Comparison of the wound-activated transformation of caulerpenyne by invasive and noninvasive Caulerpa species of the Mediterranean

Journal of Chemical Ecology

Volumn 28, Issue 10, 2002, Pages 2091-2105

  Jung, Verena ^a   Thibaut, Thierry ^b   Meinesz, Alexandre ^b   Pohnert, Georg ^a  

^a MAX PLANCK INSTITUTE FOR CHEMICAL ECOLOGY   (Germany)

^b Laboratoire Environnement Marin Littoral   (France)

Author keywords

1,4 Dialdehydes; Activated defense; Caulerpa; Caulerpenyne; Chemical defense; Esterase; Green algae; Invasive algae; Mediterranean; Quantification; Terpenes

Indexed keywords

ACETIC ACID DERIVATIVE; ALDEHYDE DERIVATIVE; CAULERPENYNE; ESTERASE; GERANYL ACETATE; MARINE TOXIN; SESQUITERPENE; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

BIOLOGICAL INVASION; CHEMICAL DEFENSE; GREEN ALGA; WOUNDING;

ADAPTATION; ALGA; ARTICLE; CAULERPA TAXIFOLIA; CHEMICAL MODIFICATION; DEACETYLATION; DEGRADATION; EXTRACTION; GREEN ALGA; INJURY; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; METABOLISM; NONHUMAN; PATHOGENICITY; PATHOLOGY; PHYSIOLOGY; QUANTITATIVE ASSAY; TISSUE INJURY;

ADAPTATION, PHYSIOLOGICAL; ALGAE, GREEN; ESTERASES; MARINE TOXINS; SESQUITERPENES; WOUNDS AND INJURIES;

MEDITERRANEAN SEA;

ALGAE; CAULERPA; CAULERPA RACEMOSA; CAULERPA TAXIFOLIA; CHLOROPHYTA; HALOPHILA;

EID: 0036811139     PISSN: 00980331     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1020710230532     Document Type: Article

References (36)

