Secondary metabolites of the cyanobacterium Microcoleus lyngbyaceus and the sea hare Stylocheilus longicauda: Palatability and toxicity

Marine Biology

Volumn 126, Issue 4, 1996, Pages 735-743

  Pennings, S C ^a,b   Weiss, A M ^a,c   Paul, V J ^a  

^a UNIVERSITY OF GUAM   (Guam)

^b UNIVERSITY OF GEORGIA   (United States)

^c NONE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENTHOS; CYANOBACTERIA; PALATABILITY; SEA HARE; SECONDARY METABOLITE; SECONDARY METABOLITES; TOXICITY;

GASTROPODA; MICROCOLEUS LYNGBYACEUS; STYLOCHEILUS LONGICAUDA;

EID: 0030301314     PISSN: 00253162     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00351340     Document Type: Article

References (44)

1. Arakaki Y, Uehara T (1991) Physiological adaptations and reproduction of the four types of Echinometra mathaei (Blainville). In: Janagisawa T, Yasumasu I, Oguro C, Suzuki N, Motokawa T (eds) Biology of Echinodermata. A.A. Balkema, Rotterdam, pp 105-112
2. Avila C (1995) Natural products from opisthobranch molluscs: a biological review. Oceanogr mar Biol A Rev 33: 487-559
3. Cardellina II JH, Marner F-J, Moore RE (1979a) Seaweed dermatitis: structure of lyngbyatoxin A Science, NY 204: 193-195
4. Cardellina II JH, Marner F-J, Moore RE (1979b) Malyngamide A, a novel chlorinated metabolite of the marine cyanophyte Lyngbya majuscula. J Am chem Soc 101: 240-241
5. Carefoot TH (1987) Aplysia: its biology and ecology. Oceanogr mar Bioi A Rev 25: 167-241
6. Faulkner DJ (1992) Chemical defenses of marine molluscs. In: Paul VJ (ed) Ecological roles of marine natural products. Comstock, Ithaca, pp 119-163
7. Faulkner DJ, Ghiselin MT (1983) Chemical defense and evolutionary ecology of dorid nudibranchs and some other opisthobranch gastropods. Mar Ecol Prog Ser 13: 295-301
8. Gerwick WH, Proteau PJ, Nagle DG. Hamel E, Blokhin A, Slate DL (1994) Structure of curacin A, a novel antimitotic, antiproliferative, and brine shrimp toxic natural product from the marine cyanobacterium Lyngbya majuscula. J org Chem 59: 1243-1245
9. Hay ME, Fenical W, Gustafson K. (1987) Chemical defense against diverse coral-reef herbivores. Ecology 68:1581-1591
10. Humm HJ, Wicks SR (1980) Introduction and guide to the marine bluegreen algae. John Wiley & Sons, New York
11. Ireland C, Stallard MO, Faulkner DJ, Finer J, Clardy J (1976) Some chemical constituents of the digestive gland of the sea hare Aplysia californica. J org Chem 41: 2461-2465
12. Kato Y, Scheuer PJ (1974) Aplysiatoxin and debromoaplysiatoxin, constituents of the marine mollusk Stylocheilus longicauda (Quoy and Gaimard, 1824). J Am chem Soc 96: 2245-2246
13. Kato Y, Scheuer PJ (1975) The aplysiatoxins. Pure appl Chem 41: 1-14
14. Koehn FE, Longley RE, Reed JK (1992) Microcolins A and B, new immunosuppressive peptides from the blue-green alga Lyngbya majuscula. J nat Products 55: 613-619
15. La Barre SC, Coll JC, Sammarco PW (1986) Defensive strategies of soft corals (Coelenterata: Octocorallia) of the Great Barrier Reef. II. The relationship between toxicity and feeding deterrence. Biol Bull mar biol Lab, Woods Hole 171: 565-576
16. Marner FJ, Moore RE, Hirotsu K, Clardy J (1977) Majusculamides A and B, two epimeric lipodipeptides from Lyngbya majuscula Gomont. J org Chem 42: 2815-2819
17. Moore RE (1981) Constituents of blue-green algae. In: Scheuer PJ (ed) Marine natural products. Vol. 4. Academic Press, New York, pp 1-52
18. Moore RE, Blackman AJ, Cheuk CE, Mynderse JS, Matsumoto GK, Clardy J, Woodard RW, Craig JC (1984) Absolute stereochemistries of the aplysiatoxins and oscillatoxin A. J org Chem 49: 2484-2489
19. Myers RF (1989) Micronesian reef fishes. Coral Graphics, Guam
