TWO SYNTHETIC APPROACHES TO PHIDIANIDINE ANALOGUES
Presentation Type
Event
Full Name of Faculty Mentor
Bryan Wakefield
Major
Biochemistry
Presentation Abstract
Phidianidines A and B alkaloids, isolated from the marine opisthobranch mollusk, Phidiana militaris, were the first natural products known to contain a 1,2,4-oxadiazole ring. Analogs of these compounds demonstrate neuroprotective properties against reactive oxygen species (ROS), which in surplus can cause oxidative stress. The focus of this project is to determine the importance of the 1,2,4-oxadiazole ring of these phidianidine analogs on biological activity. Removing heteroatoms from the 1,2,4-oxadiazole ring will allow for the importance of each atom to be understood. Two approaches will be presented, the first uses a cyclodehydration to install the 1,2,4-oxadizole ring and the second uses a flexible iterative cross-coupling strategy that could be used to install different aromatic groups, composed of different heteroatoms. The resulting analogs could then be tested to determine their different biological activity levels and therapeutic potential.
External Presentation
1
Location
Lib Jackson Student Union, Atrium
Start Date
16-4-2019 12:30 PM
End Date
16-4-2019 2:30 PM
Disciplines
Biochemistry
Recommended Citation
Cox, Elisabeth, "TWO SYNTHETIC APPROACHES TO PHIDIANIDINE ANALOGUES" (2019). Undergraduate Research Competition. 10.
https://digitalcommons.coastal.edu/ugrc/2019/poster/10
TWO SYNTHETIC APPROACHES TO PHIDIANIDINE ANALOGUES
Lib Jackson Student Union, Atrium
Phidianidines A and B alkaloids, isolated from the marine opisthobranch mollusk, Phidiana militaris, were the first natural products known to contain a 1,2,4-oxadiazole ring. Analogs of these compounds demonstrate neuroprotective properties against reactive oxygen species (ROS), which in surplus can cause oxidative stress. The focus of this project is to determine the importance of the 1,2,4-oxadiazole ring of these phidianidine analogs on biological activity. Removing heteroatoms from the 1,2,4-oxadiazole ring will allow for the importance of each atom to be understood. Two approaches will be presented, the first uses a cyclodehydration to install the 1,2,4-oxadizole ring and the second uses a flexible iterative cross-coupling strategy that could be used to install different aromatic groups, composed of different heteroatoms. The resulting analogs could then be tested to determine their different biological activity levels and therapeutic potential.