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Synthesis and antibacterial activity of some binaphthyl-supported macrocycles containing a cationic amino acid
Daniel R Coghlan1, John B Bremner, Paul A Keller
1School 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.
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