20. Mynderse JS, Moore RE, Kashigawi M, Norton TR (1977) Antileukemia activity in the Oscillatoriaceae: isolation of debromoaplysiatoxin from Lyngbya. Science, NY 196: 538-539
21. Nys R de, Steinberg PD, Rogers CN, Charlton TS, Duncan MW (1996) Quantitative variation of secondary metabolites in the sea hare Aplysia parvula and its host plant, Delisea pulchra. Mar Ecol Prog Ser 130: 135-146
22. Paul VJ (1992) Ecological roles of marine natural products. Comstock Publishing Associates, Ithaca
23. Paul VJ, Meyer KD, Nelson SG, Sanger HR (1993) Deterrent effects of seaweed extracts and secondary metabolites on feeding by the rabbitfish Siganus spinus. Proc 7th int coral Reef Symp 2: 867-874 [Richmond RH (ed) University of Guam, Mangilao, Guam]
24. Paul VJ, Nelson SG, Sanger HR (1990) Feeding preferences of adult and juvenile rabbitfish Siganus argenteus in relation to chemical defenses of tropical seaweeds. Mar Ecol Prog Ser 60: 23-34
25. 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
26. Paul VJ, Wylie CR, Sanger HR (1989) Effects of algal chemical defenses toward different coral-reef herbivorous fishes. Proc 6th int coral Reef Symp 3: 73-78 [Choat JH et al. (eds) Sixth International Coral Reef Symposium Executive Committee, Townsville]
27. Paul VJ, Wylie CR, Sanger HR (1989) Effects of algal chemical defenses toward different coral-reef herbivorous fishes. Proc 6th int coral Reef Symp 3: 73-78 [Choat JH et al. (eds) Sixth International Coral Reef Symposium Executive Committee, Townsville]
28. Pawlik J (1993) Marine invertebrate chemical defenses. Chem Rev 93: 1911-1922
29. Pawlik JR, Chanas B, Toonen RJ, Fenical W (1995) Defenses of Caribbean sponges against predatory reef fish. I. Chemical deterrency. Mar Ecol Prog Ser 127: 183-194
30. Pennings SC (1990) Multiple factors promoting narrow host range in the sea hare, Aplysia calfornica. Oecologia 82: 192-200
31. Pennings SC (1994) Interspecific variation in chemical defenses in the sea hares (Opisthobranchia: Anaspidea). J exp mar Biol Ecol 180: 203-219
32. Pennings SC, Carefoot TH (1995) Post-ingestive consequences of consuming secondary metabolites in sea hares (Gastropoda: Opisthobranchia). Comp Biochem Physiol 111C: 249-256
33. 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
34. 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
35. Peterson CH, Renaud PE (1989) Analysis of feeding preference experiments. Oecologia 80: 82-86
36. Pettit GR, Herald CL, Allen MS, VonDreele RB, Vanelle LD, Kao JPY, Blake W (1977) The isolation and structure of aplysistatin. J Am chem Soc 99: 262-263
37. 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
38. Sammarco PW, Coll JC (1992) Chemical adaptations in the Octocorallia: evolutionary considerations. Mar Ecol Prog Ser 88: 93-104
39. Schmitt TM, Hay ME, Lindquist N (1995) Constraints on chemically mediated coevolution: multiple functions for seaweed secondary metabolites. Ecology 76: 107-123
40. Schulte BA, Bakus GJ (1992) Predation deterrence in marine sponges: laboratory versus field studies. Bull mar Sci 50: 205-211
41. Stallard MO, Faulkner DJ (1974a) Chemical constituents of the digestive gland of the sea hare Aplysia californica. I. Importance of diets. Comp Biochem Physiol 49B: 25-35
42. Stallard MO, Faulkner DJ (1974b) Chemical constituents of the digestive gland of the sea hare Aplysia californica. II. Chemical transformations. Comp Biochem Physiol 49B: 37-41
43. Todd JS, Gerwick WH (1996) Malyngamide I from the tropical marine cyanobacterium Lyngbya majuscula and the probable structure revision of stylocheilamide. Tetrahedron Lett (in press)
44. Wylie CR, Paul VJ (1988) Feeding preferences of the surgeonfish Zebrasoma flavescens in relation to chemical defenses of tropical algae. Mar Ecol Prog Ser 45: 23-32