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Bioactive Metabolites of Marine Algae, Fungi and Bacteria

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Abstract

The chapter deals with the bioactive metabolites of marine algae, bacteria and fungi. The chemistry and biological activities of the bioactive brominated compounds, nitrogen heterocyclics, nitrogen-sulphur heterocyclics, sterols, terpenoids and sulfated polysaccharides isolated from marine algae, fungi and bacteria have been reviewed.

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References

  1. Faulkner, D. J. Nat. Prod. Rep. 2002, 19, 1.

    CAS  Google Scholar 

  2. Erickson, K. L. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1983, 5, p. 131.

    Google Scholar 

  3. Moore, R. E. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1981, 4, p. 1.

    Google Scholar 

  4. Withus, N. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1981, 4, p. 54.

    Google Scholar 

  5. Fattorusso, E.; Piateli, M. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1983, 3, p. 87.

    Google Scholar 

  6. Chevolot, L. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1981, 4, p. 54.

    Google Scholar 

  7. Higa, T. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1981, 4, p. 93.

    Google Scholar 

  8. Goto, T. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1980, 3, p. 180.

    Google Scholar 

  9. Liaaen-Jensen, S. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1978, 2, p. 1.

    Google Scholar 

  10. Fenical, W. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1978, 2, p. 173.

    Google Scholar 

  11. Barrow, K. D. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1983, 5, 51.

    Google Scholar 

  12. Christophersen, C. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1983, 5, p. 259.

    Google Scholar 

  13. Schimizu, Y.; Kamiya, H. In: Marine Natural Products (edited by P. J. Scheuer), Academic Press, N.Y. 1983, 5, p. 391.

    Google Scholar 

  14. Faulkner, D. J. In: Handbook of Environmental Chemistry (edited by O. Hutzinger), Springer Verlag, Berlin. 1980, 1, p. 229.

    Google Scholar 

  15. Fenical, W.; McConnell, D. J. In: Marine Algae in Pharmaceutical Sciences (edited by Y. Tanaka), Walter de Gruyter Company Berlin, 1979, p. 403.

    Google Scholar 

  16. (a) Bhakuni, D. S.; Silva, M. Bot. Mar. 1974, 17, 40. (b) Blunt, J.W.; Copp, B.R.; Munro, M.H.G.; Northcote, P.T.; Prinsep, M.R. Nat, Prod. Rep. 2005, 22, 15.

    CAS  Google Scholar 

  17. Criagie, J. S.; Gruening, D. E. Science 1967, 157, 1058.

    Google Scholar 

  18. Irie, T. M.; Masamune, T. Tetrahedron Lett. 1965, 1091. 17.

    Google Scholar 

  19. Faulkner, D. J. Nat. Prod. Rep. 1999, 16, 155.

    Article  Google Scholar 

  20. Faulkner, D. J. Nat. Prod. Rep. 1998, 15, 113.

    Article  CAS  Google Scholar 

  21. Faulkner, D. J. Nat. Prod. Rep. 1997, 14, 259.

    Article  CAS  Google Scholar 

  22. (a) Faulkner, D. J. Nat. Prod. Rep. 1996, 13, 75. (b) Irie, T.; Suzuki, M.; Masamune, T. Tetrehedron Lett. 1965, 1091. (c) Irie, T.; Suzuki, M.; Masamune, T. Tetrahedron 1968, 24, 4193. (d) Cameron, A. F.; Cheung, K. K.; Ferguson, G.; Robertson, J. M. J. Chem. Soc., Chem. Commun. 1965, 638. (e) Murai, A.; Murase, H.; Matsue, H.; Masamune, T. Tetrahedron Lett. 1977, 2507. (f) Tsushima, K.; Murai, A, Tetrahedron Lett. 1992, 33, 4345. (g) Bratz, M.; Bullock, W. H.; Overman, L. E.; Takemoto, T. J. Am. Chem. Soc. 1995, 117, 5958. (h) Burton, J. W.; Clark, J. S.; Derrer, S.; Stork. T. C.; Bendall, J. G.; Holmes, A. B. J. Am. Chem. Soc. 1997, 119, 7483. (i) Crimmins, M. T.; Emmitte, K. A. Org. Lett. 1999, 1, 2029, (j) Mujica, M. T.; Afonso, M. M.; Galindo, A.; Palenzuela, J.A. Synlett 1996, 983. (k) Krüger, J.; Hoffmann, R.W. J. Am. Chem. Soc. 1997, 119, 7499. (i) Crimmins, M. T.; Choy, A. L. J. Am. Chem. Soc. 1999, 121, 5653. (j) Baek, S.; Jo, H.; Kim, H.; Kim, H.; Kim, S.; Kim, D. Org. Lett. 2005, 7, 75.

