Bibliography on Marine Chemical Ecology
MARBEF-ROSEMEB working group
Raffaella Casotti, Adrianna Ianora, Frederike Hoffmann, Angelo Fontana, Maarten
Boersma, Helena Gaspar
Introduction
This is a list of published scientific papers, relevant to the general field of marine
chemical ecology, meaning by this all fields of research dealing with secondary
metabolites of marine organisms and their effects at the molecular, cellular, population,
community, and ecosystem level. This list has several aims, from providing general
reading to interested scientists, to offering a starting point for potential researchers in
chemical ecology, to presenting supporting evidences from different models on the role
of secondary metabolites in marine systems.
It reflects the expertise of the participants in the MARBEF-ROSEMEB subproject, and is
not intended to be exhaustive or final and will be updated as necessary.
The titles have been grouped according to an organizational scale:
1. Books on chemical ecology in general or on natural products of marine origin
2. Review articles and key publications on chemical ecology in general, i.e. spanning
several groups of marine organisms
3. Articles on selected groups of marine organism (bacteria, phytoplankton, zooplankton,
benthic), listed as general (review or large focus) or advanced (more specific research
articles).
In some cases, one reference can be repeated in more than one location, in order to
account for multiple possible classifications.
We hope that the reader will find this list useful and we will appreciate any suggestions
or feedback, to be addressed to Raffaella Casotti raffa@szn.it
1. Books
Bioactive Marine Natural Products. Edited by Bhakuni, D. S. and D. S. Rawat. 2005.
Springer-Verlag, New York and Anamaya Publishers, New Delhi, 2005
Biodiversity and Natural Product Diversity. Edited by Francesco Pietra. Pergamon Press,
Amsterdam NL, 2002.
Bioactive compounds from natural sources – Isolation, characterization and biological
properties. Edited by Tringali C. Taylor & Francis, London, 2001.
Marine Chemical Ecology. Edited by James B. McClintock and Bill J. Baker.CRC press,
Boca Raton USA, 2001
Methods in Chemical Ecology Volume 1: Chemical Methods. Edited by Jocelyn G.
Millar and Kenneth F. Haynes, Kluwer Academic Publishers, Boston, 1998
Methods in Chemical Ecology Volume 2: Bioassay Methods. Edited by Jocelyn G. Millar
and Kenneth F. Haynes, Kluwer Academic Publishers, Boston, 1998
Natural Products Isolation. Edited by Richard J.P. Cannell. Humana Press, Totowa New
Jersey USA, 1998
The Toxic Action of Marine and Terrestrial Alkaloids. Edited by Murray S. Blum.
Alaken Inc., Fort Collins Colorado USA, 1995
Ecological Roles of Marine Natural Products. Edited by Valerie J. Paul. Comstock
Publishing Associates (Cornell University Press), Ithica USA, 1992.
Herbivores: Their Interactions with Secondary Plant Metabolites Volume 1: The
Chemical Participants. Edited by Gerald A. Rosenthal and May R. Berenbaum.
Academic Press, Inc. San Diego California USA, 1991
Herbivores: Their Interactions with Secondary Plant Metabolites Volume 2: Evolutionary
and Ecological Processes. Edited by Gerald A. Rosenthal and May R. Berenbaum.
Academic Press, Inc. San Diego California USA, 1991
Marine Toxins: Origin, Structure, and Molecular Pharmacology. Edited by Sherwood
Hall and Gary Strichartz, American Chemical Society, Washington DC USA, 1990.
Allelopathy, ed. 2. Rice E.L. Academic Press, New York, 1984.
2. Reviews and Key Publications
Agrawal, A. A. and C. Laforsch, Tollrian,R. (1999). Transgenerational induction of
defences in animals and plants. Nature 401: 60-63.
Blunt W.J., Copp B.R., Munro M.H.G., Northcote P.T., Prinsep M.R. (2005) Marine
natural products. Nat Prod Rep. 22:15-61 and previous articles of the series.
Coll J.C., Bowden B.F., Alino P.M., Heaton A., Kšnig G.M., de Nys R., Willis R.H.,
Sammarco P.W., Clayton M.N. 1989 Chemically mediated interactions between
marine organisms. Chemica Scripta 29: 383-388.
Davies-Coleman M.T. and Garson M.J. 1998. Marine polypropionates. Nat. Prod. Rep.
15: 477-493.
Decho, A. W. and K. A. Browne, Zimmer-Faust, R.K. (1998). Chemical cues: Why basic
peptides are signal molecules in marine environments. Limnol. Oceanogr. 43: 14101417.
Faulkner D.J. 2002 Marine natural products. Nat. Prod. Rep. 19: 1-48 and previous
articles of the series.
Fenical, W. (1982). Natural Products Chemistry in the Marine Environment. SCIENCE
215: 923-929.
Fox, R. F. (1981). Defense and Dynamics in Plant-Herbivore Systems. Amer. Zool. 21:
853-864.
Garson M.J, and Simpson J.S. 2004. Marine isocyanides and related natural products
structure, biosynthesis and ecology. Nat Prod Rep 21:164-179.
Garson M.J. 1993. The biosynthesis of marine natural products. Chem Rev 99: 16991733.
Garson M.J. 2001. Ecological perspectives on marine natural product biosynthesis. In:
Mc Clintock and Baker MJ (eds) Marine Chemical Ecology. CRC Press, Boca Raton,
pp.71-114.
Hay, M. E. 1996. Marine chemical ecology: what’s known and what’s next? Journal of
Experimental Marine Ecology and Biology 200:103-134.
Hay, M. E. and W. Fenical (1996). Chemical Ecology and Marine Biodiversity: Insights
and products from the Sea. Oceanography 9: 10-19.
Herring P.J. 1979. Marine ecology and natural products. Pure Appl. Chem. 51: 19011911.
Hildebrand, M., L. E. Waggoner, G. E. Lim, K. H. Shar, C. P. Ridley , and M. G.
