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Antibacterial Acylphloroglucinols from Hypericum olympicum

New antibacterial acylphloroglucinols (1–5) were isolated and characterized from the aerial parts of the plant Hypericum olympicum L. cf. uniflorum. The structures of these compounds were confirmed by extensive 1D- and 2D-NMR experiments to be 4,6-dihydroxy-2-O-(3″,7″-dimethyl-2″,6″-octadienyl)-1-(2′-methylbutanoyl)benzene (1), 4,6-dihydroxy-2-O-(7″-hydroxy-3″,7″-dimethyl-2″,5″-octadienyl)-1-(2′-methylbutanoyl)benzene (2), 4,6-dihydroxy-2-O-(6″-hydroxy-3″,7″-dimethyl-2″,7″-octadienyl)-1-(2′-methylbutanoyl)benzene (3), 4,6-dihydroxy-2-O-(6″-hydroperoxy-3″,7″-dimethyl-2″,7″-octadienyl)-1-(2′-methylbutanoyl)benzene (4), and 4,6-dihydroxy-2-O-(6″,7″-epoxy-3″,7″-dimethyloct-2″-enyl)-1-(2′-methylbutanoyl)benzene (5). These new natural products have been given the trivial names olympicins A–E (1–5). All compounds were evaluated against a panel of methicillin-resistant Staph. aureus and multidrug-resistant strains of Staph. aureus. Compound 1 exhibited minimum inhibitory concentrations (MICs) of 0.5–1 mg/L agains...

Authors:   Winnie K. P. Shiu; M. Mukhlesur Rahman; Jonathan Curry; Paul Stapleton; Mire Zloh; John P. Malkinson; Simon Gibbons
Journal:   Journal of Natural Products
Year:   2011
DOI:   10.1021/np2003319
Publication date:   07-Sep-2011
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