    Article  CAS  Google Scholar 

  23. (a) Irie, T.; Izawa, M.; Kurosawa. E. Tetrahedron Lett. 1968, 2091. (b) Butler, A.; Carter-Franklin, J. N. Nat. Prod. Rep. 2004, 21, 180. (c) Ishihara, J.; Shimada, Y.; Kanoh, N.; Takasugi, Y.; Fukuzawa, A. Murai, A. Tetrahedron 1997, 53, 8371. (d) Fukuzawa, A.; Takasugi, Y.; Murai, A.; Nakamura, M.; Tamura, M. Tetrahedron Lett. 1992, 33, 2017. (e) Fukuzawa, A.; Aye, M.; Takasugi, Y.; Nakamura, M.; Tamura, M.; Murai, A. Chem. Lett. 1994, 2307. (f) Ishihara, J.; Kanoh, N.; Murai, A. Tetrahedron Lett. 1995, 36, 737.

    Google Scholar 

  24. (a) Fukuzawa, A.; Takasugi, Y.; Murai, A. Tetrahedron Lett. 1991, 32, 5597. (b) Ishihara, J.; Shimada, Y.; Kanoh, N.; Takasugi, Y.; Fukuzawa, A.; Murai, A. Tetrahedron 1997, 53, 8371. (c) Irie, T.; Izawa, M.; Kurosawa, E. Tetrahedron Lett. 1968, 2735. (d) Irie, T.; Izawa, M.; Kurosawa, E. Tetrahedron 1970, 26, 851. (e) Fukuzawa, A.; Kurosawa, E. Tetrahedron Lett. 1979, 2797. (f) Crimmins, M. T.; Tabet, E. A. J. Am. Chem. Soc. 2000, 122, 5473.

    Article  CAS  Google Scholar 

  25. (a) Takemoto, T.; Daigo, K.; Kondo, Y.; Kondo, K. J. Pharm. Soc (Japan) 1966, 86, 874. (b) Ni, Y.; Amarasinghe, K. K. D.; Ksebrti, B.; Montgomery, J. Org. Lett. 2003, 5, 3771.

    CAS  Google Scholar 

  26. Takemoto, T.; Daigo, K. Chem. Pharm. Bull. 1958, 6, 578.

    CAS  Google Scholar 

  27. Ohfune, Y.; Tomita, M. J. Am. Chem. Soc. 1982, 104, 3511.

    Article  CAS  Google Scholar 

  28. Baldwin, J. E.; Moloney, M. G.; Parsons, A. F. Tetrahedron 1991, 47, 155.

    Article  CAS  Google Scholar 

  29. Chandrasekaran, A.; Ponnambalam, G.; Kaur, C. Neurotox. Res. 2004, 6, 105.

    Article  Google Scholar 

  30. Burkholder, P. R. Armed Forces Chem. J. 1963, 27, 1.

    Google Scholar 

  31. Ueno, Y.; Nawa, H.; Ueyanagi, J.; Morimoto, H.; Nakamori, R.; Matsuoka, T. J. Pharm. Soc. (Japan) 1955, 75, 835.

    Google Scholar 

  32. Ueno, Y.; Takana, K.; Ueyanagi, J.; Nawa, H.; Sanno, Y.; Honjo, M.; Nakamori, R.; Sugawa, T.; Uchibayashi, M.; Osugi K.; Tatsuoka, S. Proc. Jap. Acad. 1957, 33, 53.

    CAS  Google Scholar 

  33. Morimoto, H.; Nakamori, R. J. Pharm. Soc. (Japan) 1956, 76, 294.

    CAS  Google Scholar 

  34. Tanaka, K.; Miyamoto, M.; Honjo, M.; Morimoto, H.; Sugawa, T.; Uchibayashi, M.; Sanno, V.; Tatsuoka, S. Proc. Jap. Acad. Sci. 1957, 33, 47.

