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Synthesis and biological evaluation of truncated derivatives of abyssomicin C as antibacterial agents.

Journal article
Authors Leticia Monjas
Peter Fodran
Johanna Kollback
Carlo Cassani
Thomas Olsson
Maja Genheden
D. G. Joakim Larsson
Carl Johan Wallentin
Published in Beilstein journal of organic chemistry
Volume 15
Pages 1468-1474
ISSN 1860-5397
Publication year 2019
Published at Department of Chemistry and Molecular Biology
Centre for antibiotic resistance research, CARe
Institute of Biomedicine, Department of Infectious Medicine
Pages 1468-1474
Language en
Links dx.doi.org/10.3762/bjoc.15.147
www.ncbi.nlm.nih.gov/entrez/query.f...
Subject categories Biological Sciences

Abstract

The synthesis and antibacterial activity of two new highly truncated derivatives of the natural product abyssomicin C are reported. This work outlines the limits of structural truncation of the natural product and consequently provides insights for further structure-activity relationship studies towards novel antibiotics targeting 4-amino-4-deoxychorismate (ADC) synthase. Specifically, it is demonstrated that the synthetically challenging bicyclic motif is essential for activity towards methicillin-resistant Staphylococcus aureus (MRSA).

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