Synthesis of two 3,5-Disubstituted Δ2-isoxazolines
The goal of this research project is to synthesize isoxazoline in a lab using a metalloid, at a cheaper more cost efficient rate while bing in a lab setting and producing higher yields
•Macrophage migration inhibitory factor (MIF) is responsible for many chronic inflammatory and autoimmune diseases, including type 1 and type 2 diabetes, as well as multiple cancers. •Multiple drugs categorized as isoxazolines (or ISO-1’s) have been proven to inhibit MIF in mice, and are therefore potential treatments for these various inflammatory diseases. •There is debate as to which reactants will lead to the most desired products, and which derivatives off of the isoxazole ring work the best in these reactions. •One of the two 3,5-Disubstituted Δ2-isoxazolines made in this project has nickel as a metal catalyst, while the other has palladium as metal catalyst, and both include the essential isoxazole ring found in all functional isoxazolines. •Both isoxazolines are relatively low-cost to make, and therefore have the potential to be commercialized on a mass scale in order to treat the many who suffer from autoimmune and chronic inflammatory diseases.
What is Isoxazoline?
Isoxazolines are a series of drugs know as MIF inhibitors •MIF (macrophage migration inhibitory factor): •Proinflammatory cytokine in the bodies cells •Responsible for chronic inflammatory and autoimmune diseases (diabetes, cancer, arthritis, etc.) •Produces proteins responsible for inflammation
How do they work?
•Isoxazoline binds to the MIF cells blocking the production of proteins •Because the proteins are blocked they can no longer attack the pancreas and other parts of the body and cause inflammation
MIF cells cause inflammation in the pancreas causing it to lose control of insulin levels causing type diabetes
The effect of the isoxazoline is that inflammation and swelling are reduced