    CAS  Google Scholar 

  35. Morimoto, H. J. Pharm. Soc. (Japan) 1955, 75, 941.

    CAS  Google Scholar 

  36. Diago, K. J. Pharm. Soc. (Japan) 1956, 76, 109.

    Google Scholar 

  37. Schantz, E. J.; Mold, J. D.; Stanger, D. W.; Shavel, J.; Riel, F. J.; Sommer, H. J. Am. Chem. Soc. 1957, 79, 5230.

    Article  CAS  Google Scholar 

  38. Schantz, E. J.; Lynch, J. M.; Vayuada, G.; Matsumoto, K.; Rapoport, H. Biochem. 1966, 5, 1191.

    Article  CAS  Google Scholar 

  39. Schantz, E. J. In: Animal Toxins (edited by F. F. Russel and P. R. Saunders), Pergamon, N.Y. 1967.

    Google Scholar 

  40. Daly, J. W. J. Nat. Prod. 2004, 67, 1211.

    Article  CAS  Google Scholar 

  41. Schuett, W.; Rapoport, H. J. Am. Chem. Soc. 1962, 84, 2266.

    Article  CAS  Google Scholar 

  42. Rapoport, H.; Mosher, H. S. Science 1966, 151, 860.

    Google Scholar 

  43. Nishiyama, A. Nature (London) 1967, 215, 201.

    CAS  Google Scholar 

  44. Kao, C. Y.; Nishiyama, A. J. Physiol. (London) 1966, 211, 997.

    Google Scholar 

  45. Santos, A. G.; Doty, M. S. Lloydia 1971, 34, 88.

    CAS  Google Scholar 

  46. Santos, A. G. J. Chem. Soc (C) 1970, 842.

    Google Scholar 

  47. Doty, M. S.; Santos, A. G. Nature (London) 1966, 211, 990.

    CAS  Google Scholar 

  48. Matiti, B. C.; Thomson, R. H.; Mahendran, M. J. Chem. Res. 1978, 126.

    Google Scholar 

  49. Takemoto, T.; Daigo, D.; Takagi, N. J. Pharm. Soc. (Japan) 1964, 84, 1176.

    CAS  Google Scholar 

  50. Girard, J. P.; Marion, C.; Liutkus, M.; Boucard, M.; Rechencq, E.; Vidal, J. P.; Rossi, J. C. Planta Med. 1988, 54, 193.

    CAS  Google Scholar 

  51. Takemoto, T.; Daigo, K.; Takagi, N. J. Pharm. Soc. (Japan) 1964, 84, 1180.

    CAS  Google Scholar 

  52. Steiner, M.; Hartmann, T. Uher Vorkommen and Verbreitung Fluchtiger Amine bei Meersalgen Plants (Berlin) 1968, 79, 113.

    CAS  Google Scholar 

  53. Heilbron, I. M.; Parry, E. G.; Phipers, R. F. Biochem. J. 1935, 29, 1375.

    Google Scholar 

  54. (a) Tsuda, K.; Akagi, S.; Kishida, Y. Science 1957, 126, 927. (b) Tsuda, K.; Sakal, K.; Kishida, Y. J. Am. Chem. Soc. 1960, 82, 1442.

    CAS  Google Scholar 

  55. Gibbons, G.; Goad, T.; Goodwin, T. Phytochem. 1967, 6, 677.

    Article  Google Scholar 

  56. Saito, A.; Idler, D. J. Biochem. 1966, 44, 1195.

    CAS  Google Scholar 

  57. Idler, D. A.; Saito, A.; Wiseman, P. Steroids 1968, 465.

    Google Scholar 

  58. Meunier, H.; Zelenski, S.; Worthe, L. In: Food Drugs from the Sea (edited by W. Heber and H. W. Youngkenj), Marine Technology Society, Washington D.C. 1970, p. 319.

    Google Scholar 

  59. Patterson, G. W. Lipids 1971, 6, 120.

    CAS  Google Scholar 

  60. Reiner, E.; Topliff, J.; Wood, J. D. Can. J. Biochem. Physiol. 1962, 40, 1401.

    CAS  Google Scholar 

  61. Upham, S. D. In: Drugs from Sea (edited by H. D. Freudenthal) Marine Technology Society, Washington D.C. 1968, p. 291.

    Google Scholar 

  62. Mueller, G. P.; Rees, D. A. In: Drugs from the Sea (edited by H. D. Freudenthal), Marine Technology Society, Washington D.C. 1968, p. 241.

    Google Scholar 

  63. Pernas, A. J.; Smidasord, O.; Larson, B.; Hang, A. Acta Chem. Scand. 1967, 21, 98.

    CAS  Google Scholar 

  64. McCandless, E. L.; Johnston, K. H. In: Drugs from the Sea (edited by H. D. Freudenthal), Marine Technology Society, Washington D. C., 1969, 257.

