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Original Articles

Structural Revision of Epoxyrollins A and B, Biosynthetic Precursors of Annonaceous Acetogenins

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Pages 1438-1441 | Received 26 Dec 2002, Accepted 30 Jan 2003, Published online: 22 May 2014

  • 1) For recent reviews, see: Alali, F. Q., Liu, X.-X., and McLaughlin, J. L., Annonaceous acetogenins: Recent progress. J. Nat. Prod., 62, 504-540 (1999).
  • 2) For a recent paper on acetogenins, see: Maezaki, N., Kojima, N., Sakamoto, A., Tominaga, H., Iwata, C., Tanaka, T., Monden, M., Damdinsuren, B., and Nakamori, S., Total synthesis of the antitumor acetogenin Mosin B: desymmetrization approach to the stereodivergent synthesis of threo/trans/erythro-type acetogenins. Chem. Eur. J., 9, 390-399 (2003), and references therein.
  • 3) Laprevote, O., Roblet, F., Hocquemiller, R., and Cavé, A., Structural elucidation of two new acetogenins, epoxyrollins A and B, by tandem mass spectrometry. Tetrahedron Lett., 31, 2283-2286 (1990).
  • 4) Konno, H., Makabe, H., Tanaka, A., and Oritani, T., Synthesis of two possible diastereoisomers of the epoxy lactone proposed for an annonaceous acetogenin, epoxyrollin A. Tetrahedron, 52, 9399-9408 (1996).
  • 5) Konno, H., Makabe, H., Tanaka, A., and Oritani, T., Total synthesis of (15R, 16R, 19S, 20R, 34S)-diepomuricanin. Tetrahedron Lett., 37, 5393-5396 (1996).
  • 6) Tam, V. T., Chi Hieu, P. Q., Chappe, B., Roblot, F., Laprévote, O., Figadere, B., and Cavé, A., Four new acetogenins from the seeds of Annona reticulata. Nat. Prod. Lett., 4, 255-262 (1994).

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