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Synthesis and cytotoxic activity of substituted hexahydro-2H-4,6-(epoxymethano)chromen-8(5H)-ones obtained from (–)-verbenone

Russian Chemical Bulletin volume 64, pages 2257–2260 (2015)Cite this article

Abstract

A number of compounds with a substituted hexahydro-2H-4,6-(epoxymethano)chromen8(5H)-one framework was synthesized starting from monoterpenoid (–)-verbenone and aromatic aldehydes containing methoxy and hydroxy groups. Cytotoxic activity of these compounds on human tumor cell lines was studied for the first time. Compounds containing three methoxy groups in each aromatic ring were found to be the most promising for further studies.

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Authors and Affiliations

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

    I. V. Il’ina, O. S. Mikhalchenko, D. V. Korchagina, K. P. Volcho & N. F. Salakhutdinov

  2. Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian Federation

    I. V. Il’ina, M. A. Pokrovsky, K. P. Volcho, A. G. Pokrovsky & N. F. Salakhutdinov

Authors
  1. I. V. Il’ina
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  2. M. A. Pokrovsky
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  3. O. S. Mikhalchenko
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  4. D. V. Korchagina
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  5. K. P. Volcho
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  6. A. G. Pokrovsky
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  7. N. F. Salakhutdinov
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Corresponding author

Correspondence to K. P. Volcho.

Additional information

Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2257–2260, September, 2015.

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Il’ina, I.V., Pokrovsky, M.A., Mikhalchenko, O.S. et al. Synthesis and cytotoxic activity of substituted hexahydro-2H-4,6-(epoxymethano)chromen-8(5H)-ones obtained from (–)-verbenone. Russ Chem Bull 64, 2257–2260 (2015). https://doi.org/10.1007/s11172-015-1148-3

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  • DOI: https://doi.org/10.1007/s11172-015-1148-3

Key words

  • monoterpene
  • cytotoxicity
  • verbenone
  • clay
  • heterocyclic compounds