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DOI: 10.1039/A706853K (Paper) Reference Section for: J. Chem. Soc., Perkin Trans. 1, 1998, 449-456

Penostatins F–I, novel cytotoxic metabolites from a Penicillium species separated from an Enteromorpha marine alga

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Chika Iwamoto, Katsuhiko Minoura, Sanji Hagishita, Kyosuke Nomoto and Atsushi Numata

Abstract

Penostatins F–I have been isolated from a strain of Penicillium sp. originally separated from the marine alga Enteromorpha intestinalis, and their stereostructures have been established on the basis of spectral analyses. All the compounds exhibit significant cytotoxicity against cultured P388 cells.

References

  1. C. Takahashi, A. Numata, Y. Ito, E. Matsumura, H. Araki, H. Iwaki and K. Kushida, J. Chem. Soc., Perkin Trans. 1, 1994, 1859 RSC.
  2. C. Takahashi, K. Minoura, T. Yamada, A. Numata, K. Kushida, T. Shingu, S. Hagishita, H. Nakai, T. Sato and H. Harada, Tetrahedron, 1995, 51, 3483 CrossRef CAS.
  3. A. Numata, C. Takahashi, Y. Ito, T. Takada, K. Kawai, Y. Usami, E. Matsumura, M. Imachi, T. Ito and T. Hasegawa, Tetrahedron Lett., 1993, 34, 2355 CrossRef CAS.
  4. A. Numata, C. Takahashi, Y. Ito, K. Minoura, T. Yamada, C. Matsuda and K. Nomoto, J. Chem. Soc., Perkin Trans. 1, 1996, 239 RSC.
  5. C. Takahashi, A. Numata, T. Yamada, K. Minoura, S. Enomoto, K. Konishi, M. Nakai, C. Matsuda and K. Nomoto, Tetrahedron Lett., 1996, 37, 655 CrossRef CAS.
  6. C. Takahashi, T. Matsushita, M. Doi, K. Minoura, T. Shingu, Y. Kumeda and A. Numata, J. Chem. Soc., Perkin Trans. 1, 1995, 2345 RSC.
  7. C. Takahashi, T. Takada, T. Yamada, K. Minoura, K. Uchida, E. Matsumura and A. Numata, Tetrahedron Lett., 1994, 35, 5013 CrossRef CAS.
  8. G. Englert, Helv. Chim. Acta, 1975, 58, 2367 CrossRef CAS.
  9. M. Karplus, J. Chem. Phys., 1959, 30, 11 CrossRef CAS.
  10. R. J. Abraham and J. S. E. Holker, J. Chem. Soc., 1963, 807 Search PubMed.
  11. A. Moscowitz, K. Mislow, M. A. W. Glass and C. Djerassi, J. Am. Chem. Soc., 1962, 84, 1945 CrossRef CAS; E. Bunnenberg, C. Djerassi, K. Missiow and A. Moscowitz, J. Am. Chem. Soc., 1962, 84, 2823 CrossRef CAS.
  12. U. Weiss, H. Ziffer and E. Charney, Tetrahedron, 1965, 21, 3105 CrossRef CAS.
  13. T. Kusumi, I. Ohtani, Y. Inouye and H. Kakisawa, Tetrahedron Lett, 1988, 29, 4731 CrossRef CAS; I. Ohtani, T. Kusumi, O. M. Ishitsuka and H. Kakisawa, Tetrahedron Lett., 1989, 30, 3147 CrossRef CAS.
  14. L. J. Bellamy, The Infra-red Spectra of Complex Molecules, Methuen, London, 2nd edn., 1958, p. 186 Search PubMed.
  15. A. Numata, P. Yang, C. Takahashi, R. Fujiki, M. Nabae and E. Fujita, Chem. Pharm. Bull., 1989, 37, 648 CAS.