| EPSRC Reference: |
GR/M28439/01 |
| Title: |
ON THE SYNTHESIS AND BIOSYNTHESIS OF PEYSSONOL A AND B: TWO HIV RTS INHIBITORS FROM A RED SEA ALGA |
| Principal Investigator: |
Harrowven, Professor DC |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Sch of Chemistry |
| Organisation: |
University of Southampton |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 1999 |
Ends: |
30 September 2002 |
Value (£): |
54,495
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| EPSRC Research Topic Classifications: |
| Biological & Medicinal Chem. |
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| EPSRC Industrial Sector Classifications: |
| Chemicals |
Pharmaceuticals and Biotechnology |
| No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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Peyssonol A and B, isolated from the Red Sea alga Peyssonnelia sp., are potent inhibitors of HIV reverse transcriptases. Their structures were determined by NMR studies but, due to limited bio-availability, an unequivocal assignment of the stereogenic centres in peyssonol B could not be established.The programme seeks to effect the total synthesis of both targets. Key steps envisioned for constructing the carbocyclic framework of peyssonol A in a stereo-controlled manner include a Michael initiated anion oxy-Cope rearrangement and a stepwise intramolecular Heck - conjugate addition sequence.At this juncture a trans-diaxial ring opening of an epoxide will be used to install the axial bromine in peyssonol A and the biomimetric skeletal rearrangement studied. The tow syntheses will be completed, allowing us to comment on the stereochemistry and biosynthesis of peyssonol B.
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Key Findings |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Potential use in non-academic contexts |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Impacts |
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| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
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| Date Materialised |
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Sectors submitted by the Researcher |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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| Project URL: |
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| Further Information: |
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| Organisation Website: |
http://www.soton.ac.uk |