Haygood. 2004. Approaches to identify, clone, and express symbiont bioactive
metabolite genes. Natural Product Reports 21 122-142.
Larsson P. and Dodson S.I. (1993) Chemical communication in planktonic animals. Arch.
Hydrobiol. 129: 129-155.
Mayer, A. M. and M. T. Hamann (2004). Marine Pharmacology in 2000: Marine
Compounds with Antibacterial, Anticoagulant, Antifungal, Anti-inflammatory,
Antimalatial,Antiplatelet,Antituberculosis, and Antiviral Activites; Affecting the
Cardiovascular, Immune, and Nervous Systems and Other Miscellaneous
Mechanisms of Action. Mar. Biotechnol. 6: 37-52.
Newman, D. J. and G. M. Cragg, Snader,K.M. (2003). Natural Products as Sources of
New Drugs over the Period 1981-2002. J.Nat.Prod. 66: 1022-1037.
Paul, V. J. and M. P. Puglisi. 2004. Chemical mediation of interactions among marine
organisms. Natural Product Reports 21 189-209.
Pomponi, S. A. (2001). The Oceans and Human Health: The Discovery and Development
of Marine-Derived Drugs. Oceanography 14: 78-87.
Riguera, R. (1997). Isolating bioactive compounds from marine organisms. J. Mar.
Biotechnol 5: 187-193.
Russell, F. E. (1984). Marine Toxins and Venomous and Poisonous Marine Plants and
Animals (Invertebrates). Advances in Marine Biology 21: 59-217.
Scheuer P.J. 1982. Marine ecology – some chemical aspects. Review.
Naturwissenschaften 69: 528-533.
Williams, D.H., M.J. Stone, P.R. Hauck, and S.K. Rahman. 1989. Why are secondary
metabolites (natural products) biosynthesized? J. Nat. Prod. 52:1189-1208.
Zimmer RK and Butman CA (2000) Chemical signaling processes in the marine
environment. Biol. Bull. 198: 168-187.
3. Selected groups of marine organism
BACTERIA (including cyanobacteria)
General
Carmichael W.W. 2001. The cyanotoxins--bioactive metabolites of cyanobacteria:
occurrence, ecological role, taxonomic concerns and effects on human. J. Phycol.
37(s3): 9-10.
Hildebrand, M., L. E. Waggoner, G. E. Lim, K. H. Shar, C. P. Ridley , and M. G.
Haygood. 2004. Approaches to identify, clone, and express symbiont bioactive
metabolite genes. Natural Product Reports 21 122-142.
Long R.A., Azam F. 2001. Antagonistic interactions among marine pelagic bacteria.
Appl. Environ. Microbiol. 67(11): 4975-4983.
Paul, V. J. and M. P. Puglisi. 2004. Chemical mediation of interactions among marine
organisms. Natural Product Reports 21 189-209.
Watson S. 2003. Cyanobacteria and eukaryotic algal odour compounds: signals or
byproducts? A review of their biological activity. Phycologia 42(4): 332-350.
Zheng, L., X. Han, H. Chen, W. Lin , and X. Yan. 2005. Marine bacteria associated with
marine macroorganisms: the potential antimicrobial resource. Annals of
Microbiology 55 (2):119-124.
Advanced
Chelossi, E., M. Milanese, A. Milano, R. Pronzato , and G. Riccardi. 2004.
Characterisation and antimicrobial activity of epibiotic bacteria from Petrosia
ficiformis (Porifera, Demospongiae). Journal of Experimental Marine Biology and
Ecology 309 (1):21-33.
Davidson, S. K., S. W. Allen, G. E. Lim, C. M. Anderson , and M. G. Haygood. 2001.
Evidence for the biosynthesis of bryostatins by the bacterial symbiont "Candidatus
Endobugula sertula" of the bryozoan Bugula neritina. Applied and Environmental
Microbiology 67 (10):4531-4537.
Dobretsov, S., H. U. Dahms, M. Y. Tsoi , and P. Y. Qian. 2005. Chemical control of
epibiosis by Hong Kong sponges: the effect of sponge extracts on micro- and
macrofouling communities. Marine Ecology-Progress Series 297 119-129.
Evans W.G. 1994. Volatile organic chemicals of a shore-dwelling cyanobacterial mat
community. J. Chem. Ecol. 20(2): 219-230.
Hentschel, U., M. Schmid, M. Wagner, L. Fieseler, C. Gernert , and J. Hacker. 2001.
Isolation and phylogenetic analysis of bacteria with antimicrobial activities from the
Mediterranean sponges Aplysina aerophoba and Aplysina cavernicola. FEMS
Microbiology Ecology 35 305-312.
Kelly, S. R., E. Garo, P. R. Jensen, W. Fenical , and J. R. Pawlik. 2005. Effects of
Caribbean sponge secondary metabolites on bacterial surface colonization. Aquatic
Microbial Ecology 40 (2):191-203.
Kim, M-C.; Yoshinaga, I.; Imai, I.; Nagasaki, K.; Itakura, S.; Ishida, Y. 1998. A close
relationship between algicidal bacteria and termination of Heterosigma akashiwo
(Raphydophyceae) blooms in Hiroshima Bay, Japan. Mar. Ecol. P.S. 170: 25-32.
Taylor, M. W., P. J. Schupp, H. J. Baillie, T. S. Charlton, R. de Nys, S. Kjelleberg, and P.
D. Steinberg. 2004a. Evidence for acyl homoserine lactone signal production in
bacteria associated with marine sponges. Appl. Environ. Microbiol. 70, 4387-4389.
Taylor, M. W., P. J. Schupp, I. Dahllof, S. Kjelleberg , and P. D. Steinberg. 2004b. Host
specificity in marine sponge-associated bacteria, and potential implications for marine
microbial diversity. Environmental Microbiology 6 (2):121-130.
Thakur, N. L., A. C. Anil , and W. E. G. Muller. 2004. Culturable epibacteria of the
marine sponge Ircinia fusca: temporal variations and their possible role in the
epibacterial defense of the host. Aquatic Microbial Ecology 37 (3):295-304.
