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Motualevic acids A-F, antimicrobial acids from the sponge Siliquariaspongia sp.


ABSTRACT: 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 omega-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 microg/mL.

SUBMITTER: Keffer JL 

PROVIDER: S-EPMC2880638 | biostudies-other | 2009 Mar

REPOSITORIES: biostudies-other

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Motualevic acids A-F, antimicrobial acids from the sponge Siliquariaspongia sp.

Keffer Jessica L JL   Plaza Alberto A   Bewley Carole A CA  

Organic letters 20090301 5


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 omega-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 St  ...[more]

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