Semi-synthetic analogues of thiostrepton delimit the critical nature of tail region modifications in the control of protein biosynthesis and antibacterial activity

Cullen L Myers; Pei C Hang; Grace Ng; Joshua Yuen; John F Honek

doi:10.1016/j.bmc.2010.04.098

Semi-synthetic analogues of thiostrepton delimit the critical nature of tail region modifications in the control of protein biosynthesis and antibacterial activity

Bioorg Med Chem. 2010 Jun 15;18(12):4231-7. doi: 10.1016/j.bmc.2010.04.098. Epub 2010 May 8.

Authors

Cullen L Myers¹, Pei C Hang, Grace Ng, Joshua Yuen, John F Honek

Affiliation

¹ Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1.

PMID: 20510619
DOI: 10.1016/j.bmc.2010.04.098

Abstract

We report the successful production of selectively-modified tail analogues of the natural product antibiotic thiostrepton, which have been used to evaluate the critical nature of this section of the antibiotic to its inhibition of protein synthesis. This work highlights the tail region as a critical area for future semi-synthetic or synthetically bioengineered thiostrepton derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology
Binding Sites
Computer Simulation
Microbial Sensitivity Tests
Protein Biosynthesis / drug effects*
RNA, Ribosomal / chemistry
RNA, Ribosomal / metabolism
Thiostrepton / analogs & derivatives*
Thiostrepton / chemical synthesis
Thiostrepton / pharmacology

Substances

Anti-Bacterial Agents
RNA, Ribosomal
Thiostrepton