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Simple B-Lactams in the Synthesis of furopyridine Antibiotic: Total Synthesis of CJ-15,696 and Analogues

Obiettivo

The emergence of bacterial resistance has significantly underscored the importance of the discovery of novel classes of antibiotics. The common occurrence of multiple-drug resistant microbes, particularly in hospital settings, is cause for serious clinical concerns. Additionally, the existence of large cohorts of immune compromised patients and the need to utilise anti-infective agents prophylactic ally in their lifetime therapy compound the problem. Finally, the potential activities of dysfunctional nations and their disciples of death are chilling additions to the threat to the welfare of mankind. In 2002 Pfizer scientists reported the isolation of CJ-15, 696 and seven related fur pyridine antibiotics from the fermentation broth of the fungus Cladobotrywn varmint CL 12284. CJ-15, 696 showed modest activities against various Gram-positive bacteria including some drug resistant strains such as Staphylococcus aurous 01 A1 105, Staphylococcus progenies 02C1068, Staphylococcus pneumonia 02J1095 and Entercoccus faecal is 03A1069. S: pneumonia is frequently the causative agent for upper respiratory tract infections and is rapidly acquiring multi.
- Drug resistance. Research will focus on the development of a new strategy for the total synthesis of CJ-15, 696. This will be amenable for the concise synthesis of fur pyridines as a general class and for the elaboration of analogues of the natural product to probe antibacterial activity. A concise and flexible total synthesis of CJ-15, 696 should make available a family of fur pyridine derivatives of potential value as novel antibiotics. The synthesis involves a new ring expansion process for the conversion of N-arenesulfonyl-ÿ-lactam derivatives, by reaction with emulates derived from y-lactones, into fur pyridine compounds. A library of analogues of the natural product will be prepared by parallel synthesis by use of arrays of ÿ-Iota and y-lactones precursors.

Invito a presentare proposte

FP6-2002-MOBILITY-5
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IMPERIAL COLLEGE OF SCIENCE, TECHNOLOGY AND MEDICINE
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South Kensington Campus
LONDON
Regno Unito

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