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Synthesis of Halo Derivatives of Fusidane Triterpenoids

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Abstract

New halogenated fusidane triterpenoids were synthesized by functionalization of the C24=C25 double bond and 3-hydroxy group of fusidic acid methyl ester, as well as of the carboxy group of fusidic acid, with bromine, chlorine, and iodine atoms. The introduction of halogens into the molecules of fusidic acid and its methyl ester was accompanied by inversion of configuration of C3 in the A ring from α to β.

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ACKNOWLEDGMENTS

The structural studies were carried out at the Agidel regional joint center, Ufa Federal Research Center, Russian Academy of Sciences.

Funding

This study was performed in the framework of state assignment for the Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences (project no. AAAA-A19-119022290012-3).

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 450075, Ufa, Russia

    E. V. Salimova & L. V. Parfenova

  2. Bashkir State University, 450076, Ufa, Russia

    L. R. Mannanova & O. S. Kukovinets

Authors
  1. E. V. Salimova
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  2. L. R. Mannanova
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  3. O. S. Kukovinets
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  4. L. V. Parfenova
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Corresponding author

Correspondence to E. V. Salimova.

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The authors declare the absence of conflict of interest.

Additional information

Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 7, pp. 718–728 https://doi.org/10.31857/S0514749222070047.

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Salimova, E.V., Mannanova, L.R., Kukovinets, O.S. et al. Synthesis of Halo Derivatives of Fusidane Triterpenoids. Russ J Org Chem 58, 968–976 (2022). https://doi.org/10.1134/S1070428022070041

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  • DOI: https://doi.org/10.1134/S1070428022070041

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