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The NMR assignments of anthraquinones fromCassia tora

  • Jae Sue Choi
  • Jee Hyung Jung
  • Hee Jung Lee
  • Sam Sik Kang
Research Articles

Abstract

The1H- and13C-NMR spectra of alaternin, aurantio-obtusin, chryso-obtusin, obtusin and 2-glucosyl obtusifolin isolated from the seeds ofCassia tora have been assigned based on HMBC, long-range HETCOR, fully1H-coupled13C-NMR, deuterium isotope experiment, and by comparison with the model compounds.

Key word

Cassia tora Leguminosae anthraquinones HMBC long-range HETCOR Deuterium isotope effect 

References Cited

  1. Berger, Y. and Castonguay, A., The carbon-13 nuclear magnetic resonance spectra of anthraquinone, eight polyhydroxy anthraquinones and eight polymethoxyanthraquinones.Org. Mag. Res., 11(8), 375–377 (1978).CrossRefGoogle Scholar
  2. Choi, J. S., Lee, J. H., Park, H. J., Kim, H. G., Young, H. S. and Mun, S. I., Screening for antioxidant activity of plants and marine algae and its active principles fromPrunus davidiana.Kor. J. Pharmacogn., 24(4), 299–303 (1993).Google Scholar
  3. Choi, J. S., Lee, H. J. and Kang, S. S., Alaternin, cassiaside and rubrofusarin-gentiobioside, radical scavenging principles from the seeds ofCassia tora on 1,1-diphenyl-2-picrylhydrazyl(DPPH) radical.Arch. Pharm. Res., 17(6), 462–466 (1994).PubMedCrossRefGoogle Scholar
  4. Choi, J. S., Lee, H. J., Ha, J. O., Park, K. Y. and Kang, S. S., Antimutagenic effect of anthraquinones and naphthopyrone glycosides fromCassia tora. Planta Medica, submitted (1996).Google Scholar
  5. Danielsen, K., Aksnes, D. W. and Francis, G. W., NMR study of some anthraquinones fromRhubarb.Magn. Reson, Chem., 30, 359–363 (1992).CrossRefGoogle Scholar
  6. Jung, J. H. and Mclaughlin, J. L.,13C-1H nmr long-range coupling and deuterium effects of flavanones.Phytochemistry, 29, 1271–1275 (1990).CrossRefGoogle Scholar
  7. Kitanaka, S. and Takido, M., Studies on the constituents of the seeds ofCassia obtusifolia LINN. The structures of three new anthraquinones.Chem. Pharm. Bull., 32(3), 860–864 (1984).Google Scholar
  8. Nikaido, T., Ohmoto, T., Sankawa, U., Kitanaka, S. and Takido, M., Inhibitors of adenosine 3′, 5′-cyclic monophosphate phosphodiesterase inCassia seed.Chem. Pharm. Bull., 32(8), 3075–3078 (1984).PubMedGoogle Scholar
  9. Stothers, J. B., Carbon-13 nuclear magnetic resonance spectroscopy. Academic Press, New York, 1972, pp. 294–296.Google Scholar
  10. Takido, M.: Studies on the constituents of the seeds ofCassia obtusifolia L. II. The structure of obtusin, chryso-obtusin, and aurantio-obtusin.Chem. Pharm. Bull., 8, 246–251 (1960)Google Scholar

Copyright information

© The Pharmaceutical Society of Korea 1996

Authors and Affiliations

  • Jae Sue Choi
    • 1
  • Jee Hyung Jung
    • 2
  • Hee Jung Lee
    • 1
  • Sam Sik Kang
    • 3
  1. 1.Department of Food and Life ScienceNational Fisheries University of PusanPusanKorea
  2. 2.Korea Ocean Research and Development InstituteAnsanKorea
  3. 3.Natural Products Research InstituteSeoul National UniversitySeoulKorea

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