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Motualevic Acids A−F, Antimicrobial Acids from the Sponge Siliquariaspongia sp.

2009; American Chemical Society; Volume: 11; Issue: 5 Linguagem: Inglês

10.1021/ol802890b

1523-7060

Jessica L. Keffer, Alberto Plaza, Carole A. Bewley,

Microbial Natural Products and Biosynthesis

Seven new antibacterials, motualevic acids A−F (1−6) and (4E)-(R)-antazirine (7), have been isolated from the marine sponge Siliquariaspongia sp. and their structures elucidated by spectroscopic methods. Motualevic acids A−D are the first glycyl conjugates of the ω-brominated lipid (E)-14,14-dibromotetradeca-2,13-dienoic acid, and motualevic acid F is the first long-chain 2H-azirine 2-carboxylic acid to be found in nature. Carboxylic acid-containing compounds 1 and 6 inhibit the growth of Staphylococcus aureus and methicillin-resistant S. aureus at 1.2−10.9 μg/mL.