Issue 11, 2014

Synthesis of 3-acyltetramates by side chain manipulation and their antibacterial activity

Abstract

An efficient approach for the introduction of 3-acyl side chain groups onto a core tetramate system, which are suitable for further manipulation by nucleophilic displacement or Horner–Wadsworth–Emmons coupling, provides access to a diverse library of substituted tetramates related to two distinct classes of natural products, equisetin and pramanicin. Assessment against S. aureus and E. coli indicated that some compounds exhibit significant antibacterial activity, providing unusual leads for further optimisation in the drug discovery process.

Graphical abstract: Synthesis of 3-acyltetramates by side chain manipulation and their antibacterial activity

Supplementary files

Article information

Article type
Communication
Submitted
13 Jan 2014
Accepted
04 Feb 2014
First published
04 Feb 2014
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2014,12, 1711-1716

Author version available

Synthesis of 3-acyltetramates by side chain manipulation and their antibacterial activity

S. W. B. Tan, C. L. L. Chai and M. G. Moloney, Org. Biomol. Chem., 2014, 12, 1711 DOI: 10.1039/C4OB00095A

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