Quantitative variation of secondary metabolites in the sea hare Aplysia parvula and its host plant, Delisea pulchra

Marine Ecology Progress Series

Volumn 130, Issue 1-3, 1996, Pages 135-146

  De Nys, Rocky ^a   Steinberg, Peter D ^a   Rogers, Cary N ^a   Charlton, Timothy S ^a   Duncan, Mark W ^a  

^a UNIVERSITY OF NEW SOUTH WALES   (Australia)

Author keywords

Aplysia parvula; Bioaccumulation; Delisea pulchra; Red algae; Secondary metabolites; Sequestered defences

Indexed keywords

APLYSIA PARVULA; DELISEA PULCHRA;

ALGAE; BIOACCUMULATION; CHEMICAL DEFENCE; CHEMICAL DEFENCES; FURANONE; GASTROPOD; METABOLITE; QUANTITATIVE VARIATION; SEA HARE; SECONDARY METABOLITES;

EID: 0029669044     PISSN: 01718630     EISSN: None     Source Type: Journal    
DOI: 10.3354/meps130135     Document Type: Article

References (56)

1. Ambrose HW, Givens RP, Chen R, Ambrose KP (1979) Distastefulness as a defense mechanism in Aplysia brasiliana (Mollusca: Gastropoda). Mar Behav Physiol 6:57-64
2. Bobzin SC, Faulkner DJ (1989) Diterpenes from the marine sponge Aplysilla polyrhaphis and the dorid nudibranch Chromodoris norrisi. J org Chem 54:3902-3907
3. Brower LP, Nelson CJ, Seiber JN, Fink LS, Bond C (1988) Exaptation as an alternative to coevolution in the cardenolide-based chemical defense of monarch butterflies (Danaus plexippus L.) against avianpredators. In: Spencer KC (ed) Chemical mediation and coevolution. Academic Press, San Diego, p 447-476
4. Carefoot TH (1987) Aplysia: its biology and ecology. Oceanogr mar Biol A Rev 25:167-284
5. Carlson DJ, Lubchenco J, Sparrow MA, Trowbridge CD (1989) Fine-scale variability of lanosol and its disulfate ester in the temperate red alga Neorhodomela larix. J chem Ecol 15:1321-1333
6. Cronin G, Hay ME (1995) Within-plant variation in seaweed chemical defences: optimal defence theory versus the growth-differentiation balance hypothesis. Oecologia (in press)
7. Cronin G, Hay ME, Fenical W, Lindquist N (1995) Distribution, density, and sequestration of host chemical defenses by the specialist nudibranch Tritonia hamnerorum found at high densities on the sea fan Gorgonia ventalina. Mar Ecol Prog Ser 119:177-189
8. Day RW, Quinn G P (1989) Comparisons of treatments after an analysis of variance in ecology. Ecol Monogr 56:345-363
9. de Nys R (1992) Natural products chemistry and chemical ecology of tropical marine algae. PhD thesis, James Cook Univ, Townsville
10. de Nys R, Coll JC, Bowden BF (1992) Delisea pulchra (cf. fimbriata) revisited. The structural determination of two new metabolites from the red alga Delisea pulchra. Aust J Chem 45:1625-1632
11. de Nys R, Steinberg PD, Willemsen P, Dworjanyn SA, Gabelish CL, King RJ (1995) Broad spectrum effects of secondary metabolites from the red alga Delisea pulchra in antifouling assays. Biofouling 8:259-271
12. de Nys R, Wright AD, König GM, Sticher O (1993) New halogenated furanones from the marine alga Delisea pulchra (cf. fimbriata). Tetrahedron 49:11213-11220
13. Di Marzo VD, Marin A, Vardaro RR, de Petrocellis L, Villani G, Cimino G (1993) Histological and biochemical bases of defense mechanisms in four species of Polybranchioidea ascoglossan molluscs. Mar Biol 117:367-380
14. Duffy JE, Paul VJ (1992) Prey nutritional quality and effectiveness of chemical defences against tropical reef fishes. Oecologia 90:333-339
15. Faulkner DJ (1992) Chemical defenses of marine molluscs. In: Paul VJ (ed) Ecological roles for marine natural products. Cornell University Press, Ithaca, p 119-163