1. Amade, P. and Lemée, R. 1998. Chemical defence of the Mediterranean alga Caulerpa taxifolia: Variations in caulerpenyne production. Aquat. Toxicol. 43:287-300.
2. Amico, V., Oriente, G., Piattelli, M., Tringali, C., Fatrorusso, E., Magno, S., and Mayol, L. 1978. Caulerpenyne, an unusual sesquiterpenoid from the green alga Caulerpa prolifera. Tetrahedron Lett. 38:3593-3596.
3. Belsher, T. and Meinesz, A. 1995. Deep-water dispersal of the tropical alga Caulerpa taxifolia introduced into the Mediterranean. Aquat. Bot. 51:163-169.
4. Bellan-Santini, D., Arnaud, P. M., Bellan, G., and Verlaque, M. 1996. The influence of the introduced tropical alga Caulerpa taxifolia on the biodiversity of the Mediterranean marine biota. J. Mar. Biol. Assoc. UK 76:235-237.
5. Boudouresque, C. F., Lemée, R., Mari, X., and Meinesz, A. 1996. The invasive alga Caulerpa taxifolia is not a suitable diet for the sea urchin Paracentrotus lividus. Aquat. Bot. 53:245-250.
6. Bligh, E. G. and Dyer, W. J. 1959. A rapid method of total lipid extraction an purification. Can. J. Biochem. Physiol. 37:911-917.
7. Ceccherelli, G. and Cinelli, F. 1997. Short-term effects of nutrient enrichment of the sediment and interactions between the seagrass Cymodocea nodosa and the introduced green alga Caulerpa taxifolia in a Mediterranean bay. J. Exp. Mar. Biol. Ecol. 217:165-177.
8. Cetrulo, G. L. and Hay, M. E. 2000. Activated chemical defenses in tropical versus temperate seaweeds. Mar. Ecol. Prog. Ser. 207:243-253.
9. Cimino, G., Crispino, A., Dimarzo, V., Gavagnin, M., and Ros, J. D. 1990. Oxytoxins, bioactive molecules produced by the marine opisthobranch mollusk Oxynoe olivacea from a diet-derived precursor. Experientia 46:767-770.
10. Delgado, O., Rodriguez-Prieto, C., Garcia, E., and Ballesteros, E. 1995. Lack of severe nutrient limitation in Caulerpa taxifolia (Vahl) C. Agardh, an introduced seaweed spreading over the oligotrophic Northwestern Mediterranean. Bot. Mar. 38:557-563.
11. Dreher, T. W., Hawthorne, D. B., and Grant, B. R. 1982. The wound response of the siphonous green algal genus Caulerpa. 3. Composition and origin of the wound plugs. Protoplasma 110:129-137.
12. Garcia, E., Rodriguez-Prieto, C., Delgado, O., and Ballesteros, E. 1996. Seasonal light and temperature responses of Caulerpa taxifolia from the north western Mediterranean. Aquat. Bot. 53:215-225.
13. Gavagnin, M., Marin, A., Castelluccio, F., Villani, G., and Cimino, G. 1994. Defensive relationships between Caulerpa prolifera and its shelled sacoglossan predators. J. Exp. Mar. Biol. Ecol. 175:197-210.
14. Guerriero, A., Meinesz, A., Dambrosio, M., and Pietra, F. 1992. Isolation of toxic and potentially toxic sesquiterpenes and monoterpenes from the tropical green seaweed Caulerpa taxifolia which has invaded the region of Cap Martin and Monaco. Helv. Chim. Acta 75:689-695.
15. Guerriero, A., Marchetti, F., D'Ambrosio, M., Senesi, S., Dini, F., and Pietra, F. 1993. New ecotoxicologically and biogenetically relevant terpenes of the tropical green seaweed Caulerpa taxifolia which is invading the Mediterranean. Helv. Chim. Acta 76:855-864.
16. Jousson, O., Pawlowski, J., Zaninetti, L., Meinesz, A., and Boudouresque, C. F. 1998. Molecular evidence for the aquarium origin of the green alga Caulerpa taxifolia introduced to the Mediterranean Sea. Mar. Ecol. Prog. Ser. 172:275-280.
17. Jousson, O., Pawlowski, J., Zaninetti, L., Zechman, F. W., Din, F., Di Guiseppe, G., Woodfield, R., Millar, A., and Meinesz, A. 2000. Invasive alga reaches California - The alga has been identified that threatens to smother Californian coastal ecosystems. Nature 408:157-158.
18. Jung, V. and Pohnert, G. 2001. Rapid wound-activated transformation of the green algal defensive metabolite caulerpenyne. Tetrahedron 57:7169-7172.
19. Kaiser, J. 2000. California algae may be feared European species. Science 289:222-223.