    Google Scholar 

  65. Houck, L. C.; Bhayana, J.; Lee, T. Gastroenterology 1960, 39, 196.

    CAS  Google Scholar 

  66. Bonfils, S.; Lambing, A. Therapie 1960, 15, 612.

    Google Scholar 

  67. Bernfeld, P. Biogenesis of Natural Products, Pergamon Press Ltd., Oxford, 1963, 307.

    Google Scholar 

  68. (a) McGowell, R. H. Alginate Industries Ltd., London, WC2, 1963. (b) Zentilin, P., Dulbecco, P.; Savarino, E.; Parodi, A.; Iiritano, E.; Bilardi, C.; Reglioni, S.; Vigneri, S.; Savarino, V. Aliment Pharmacol. Ther. 2005, 21, 29.

    Google Scholar 

  69. Myers, A. E. Can. Pharm. J. 1965, 98, 28.

    Google Scholar 

  70. Edward, D. W. In: Drugs from Sea (edited by H. D. Freudenthal), Marine Technology Society, Washington, D.C. 1968, p. 267.

    Google Scholar 

  71. Guven, K. C.; Aktin, E. Bot. Mar. 1964, 17, 1.

    Article  Google Scholar 

  72. Elyakova, L. A.; Zvyagintseva, T. N. Carbohydr. Res. 1974, 34, 241.

    Article  CAS  Google Scholar 

  73. Araki, C. Bull. Chem. Soc. (Japan) 1956, 29, 543.

    CAS  Google Scholar 

  74. Renn, D. W.; Mueller, G. P. In: Drugs from the Sea (edited by H. D. Freudenthal), Marine Technology Society, Washington D.C. 1968, p. 277.

    Google Scholar 

  75. Buck, J. D.; Meyers, S. P.; Kamp, K. M. Science 1962, 138, 1339.

    CAS  Google Scholar 

  76. Burkholder, P. R.; Michael, R. L. S.; Sharma, G. M. J. Antibiotics (Japan) 1968, 21, 659.

    Google Scholar 

  77. Marderosian, A. D. in Drugs from the Sea (edited by H. D. Freudenthal), Marine Technology Society, Washington D.C. 1968, p. 19.

    Google Scholar 

  78. Godzeski, C. W. J. Clin. Pharmacol. Ther. Toxicol. 1968, 3.

    Google Scholar 

  79. Crawford, K. H.; Heatley, N. G.; Boyd, P. F.; Hale, C. W.; Kelly, B. K.; Miller, G. A.; Smithy, N. J. Gen. Microbiol. 1952, 6, 47.

    CAS  Google Scholar 

  80. Cruz, A. G. J.; Pan, T.; Giordano, R. C.; Araujo, M. L.; Hokka, C. O. Biotechnol. Bioeng. 2004, 85, 96.

    Article  CAS  Google Scholar 

  81. Zhang, J.; Demain, A. L. Biotechnol. Adv. 1991, 9, 623.

    Article  CAS  Google Scholar 

  82. Crawford, K.; Heatley, N. G.; Boyd, P. F.; Hale, C. W.; Kelly, B. K.; Miller, G. A.; Smith, N. J. Gen. Microbiol. 1952, 6, 47.

    CAS  Google Scholar 

  83. Melera, A. Experientia 1962, 19, 120.

    Google Scholar 

  84. Lovell, F. M. J. Am. Chem. Soc. 1966, 88, 4510.

    Article  Google Scholar 

  85. Hanessian, S.; Kaltenbronn, J. S. J. Am. Chem. Soc. 1966, 88, 4509.

    Article  Google Scholar 

  86. (a) Imanaka, H.; Kousaka, M.; Tamula, G.; Arima, K. J. Antibiotics 1965, 18, 207. (b) Arima, K.; Imanaka, H.; Kousaka, M.; Fukuta, A.; Tamura, G. Agric. Biol. Chem. 1964, 28, 575. (c) Aria, K.; Imanaka, H.; Kousaka, M.; Fukuda, A.; Tamura, G. J. Antibiot. 1965, 18, 201. (d) Imanaka, H.; Kousaka, M.; Tamura, G.; Arima, K. J. Antibiot. 1965, 18, 205. (e) van Pee, K.-H.; Ligon, J. M. Nat. Prod. Rep. 2000, 17, 157. (f) Howell, C. R.; Stipanovic, R. D. Phytopathology 1980, 70, 712. (g) Nishida, M.; Matsubara, T.; Watanabe, M. J. Antibiot. 1965, 18, 211. (h) Gorman, M.; Lively, D. H. in Antibiotics, Vol. II edited by D. Gottlieb and P. D. Shaw, Heidelberg Springer, Berlin, New York, 1967, 433. (i) Burkhead, K. D.; Schisler, D. A.; Slinger, P. J. Appl. Environ. Microbiol. 1994, 60, 2031. (j) Lambert, B.; Leyns, F.; Van Rooyen, L.; Gosselé, F.; Papon, Y.; Swings, J. Appl. Environ. Microbiol. 1987, 53, 1866. (k) Pfender, W. F.; Kraus, J.; Loper, J. Phytopathology 1993, 83, 1223. (l) Di Santo, R.; Costi, R.; Artico, M.; Massa, S.; Lampis, G.; Deidda, D.; Pompei, R. Bioorg. Med. Chem. Lett. 1998, 8, 2931. (m) Lambowitz, A. M.; Slayman, C. W. J. Bacteriol. 1972, 112, 1020.