16. Fishlyn DA, Phillips DW (1980) Chemical camouflaging and behavioural defenses against a predatory seastar by three species of gastropods from the surfgrass Phyllospadix community. Biol Bull 158:34-48
17. Hay ME, Duffy JE, Fenical W (1988a) Seaweed chemical defenses: among-compound and among-herbivore variance. Proc 6th Int Coral Reef Symp 3:43-48
18. Hay ME, Duffy JE, Paul VJ, Renaud PE, Fenical W (1990) Specialist herbivores reduce their susceptibility to predation by feeding on the chemically defended seaweed Avrainvillea longicaulis. Limnol Oceanogr 35:1734-1743
19. Hay ME, Fenical W, Gustafson K (1987) Chemical defense against diverse coral-reef herbivores. Ecology 68:1581-1591
20. Hay ME, Paul VJ, Lewis SM, Gustafson K, Trindell RN (1988b) Can tropical seaweeds reduce herbivory by growing at night? Diel patterns of growth, nitrogen content, herbivory, and chemical versus morphological defense. Oecologia 75:233-245
21. 14C incorporation into metabolites of the sacoglossan Placobranchus ocellatus. Science 205:922-923
22. Kazlauskas R, Murphy PT, Quinn RJ, Wells RJ (1977) A new class of halogenated lactones from the red alga Delisea fimbriata (Bonnemaisoneaceae). Tetrahedron Lett 1:37-40
23. Kernan MR, Faulkner DJ (1987) Halichondromide, an anti-fungal microlide from the sponge Halichondria sp. Tetrahedron Lett 28:2809-2812
24. Lindquist N, Hay ME (1995) Can small rare prey be chemically defended? The case for marine larvae. Ecology 76:1347-1358
25. McCombs JD, Blunt JW, Chambers MV, Munro MHG, Robinson WT (1988) Novel 2(5H)-Furanones from the marine alga Delisea elagans (Lamouroux). Tetrahedron 44:1489-1502
26. Meyer KD, Paul VJ (1992) Intraplant variation in secondary metabolite concentration in three species of Caulerpa (Chlorophyta: Caulerpales) and its effects on herbivorous fish. Mar Ecol Prog Ser 82:249-257
27. Paul VJ (1992) Seaweed chemical defences on coral reefs. In: Paul VJ (ed) Ecological roles for marine secondary metabolites. Cornell University Press, Ithaca, p 24-50
28. Paul VJ, Fenical W (1986) Chemical defense in tropical green algae, order Caulerpales. Mar Ecol Prog Ser 34:157-169
29. Paul VJ, Fenical W (1987) Natural products chemistry and chemical defense in tropical marine algae of the phylum chlorophyta. In: Scheuer P (ed) Bioorganic marine chemistry 1. Springer-Verlag, Berlin, p 1-29
30. Paul VJ, Pennings SC (1991) Diet-derived chemical defenses in the sea hare Stylocheilus longicauda (Quoy et Gaimard 1824). J exp mar Biol Ecol 151:227-243
31. Paul VJ, Lindquist N, Fenical W (1990) Chemical defenses of the tropical ascidian Atapozoa sp. and its nudibranch predators Nembrotha spp. Mar Ecol Prog Ser 59:109-118
32. Paul VJ, van Alstyne KL (1988a) Use of ingested algal diterpenoids by Elysia halimedae Macnae (Opisthobranchia: Ascoglossa) as antipredator defenses. J exp mar Biol Ecol 119:15-29
33. Paul VJ, van Alstyne KL (1988b) Chemical defence and chemical variation in some tropical Pacific species of Halimeda (Halimedaceae; Chlorophyta). Coral Reefs 6:263-269
34. Paul VJ, Wylie CR, Sanger HR (1988) Effects of algal chemical defenses toward different coral-reef herbivorous fishes: a preliminary study. Proc 6th Int Coral Reef Symp 3:73-78
35. Pawlik JR, Kernan MR, Molinski TF, Harper MK, Faulkner DJ (1988) Defensive chemicals of the Spanish dancer nudibranch Hexabranchus sanguineus and its egg ribbons: macrolides derived from a sponge diet. J exp mar Biol Ecol 119:99-109
36. Pennings SC (1990) Multiple factors promoting narrow host range in the sea hare, Aplysia californica. Oecologia 82: 192-200
