Meroditerpenoids and derivatives from the brown alga Cystoseira baccata and their antifouling properties
Autor: | Louis Piovetti, Redouane Mokrini, Jean-Philippe Maréchal, Mohammed Daoudi, Mohammed Ben Mesaoud, Mohamed El Hattab, Annick Ortalo-Magné, Claire Hellio, Gérald Culioli |
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Rok vydání: | 2008 |
Předmět: |
Pharmaceutical Science
Microbial Sensitivity Tests Cystoseira Phaeophyta Analytical Chemistry chemistry.chemical_compound Cystoseira baccata Algae Drug Discovery Botany Animals Phenols Nuclear Magnetic Resonance Biomolecular Pharmacology biology Bicyclic molecule Molecular Structure Organic Chemistry Stereoisomerism Mussel biology.organism_classification Ostreidae Terpenoid Morocco Complementary and alternative medicine chemistry Larva Sea Urchins Molecular Medicine Diterpene Diterpenes |
Zdroj: | Journal of natural products. 71(11) |
ISSN: | 1520-6025 |
Popis: | 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. |
Databáze: | OpenAIRE |
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