Daranas, A. H. and M. Norte, Fernàndez, J.J. (2001). Toxic marine microalgae. Toxicon
39: 1101-1132.
PHYTOPLANKTON
General
Cembella, A. D. (2003). Chemical ecology of eukaryotic microalgae in marine
ecosystems. Phycologia 42: 420-447.
Inderjit; Duke, S.O. 2003. Ecophysiological aspects of allelopathy. Planta 217: 529-539.
Legrand, C.; Rengefors, K.; Fistarol, G.O.; Granéli, E. 2003. Allelopathy in
phytoplankton - biochemical, ecological and evolutionary aspects. Phycologia 42(4):
406-419
Lewis, W.M. Jr. 1986. Evolutionary interpretations of allelochemical interactions in
phytoplankton algae. The American Naturalist. 127:184-194.
Plumley, F. G. (1997). Marine algal toxins: Biochemistry, genetics, and molcular
biology. Limnol. Oceanogr. 42: 1252-1264.
Pohnert, G. 2000. Wound-Activated Chemical Defense in Unicellular Planktonic Algae.
Angewandte Chemie International Edition 39:4352-4354.
Pohnert, G. 2004. Chemical defense strategies of marine organisms. Topics in Current
Chemistry 239:179-219.
Potin, P., K. Bouarab, J.-P. Salaun, G. Pohnert, and B. Kloareg. 2002. Biotic interaction
of marine algae. Current Opinions in Plant Biology. 5:1-10.
Shimizu, Y. (2003). Microalgal metabolites. Current Opinion in Microbiology 6: 236243.
Steinke, M., Malin, G., Liss, P.E. 2002. Trophic interactions in the sea: an ecological role
for climate relevant volatiles. J. Phycol. 38: 630-638.
Watson S. 2003. Cyanobacteria and eukaryotic algal odour compounds: signals or
byproducts? A review of their biological activity. Phycologia 42(4): 332-350.
Wolfe, G.V. 2000. The chemical defense ecology of marine unicellular plankton:
constraints, mechanisms, and impacts. Biol. Bull 198:225-244
Wright, J. L. C. and A. D. Cembella (1998). Ecophysiology and Biosynthesis of
Polyether Marine Biotoxins. NATO ASI Series G 41.
Advanced
Bricelj, V.M., MacQuarrie, S.P., Schaffner, R.A. 2001. Differential effects of
Aureococcus anophagefferens isolates (“brown tide”) in unialgal and mixed
suspensions on bivalve feeding. Mar. Biol. 139: 605-615.
Casotti R, Mazza S, Brunet C, Vantrepotte V, Ianora A, Miralto A. (2005) Growth
autoinhibition and genotoxicity of the diatom aldehyde 2-trans-4-trans decadienal on
Thalassiosira weissflogii (Bacillariophyceae). J. Phycol. 41: 7-20.
Cutignano A., d’Ippolito G., Romano G., Lamari N., Cimino G., Febbraio F., Nucci R.,
Fontana A. 2006. Chloroplastic Glycolipids Fuel the Aldehyde Biosynthesis in the
Marine Diatom Thalassiosira rotula ChemBiochem, 7:1-8.
d’Ippolito G., Cutignano A., Briante R., Febbraio F., Cimino G., Fontana A. 2005. New
C16 fatty-acid-based oxylipin pathway in the marine diatom Thalassiosira rotula
Org. Biom. Chem. 3:4065-4070.
d’Ippolito G., Cutignano A., Tucci S., Romano G., Cimino G., Fontana A. 2006.
Biosynthetic Intermediates and Stereochemical Aspects of Aldehyde Biosynthesis in
the Marine Diatom Thalassiosira rotula, Phytochemistry 67.314-322.
d'Ippolito, G., S. Tucci, Cutignano,A., Romano,G., Cimino,G., Miralto,A., Fontana,A.
(2004). The role of complex lipids in the synthesis of bioactive aldehydes of the
marine diatom Skeletonema costatum. Biochimica et Biophysica Acta.: 1686: 100–
107
Douglas, D. J. and S. S. Bates (1992). Production of domoic acid, a neurotoxic amino
acid by an axenic culture of the marine diatom Nitzschia pungens f. multiseries
Hasle. Can.J.Fish. Aquat. Sci. 49: 85-90.
Eilertsen, H. C. and J. Raa (1995). Toxin in seawater produced by a common
phytoplankter: Phaeocystis pouchetii. J. Mar. Biotech. 3: 115-119.
Fistarol G., Legrand, C., Graneli, E. 2003. Allelopathic effect of Prymnesium parvum on
a natural plankton community. Mar. Ecol. P.S. 255: 115-125.
Fistarol G., Legrand, C., Graneli, E. 2005. Allelopathic effect on a nutrient-limited
phytoplankton species. Aquat. Microb. Ecol. 41: 153-161.
Fistarol G., Legrand, C., Rengefors C., Graneli, E. 2004. Temporary cyst formation in
phytoplankton: a response to allelopathic competitors? Environ. Microbiol. 6(8): 791798
Flores E, Wolk, C.P. 1986. Production by filamentous, nitrogen-fixing cyanobacteria of a
bacteriocin an of other antibiotics that kill related strains. Arch. Microbiol. 145: 215219.
Flynn, K. J. and K. Flynn, John,E.H., Reguera,B., Reyero,M.I., Franco, J.M. (1996).
Changes in toxins, intracellular and dissolved free amino acids of the toxic
dinoflagellate Gymnodinium catenatum in response to changes in organic nutrients
and salinity. J. Plankton Res. 18: 2093-2111.
Granéli E. & Johansson N. 2003. Increase in the production of allelopathic substances by
Prymnesium parvum cells grown under N- or P- deficient conditions. Harmful Algae
2: 135-145.
Keating K.I. 1977. Allelopathic influence on blue-green bloom sequence in a eutrophic
lake. Science 196: 885-886.
