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Linear diterpenes from the marine brown alga Bifurcaria bifurcata: a chemical perspective

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Abstract

This article will give a complete overview of linear diterpenes isolated from the brown alga Bifurcaria bifurcata. For this purpose all published acyclic diterpenoids are listed and gathered in three main biosynthetic families with respect to their structural similarities. These are the C-12 oxidized (e.g. eleganediol), the C-13 oxidized (e.g. eleganolone), and the direct geranylgeraniol derivatives. The origin and plausible biosynthesis of all compounds are discussed. Additionally, the issues concerning the configurational assignment such as the configuration of trisubstituted double bonds and the configuration of oxidized stereogenic centers are pointed out. Special emphasis is also given on synthesis, biological activities (cytotoxic, antimicrobial, and antifouling activities), chemotaxonomy, and ecology of the compounds.

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Acknowledgments

Financial support from the Deutsche Forschungsgemeinschaft (DFG) (Ko 1314/5-1 and 5-2, DFG-Forschergruppe FOR 934) is gratefully acknowledged. One of the authors (G.C.) is indebted to Prof. R. Valls and Prof. L. Piovetti for their invaluable experience in the field of natural terpenoids isolated from sargassacean species and for the fruitful discussions on this subject.

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  1. Alfred-Wegener-Institut für Polar- und Meeresforschung in der Helmholtz-Gemeinschaft, Am Handelshafen 12, 27570, Bremerhaven, Germany

    Julie Muñoz & Matthias Köck

  2. Université du Sud Toulon-Var, Laboratoire MAPIEM (EA 4323), avenue Georges Pompidou, BP 56, 83162, La Valette Cedex, France

    Gérald Culioli

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  1. Julie Muñoz
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  2. Gérald Culioli
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Muñoz, J., Culioli, G. & Köck, M. Linear diterpenes from the marine brown alga Bifurcaria bifurcata: a chemical perspective. Phytochem Rev 12, 407–424 (2013). https://doi.org/10.1007/s11101-012-9246-4

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