    CAS  Google Scholar 

  87. Nakano, I.; Umio, S.; Kariyone, K.; Tanaka, K.; Kishimoti, T. J. Pharm. Soc. (Japan) 1966, 86, 159.

    CAS  Google Scholar 

  88. Rapoport, H.; Holden, K. G. J. Am. Chem. Soc. 1962, 84, 635.

    Article  Google Scholar 

  89. Llagostera, E.; Soto-Cerrato, V.; Montaner, B.; Perez-Tomas, R. Ann. N. Y. Acad. Sci. 2003, 1010, 178.

    Article  CAS  Google Scholar 

  90. Perez-Tomas, R.; Montaner, B.; Llagostera, E.; Soto-Cerrato, V. Biochem. Pharmacol. 2003, 66, 1447.

    Article  CAS  Google Scholar 

  91. Furstner, A. Angew. Chem. Int. Ed. Engl. 2003, 42, 3582.

    Article  CAS  Google Scholar 

  92. Bennett, J. W.; Bentley, R. Adv. Appl. Microbiol. 2000, 47, 1.

    Article  CAS  Google Scholar 

  93. Manderville, R. A. Curr. Med. Chem. Anti-Canc. Agents 2001, 1, 195.

    Article  CAS  Google Scholar 

  94. Montaner, B.; Perez-Tomas, R. Curr. Cancer. Drug Targets 2003, 3, 57.

    Article  CAS  Google Scholar 

  95. Montaner, B.; Perez-Tomas, R. Life Sci. 2001, 68, 2025.

    Article  CAS  Google Scholar 

  96. D’Alessio, R.; Bargiotti, A.; Carlini, O.; Colotta, F.; Ferrari, M.; Gnocchi, P.; Isetta, A.; Mongelli, N.; Motta, P.; Rossi, A.; Rossi, M.; Tibolla, M.; Vanotti, E. J. Med. Chem. 2000, 43, 2557.

    Article  CAS  Google Scholar 

  97. Schimizu, Y. Pure Appl. Chem. 1982, 54, 1973.

    Google Scholar 

  98. Schimizu, Y.; Hsu, C.; Fallon, W. E.; Oshima, Y.; Miura, I.; Nakanishi, K. J. Am. Chem. Soc. 1978, 100, 6791.

    Article  Google Scholar 

  99. Hoyer, B. L.; Schantz, E. J.; Schnoes, H. K. J. C. S. Chem. Comm. 1978, 889.

    Google Scholar 

  100. Wichmann, C. F.; Boyer, G. L.; Divan, C. L.; Schantz, E. J.; Schnoes, H. K. Tetrahedron Lett. 1981, 22, 1941.

    Article  CAS  Google Scholar 

  101. Schimizu, Y.; Hsu, C. P. J. C. S. Chem. Comm. 1981, 314.

    Google Scholar 

  102. Kobayashi, M.; Shimizu, Y. J. C. S. Chem. Comm. 1981, 827.

    Google Scholar 

  103. Alam, M.; Oshima, Y.; Schimizu, Y. Tetrahedron Lett. 1982, 23, 321.

    Article  CAS  Google Scholar 

  104. Lin, Y. Y.; Risk, M.; Ray, S. M.; Van Angen, D.; Clardy, J.; Golik, J.; James, J. C.; Nakanishi, K. J. Am. Chem. Soc. 1981, 103, 6773.

