Variation in the alkaloids among Indo-Pacific Leucetta sponges

Journal of Natural Products

Volumn 66, Issue 2, 2003, Pages 177-182

  Crews, Phillip ^a   Clark, Dale P ^a   Tenney, Karen ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; DORIMIDAZOLE A; IMIDAZOLE DERIVATIVE; IMIDAZOLIDINE DERIVATIVE; LEUCETTAMINE C; LEUCETTAMOL A; N,N DIMETHYLNAAMINE D; NAAMIDINENE A; NAAMINE A; SPIROCALCARIDINE A; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; LEUCETTA; NONHUMAN; SPONGE (PORIFERA);

ALKALOIDS; ANIMALS; FATTY ALCOHOLS; FIJI; IMIDAZOLES; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; PORIFERA;

LEUCETTA; LEUCETTA SP.; PORIFERA;

EID: 0037332293     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np020371o     Document Type: Article

References (41)

1. (a) Ciminiello, P.; Fattorusso, E.; Magno, S.; Mangoni, A. Tetrahedron 1989, 45, 3873-3878.
2. (b) Akee, R. K.; Carroll, T. R.; Yoshida, W. Y.; Scheuer, P. J.; Stout, T. J.; Clardy, J. J. Org. Chem. 1990, 55, 1944-1946.
3. (c) Ciminiello, P.; Fattorusso, E.; Mangoni, A.; Di Blasio, B.; Pavone, V. Tetrahedron 1990, 46, 4387-4392.
4. (d) He, H.; Faulkner, D. J. J. Org. Chem. 1992, 57, 2176-2178.
5. (a) Carmely, S.; Ilan, M.; Kashman, Y. Tetrahedron 1989, 45, 2193-2200.
6. (b) Alvi, K. A.; Crews, P.; Loughhead, D. G. J. Nat. Prod. 1991, 54, 1509-1515.
7. (c) Alvi, K. A.; Peters, B. M.; Hunter, L. M.; Crews, P. Tetrahedron 1993, 49, 329-336.
8. (d) Carroll, A. R.; Bowden, B. F.; Coll, J. C. Aust. J. Chem. 1993, 46, 1229-1234.
9. Leucetta sp. A is identical to the underwater photograph of specimen 230, p 60 (Leucetta sp.): Colin, P. L.; Arneson, C. Tropical Invertebrates; Coral Reef Press: Beverly Hills, 1995, p 60; but distinct from the underwater photograph of specimen 3, p 16 (Leucetta chagosensis) and specimen 5, p 16 (Leucetta sp.): Gosliner, T. M.; Behrens, D. W.; Williams, G. C. Coral Reef Animals of the Indo-Pacific: Animal Life from Africa to Hawaii Exclusive of the Vertebrates; Sea Challengers: Monterey, 1996.
10. Leucetta sp. A is identical to the underwater photograph of specimen 230, p 60 (Leucetta sp.): Colin, P. L.; Arneson, C. Tropical Invertebrates; Coral Reef Press: Beverly Hills, 1995, p 60; but distinct from the underwater photograph of specimen 3, p 16 (Leucetta chagosensis) and specimen 5, p 16 (Leucetta sp.): Gosliner, T. M.; Behrens, D. W.; Williams, G. C. Coral Reef Animals of the Indo-Pacific: Animal Life from Africa to Hawaii Exclusive of the Vertebrates; Sea Challengers: Monterey, 1996.
11. Leucetta sp. A is identical to the underwater photograph of specimen 230, p 60 (Leucetta sp.): Colin, P. L.; Arneson, C. Tropical Invertebrates; Coral Reef Press: Beverly Hills, 1995, p 60; but distinct from the underwater photograph of specimen 3, p 16 (Leucetta chagosensis) and specimen 5, p 16 (Leucetta sp.): Gosliner, T. M.; Behrens, D. W.; Williams, G. C. Coral Reef Animals of the Indo-Pacific: Animal Life from Africa to Hawaii Exclusive of the Vertebrates; Sea Challengers: Monterey, 1996.
12. Leucetta sp. A is identical to the underwater photograph of specimen 230, p 60 (Leucetta sp.): Colin, P. L.; Arneson, C. Tropical Invertebrates; Coral Reef Press: Beverly Hills, 1995, p 60; but distinct from the underwater photograph of specimen 3, p 16 (Leucetta chagosensis) and specimen 5, p 16 (Leucetta sp.): Gosliner, T. M.; Behrens, D. W.; Williams, G. C. Coral Reef Animals of the Indo-Pacific: Animal Life from Africa to Hawaii Exclusive of the Vertebrates; Sea Challengers: Monterey, 1996.
