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A demonstration of aldehyde-lactol tautomerism in gossypol by1H and13C NMR spectroscopy

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The existence of a tautomeric equilibrium between the aldehyde and lactol forms gossypol has, for the first time, been demonstrated through NMR spectroscopy. In DMSO, gossypol exists primarily in the lactol form, and primarily in the aldehyde form in acids, bases, and inert solvents.

  2. 2.

    The method of preparation of the ethers of this compound determines the form of the product obtained.

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Authors and Affiliations

  1. Division of Bioorganic Chemistry, Academy of Sciences of the Uzbek SSR, Tashkent

    F. G. Kamaev, N. I. Baram, A. I. Ismailov, V. B. Leont'ev & A. S. Sadykov

  2. V. I. Lenin Tashkent State University, Russia

    F. G. Kamaev, N. I. Baram, A. I. Ismailov, V. B. Leont'ev & A. S. Sadykov

Authors
  1. F. G. Kamaev
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  2. N. I. Baram
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  3. A. I. Ismailov
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  4. V. B. Leont'ev
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  5. A. S. Sadykov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1003–1010, May, 1979.

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Kamaev, F.G., Baram, N.I., Ismailov, A.I. et al. A demonstration of aldehyde-lactol tautomerism in gossypol by1H and13C NMR spectroscopy. Russ Chem Bull 28, 938–944 (1979). https://doi.org/10.1007/BF00963301

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  • DOI: https://doi.org/10.1007/BF00963301

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