    Article  CAS  Google Scholar 

  105. Stommel, E. W.; Watters, M. R. Curr. Treat Options Neurol. 2004, 6, 105.

    Google Scholar 

  106. Mattei, C.; Molgo, J.; Legrand, A. M.; Benoit, E. J. Soc. Biol. 1999, 193, 329.

    CAS  Google Scholar 

  107. Nicolaou, K. C.; Yang, Z.; Shi, G.; Gunzner, J. L.; Agrios, K. A.; Gartner, P. Nature 1998, 392, 264.

    Article  CAS  Google Scholar 

  108. Koley, J.; Sinha, S.; Basak, A. K; Sas, M.; Dube, S. N.; Majumder, P. K., Gupta, A. K.; Dasgupta, S.; Koley, B. Eur. J. Pharm. 1995, 293, 483.

    Article  CAS  Google Scholar 

  109. Alam, M.; Sanduja, R.; Hussain, M. B.; Van der Helm, D. J. Am. Chem. Soc. 1982, 104, 5232.

    Article  CAS  Google Scholar 

  110. Dinovi, M.; Trainor, D. A.; Nakanishi, K.; Sanduja, R.; Alam, M. Tetrahedron Lett. 1983, 24, 855.

    Article  CAS  Google Scholar 

  111. Chou, H.; Shimizu, Y.; Van Duyne, G.; Clardy, J. Tetrahedron Lett. 1985, 26, 2865.

    Article  CAS  Google Scholar 

  112. Yasumoto, T.; Murata, M.; Oshima, Y.; Sano, M.; Matsumoto, G. K.; Clardy, J. Tetrahedron 1985, 41, 1019.

    Article  CAS  Google Scholar 

  113. Cardellina, J. H.; Marner, F. J.; Moore, R. E. Science 1979, 204, 193.

    CAS  Google Scholar 

  114. Mynderse, J. S.; Moore, R.E.; Kashiwagi, M.; Norton, T. R. Science 1977, 196, 538.

    CAS  Google Scholar 

  115. Edwards, D. J.; Marquez, B. L.; Nogle, L. M.; McPhail, K.; Goeger, D. E.; Roberts, M. A.; Gerwick, W. H. Chem. Biol. 2004, 11, 817.

    Article  CAS  Google Scholar 

  116. Williams, P. G.; Moore, R. E.; Paul, V. J. J. Nat. Prod. 2003, 66, 1356.

    Article  CAS  Google Scholar 

  117. Shimizu, Y. Curr. Opin. Microbiol. 2003, 6, 236.

    Article  CAS  Google Scholar 

  118. Tan, L. T.; Sitachitta, N.; Gerwick, W. H. J. Nat. Prod. 2003, 66, 764.

    CAS  Google Scholar 

  119. Davies-Coleman, M. T.; Dzeha, T. M.; Gray, C. A.; Hess, S.; Pannell, L. K.; Hendricks, D. T.; Arendse, C. E. J. Nat. Prod. 2003, 66, 712.

    Article  CAS  Google Scholar 

  120. Nogle, L. M.; Gerwick, W. H. J. Nat. Prod. 2003, 66, 217.

    Article  CAS  Google Scholar 

  121. Nogle, L. M.; Marquez, B. L.; Gerwick, W. H. Org. Lett. 2003, 5, 3.

    Article  CAS  Google Scholar 

  122. MacMillan, J. B.; Molinski, T. F. Org. Lett. 2002, 4, 1535.

    Article  CAS  Google Scholar 

  123. Osborne, N. J.; Webb, P. M.; Shaw, G. R. Environ. Int. 2001, 27, 81.

    Article  Google Scholar 

  124. Luesch, H.; Pangilinan, R.; Yoshida, W. Y.; Moore, R. E.; Paul, V. J. J. Nat. Prod. 2001, 64, 304.

    Article  CAS  Google Scholar 

  125. Marquez, B.; Verdier-Pinard, P.; Hamel, E.; Gerwick, W. H. Phytochemistry 1998, 49, 2387.

    Article  CAS  Google Scholar 

  126. Todd, J. S.; Gerwick, W. H. J. Nat. Prod. 1995, 58, 586.

    Article  CAS  Google Scholar 

  127. Simmons, C. J.; Marner, F. J.; Cardellina, J. H.; Moore, R. E.; Seff, K. Tetrahedron Lett. 1979, 2003.

    Google Scholar 

  128. Cardellina, J. H.; Moore, R. E. Tetrahedron Lett. 1979, 2007.

    Google Scholar 

  129. Carter, D. C.; Moore, R. E.; Mynderse, J. S.; Niemezure, W. P.; Todd, J. S. J. Org. Chem. 1984, 49, 236.

    Article  CAS  Google Scholar 

  130. Stewart, J. B.; Bornemann, V.; Chem, J. L.; Moore, R. E.; Caplan, F. R.; Kaluso, H.; Larsen, L. K.; Patterson, G. M. L. J. Antibiot. 1988, 41, 1048.