Keating K.I. 1978. Blue-green algal inhibition of diatom growth: transition from
mesotrophic to eutrophic community structure. Science 199: 971-973.
Kubanek J., M., K. Hicks, J. Naar, and T. A. Villareal. 2005. Does the red tide
dinoflagellate Karenia brevis use allelopathy to outcompete other phytoplankton?
Limnol. Oceanogr. 50:883-895.
Miralto, A., G. Barone, G. Romano, S.A. Poulet, A. Ianora, G.L. Russo, I. Buttino, G.
Mazzarella, M. Laabir, M. Cabrini, and M.G. Giacobbe. 1999. The insidious effect
of diatoms on copepod reproduction. Nature 402:173-176.
Pan, Y. and D. V. Subba Rao, Mann,K.H., Brown,R.G., Pocklington,R. (1996). Effects
of silicate limitation on production of domoic acid, a neurotoxin, by the diatom
Pseudonitzschia multiseries. I. Batch culture studies. Mar. Ecol. Prog. Ser. 131:
225-233.
Schmidt L.E., Hansen, P.J. 2001. Allelopathy in the prymnesiophyte Chrysochromulina
polylepis: effect of cell concentration, growth phase and pH. Mar. Ecol. P.S. 216: 6781.
Subba Rao D.V., Pan, Y., Smith, S.J. 1995. Allelopathy between Rhizosolenia alata
(Brightwell) and the toxigenic Pseudonitzschia pungens f. multiseries (Hasle). In:
Harmful marine algal blooms (Ed. By P. Lassus, G. Arzul, E. Erard, P. Gentien, C.
Marcaillou), pp. 681-686. Lavoisier, Intercept Ltd, Paris.
Tillmann, U. and U. John (2002). Toxic effects of Alexandrium spp. on heterotrophic
dinoflagellates: an allelochemical defence mechanism independent of PSP-toxin
content. Mar. Ecol. Prog. Ser. 230: 47-58.
Van Alstyne, K. L. and G. V. Wolfe, Freidenburg,T.L., Neill,A., Hicken,C. (2001).
Actived defense systems in marine macroalgae: evidence for an ecological role for
DMSP clevage. Mar. Ecol. Prog. Ser. 213: 53-65.
Vardi, A., F. Formiggini, R. Casotti, A. de Martino, F. Ribalet, A. Miralto and C. Bowler
(2006) A stress surveillance system based on calcium and nitric oxide in marine
diatoms. Public Library of Sciences – Biology 4(3): 1-9 (e60).
Wolfe, G.V.; Steinke, M.; Kirst, G.O. 1997. Grazing-activated chemical defense in a
unicellular marine alga. Nature 387: 894-897.
ZOOPLANKTON (mainly Copepods)
General
Ban, S., C. Burns, J. Castel, E. Christou, R. Escribano, S. Fonda Umani, S. Gasparini, F.
Guerrero Ruiz, M. Hoffmeyer, A. Ianora, H. Kang, M. Laabir, A. Lacoste, A.
Miralto, S. Poulet, X. Ning, V. Rodriguez, J. Runge, J. Shi, M. Starr, S. Uye and Y.
Wang, 1997: The paradox of diatom-copepod interactions. Mar. Ecol. Prog. Ser.
157: 287-293.
Ianora, A., S.A. Poulet, and A. Miralto. 2003. The effects of diatoms on copepod
reproduction: a review. Phycologia 42:351-363.
Lass S, Spaak P (2003) Chemically induced anti-predator defences in plankton: a review.
Hydrobiologia 491:221-239
Maneiro, I. and M. Frangòpulos, Guisande,C., Fernandez,M., Reguera,B., Riveiro,I.
(2000). Zooplankton as a potential vector of diarrhetic shellifish poisoning toxins
through the food web. Mar. Ecol. Prog. Ser. 201: 155-163.
Miralto, A., G. Barone, G. Romano, S.A. Poulet, A. Ianora, G.L. Russo, I. Buttino, G.
Mazzarella, M. Laabir, M. Cabrini, and M.G. Giacobbe. 1999. The insidious effect
of diatoms on copepod reproduction. Nature 402:173-176.
Paffenhöfer G-A, Ianora A, Miralto A, Turner JT, Kleppel GS, Ribera d’Alcala M,
Casotti R, Caldwell G, Pohnert G, Müller-Navarra D, Jonasdottir S, Armbrust V,
Bamstedt U, Ban S, Bentley M, Boersma M, Bundy M, Buttino I, Calbet A,
Carlotti F, Carotenuto Y, d’Ippolito G, Fontana A, Frost B, Guisande C, Lampert
W, Lee R, Mazza S, Mazzocchi MG, Nejstgaard J, Poulet SA, Romano G,
Smetacek V, Uye S, Wakeham S, Watson S, Wichard T. Colloquium on diatomcopepod interactions. Mar. Ecol. Progr. Ser. 286: 293-305.
Pohnert, G. 2005. Diatom/Copepod interactions in plankton: the indirect chemical
defense of unicellular algae. ChemBioChem 6:1-14
Turner, J. T. and P. A. Tester. 1997. Toxic marine phytoplankton, zooplankton grazers,
and pelagic food webs. Limnol. Oceanogr. 42:1203-1214.
Turner, J.T., P.A. Tester and P.J. Hansen. 1998. Interactions between toxic marine
phytoplankton and metazoan and protestan grazers, p. 452-474. In: D.M. Anderson,
A.D. Cembella and G.M. Hallegraeff (eds.), Physiological ecology of harmful algal
blooms. Springer-Verlag, Heidelberg.
Van Alstyne, K. L. and L. T. Houser (2003). Dimethylsulfide release during
macroinvertebrategrazing and its role as an activated chemical defense. Mar. Ecol.
Prog. Ser. 250: 175-181.
