Alaninyl variants of the marine natural product halocyamine A and their antibacterial properties
Abstract
In an effort to explore the antibacterial potential of the marine natural product halocyamine A, a series of analogues including desbromo and alanine-substituted variants were synthesised and evaluated for biological activity against a panel of Gram-positive and –negative bacteria. The analogues were synthesisedby a combination of solid-phase peptide synthesis and ruthenium complex/ytterbium triflate catalysed hydroamidation chemistry. Single alanine substitutions ([Ala1]-halocyamine A and [Ala2]-halocyamine A) gave only modest increases in activity towards Gram-positive bacteria, while dialaninyl variants exhibited more potent activity with MIC values of 12.5–50 µM towards the Gram-positive bacteria S.aureus and E. faecalis. A lipophilic trityl-protected intermediate of [Ala2]-halocyamine was the most active against the Gram negative bacterium Escherichia coli.
Domains
Life Sciences [q-bio]
Fichier principal
Alaninyl variants of the marine natural product halocyamine A and their antibacterial properties.pdf (444.01 Ko)
Télécharger le fichier
Origin : Files produced by the author(s)
Loading...