13. (a) Fu, X.; Schmitz, F. J.; Tanner, R. S.; Kelly-Borges, M. J. Nat. Prod. 1998, 61, 384-386.
14. (b) Mancini, I.; Guella, G.; Debitus, C.; Pietra, F. Helv. Chem. Acta 1995, 78, 1178-1184.
15. (a) See: Human, P. Reef Creature Identification: Florida, Caribbean, Bahamas; New World Publications: Jacksonville, FL, 1992.
16. (b) Allen, G. R.; Steen, R. Indo-Pacific Coral Reef Field Guide; Tropical Reef Research: Singapore, 1994.
17. (c) Vane, P. Red Sea Invertebrates; Immel Publishing: London, 1986.
18. (d) Hoover, J. P. Hawai'i's Sea Creatures; Mutual Publishing: Honolulu, HI, 1998.
19. Kong, F.; Faulkner, D. J. J. Org. Chem. 1993, 58, 970-971.
20. Jayatilake, G. S.; Baker, B. J.; McClintock, J. B. Tetrahedron Lett. 1997, 38, 7505-7510.
21. Watanabe, K.; Tsuda, Y.; Iwashima, M.; Iguchi, K. J. Nat. Prod. 2000, 63, 258-260.
22. Edrada, R. Stessman, C. C.; Crews, P. J. Org. Chem. 2002, submitted.
23. Bouaicha, N.; Amade, P.; Puel, D.; Roussakis, C. J. Nat. Prod. 1994, 57, 1455-1457.
24. Fu, X.; Barnes, J. R.; Do, T.; Schmitz, F. J. J. Nat. Prod. 1997, 60, 497-498.
25. Plubrukarn, A.; Smith, D. W.; Cramer, R. E.; Davidson, B. S. J. Nat. Prod. 1997, 60, 712-715.
26. Jaspars, M.; Rali, T.; Laney, M.; Schatzman, R. C.; Diaz, M. C. Schmitz, F. J.; Pordesimo, E. O.; Crews, P. Tetrahedron 1994, 50, 7367-7373.
27. (a) For the structure of naamine D see: Dunbar, D. C.; Rimoldi, J. M; Clark, A. M.; Kelly, M.; Hamann, M. T. Tetrahedron 2000, 56, 8795-8798.
28. (b) Gross, H.; Kehraus, S.; König, G. M.; Woerheide, G.; Wright, A. D. J. Nat. Prod. 2002 65, 1190-1193.
29. (a) Sperry, S.; Valeriote, F. A.; Corbett, T. H.; Crews, P. J. Nat. Prod. 1998, 61, 241-247.
30. (b) Valeriote, F.; Grieshaber, C. K.; Media, J.; Pietraskewicz, H.; Hoffmann, J.; Pan, M.; McLaughlin, S. J. Exp. Ther. Onc. 2002, 2, 228-236.
31. Rodriguez, J.; Nieto, R. M.; Hunter, L. M; Diaz, M. C.; Crews, P.; Lobkovsky, E.; Clardy, J. Tetrahedron 1994, 50, 11079-11090.
32. (a) Jiménez, C.; Crews, P. Tetrahedron Lett. 1994, 35, 1375-1378.
33. (b) Tsukamoto, S.; Kato, H.; Hirota, H.; Fusetani, N. J. Nat. Prod. 1996, 59, 501-503.
34. Hill, R. K. In Alkaloids: Chemical and Biological Perspectives, Vol. 2; Pelletier, S. W., Ed.; Wiley-Interscience: New York, 1984.
35. Barrow, K. D. In Marine Natural Products, Chemical and Biological Perspectives, Vol. 5; Scheuer, P. J., Ed.; Academic Press: New York, 1983.
36. Blunt, J. W.; Munro, M. H. G. MarinLit (a database of the literature on marine natural products).
37. Guella, G.; Mancini, I.; Zibrowins, H.; Pietra, F. Helv. Chem. Acta 1989, 72, 1444-1450.
38. Debitus, C.; Cesario, M.; Guilhem, J.; Pascard, C.; Pais, M. Tetrahedron Lett. 1989, 30, 1535-1538.
39. Nakamura, H.; Ohizumi, Y.; Kobayashi, J.; Hirata, Y. Tetrahedron Lett. 1984, 25, 2475-2478.
40. Jaspars, M.; Rali, T.; Laney, M.; Schatzman, R. C.; Diaz, M. C.; Schmitz, F. J.; Pordesimo, E. O.; Crews, P. Tetrahedron 1994, 50, 7367-7373.
41. See: "Spongeguide" available from Hooper, J. N. A.; www.qmuseum. qld.gov.au/organisation/sections/SessileMarineInvertebrates/ index.asp