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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
5-oxo-15-HETE: total synthesis and bioactivity
Pranav Patel1, Jaganmohan R Anumolu, William S Powell
1Claude Pepper Institute, Florida Institute of Technology, Melbourne, FL 32901, USA.
Researchers achieved the first total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE. This synthetic compound was tested for its ability to mobilize calcium, comparing it to the natural OXE receptor ligand, 5-oxo-ETE.
Area of Science:
- Organic Chemistry
- Biochemistry
- Pharmacology
Background:
- 5-oxo-ETE is a lipid mediator.
- 5-oxo-ETE is the natural ligand for the OXE receptor.
- The biological roles of 5-oxo-ETE are actively investigated.
Purpose of the Study:
- To achieve the first total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE.
- To evaluate the biological activity of the synthetic 5-oxo-15-HETE.
- To compare the synthetic compound with the natural ligand 5-oxo-ETE.
Main Methods:
- Total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE.
- Calcium mobilization assay.
- Comparison with natural 5-oxo-ETE.
Main Results:
- The first total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE was successfully completed.
- The synthetic 5-oxo-15-HETE was evaluated using a calcium mobilization assay.
- The synthetic material's activity was compared to that of natural 5-oxo-ETE.
Conclusions:
- The total synthesis of 6(E),8(Z),11(Z),13(E) 5-oxo-15-HETE is feasible.
- The synthetic compound can be used for further biological studies.
- This synthesis provides a tool to investigate the OXE receptor pathway.
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