Preparation and antibiotic activity of monobactam analogues of nocardicins

C. Gerardin-Charbonnier, S. Auberger, L. Molina, S. Achilefu, M. A. Manresa, P. Vinardell, M. R. Infante, C. Selve

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A series of diverse β-lactam analogues of nocardicins with interesting antimicrobial properties were prepared. Coupling of glucosamine to these compounds improved their water solubility. Aminoacid derivatives produced a stereoinduction on the quaternary enantiotopic carbon of the starting compound 1. Evaluation of their antimicrobial activity showed that the introduction of α-aminoacids to monobactams increased their activity. The importance of asymmetric carbon is exemplified by the higher antibiotic activity of L-α-aminoacids than the D-series. No significant difference was observed between fluorinated and non-fluorinated monobactams.

Original languageEnglish (US)
Pages (from-to)257-272
Number of pages16
JournalPreparative Biochemistry and Biotechnology
Volume29
Issue number3
DOIs
StatePublished - 1999
Externally publishedYes

ASJC Scopus subject areas

  • Biotechnology
  • Biochemistry

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