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A biomimetic approach towards phorone sesterterpenoids
Harry J Shirley1, Christopher D Bray
1The School of Biological and Chemical Sciences, Queen Mary University of London, Mile End Road, London, E1 4NS, UK. c.bray@qmul.ac.uk.
Organic & Biomolecular Chemistry
|July 11, 2019
Summary
Researchers developed a unified total synthesis for Korean sponge sesterterpenoids, phorones A and B. This biomimetic strategy established a novel route to the ansellane sesterterpenoid skeleton and a related biogenetic pathway.
Area of Science:
- Organic Chemistry
- Natural Product Synthesis
- Marine Natural Products
Background:
- Sponge-derived sesterterpenoids, like phorones A and B, possess complex structures.
- Biomimetic strategies offer efficient routes to natural products.
Purpose of the Study:
- To achieve a unified total synthesis of phorones A and B.
- To explore a biomimetic strategy for constructing the ansellane sesterterpenoid skeleton.
Main Methods:
- Utilized a biomimetic approach for total synthesis.
- Developed a novel synthetic strategy targeting the ansellane sesterterpenoid core.
Main Results:
- Successfully synthesized phorones A and B.
- Established a new synthetic route to the ansellane sesterterpenoid skeleton.
- Uncovered a diversion to a biogenetically related pathway.
Conclusions:
- The developed biomimetic strategy is effective for synthesizing complex sesterterpenoids.
- This work provides new insights into the biosynthesis of ansellane sesterterpenoids.
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