EPSRC Reference: |
GR/M25438/01 |
Title: |
TOTAL SYNTHESIS OF CP-225,917 & CP-263,114 |
Principal Investigator: |
Armstrong, Professor A |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Unknown (Data Transfer) |
Organisation: |
University of Nottingham |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
11 January 1999 |
Ends: |
30 September 1999 |
Value (£): |
25,299
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EPSRC Research Topic Classifications: |
Biological & Medicinal Chem. |
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EPSRC Industrial Sector Classifications: |
No relevance to Underpinning Sectors |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
The natural products CP-225,917 and CP-263,114, recently isolated by Pfizer workers, are inhibitors of the enzymes squalene synthase and ras-farnesy/protein transferase. They are therefore of interest as potential cholesterol-lowering and anti-cancer agents. Their biological activity and structural complexity have made them challenging synthetic targets for several groups internationally. In preliminary work, we have demonstrated an extremely short synthesis of their bicyclo [4.3.1] decenone ring system, including the anti-Bredt olefin. We now propose to extend our work to develop methods for the synthesis of (a) the lactol unit and the C14-quaternary centre; (b) the anhydride unit; (c) the chiral substituted cyclohexenone and the side chains, leading to a concise asymmetric total synthesis. These goals will require the development of new methodology for the coupling of ketone enolates with halofurans, and for the asymmetric synthesis of substituted cyclohexenones.
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Key Findings |
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Potential use in non-academic contexts |
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Impacts |
Description |
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Summary |
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Date Materialised |
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Sectors submitted by the Researcher |
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Project URL: |
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Further Information: |
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Organisation Website: |
http://www.nottingham.ac.uk |