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Bioorg Med Chem. 2011 Jun 1;19(11):3549-57. doi: 10.1016/j.bmc.2011.04.013. Epub 2011 Apr 14.

Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid.

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1
School of Chemistry, University of Wollongong, Wollongong, NSW 2522, Australia.

Abstract

As part of a programme investigating antibacterial cyclic macrocycles containing a cationic amino acid with an internal aromatic hydrophobic scaffold, we previously reported a macrocycle anchored at the 3,3'-positions of a 1,1'-binaphthyl unit. This was prepared via key intermediates containing an internal allylglycine and an allyl-substituted binaphthyl unit for a subsequent ring-closing metathesis reaction. This paper presents some structure-activity relationship studies with additional macrocycles based on this lead compound against Staphylococcus aureus together with the antibacterial activity of two related acyclic compounds.

PMID:
21550811
DOI:
10.1016/j.bmc.2011.04.013
[Indexed for MEDLINE]
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