Zimmer RK, Butman CA (2000) Chemical signaling processes in the marine
environment. Biol Bull 198:168-187
Zimmer-Faust RK (1989) The relationship between chemoreception and foraging
behavior in crustaceans. Limnol Oceanogr 34:1367-1374
Advanced
Buttino I., De Rosa G., Carotenuto I., Ianora A., Fontana A., Quaglia F., La Rotonda M.I.
and Miralto A. 2006. Giant liposomes as delivery system for ecophysiological
studies in copepods. J. exp. Biol. 209: 801-809.
Carlsson, P., E. Granèli, G. Finenko, and S.Y. Maestrini (1995). Copepod grazing on a
phytoplankton community containing the toxic dinoflagellate Dinophysis
acuminata. J. Plankton Res. 17: 1925-1938.
Carotenuto Y., Ianora A., Buttino I., Romano G. and Miralto A. (2002) Is post-embryonic
development in the copepod Temora stylifera negatively affected by diatom diets?
J. Exp. Mar. Biol. Ecol. 276: 49-66.
Cieri, M. D. and D. E. Stearns (1999). Reduction of grazing activity of two estuarine
copepods in response to the exudate of a visual predator. Mar. Ecol. Prog. Ser. 177:
157-163.
Colin, S. P. and H. G. Dam. 2005. Testing for resistance of pelagic marine copepods to a
toxic dinoflagellate. Evolutionary Ecology 18:355-377.
Dutz, J. (1998). Repression of fecundity in the neritic copepod Acartia clausi exposed to
the toxic dinoflagellate Alexandrium lusitanicum: relationship between feeding and
egg production. Mar. Ecol. Prog. Ser. 175: 97-107.
Frey, M. A. and D. J. Lonsdale, Snell, T.W. (1998). The influence of contact chemical
signals on mate recognition in a harpacticoid copepod. Phil. Trans. R. Soc. London
B 353: 745-751.
Guisande, C. and M. Frangòpulos, Carotenuto,Y., Maniero,I., Riveiro,I., Ruth Vergara,
A. (2002). Fate of paralytic shellfish poisoning toxins ingested by the copepod
Acartia clausi. Mar. Ecol. Prog. Series 240: 105-115.
Huntley, M. and P. Sykes, Rohan,S., Marin, V. (1986). Chemically-mediated rejection of
dinoflagellate prey by the copepods Calanus pacificus and Paracalanus parvus:
mechanism, occurrence and significance. Mar. Ecol. Prog. Ser. 28: 105-120.
Ianora A., J.T. Turner, F. Esposito, G. d’Ippolito, G. Romano, C. Guisande, Y.
Carotenuto, and A. Miralto (2004) Copepod egg hatching success is reduced by
maternal diets of a non-neurotoxic strain of the dinoflagellate Alexandium
tamarense. Mar. Ecol. Prog. Ser. 280: 199-210.
Ianora, A., A. Miralto, S.A. Poulet, Y. Carotenuto, I. Buttino, G. Romano, R. Casotti, G.
Pohnert, T. Wichard, L. Colucci D’Amato, G. Terrazzano and V. Smetacek. 2004.
Aldehyde suppression of copepod recruitment in blooms of a ubiquitous planktonic
diatom. Nature 429:403-407.
Ianora, A., S.A. Poulet and A. Miralto, 1995: A comparative study of the inibitory effect
of diatoms on the reproductive biology of Temora stylifera. Mar.Biol. 121: 533-539
Ianora, A., S.A. Poulet, and A. Miralto. 2003. The effects of diatoms on copepod
reproduction: a review. Phycologia 42:351-363.
Kelly, L. S., T. W. Snell, et al. (1998). Chemical comunication during mating of the
harpacticoid Tigriopus japonicus. Phil.Trans. R. Soc. Lond. B 353: 737-744.
Koski, M. and J. Engstrom, Viitasalo,M. (1999). Reproduction and survival of the
calanoid copepod Eurytemora affinis fed with toxic and non-toxic cyanobacteria.
Mar. Ecol. Prog. Ser. 186: 187-197.
Lehtiniemi, M. and J. Engstrom-Ost, Marjalainen,M., Kozlowsky-Suzuki (2002). Fate of
cyanobacterial toxin in the pelagic food web: transfer to copepods or to faecal
pellets? Marine Ecol. Prog.Series 241: 13-21.
Maneiro, I. and C. Guisande, Frangòpulos, I.Riveiro (2002). Importance of copepod
faecal pellets to the fate of the DSP toxins produced by Dinophysis spp. Harmful
Algae 1: 333-341.
Maneiro, I. and M. Frangòpulos, Guisande,C., Fernandez,M., Reguera,B., Riveiro,I.
(2000). Zooplankton as a potential vector of diarrhetic shellifish poisoning toxins
through the food web. Mar. Ecol. Prog. Ser. 201: 155-163.
Mariottini, G. L. and E. Sottofattori, Mazzei,M., Robbiano,L., Carli,A. (2002).
Cytotoxicity of the venom of Pelagia noctiluca forskal (Cnidaria:Scyphozoa).
Toxicon 40: 695-698.
Miralto, A., L. Guglielmo, G. Zagami, I. Buttino, A. Granata and A. Ianora, 2003.
Inhibition of population growth in the copepods Acartia clausi and Calanus
helgolandicus during diatom blooms. Mar. Ecol. Prog. Ser. 254: 253-268.
Nejstgaard, J.C., Solberg, P.T. 1996. Repression of copepod feeding and fecundity by the
toxic haptophyte Prymnesium patelliferum. Sarsia 81: 339-344.
Poulet, S.A., A. Ianora, A. Miralto and L. Meijer, 1994: Do diatoms arrest egg
development in copepods ? Mar. Ecol. Prog. Ser. 111: 79-86.
Reinikainen, M. and F. Lindvall, Meriluoto,J.A.O., Repka,S., Sivonen,K., Spoof,L.,
Wahlsten,M. (2002). Effects of dissolved cyanobacterial toxins on the survival and
egg hatching of estuarine calanoid copepods. Mar. Biol. 140: 577-583.
Romano G., Russo G.L., Buttino I., Ianora A. and Miralto A. (2003) A marine diatomderived aldehyde induces apoptosis in copepod and sea urchin embryos. J. Exp
Biol. 206: 3487-3494.
