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A Survey of Sesquiterpenoids from Marine Sponges

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Marine Natural Products Chemistry

Part of the book series: Nato Conference Series ((NATOCS,volume 1))

Abstract

During the last four years there have appeared an everincreasing number of papers describing the isolation and elucidation of the structures of many sesquiterpenoids occurring in marine sponges. It now seems that these very primitive animals contain the greatest variety of sesquiterpenoids in the animal kingdom. Almost fifty new sesquiterpenoids from marine sponges have now been isolated and characterized. In this paper I will present a broad survey of these compounds, which can be subdivided into three main groups: (a) furan sesquiterpenes, (b) sesquiterpenoid hydroquinones, and (c) sesquiterpenoid isonitriles.

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References

  1. G. Cimino, S. De Stefano, A. Guerriero, and L. Minaie, Tetrahedron Lett., 1417 (1975).

    Google Scholar 

  2. V. Herout, in Aspects of Terpenoid Chemistry and Biochemistry, ed. T. W. Goodwin, Academic Press, London, 1971.

    Google Scholar 

  3. G. Cimino, S. De Stefano, and L. Minale, Experientia 29, 1063 (1973).

    Article  CAS  Google Scholar 

  4. G. Cimino, S. De Stefano, A. Guerriero, and L. Minale, Tetrahedron Lett., 3723 (1975).

    Google Scholar 

  5. B. M. Howard and W. Fenical, Tetrahedron Lett., 41 (1976).

    Google Scholar 

  6. A. G. Gonzáles, J. D. Martin, C. Perez, and M. A. Ramirez, Tetrahedron Lett., 137 (1976).

    Google Scholar 

  7. G. Cimino, S. De Stefano, A. Guerriero, and L. Minale, Tetrahedron Lett., 1425 (1975).

    Google Scholar 

  8. G. Cimino, S. De Stefano, A. Guerriero, and L. Minale, Tetrahedron Lett., 1421 (1975).

    Google Scholar 

  9. P. J. Scheuer, Chemistry of Marine Natural Products, Academic Press, New York and London, 1973.

    Google Scholar 

  10. M. Suzuki, E. Kurosawa, and T. Irie, Tetrahedron Lett., 4995 (1970).

    Google Scholar 

  11. H. Sasaki, T. Hosokawa, Y. Nawata, and K. Ando, Agri. Biol. Chem. 38, 1463 (1974).

    Article  CAS  Google Scholar 

  12. G. Cimino, P. De Luca, S. De Stefano, and L. Minale, Tetrahedron 31, 271 (1975).

    Article  CAS  Google Scholar 

  13. G. Cimino, S. De Stefano, L. Minale, and E. Trivellone, Tetrahedron 28, 4761 (1972).

    Article  CAS  Google Scholar 

  14. G. Cimino, S. De Stefano, and L. Minale, Experientia 30, 846 (1974).

    Google Scholar 

  15. A. Quilico, F. Piozzi, and M. Pavan, Tetrahedron 1, 177 (1957).

    Article  CAS  Google Scholar 

  16. G. Cimino, S. De Stefano, L. Minale, and E. Trivellone, Tetrahedron Lett., 3727 (1976).

    Google Scholar 

  17. H. Hayashi, H. Komal, S. Eguchi, M. Nakayama, S. Hayashi, and T. Sakao, Chem. Indus., 572 (1972).

    Google Scholar 

  18. E. Wenkert, D. W. Cochram, E. W. Hagaman, F. M. Schell, N. Neuss, A. S. Katner, P. Potier, C. Kan, M. Plat, M. Koch, H. Mehri, J. Poisson, N. Kunesh, and Y. Rolland, J. Amer. Chem. Soc. 95, 4990 (1973).