    CAS  Google Scholar 

  131. Stjerulof, P.; Trogen, L.; Aderson, A. Acta Chem. Scand., Ser. B. 1989, 43, 917.

    Article  Google Scholar 

  132. Paul, V. J.; Fenical, W. Science 1983, 221, 747.

    CAS  Google Scholar 

  133. Linares, A. F.; Loikkanen, J.; Jorge, M. F.; Soria, R. B.; Novoa, A. V. Vet. Hum. Toxicol. 2004, 46, 1.

    Google Scholar 

  134. Fallarero, A.; Loikkanen, J. J.; Mannisto, P. T.; Castaneda, O.; Vidal, A. Phytomedicine 2003, 10, 39.

    Article  CAS  Google Scholar 

  135. Paul, V. J.; Fenical, W. Tetrahedron 1984, 40, 3053.

    Article  CAS  Google Scholar 

  136. Tillekeratne, M. V.; Schimitz, F. J. Phytochem. 1984, 23, 1331.

    Article  CAS  Google Scholar 

  137. Sun, H. H.; Ferrara, N. M.; McConnell, O. J.; Fenical, W. Tetrahedron Lett. 1980, 21, 3123.

    Article  CAS  Google Scholar 

  138. Ochi, M.; Kotsuki, H.; Muraoka, K.; Tokoroyama, T. Bull. Chem. Soc. (Japan) 1979, 52, 831.

    Article  Google Scholar 

  139. Ochi, M.; Kotsuki, H.; Inoue, S.; Taniguchi, M.; Tokoroyama, T. Chem. Lett. 1979, 831.

    Google Scholar 

  140. Moore, R. E. Acc. Chem. Res. 1977, 10, 40.

    Article  CAS  Google Scholar 

  141. Muller, D. G.; Gassmann, G.; Boland, W.; Marner, F. J.; Jaenicke, L. Science 1981, 212, 1040.

    CAS  Google Scholar 

  142. Muller, D. G.; Gassmann, G.; Marner, F. J.; Boland, W.; Jaenicke, L. Science 1982, 218, 1119.

    CAS  Google Scholar 

  143. Edmonds, J. S.; Francesconi, K. A. Nature 1981, 289, 602.

    Article  CAS  Google Scholar 

  144. Edmonds, J. S.; Francesconi, K. A. J. Chem. Soc. Perkin Trans-I 1983, 2375.

    Google Scholar 

  145. Tanaka, J.; Higa, T. Chem. Lett. 1984, 231.

    Google Scholar 

  146. De Rosa, S.; De Stefano, S.; Macura, S.; Trivellone, E.; Zavodnik, N. Tetrahedron 1984, 40, 4991.

    Article  Google Scholar 

  147. Tringali, C.; Piattelli, M.; Nicolosi, G. Tetrahedron 1984, 40, 799.

    Article  CAS  Google Scholar 

  148. Fukuyama, T.; Kodama, M.; Miura, I.; Kinzyo, Z.; Kido, M.; Mori, H.; Nakayama, Y.; Takahashi, M. Chem. Pharm. Bull. 1989, 37, 171.

    Google Scholar 

  149. Jormalainen, V.; Honkanen, T. J. Evol. Biol. 2004, 17, 807.

    Article  CAS  Google Scholar 

  150. Ahn, M. J.; Yoon, K. D.; Min, S. Y.; Lee, J. S.; Kim, J. H.; Kim, T. G.; Kim, S. H.; Kim, N. G.; Huh, H.; Kim, J. Biol. Pharm. Bull. 2004, 27, 544.