Shaw, B. A., P. J. Harrison, et al. (1995). Feeding deterrence properties of apofucoxanthinoids from marine diatoms. II. Physiology of production of apo
fucoxanthinoids by the marine diatoms Phaeodactylum tricornutum and
Thalassiosira pseudonana, and their feeding deterrent effects on the copepod
Tigriopus californicus. Mar. Biol. 124: 473-481.
Shaw, B. A., R. J. Andersen, et al. (1995). Feeding deterrence properties of apofucoxanthinoids from marine diatoms. I. Chemical structures of apofucoxanthinoids produced by Phaeodactylum tricornutum. Mar. Biol. 124: 467-472.
Shaw, B. A., R. J. Andersen, et al. (1997). Feeding deterrent and toxicity effects of apofucoxanthinoids and phycotoxins on a marine copepod (Tigriopus californicus).
Mar. Biol. 128: 273-280.
Sykes, P. F. and M. E. Huntley (1987). Acute physiological reactions of Calanus
pacificus to selected dinoflagellates: direct observations. Mar. Biol. 94: 19-24.
Tang, K. W. and H. G. Dam, Visscher,P.T., Fenn,T.D. (1999).
Dimethylsulfoniopropionate (DMSP) in marine copepods and its relation with diets
and salinity. Mar. Ecol. Prog. Ser. 179: 71-79.
Teegarden, G. J. (1999). Copepod grazing selection and particle discrimination on the
basis of PSP toxin content. Mar. Ecol. Prog. Ser. 181: 163-176.
Teegarden, G. J. (2001). Zooplankton feeding behavior and particle selection in natural
plankton assemblages containing toxic Alexandrium spp. Mar. Ecol. Prog. Ser. 218:
213-226.
Teegarden, G. J. and A. D. Cembella, Capuano,C.L., Barron,S.H., Durbin,E.G. (2003).
Phycotoxin accumulation in zooplankton feeding on Alexandrium fundyense vector or sink? J. Plankton Res. 25: 429-443.
Teegarden, G. J. and R. G. Campbell, Durbin,E.G. (2001). Zooplankton feeding behavior
and particle selection in natural plankton assemblages containing toxic Alexandrium
spp. Mar. Ecol. Prog. Ser. 218: 213-226.
Tester, P. A. and J. T. Turner, Shea,D. (2000). Vectorial transport of toxins the
dinoflagellate Gymnodinium breve through copepods to fish. J. Plankton Res. 22:
47-61.
Thuesen, E. V. and K. Kogure, Hashimoto,K., Nemoto,T. (1988). Poison arrowworms: a
tetrodotoxin venom in the marine phylum Chaetognatha. J. Exp. Mar. Biol. Ecol.
116: 249-256.
Turriff, N., J.A. Runge and A.D. Cembella. 1995. Toxin accumulation and feeding
behaviour of the planktonic copepod Calanus finmarchicus exponed to the red-tide
dinoflagellate Alexandrium excavatum. Mar. Biol. 123:55-64.
Uye, S. (1996). Induction of reproductive failure in the planktonic copepod Calanus
pacificus by diatoms. Mar. Ecol. Prog. Ser. 133: 89-97.
Wolfe, G.V. 2000. The chemical defense ecology of marine unicellular plankton:
constraints, mechanisms, and impacts. Biol. Bull. 198: 225-244.
Wolfe, G.V.; Steinke, M.; Kirst, G.O. 1997. Grazing-activated chemical defense in a
unicellular marine alga. Nature 387: 894-897.
BENTHIC ORGANISMS
General
Caldwell G.S., Watson S.B. and Bentley A.M. (2004). How to assess toxin ingestion and
post-ingestion partitioning in zooplankton. J. Plankton Res. 26(12): 1369-1377.
Cimino G. and Sodano G. 1989. The chemical ecology of Mediterranean opisthobranchs.
Chemica Scripta 29: 389-394.
Cimino, G., Ciavatta, M. L., Fontana, A., Gavagnin, M. (2001) Metabolites of Marine
Opisthobranchs: Chemistry and Biological Activity. In: Tringali C. (ed.). Bioactive
Compounds from Natural Sources, NY, Taylor & Francis, 579-637.
Cimino, G., Fontana, A., Gavagnin, M. (1999) Marine opistobranch Molluscs: Chemistry
and Ecology in Sacoglossans and Dorids. Curr. Org. Chem. 3, 327-372.
Cimino, G., Ghiselin, M.T. (1998) Chemical defense and evolution in the Sacoglossa
(Mollusca: Gastropoda: Opisthobranchia). Chemoecoloy 8, 51-60.
Cimino, G., Ghiselin, M.T. (1999) Chemical defense and evolutionary trends in
biosynthetic capacity among dorid nudibranchs (Mollusca: Gastropoda:
Opistobranchia). Chemoecoloy 9, 187-207.
Cimino, G., Ghiselin, M.T. (2001) Marine Natural Products Chemistry as an
Evolutionary Narrative. In: McClintock, J.B., Baker, B.J. (eds.). Marine Chemical
Ecology. London, CRC, 115-154.
Cronin, G. 2001. Resource allocation in seaweeds and marine invertebrates: chemical
defense patterns in relation to defense theories, p. 325-353. In J. B. McClintock, and
B. J. Baker (eds.), Marine Chemical Ecology. CRC Press, Boca Raton
Faulkner, D.J. (1992) Chemical defenses of marine molluscs. In: Paul V. J. (ed.),
Ecological Roles of Marine Natural Products. Ithaca, NY, Comstock Publishing
Associates, 119-163.
Karuso, P. (1987) Chemical Ecology of the Nudibranchs. In: Scheur P. J. (ed.),
Bioorganic Marine Chemistry. Berlim, Spinger-Verlag, Vol.1, 31-60.
Proksch P., Ebel R., 1998 Ecological significance of alkaloids from marine invertebrates
(From: Alkaloids, Ed.Roberts M.F., Wink M., Pub. Plenum, New York, NY, pages
379-394.
