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Effects of the side chain at C17 on the13C chemical shifts of tetracyclic triterpenoids from the dammarane series

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The effects of the side chains at C17 on the13C chemical shifts of tetracyclic triterpenoids of the dammarane series are dependent on the presence and nature of an intramolecular hydrogen bond (IMHB) between the OH group at C12 and an OH or epoxy group at C20.

  2. 2.

    The α17, β13, and β16 effects of the side chains are most sensitive to the effect of the IMHB in the13C spectra of dammarane triterpenoids.

  3. 3.

    The α17 and β13 effects of open and closed side chains in the spectra of triterpenoids containing IMHB are essentially dependent on the presence of a 17-OH group.

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Authors and Affiliations

  1. Pacific Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok

    V. A. Denisenko, V. L. Novikov, G. V. Malinovskaya & G. B. Elyakov

Authors
  1. V. A. Denisenko
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  2. V. L. Novikov
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  3. G. V. Malinovskaya
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  4. G. B. Elyakov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR. Seriya Khimicheskaya, No. 12, pp. 2727–2734, December, 1983.

We would like to thank L. I. Strigina for providing the sample of (XVIII).

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Denisenko, V.A., Novikov, V.L., Malinovskaya, G.V. et al. Effects of the side chain at C17 on the13C chemical shifts of tetracyclic triterpenoids from the dammarane series. Russ Chem Bull 32, 2445–2452 (1983). https://doi.org/10.1007/BF00954472

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  • DOI: https://doi.org/10.1007/BF00954472

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