37. Pennings SC (1994) Interspecific variation in chemical defenses in the sea hares (Opisthobranchia: Anaspidea). J exp mar Biol Ecol 180:203-219
38. Pennings SC, Paul VJ (1993a) Secondary chemistry does not limit the dietary range of the specialist sea hare Stylocheilus longicauda (Quoy et Gaimard 1824). J exp mar Biol Ecol 174:97-113
39. Pennings SC, Paul VJ (1993b) Sequestration of dietary secondary metabolites by three species of sea hares: location, specificity and dynamics. Mar Biol 117:535-546
40. Pettus JA, Wing RM, Sims JJ (1977) Marine natural products. XII. Isolation of a family of multihalogenated gamma-methylene lactones from the red seaweed Delisea fimbriata. Tetrahedron Lett 1:41-44
41. Phillips DW, Towers GHN (1982) Chemical ecology of red algal bromophenols. I. Temporal, interpopulational and within-thallus measurements of lanosol levels in Rhodomela larix (Turner) C. Agardh. J exp mar Biol Ecol 58: 285-293
42. Ragan MA, Glombitza KW (1986) Phlorotannins, brown algal polyphenols. Prog phycol Res 4:129-241
43. Reichelt JL, Borowitzka MA (1984) Antimicrobial activity from marine algae: results of a large-scale screening programme. Hydrobiologia 116/117:158-168
44. Roesener JA, Scheuer PJ (1986) Ulapualide A and B, extaordinary antitumor macrolides from nudibranch eggmasses. J Am Chem Soc 108:846-847
45. Rogers CN, Steinberg PD, de Nys R (1995) Factors associated with oligophagy in two species of sea hares (Mollusca: Anaspidea). J exp mar Biol Ecol 192:47-73
46. Rose AF, Pettus JA, Sims JJ (1977) Marine natural products. XIII. Isolation and synthesis of some halogenated ketones from the red seaweed Delisea fimbriata. Tetrahedron Lett 22:1847-1850
47. Rowell-Rahier M, Pasteels JM (1992) Third trophic level influences of plant allelochemicals. In: Rosenthal GA, Berenbaum MR (eds) Herbivores: their interactions with secondary plant metabolites. 2: Ecological and evolutionary processes. Harcourt Brace Jovanovich, San Diego, p 243-278
48. Sokal RR, Rohlf FJ (1981) Biometry, 2nd edn. WH Freeman, San Francisco
49. Stallard MO, Faulkner DJ (1974) Chemical constituents of the digestive gland of the sea hare Aplysia californica - I. Importance of diet. Comp Biochem Physiol B 49:25-35
50. Steinberg PD (1992) Geographical variation in the interaction between marine herbivores and brown algal secondary metabolites. In: Paul VJ (ed) Ecological roles for marine secondary metabolites. Cornell University Press, Ithaca, p 51-92
51. Steinberg PD, van Altena I (1992) Tolerance of marine invertebrate herbivores to brown algal phlorotannins in temperate Australasia. Ecol Monogr 62:189-222
52. Targett NM, Coen LD, Boettcher AA, Tanner CE (1992) Biogeographic comparisons of marine algal polyphenolics: evidence against a latitudinal trend. Oecologia 89:464-470
53. Thompson JE, Walker RP, Wratten SJ, Faulkner DJ (1982) A chemical defense mechanism for the nudibranch Cadlina luteomarginata. Tetrahedron 38:1865-1873
54. Tugwell S, Branch GM (1989) Differential polyphenolic distribution among tissues in the kelps Ecklonia maxima, Laminaria pallida and Macrocystis angustifolia in relation to plant-defence theory. J exp mar Biol Ecol 129:219-230
55. Vardaro RR, Di Marzo V, Crispino A, Cimino G (1991) Cyercenes, novel polypropionate pyrones from the auto-tomizing Mediterranean mollusc Cyerce cristallina. Tetrahedron 47:5569-5576
56. Winkler LR (1969) Distribution of organic bromine compounds in Aplysia californica Cooper, 1863. Veliger 11: 268-271