Scheuer P.J. 1977. Chemical communication of marine invertebrates. Bioscience 27: 664668.
Advanced
Aceret T., Sammarco P., Coll J. 1995. Toxic effects of alcyonacean diterpenes on
scleractinian corals J. Exp.Mar. Biol. Ecol. 188: 63-78
Asai N., Fusetani N., Matsunaga S., Sasaki J. 2000. Sex pheromones of the hair crab
Erimacrus isenbeckii. Part 1: isolation and structures of novel ceramides
Tetrahedron 56: 9895-9899.
Buttino, I., A. Miralto, A. Ianora, G. Romano and S.A. Poulet (1999) The diatom
Thalassiosira rotula induces aberrations in embryonic tubulin organisation in sea
urchin Paracentrotus lividus. Mar. Biol. 134: 147-154.
Caldwell, G. S. and l. Bentley A.M. , P.J.W. (2004). First evidence of sperm motility
inhibition by the diatom aldeyde 2E,4E-decadienal. Mar. Ecol. Prog. Ser. 273: 97108.
Caldwell, G. S. and M. G. Bentley, Olive,P.J.W. (2003). The use of a brine shrimp
(Artemia salina) bioassay to assess the toxicity of diatom extracts and short chain
aldehydes. Toxicon 42: 301-306.
Caldwell, G. S. and P. J. W. Olive, Bentley,M.G. (2002). Inhibition of embryonic
development and fertilization in broadcast spawning marine invertebrates by water
soluble diatom extracts and the diatom toxin 2-trans, 4-trans decadienal. Aquat.
Toxicol. 60: 123-137.
Cimino G. and Ghiselin M.T. 1999. Chemical defense and evolutionary trends in
biosynthetic capacity among dorid nudibranchs (Mollusca: Gastropoda:
Opisthobranchia). Chemoecology 9: 187-207.
Cimino G., Ciavatta M.L., Fontana A., Gavagnin M. 2001. Metabolites of marine
opisthobranchs: chemistry and biological activity. In: Tringali C (ed) Bioactive
compounds from natural sources – Isolation, characterization and biological
properties. Taylor & Francis, London, pp. 579-637.
Cimino G., Fontana A., Cutignano A., Gavagnin M. 2004. Biosynthesis in opisthobranch
molluscs: general outline in the light of recent use of stable isotopes. Phytoch Rev, 3:
285-307.
Cimino G., Fontana A., Gavagnin M. 1999. Marine opisthobranch molluscs: chemistry
and ecology in sacoglossan and dorids. Curr Org Chem 3: 327-372.
Cimino G., Passeggio A., Sodano G., Spinella A., Villani G. 1991. Alarm pheromones
from the Mediterranean opisthobranch Haminoea navicula. Experientia 47: 61-63.
Cimino, G., Sodano, G. (1993) Biosynthesis of secondary metabolites in marine
molluscs. In: Scheuer P. J. (ed.), Topics in Current Chemistry. Berlim, Springerverlag, Vol.167, 77-115.
Cristopher D.T. (1981) The Ecology of Nudibranch Molluscs, Oceanogr. Mar. Biol. Ann.
Rev. 19, 141-234.
Cummins S.F., Nichols A.E., Rajarathnam K., Nagle G.T. 2004. A conserved
heptapeptide sequence in the waterborne attracting pheromone stimulates mate
attraction in Aplysia In: Peptides (Tarrytown, NY) 25: 185-189.
Cutignano A., Cimino G., Giordano A., d’Ippolito G., Fontana A. 2004. Polyketide origin
of 3-alkylpyridines in the marine mollusc Haminoea orbignyana. Tetrahedron Lett
45:2627-2629.
Cutignano A., Notti V., d’Ippolito G., Cimino G., Fontana A. 2004. Lipase-mediated
production of defensive toxins in the marine mollusc Oxynoe olivacea Org. Biom.
Chem., 2, 3167-3171.
Cutignano A., Tramice A., De Caro S., Villani G., Cimino G., Fontana A. 2003.
Biogensis of 3-alkylpyridine alkaloids in the marine mollusc Haminoea orbignyana.
Angew Chem Int Ed 42: 2633-2636.
Elliott J.K., Ross D.M., Pathirana C., Miao S., Andersen R.J., Singer P., Kokke
W.C.M.C., Ayer W.A. 1989. Induction of swimming in Stomphia (Anthozoa:
Actiniaria) by imbricatine, a metabolite of the asteriod Dermasterias imbricata Biol.
Bull. 176: 73-78.
Epifanio R., Maia L.F., Fenical W. 2000. Chemical defense of the endemic brazilian
gorgonian Lophogorgia violacea J. Brazil. Chem. Soc. 11: 584-591.
Faulkner, D.J., Ghiselin, M.T. (1983) Chemical defense and evolutionary ecology of
dorid nudibranchs and some other opisthobranch gastropods. Mar. Ecol. Progr. Ser.
13, 295-301.
Fischel, J. L. and R. Lemee, Formento,P., Caldani,C., Molli,J.L., Pesando,D.,
Finesz,A.M., Grelier,P.,Pietra,F., Guerriero,A., Milano,G. (1995). Cell Growth
Inhibitory Effects of Caulerpenyne, a Sesquiterpenoid from the Marine Algae
Caulerpa Taxifolia. Anticancer Research 15: 2155-2160.
Fontana A. and Cimino G. 2001. Biosynthetic studies of secondary metabolites in marine
opisthobranchs. Recent Res Devel Organic Chem 5: 89-105.
Fontana A., Tramice A., Cutignano A., d'Ippolito G., Gavagnin M., Cimino G. 2003.
Terpene biosynthesis in the nudibranch Doriopsilla aureolata. J Org Chem 68: 24052409.
Fontana A., Villani G., Cimino G. 2000. Terpene biosynthesis in marine molluscs:
incorporation of glucose in drimane eaters of Dendrodoris nudibranchs via classical
mevalonate pathway. Tetrahedron Lett 41: 2429-2433.