20. Komatsu, T., Molenaar, H., Blachier, J., Buckles, D., Lemée, R., and Meinesz, A. 1994. Premières donnèes sur la croissance saisonnière des stolons de Caulerpa taxifolia en Méditerranée, pp. 279-283, in C.-F. Boudouresque, A. Meinesz, and V. Gravez (eds.). First International Workshop on Caulerpa Taxifolia, Nice, january, 17-18, 1992. GIS Posidonie Publication.
21. Komatsu, T., Meinesz, A., and Buckles, D. 1997. Temperature and light responses of the alga Caulerpa taxifolia introduced into the Mediterranean Sea. Mar. Ecol. Prog. Ser. 146:145-153.
22. Lemée, R., Pesando, D., Issanchou, C., and Amade, P. 1997. Microalgae: A model to investigate the ecotoxicology of the green alga Caulerpa taxifolia from the Mediterranean Sea. Mari. Environ. Res. London 44:13-25.
23. McConnell, O. J., Hughes, P. A., Targett, N. M., and Daley, J. 1982. Effects of secondary metabolites from marine algae on feeding by the sea urchin, Lytechinus variegatus. J. Chem. Ecol. 8:1437-1453.
24. Meinesz, A. and Hesse, B. 1991 Introduction of the tropical alga Caulerpa taxifolia and its invasion of the northwestern Mediterranean. Oceanol. Acta 14:415-426.
25. Meinesz, A., Benichou, L., Blachier, J., Komatsu, T., Lemée, R., Molenaar, H., and Mari, X. 1995. Variations in the structure, morphology and biomass of Caulerpa taxifolia in the Mediterranean Sea. Bot. Mar. 38:499-508.
26. Meinesz, M., Belsher, T., Thibaut, T., Antolic, B., Ben Mustapha, K., Boudouresque, C.-F., Chiaverini, D., Cinelli, F., Cittalorda, J.-M., Djellouli, A., El Abed, A., Orestano, C., Grau, A. M., Iveša, L., Jaklin, A., Langar, H., Massuti-Pascual, E., Peirano, A., Tunesi, L., Vaugelas, J. de, Zavodnik, N., and Zuljevic, A. 2001. The introduced alga Caulerpa taxifolia continues to spread in the Mediterranean. Biol. Invas. 3:201-210.
27. Meyer, K. D. and Paul, V. J. 1992. Intraplant variation in secondary metabolite concentration in 3 species of Caulerpa (chlorophyta, Caulerpales) and its effects on herbivorous fishes. Mar. Ecol. Prog. Ser. 82:249-257.
28. Paul, V. J. and Fenical, W. 1986. Chemical defense in tropical green-algae, order Caulerpales. Mar. Ecol. Prog. Ser. 34:157-169.
29. Paul, V. J. and Fenical, W. 1987. Natural products chemistry and chemical defense in tropical marine algae of the phylum Chlorophyta. Bioorg. Mar. Chem. 1:1-29.
30. Paul, V. J. and Van Alstyne, K. L. 1992. Activation of chemical defenses in the tropical green algae Halimeda spp. J. Exp. Mar. Biol. Ecol. 160:191-203.
31. Pesando, D., Lemée, R., Ferrua, C., Amade, P., and Girard, J. P. 1996. Effects of caulerpenyne, the major toxin from Caulerpa taxifolia on mechanisms related to sea urchin egg cleavage. Aquat. Toxicol. 35:139-155.
32. Ricci, N., Capovani, C., and Dini, F. 1999. Behavioural modifications imposed to the ciliate protist Euplotes crassus by caulerpenyne: The major toxic terpenoid of the green seaweed, Caulerpa taxifolia. Eur. J. Protistol. 35:290-303.
33. Sant, N., Delgado, O., Rodriguez-Prieto, C., and Ballesteros, E. 1996. The spreading of the introduced seaweed Caulerpa taxifolia (Vahl) C. Agardh in the Mediterranean Sea: Testing the boat transportation hypothesis. Bot. Mar. 39:427-430.
34. Thibaut, T., Meinesz, A., Amade, P., Charrier, S., De Angelis, K., Ierardi, S., Mangialajo, L., Melnick, J., and Vidal, V. 2001 Elysia subornata (Mollusca) a potential control agent of the alga Caulerpa taxifolia (Chlorophyta) in the Mediterranean Sea. J. Mar. Biol. Assoc. UK 81:497-504.
35. Verlaque, M., Boudouresque, C. F., Meinesz, A., and Gravez, V. 2000. The Caulerpa racemosa complex (Caulerpales, Ulvophyceae) in the Mediterranean Sea. Bot. Mar 43:49-68.
36. Wiedenmann, J., Baumstark, A., Pillen, T. L., Meinesz, A., and Vogel, W. 2001. DNA fingerprints of Caulerpa taxifolia provide evidence for the introduction of an aquarium strain into the Mediterranean Sea and its close relationship to an Australian population. Mar. Biol. 138:229-234.