1. Amphidinol C, a major polyketide from an Irish strain of the dinoflagellate Amphidinium carterae.
- Author
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Murphy, Elliot, Barone, Maria Elena, Campanile, Floriana, Touzet, Nicolas, and Thomas, Olivier P.
- Abstract
An Irish strain of the dinoflagellate Amphidinium carterae was previously shown to produce antibacterial amphidinol derivatives of unknown masses. Inspection of the major metabolites present in a bulk culture of this strain led to the isolation and structure elucidation of a new amphidinol derivative named amphidinol C featuring an unprecedented tetrahydropyran ring between the positions C-7 and C-11. The structure was determined using extensive analyses of NMR and MS data and comparison with data of analogues. The new ring was proposed to stem from a nucleophilic substitution of the sulphate present on the side chain of Amphidinol B. The major metabolites isolated were tested for their antibacterial and antifungal activities and Amphidinol C showed moderate fungicidal activity against yeast and filamentous fungi at 8–16 µg mL
−1 . [Display omitted] • Amphidinol C was isolated from an Irish strain of the dinoflagellate Amphidinium carterae. • Amphidinol C features an unusual tetrahydropyrane ring between the positions C-7 and C-11. • The tetrahydropyrane ring could result from the substitution of the sulphate group of amphidinol B. • Amphidinol C exhibited moderate fungicidal activity. [ABSTRACT FROM AUTHOR]- Published
- 2022
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