    Article  CAS  Google Scholar 

  19. T. Gato, H. Kakisawa, and Y. Hirata, Tetrahedron 19, 2079 (1963).

    Article  Google Scholar 

  20. K. Kakisawa, K. Nakanishi, and H. Nishikawa, Chem. Pharm. Bull. Japan 12, 796 (1964).

    Article  Google Scholar 

  21. K. Hirai, K. T. Suzuki, and S. Nozoe, Tetrahedron 27, 6057 (1971).

    Article  CAS  Google Scholar 

  22. W. Fenical, J. J. Sims, D. Squatrito, R. M. Wing, and P. Radlick, J. Org. Chem. 38, 2388 (1973).

    Article  Google Scholar 

  23. G. Cimino, S. De Stefano, and L. Minale, Tetrahedron 28, 1315 (1972).

    Article  CAS  Google Scholar 

  24. G. Cimino, S. De Stefano, and L. Minale, Experientia 28, 1401 (1972).

    Article  CAS  Google Scholar 

  25. J. T. Baker, Marine Natural Products Int. Symposium, Aberdeen, September, 1975.

    Google Scholar 

  26. G. Cimino, S. De Stefano, and L. Minale, Tetrahedron 29, 2565 (1973).

    Article  CAS  Google Scholar 

  27. M. Yamaguchi, Bull. Chem. Soc. Japan 30, 111 (1957).

    Article  CAS  Google Scholar 

  28. M. Yamaguchi, Bull. Chem. Soc. Japan 30, 1979 (1957).

    Google Scholar 

  29. M. Yamaguchi, Bull. Chem. Soc. Japan 31, 51 (1958).

    Article  CAS  Google Scholar 

  30. T. Hamasaki, N. Okukado, and M. Yamaguchi, Bull. Chem. Soc. Japan 46, 1884 (1973).

    Article  CAS  Google Scholar 

  31. H. H. Sun, S. M. Waraszkiewicz, and K. L. Erickson, Tetrahedron Lett., 585 (1976).

    Google Scholar 

  32. G. Cimino, S. De Stefano, and L. Minale, Experientia 31, 1117 (1975).

    Article  CAS  Google Scholar 

  33. G. Rucher, Ang. Chem. Intern. Edit-. 12, 783 (1073).

    Google Scholar 

  34. W. Fenical and O. McConnell, Experientia 31, 1001 (1975).

    Article  Google Scholar 

  35. G. Minale, R. Riccio, and G. Sodano, Tetrahedron Lett., 3401 (1974).

    Google Scholar 

  36. S. De Rosa, L. Minale, R. Riccio, and G. Sodano, J.C.S. Perkin I, 1408 (1976).

    Google Scholar 

  37. I. Hagedorn and H. Tonjes, Pharmazit. 12, 567 (1957).

    CAS  Google Scholar 

  38. I. Hagedorn and H. Tonjes, Chem. Abs. 52, 6362 (1958).

    Google Scholar 

  39. H. Achenbach and H. Griseback, Z. Naturforsch. B 20, 137 (1965).

    Google Scholar 

  40. F. Cafieri, E. Fattorusso, S. Magno, C. Santacroce, and D. Sica, Tetrahedron 29, 4259 (1973).

    Article  CAS  Google Scholar 

  41. E. Fattorusso, S. Magno, L. Mayol, C. Santacroce, and D. Sica, Tetrahedron 30. 3911 (1974).

    Article  CAS  Google Scholar 

  42. E. Fattorusso, S. Magno, L. Mayol, C. Santacroce, and D. Sica, Tetrahedron 31, 3911 (1975).

    Google Scholar 

  43. B. Di Blasio, E. Fattorusso, S. Magno, L. Mayol, C. Pedone, C. Santacroce, and D. Sica, Tetrahedron 32. 473 (1976).

    Article  Google Scholar 

  44. T. Mooney, in Terpenoids and Steroids, V. 5, The Chemical Society, London, 1975.

    Google Scholar 

  45. S. S. Hall, D. J. Faulkner, J. Fayos, and J. Clardy, J. Amer. Chem. Soc. 95, 7187 (1973).

    Article  CAS  Google Scholar 

  46. L. Minale, R. Riccio, and G. Sodano, Tetrahedron 30, 1341 (1974).

    Article  CAS  Google Scholar 

  47. B. J. Burreson, C. Christophersen, and P. J. Scheuer, Tetrahedron 31, 2015 (1975).

    Article  CAS  Google Scholar 

  48. B. J. Burreson, P. J. Scheuer, J. Finer, and J. Clardy, J. Amer. Chem. Soc. 97, 4763 (1975).

    Article  CAS  Google Scholar 

  49. M. Hiura, Report from GIFU Agri. Coll. 50, 1 (1943).

    Google Scholar 

  50. T. Kubota and T. Matsuura, J. Chem. Soc. Japan 24, 101, 197, 248, 668 (1953).

    Google Scholar 

  51. T. Akazawa, Arch. Biochem. Biophys. 90, 82 (1960).

    Article  CAS  Google Scholar 

  52. I. Uritani, Ann. Rev. Phytopathol. 9, 211 (1971).

    Article  CAS  Google Scholar 

  53. C. Chang, A. Isogai, T. Kamikado, S. Murakoshi, A. Sakurai, and S. Tamura, Agr. Biol. Chem. 39, 1167 (1975).

    Article  CAS  Google Scholar 

  54. K. L. Stevens and L. Jurd, Tetrahedron 22, 665 (1976).

    Article  Google Scholar 

  55. C. R. Southwell and J. Bultman, Biotropica 3, 81 (1971).

    Article  Google Scholar 

  56. T. C. Schefer and C. G. Duncan, Tropical Woods 92, 1 (1947).

    Google Scholar 

  57. J. P. Perry and J. Martinez Lima, J. Forestry 62, 398 (1964).

    Google Scholar 

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Author information

Authors and Affiliations

  1. Laboratorio per la Chimica di Molecole di Interesse Biologico del C.N.R., Via Toiano, 2, Arco Felice, Napoli, Italy

    G. Cimino

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  1. G. Cimino
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Editors and Affiliations

  1. Scripps Institution of Oceanography, University of California, San Diego La Jolla, California, USA

    D. J. Faulkner  & W. H. Fenical  & 

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© 1977 Plenum Press, New York

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Cimino, G. (1977). A Survey of Sesquiterpenoids from Marine Sponges. In: Faulkner, D.J., Fenical, W.H. (eds) Marine Natural Products Chemistry. Nato Conference Series, vol 1. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-0802-7_7

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  • DOI: https://doi.org/10.1007/978-1-4684-0802-7_7

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-0804-1

  • Online ISBN: 978-1-4684-0802-7

  • eBook Packages: Springer Book Archive

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