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Synthetic Transformations of Sesquiterpene Lactones. 11.* Conjugates Based on Caffeine and Eudesmanolides with N-Containing Linkers

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Chemistry of Natural Compounds Aims and scope

8-(Aminoalkylamino)caffeine or 8-(piperazinyl)caffeine were formed in high yields by reacting 8-bromo- or 8-chlorocaffeine with linear and cyclic diamines using microwave-assisted organic synthesis. These amines were highly reactive in Michael reactions with sesquiterpene lactones containing active methylene groups. Conjugates with caffeine and eudesmanolide moieties bonded by a N-containing linker were synthesized.

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Acknowledgment

The work was financially supported by RFBR grants (Project No. 18-03-01012) and the RFBR and Novosibirsk Region Government (Project No. 19-43-543042). We thank the Khimiya Common Use Center, NIOCh, SB, RAS, for spectral and analytical studies.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 9 Prosp. Akad. Lavrent’eva, Novosibirsk, 630090, Russia

    D. V. Reshetnikov, S. S. Patrushev & E. E. Shults

  2. Novosibirsk State University, 1 Pirogova St., Novosibirsk, 630090, Russia

    S. S. Patrushev

Authors
  1. D. V. Reshetnikov
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  2. S. S. Patrushev
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  3. E. E. Shults
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Corresponding author

Correspondence to E. E. Shults.

Additional information

For No. 10, see the literature [1].

Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2020, pp. 733–737.

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Reshetnikov, D.V., Patrushev, S.S. & Shults, E.E. Synthetic Transformations of Sesquiterpene Lactones. 11.* Conjugates Based on Caffeine and Eudesmanolides with N-Containing Linkers. Chem Nat Compd 56, 855–860 (2020). https://doi.org/10.1007/s10600-020-03169-x

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  • DOI: https://doi.org/10.1007/s10600-020-03169-x

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