Synthesis of Imidazoline and Oxazoline Products Via a Novel Reaction Mechanism
Location
CSU Ballroom
Start Date
12-4-2022 2:00 PM
End Date
12-4-2022 3:30 PM
Student's Major
Biochemistry, Chemistry and Geology
Student's College
Science, Engineering and Technology
Mentor's Name
Travis Bethel
Mentor's Department
Biochemistry, Chemistry and Geology
Mentor's College
Science, Engineering and Technology
Description
One of the primary protein regulation mechanisms involves the proteosome, which is a large, multi-subunit protein found in the cytoplasm of living organisms. For various human diseases and infections, treatment can include decreasing or adjusting proteosome activity, depending on the situation, because careful regulation of the proteosome is crucial for cell viability. Recently, imidazolines and oxazolines have shown great promise in proteosome inhibition. Previous research has led to the discovery of a novel pathway to access oxazolines in fewer stages than current methods, through the potential formation of an inter-halogenated species. In this study, the mechanism by which oxazolines can be easily synthesized from amides was further elucidated. Additionally, the oxazoline products were evaluated for pharmacological relevance using cell viability assays and drug studies utilizing cancer cell lines. It is anticipated that the oxazolines will function similar to imidazolines, and deregulate the proteosome, resulting in cancer cell death. The successful synthesis of oxazolines opens up a novel organic mechanism that reduces the time required to produce the desired end products. Furthermore, the mechanism can be easily modified to produce imidazolines, which have already been shown to regulate the proteosome and cause cancer cell death. Overall, this reaction will reduce costs of production because it uses industry standards, which are affordable to obtain, and would eliminate the need for palladium to select for specific stereochemistry.
Synthesis of Imidazoline and Oxazoline Products Via a Novel Reaction Mechanism
CSU Ballroom
One of the primary protein regulation mechanisms involves the proteosome, which is a large, multi-subunit protein found in the cytoplasm of living organisms. For various human diseases and infections, treatment can include decreasing or adjusting proteosome activity, depending on the situation, because careful regulation of the proteosome is crucial for cell viability. Recently, imidazolines and oxazolines have shown great promise in proteosome inhibition. Previous research has led to the discovery of a novel pathway to access oxazolines in fewer stages than current methods, through the potential formation of an inter-halogenated species. In this study, the mechanism by which oxazolines can be easily synthesized from amides was further elucidated. Additionally, the oxazoline products were evaluated for pharmacological relevance using cell viability assays and drug studies utilizing cancer cell lines. It is anticipated that the oxazolines will function similar to imidazolines, and deregulate the proteosome, resulting in cancer cell death. The successful synthesis of oxazolines opens up a novel organic mechanism that reduces the time required to produce the desired end products. Furthermore, the mechanism can be easily modified to produce imidazolines, which have already been shown to regulate the proteosome and cause cancer cell death. Overall, this reaction will reduce costs of production because it uses industry standards, which are affordable to obtain, and would eliminate the need for palladium to select for specific stereochemistry.
Recommended Citation
Pankratz, Ramsey and Eric Patton. "Synthesis of Imidazoline and Oxazoline Products Via a Novel Reaction Mechanism." Undergraduate Research Symposium, Mankato, MN, April 12, 2022.
https://cornerstone.lib.mnsu.edu/urs/2022/poster-session-02/23
