPROTECTORS AND NOVEL SYNTHETIC METHODS FOR THE TRIFLUOROMETHYLATION OF ALDEHYDE HYDRAZONES

<p>"Purine-derived compounds are widely investigated as cyclin-dependent kinase inhibitors that have broad applications in the design of pharmaceuticals for treating diseases, such as diabetes, atherosclerosis, and cancers. Towards the goal of effective AGE-inhibitors, and neuroprotector compounds we have synthesized a series of novel purine-based triazoles and investigated their neuroprotective effects, using SHSY-3Y human neuroblastoma cell line. Through these studies, we have identified purine-based neuroprotector compounds that favorably modulate oxidative stress induced by the Fenton reaction-generated reactive oxygen species (ROS).</p> <p>The C(sp²−H)-trifluoromethylation of hydrazones would give access to the αtrifluoromethylated hydrazones that can serve as intermediates in the synthesis of pharmaceutically interesting, fluorinated compounds. Herein, we demonstrate two different synthetic routes for the C(sp²−H)-trifluoromethylation of the aldehyde hydrazones using the readily available and cost-effective Langlois reagent (sodium trifluoromethanesulfinate). This reaction scheme is broadly applicable to a series of aromatic aldehyde N-amino morpholine hydrazones to give the corresponding C(sp²)- trifluoromethyl hydrazones in moderate to high yields. Cu (II)-catalysis provides a cost-effective synthetic approach while Rose Bengal mediated photo redox catalyzed method provides environmentally benign synthetic method for the trifluoromethylation of aldehyde hydrazones"--Abstract, p. iii</p>

Name thesis:degree_name

Ph. D. in Chemistry

Grantor

Missouri University of Science and Technology

Author dc:creator

• Aryal, Puspa

• Organic Synthesis
• Biochemistry
• Biochemistry, Biophysics, and Structural Biology
• Chemistry
• Life Sciences

Repository record dc:identifier

https://scholarsmine.mst.edu/doctoral_dissertations/3234

OAI identifier oai:identifier

oai:scholarsmine.mst.edu:doctoral_dissertations-4239