    Article  CAS  Google Scholar 

  151. Nagayama, K.; Iwamura, Y.; Shibata, T.; Hirayama, I.; Nakamura, T. J. Antimicrob. Chemother. 2002, 50, 889.

    Article  CAS  Google Scholar 

  152. Glombitza, K. W.; Schmidt, A. J. Nat. Prod. 1999, 62, 1238.

    Article  CAS  Google Scholar 

  153. Watanabe, K.; Umeda, K.; Miyakado, M. Agr. Biol. Chem. 1989, 53, 2513.

    CAS  Google Scholar 

  154. Ohira, S.; Shirane, F.; Nozaki, H.; Yahiro, S.; Nakayama, M. Bull. Chem. Soc. Japan 1989, 62, 2427.

    CAS  Google Scholar 

  155. Nozaki, H.; Minohara, K. Agr. Biol. Chem. 1988, 52, 3229.

    CAS  Google Scholar 

  156. Kazlauskas, R.; Murphy, P.T.; Wells, R. J.; Baid-Lambert, J. A.; Jamieson, D. D. Aust. J. Chem. 1983, 36, 165.

    Article  CAS  Google Scholar 

  157. Prati, M.; Molteni, M.; Pomati, F.; Rossetti, C.; Berhadini, G. Toxicon 2002, 40, 267.

    Article  CAS  Google Scholar 

  158. Burja, A. M.; Abou-Mansour, E.; Banaigs, B.; Payri, C.; Burgess, J. G. J. Micro Methods 2002, 48, 207.

    Article  CAS  Google Scholar 

  159. Chang, Z.; Sitachitta, N.; Rossi, J. V.; Roberts, M. A.; Flatt, P. M.; Jia, J.; Sherman, D. H.; Gerwick, W. H. J. Nat. Prod. 2004, 67, 1356.

    Article  CAS  Google Scholar 

  160. White, J. D.; Xu, Q.; Lee, C. S.; Valeriote, F. A. Org. Biomol. Chem. 2004, 2, 2092.

    Article  CAS  Google Scholar 

  161. Edwards, D. J.; Marquez, B. L.; Nogle, L. M.; McPhail, K.; Goeger, D. E.; Roberts, M. A.; Gerwick, W. H. Chem. Biol. 2004, 11, 817.

    Article  CAS  Google Scholar 

  162. Tan, L. T.; Sitachitta, N.; Gerwick, W. H. J. Nat. Prod. 2003, 66, 764.

    CAS  Google Scholar 

  163. Williamson, R. T.; Singh, I. P.; Gerwick, W. H. Tetrahedron 2004, 60, 7025.

    Article  CAS  Google Scholar 

  164. Izumi, A. K.; Moore, R. E. Clin. Dermatol. 1987, 5, 92.

    CAS  Google Scholar 

  165. Singh, I. P.; Milligan, K. E.; Gerwick, W. H. J. Nat. Prod. 1999, 62, 1333.

    Article  CAS  Google Scholar 

  166. Yamada, T.; Iwamoto, C.; Yamagoki, N.; Yamanouchi, T.; Minoura, K.; Yamori, T.; Uehara, Y.; Andoh, T.; Umemura, K.; Numata, A. Tetrahedron 2002, 58, 479.

    Article  CAS  Google Scholar 

  167. Jiang, Z. D.; Jensen, P. R.; Fenical, W. Bioorg. Med. Chem. Lett. 1999, 9, 2003.

    Article  CAS  Google Scholar 

  168. Berge, J. P.; Bourgougnon, N.; Alban, S.; Pojer, F.; Billaudel, S.; Chermann, J. C.; Robert, J.M.; Franz, G. Planta Med. 1999, 65, 604.

    Article  CAS  Google Scholar 

  169. Flodin, C.; Whitefield, F. D. Phytochem. 2000, 5377.

    Google Scholar 

  170. Huheihel, M.; Ishanu, V.; Tal, J.; Shoshana, A. J. Biochem. Biophy. Methods 2002, 50, 189.

    Article  CAS  Google Scholar 

  171. Osterhage, C.; Konig, G. M.; Holler, U.; Wright, A. D. J. Nat. Prod. 2002, 65, 306.

    Article  CAS  Google Scholar 

  172. Koyanagi, S.; Tanigawa, N.; Nakagawa, H.; Soeda, S.; Shimeno, H. Biochem. Pharma. 2003, 65, 173.

    Article  CAS  Google Scholar 

  173. Zhou, G.; Sun, Y.; Xin, H.; Zhang, Y.; Li, Z.; Xu, Z. Pharm. Res. 2004, 50, 47.

    Article  CAS  Google Scholar 

  174. Teramoto, M.; Rahlert, N.; Misawa, N.; Sandmann, G. FEBS Lett. 2004, 570, 184.

    Article  CAS  Google Scholar 

  175. O’Brien, A.; Sharp, R.; Russell, N. J.; Roller, S. FEMS Microb. Ecol. 2004, 48, 157.

    Article  CAS  Google Scholar 

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(2005). Bioactive Metabolites of Marine Algae, Fungi and Bacteria. In: Bioactive Marine Natural Products. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3484-9_1

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