Synthetic Studies on the Natural Products FR182877 and Hexacyclinic Acid
Lead Research Organisation:
University of York
Department Name: Chemistry
Abstract
Using novel reactions and strategies as well as those developed in the group we intend to synthesise the cytotoxic polyketide natural product hexacyclinic acid. The ABC-rings will be formed by use of a Diels-Alder/reductive annulation approach, while the DEF-rings will be constructed by using our transannular iodocyclisation reaction. Application of this strategy to the total synthesis of the related natural product FR182877 and selected novel analogues of these molecules will enable SAR investigations to commence.
Organisations
People |
ORCID iD |
| Paul Clarke (Principal Investigator) |
Publications
Clarke P
(2009)
Investigation of Transannelation Reactions Across a Cyclononene Ring
in Synlett
Clarke P
(2009)
Transannulation Reactions in the Synthesis of Natural Products
in Synthesis
Clarke P (Author)
(2007)
Improved Synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol
in Tetrahedron
Iqbal M
(2011)
Studies on transannulation reactions across a nine-membered ring: the synthesis of natural product-like structures.
in Organic & biomolecular chemistry
| Description | Developed routes to the ABC and the DEF-rings of the anticancer natural products FR182877 and hexacyclinic acid |
| Exploitation Route | Yes, a synthesis could be completed by other groups using our methodology. Or a joint synthetic approach between groups could be envisaged. |
| Sectors | Pharmaceuticals and Medical Biotechnology |
| Description | Our findings have been used to expand out knowledge of transannulation reactions. This led to their applications in other synthetic projetcs including EP/F005970/1 |
| Sector | Pharmaceuticals and Medical Biotechnology |