Furrow F.B., Amsler C.D., McClintock J.B., Baker B.J. 2003. Surface sequestration of
chemical feeding deterrents in the Antarctic sponge Latrunculia apicalis as an
optimal defense against sea star spongivory Mar. Biol. 143(3): 443-449.
Gavagnin M., Mollo E., Castelluccio F., Ghiselin M.T., Calado G., Cimino G. 2001.
Can molluscs biosynthesize typical sponge metabolites? The case of the nudibranch
Doriopsilla areolata. Tetrahedron 57: 8913-8916.
Hay, M. E. and P. D. Steinberg. 1992. The chemical ecology of plant-herbivore
interactions in marine versus terrestrial communities, p. 371-413. In G. A.
Rosenthal, and M. R. Berenbaum (eds.), Herbivores: their interactions with plant
secondary metabolites. Academic Press, New York.
Hay, M. E. and W. Fenical. 1988. Marine plant-herbivore interactions: the ecology of
chemical defense. Annual Reviews of Ecology and Systematics 19:111-145.
Jung V. and Pohnert G., Rapid wound-activated of green alga defensive metabolite
caulerpenyne, Tetrahedron 57:7169-7172.
Keifer P.A., Rinehart K.L., Hooper I.R. 1986. Renillafoulins, antifouling diterpenes from
the sea pansy Renilla reniformis (Octocorallia). J. Org. Chem. 51: 4450-4454.
Kelman D., Benayahu Y., Kashman Y. 1999. Chemical efence of the soft coral
Parerythropodium fulvum (Forskål) in the Red Sea against generalist reef fish J. Exp.
Mar. Biol. Ecol. 238:127-137.
Kicklighter, C. E. and J. Kubanek, Hay,M.E. (2004). Do brominated natural products
defend marine worms from consumers? Some do, most don't. Limnol. Oceanogr.
49: 430-441.
Kubanek J Faulkner DJ Andersen RJ 2000 Geographic variation and tissue distribution of
endogenous terpenoids in the Northeastern Pacific Ocean dorid nudibranch Cadlina
luteomarginata: Implications for the Regulation of De Novo Biosynthesis J. Chem.
Ecol. 26 377-389.
Kubanek J., Pawlik J.R., Eve T.M., Fenical W. 2000 Triterpene glycosides defend the
Caribbean reef sponge Erylus formosus from predatory fishes Mar. Ecol. Prog. Ser.
207: 69-77.
Kubanek J., Whalen K.E., Engel S., Kelly S.R., Henkel T.P., Fenical W., Pawlik J.R.
2002 Multiple defensive roles for triterpene glycosides from two Caribbean sponges
Oecologia 131: 125-136.
Lewis, C. and G. S. Caldwell, Bentley,M.G., Olive, P.J.W. (2004). Effects of a bioactive
diatom-derived aldehyde on developmental stability in Nereis virens (Sars) larvae:
an analysis using fluctuating asymmetry. J. Exp. Mar. Biol. Ecol. 304: 1-16.
Lindquist, N. and M. E. Hay (1996). Palatability and chemical defense of marine
invertebrate larvae. Ecological Monographs 66: 431-450.
Marin A., Alvarez L.A., Cimino G., Spinella A. 1999. Chemical defence in
cephalaspidean gastropods: origin, anatomical location and ecological roles. J. Mol.
Stud. 65: 121-131.
McClintock, J. B. and B. J. Baker (1997). A Review of the Chemical Ecology of
Antarctic Marine Invertebrates. Amer. Zool. 37: 329-342.
McClintock, J. B. and B. J. Baker (1998). Chemical ecology in Antarctic Seas: Chemical
interactions can lead to unusual arrangements between species. American Scientist
86: 254-263.
McClintock, J. B. and D. P. Swenson, Steinberg,D.K., Michaels, A.A. (1996). Feedingdeterrent properties of common oceanic holoplankton from Bermudian waters.
Limnol. Oceanogr. 41: 798-801.
Paul, V. J. and M. P. Puglisi. 2004. Chemical mediation of interactions among marine
organisms. Natural Product Reports 21:189-209.
Paul, V. J., E. Cruz-Rivera, and R. W. Thacker. 2001. Chemical mediation of macroalgalherbivore interactions: ecological and evolutionary perspectives, p. 227-265. In J.
B. McClintock, and B. J. Baker (eds.), Marine Chemical Ecology. CRC Press, Boca
Raton.
Rittschof D. and Cohen J.H. 2004. Crustacean peptide and peptide-like pheromones and
kairomones In: Peptides (Tarrytown, NY) 25: 1503-1516.
Rohl I., Schneider B., Schmidt B., Zeeck E. 1999. L-Ovothiol A: The egg release
pheromone of the marine polychaete Platynereis dumerilii: Annelida: Polychaeta Z.
Naturforsch. C Biosci. 54: 1145-1147.
Scheuer P.J. 1982. Marine ecology - some chemical aspects. Review.
Naturwissenschaften 69: 528-533.
Spinella A., Alvarez L.A., Passeggio A., Cimino G. 1993. New 3-Alkylpyridines from 3
Mediterranean Cephalaspidean Molluscs - Structure, Ecological Role and Taxonomic
Relevance Tetrahedron 49: 1307-1314.
Tosti E., Romano G., Buttino I., Cuomo A., Ianora A. and Miralto A. (2003) Bioactive
aldehydes from diatoms block the fertilization current in ascidian oocytes. Mol.
Reprod. Dev. 66: 72-80.
Yang A., Baker B.J., Grimwade J., Leonard A., McClintock J.B. 1995. Discorhabdin
alkaloids from the Antarctic sponge Latrunculia apicalis J. Nat. Prod. 58: 1596-1599.
Zeeck E., Harder T., Beckmann M. 1998. Uric acid - the sperm-release pheromone of the
marine polychaete Platynereis dumerilii J. Chem. Ecol. 24 13-22.