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Organic Chemistry

Terrestric Acid as a Phytotoxic Metabolite from Pyricularia oryzae Cavara

Pages 2357-2358 | Received 22 Mar 1988, Published online: 06 Jun 2016

References

  • S. Iwasaki, S. Nozoe, S. Okuda, Z. Sato and T. Kozaka, Tetrahedron Lett., 1969, 3977. See also M. Suzuki, T. Sugiyama, M. Watanabe, T. Murayama and K. Yamashita, Agric. Biol. Chem., 51, 1121 (1987).
  • S. Iwasaki, H. Muro, K. Sasaki, S. Nozoe, S. Okuda and Z. Sato, Tetrahedron Lett., 1973, 3537.
  • J. H. Birkinshaw and H. Raistrick. Biochem. J., 30, 2194 (1936).
  • δH(400 MHz, CDCl3): 4.95 (1H, m, H-5′), 4.59 (1H, q, J = 7 Hz, H-5), 3.60 (1H, ddd, J = 20, 9.6, 4.3 Hz, H-3′), 3.29 (1H, ddd, J = 20, 8.6, 9.6Hz, H-3′), 2.39 and 1.90 (each 1H, m, H-4′), 1.95 and 1.82 (each 1H, m, H-6′), 1.45 (3H, d, J = 1 Hz, H-6) and 1.08 (3H, t, J = 7.5Hz, H-7′). δc(100 MHz, CDCl3): 195.37 (C-4), 186.15 (C-2′), 170.43 (C-2), 94.87 (C-3), 92.82 (C-5′), 79.02 (C-5), 33.41 (C-3′), 27.49 (C-6′), 26.24 (C-4′), 16.86 (C-6) and 9.26 (C-7′).
  • The remaining cross peaks were observed between the following pairs of the signals: δH-δC, 4.59-79.02, 3.29-186.15, 3.29-94.87, 3.29-33.41, 3.29-26.24, 1.95-26.24, 1.90-186.15, 1.90-33.41, 1.82-26.24, 1.45-79.02, 1.08-92.82, 1.08-27.49 and 1.08-9.26.
  • J. P. Jacobsen, T. Reffstrup, R. E. Cox, J. S. E. Holker and P. M. Boll, Tetrahedron Lett., 1978, 1081.
  • O. Simonsen, T. Reffstrup and P. M. Boll, Tetrahedron, 36, 795 (1980).

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