| EPSRC Reference: |
GR/M57415/01 |
| Title: |
SYNTHETIC STUDIES WITH OXAZOLE-BASED MARINE METABOLITES: DIAZONAMIDE A AND PHORBOXAZOLE A |
| Principal Investigator: |
Pattenden, Professor G |
| Other Investigators: |
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| Project Partners: |
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| Department: |
Sch of Chemistry |
| Organisation: |
University of Nottingham |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
02 August 1999 |
Ends: |
01 August 2002 |
Value (£): |
154,653
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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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This proposal extends our synthetic program with oxazole-based marine metabolites to the structurally complex natural products phorboxazole A produced by the sponge Phorbos sp, and diazonamide A isolated from the sea squirt Diazona chinensis. These molecules are profoundly potent against a wide range of human tumour cell lines. Phorboxazole A has a structure based on a macrolactone core, four oxane and two oxazole rings and accommodates 15 asymmetric centres, 5E- and one Z-olefinic bonds. Our program will develop synthetic and stereo-selective methods to introduce these various functionalities, and incorporate sufficient flexibility to facilitiate their assemblage in the most flexible and economic manner. The structure of diazonamide A is based on a complex macrocyclic hetero-aromatic core which is further linked to a cyclopeptide portion. Our synthetic approach will feature the application of sequential sp2 - sp2 coupling protocols, including asymmetic variants of Heck and Ullman reactions, to elaborate the phenyl-indole, indole-oxazole, oxazole- oxazole, and quaternary carbon units in this novel and unusual structure.
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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.nottingham.ac.uk |