| EPSRC Reference: |
GR/N06977/01 |
| Title: |
SYNTHETIC APPLICATION OF ACETAL ANIONS: SYTHESIS OF THE PALMARUMYCINS, PREUSSOMERINS AND SPIROXINS |
| Principal Investigator: |
Taylor, Professor R |
| Other Investigators: |
|
| Researcher Co-Investigators: |
|
| Project Partners: |
|
| Department: |
Chemistry |
| Organisation: |
University of York |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 2000 |
Ends: |
30 September 2003 |
Value (£): |
53,826
|
| EPSRC Research Topic Classifications: |
| Biological & Medicinal Chem. |
Chemical Synthetic Methodology |
|
| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
No relevance to Underpinning Sectors |
|
| Related Grants: |
|
| Panel History: |
|
|
Summary on Grant Application Form |
|
The preussomerins are a structurally novel class of natural products isolated from dung colonising and endophytic fungi. They are of particular interest from a biological stance because they are potent anti-fungal agents and act as ras farnesyl transferase inhibitors (and thus have exciting potential in cancer chemotherapy). Structurally, the preussomerins are fascinating from a synthetic and a biosynthetic viewpoint. They are highly oxidised napthalene dimers based on an unusual bis-acetal (2,6,9-trioxabicyclo (3.3.1) nonane) motif. They are biosynthetically related to the palmarumycins and the diepoxins, which are based on a single napthalene diol acetal, and the recently discovered (1999) spiroxins, where an aryl-O-C bond is replaced by a direct aryl to carbon linkage. Spiroxins are DNA cleaving antitumour antibiotics isolated from a marine fungus. We have carried out preliminary studies to establish that novel chemistry based on aryl acetal deprotonation-alkylation could provide a unified methodology for the preparation of all types of napthalene dimer -based natural products (palmarumycins, preussomerins and spiroxins). The aim of this proposal is to establish the viability of this unified approach. In addition, we will submit all novel compounds to the Clinical Oncology Unit, Bradford for screening as anti-cancer agents and ras farnesyl transferase inhibitors.
|
|
Key Findings |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Potential use in non-academic contexts |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
|
Impacts |
|
| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
|
| Date Materialised |
|
|
|
|
Sectors submitted by the Researcher |
|
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
|
| Project URL: |
|
| Further Information: |
|
| Organisation Website: |
http://www.york.ac.uk |