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Original Articles

Syntheses of Stereochemically Restricted Lactone-type Analogues of Jasmonic Acids

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Pages 1988-1992 | Received 02 Mar 2000, Accepted 10 Apr 2000, Published online: 22 May 2014

  • 1) Sembdner, G. and Parthier, B., The biochemistry and the physiological and molecular actions of jasmonates. Annu. Rev. Plant Physiol. Plant Mol. Biol., 44, 569-589 (1993) and references cited therein.
  • 2) Koda, Y., Kikuta, Y., Kitahara, T., Nishi, T., and Mori, K., Comparisons of various biological activities of stereoisomers of methyl jasmonate. Phytochemistry, 31, 1111-1114 (1992).
  • 3) Toshima, H., Nara, S., Ichihara, A., Koda, Y., and Kikuta, Y., Syntheses and potato tuber-inducing activity of coronafacic acid analogues. Biosci. Biotechnol. Biochem., 62, 681-688 (1998).
  • 4) Ward, J. L. and Beale, M. H., Synthesis and biological activity of stereochemically locked derivatives of jasmonic acid. J. Chem. Soc. Perkin Trans., 1, 2379-2381 (1993).
  • 5) Koda, Y., Ward, J. L., and Beale, M. H., Biological activity of 7-methyl- jasmonates. Phytochemistry, 38, 821-823 (1995).
  • 6) Taapken, T., Blechert, S., Weiler, E. W., and Zenk, M. H., Stereoselective synthesis of 7-substituted jasmonic acid derivatives and investigation of their biological activity. J. Chem. Soc. Perkin Trans., 1, 1439-1442 (1994).
  • 7) Ward, J. L., Gaskin, P., Beale, M. H., Sessions, R., Koda, Y., and Wasternack, C., Molecular modelling, synthesis and biological activity of methyl 3-methyljasmonate and related derivatives. Tetrahedron, 53, 8181-8194 (1997).
  • 8) Kiyota, H., Yoneta, Y., and Oritani, T., Synthesis and biological activities of methyl 3,7- and 4,5-didehydrojasmonates. Phytochemistry, 46, 983-986 (1997).
  • . 1992.
  • 10) 3,7-Didehydro-JA was synthesized from methyl jasmonate by a different method from that described in ref. 8. The method will be reported elsewhere.
  • 11) Takahashi, K., Fujino, K., Kikuta, Y., and Koda, Y., Expansion of potato cells in response to jasmonic acid. Plant Science, 100, 3-8 (1994).
  • 12) Koda, Y. and Okazawa, Y., Detection of potato tuber-inducing activity in potato leaves and old tubers. Plant Cell Physiol., 29, 969-974 (1988).

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