Cystophloroketals A–E, Unusual Phloroglucinol–Meroterpenoid Hybrids from the Brown Alga Cystoseira tamariscifolia - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Natural Products Année : 2015

Cystophloroketals A–E, Unusual Phloroglucinol–Meroterpenoid Hybrids from the Brown Alga Cystoseira tamariscifolia

Résumé

Cystophloroketals A-E (1-5), five new phloroglucinol-meroditerpenoid hybrids, have been isolated together with their putative biosynthetic precursor, the monocyclic meroditerpenoid 6, from the Mediterranean brown alga Cystoseira tamariscifolia. They represent the first examples of meroditerpenoids linked to a phloroglucinol through a 2,7-dioxabicyclo[3.2.1]octane moiety. The chemical structures, including absolute configurations, were elucidated on the basis of extensive spectroscopic analysis (HR-ESIMS, ID and 2D NMR, and ECD) and TDDFT ECD calculations. Compounds 1-6 were tested for their antifouling activity against several marine colonizing species (bacteria, fungi, invertebrates, micro- and macroalgae). Compound 6 showed high potency for the inhibition of macrofoulers (invertebrates and macroalgae), while cystophloroketals B (2) and D (4) displayed strong inhibition of the germination of the two macroalgae tested and moderate antimicrobial activities (bacteria, microalgae, and fungi).
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Dates et versions

hal-02556215 , version 1 (27-04-2020)

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Mohamed El Hattab, Grégory Genta-Jouve, Naïma Bouzidi, Annick Ortalo-Magné, Claire Hellio, et al.. Cystophloroketals A–E, Unusual Phloroglucinol–Meroterpenoid Hybrids from the Brown Alga Cystoseira tamariscifolia. Journal of Natural Products, 2015, 78 (7), pp.1663-1670. ⟨10.1021/acs.jnatprod.5b00264⟩. ⟨hal-02556215⟩
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