| EPSRC Reference: |
GR/R97245/02 |
| Title: |
The Manzamine Alkaloids: Synthesis and Biological Evaluation |
| Principal Investigator: |
Coldham, Professor I |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Project Partners: |
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| Department: |
Chemistry |
| Organisation: |
University of Sheffield |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 August 2003 |
Ends: |
30 April 2005 |
Value (£): |
99,682
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| EPSRC Research Topic Classifications: |
| Biological & Medicinal Chem. |
Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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This proposal outlines research in synthetic organic chemistry, centred on the synthesis of the natural product manzamine A, which has been shown to have significant anticancer and antimalarial activity. We have developed a highly efficient and stereoselective route to the manzamine alkaloids using dipolar cycloaddition chemistry and have prepared four of the five rings of manzamine A. The aim of this research is to complete the synthesis, making use of our cycloaddition chemistry. The main objective is to elaborate the ABCE ring system that we have prepared, by introducing the required (3-carboline unit and then forming the final ring D, hence completing the synthesis of this complex polycyclic alkaloid. The p-carboline unit could be introduced in a number of ways, one of which involves a Heck reaction and new methodology towards the formation of Heck addition products from aryl halides or triflates and unsaturated ketones will be studied. The compounds prepared during the synthesis of the natural product, and analogues prepared as a result of the coupling reactions, will be submitted for biological tests. Information on the role and importance of the aromatic and other functional groups in the molecule will be probed.
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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.shef.ac.uk |