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Details of Grant 

EPSRC Reference: GR/R14552/01
Title: Spirocyclic B-Lactone-Y-Lactams; Synthesis of Oxazolomycins
Principal Investigator: Taylor, Professor R
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: University of York
Scheme: Standard Research (Pre-FEC)
Starts: 16 July 2001 Ends: 15 February 2005 Value (£): 176,179
EPSRC Research Topic Classifications:
Biological & Medicinal Chem. Medical science & disease
EPSRC Industrial Sector Classifications:
No relevance to Underpinning Sectors Pharmaceuticals and Biotechnology
Related Grants:
Panel History:  
Summary on Grant Application Form
Oxazolomycin A, and related natural products. form a family of antibiotic, anti-cancer agents isolated from various strains of streptomyces which contain a unique spiro (-lactone-(-lactam ring system linked to a long alkyl chain leading to a triene-oxazole moiety. We will first devise an improved route to the oxazole-polyene portion of Oxazolomycin A utilising pyrylium chemistry developed within our group. We will also use this chemistry to prepare the naturally occurring herbicide Phthoxazolin A. We will next devise routes to the construct suitably functionalised spiro (-lactone-(-lactam precursors for elaboration into Oxazolomycins. Initial studies in this area will involve vinyl triflate cross coupling reactions. It should be noted that extensive model studies have been conducted to devise routes to spiro (-lactone-(-lactam (for the first time), and to establish the viability of the cross coupling procedures. The next objective will be to complete the first synthesis of Oxazolomycin A. If time remains other members of the Oxazolomycin family will be prepared. Novel Oxazolomycin anologues will be screened for anti-cancer activity by the Unit of Clinical Oncology, University of Bradford.
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Organisation Website: http://www.york.ac.uk