title: Meroditerpenoids and derivatives from the brown alga Cystoseira baccata and their antifouling properties.
abstract: The brown alga Cystoseira baccata harvested along the Atlantic coasts of Morocco yielded seven new meroditerpenoids (1-4) and derivatives (5-7), whose chemical structures were elucidated mainly by 2D NMR and mass spectrometry. Surprisingly, for all these compounds, which possess a bicyclo[4.3.0]nonane ring system, a trans fusion of the bicyclic system was deduced by stereochemical studies even though such compounds isolated from Cystoseira species are known to have a typical cis orientation for the bridgehead methyls. The antifouling and antibacterial activities of compounds 1-5 and 7 were evaluated, as well as their toxicity toward nontarget species. Compounds 4, 5, and 7 showed antifouling activities against growth of microalgae, macroalgal settlement, and mussel phenoloxidase activity, while being nontoxic to larvae of sea urchins and oysters.
authors.affiliation: Laboratoire MAPIEM, Université du Sud Toulon-Var, Avenue de l'Université, BP 20132, F-83957 La Garde Cedex, France.
authors.forename: Redouane
authors.initials: R
authors.lastname: Mokrini
authors.forename: Mohammed Ben
authors.initials: MB
authors.lastname: Mesaoud
authors.forename: Mohammed
authors.initials: M
authors.lastname: Daoudi
authors.forename: Claire
authors.initials: C
authors.lastname: Hellio
authors.forename: Jean-Philippe
authors.initials: JP
authors.lastname: Maréchal
authors.forename: Mohamed
authors.initials: M
authors.lastname: El Hattab
authors.forename: Annick
authors.initials: A
authors.lastname: Ortalo-Magné
authors.forename: Louis
authors.initials: L
authors.lastname: Piovetti
authors.forename: Gérald
authors.initials: G
authors.lastname: Culioli
mesh_terms: D000818:Animals; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007814:Larva / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009018:Morocco; D019906:Nuclear Magnetic Resonance, Biomolecular; D010125:Ostreidae / Q000187:drug effects; D000459:Phaeophyceae / Q000737:chemistry*; D012617:Sea Urchins / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes