Abstract
This work describes the design, the synthesis and the biological studies of saccharadic inhibitors of two bacterial phosphoenolpyruvate lyases, KDO8PS and DAH7PS. Their structures are based on an extensive study of recent biochemical and biological data. The obtained results led to precise important structural features in view to obtain a good recognition between phosphoenolpyruvate lyases and their substrates, allowing to progress in the knowledge of the mechanism of the catalytic reaction. To establish the validity ofthe approach, the examination of the antibacterial activity of the prepared derivatives is reported. Antibiogrammes were carried out on different bacteria involved in nosocomial illness. This work is a contribution to the development of new original and efficient antibiotics.During this study, a new homologation reaction has been developed based on the use of lithiated carbanions derived from Weinreb phosphonoacetamides as a reagent of carbonylolefination. Coupled with an intramolecular Michaël reaction, the process allows a rapid and efficient access to exo-glycals.