Skip to main content
Log in

Synthesis of substituted chalcones based on 1,3-dihydroxy-4-isobornylbenzene

  • Full Article
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

A series of new chalcones containing an isobornyl fragment was synthesized by Claisen—Schmidt condensation of 6-acetyl-1,3-dihydroxy-4-isobornylbenzene with various benzaldehydes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. G. Yang, H. E. Lee, S. H. Yeon, H. C. Kang, Y. Y. Cho, H. S. Lee, C. C. Zouboulis, S. H. Han, J. H. Lee, J. Y. Lee, Phytotherapy Res., 2018, 32, 2551; DOI: https://doi.org/10.1002/ptr.6195.

    Article  CAS  Google Scholar 

  2. C. H. Aminath Rajeena, P. S. Nayak, G. Ganesh, V. Kamat, B. C. Revanasiddappa, H. Kumar, Heterocycl. Lett., 2018, 8, 49.

    Google Scholar 

  3. A. M. R. Teixeira, H. S. Santos, P. N. Bandeira, M. S. S. Julião, P. T. C. Freire, V. N. Lima, B. G. Cruz, P. T. da Silva, H. D. M. Coutinho, D. M. Sena, Jr., J. Mol. Struct., 2019, 1179, 739; DOI: https://doi.org/10.1016/j.molstruc.2018.11.075.

    Article  CAS  Google Scholar 

  4. Z. Rozmer, P. Perjési, Phytochem. Rev., 2016, 15, 87; DOI: https://doi.org/10.1007/s11101-014-9387-8.

    Article  CAS  Google Scholar 

  5. V. R. D. Pereira, I. J. A. Junior, L. S. Silveira, R. B. Geraldo, P. F. Pinto, F. S. Teixeira, M. C. Salvadori, M. P. Silva, L. A. Alves, P. V. S. Z. Capriles, A. C. Almeida, E. S. Coimbra, P. L. S. Pinto, M. R. C. Couri, J. Moraes, A. A. S. Filho, Chem. Biodiversity, 2018, 15, e1800398; DOI: https://doi.org/10.1002/cbdv.201800398.

    Google Scholar 

  6. J.-Y. Park, H. J. Jeong, Y. M. Kim, S.-J. Park, M.-C. Rho, K. H. Park, Y. B. Ryu, W. S. Lee, Bioorg. Med. Chem. Lett., 2011, 21, 5602; DOI: https://doi.org/10.1016/j.bmcl.2011.06.130.

    Article  CAS  Google Scholar 

  7. L. Mirossay, L. Varinská, J. Mojžiš, Int. J. Mol. Sci., 2018, 19, 27; DOI: https://doi.org/10.3390/ijms19010027.

    Article  Google Scholar 

  8. P. Kamble, S. Wadher, Int. J. ChemTech Res., 2018, 11, 63; DOI: https://doi.org/10.20902/IJCTR.2018.110209.

    Article  CAS  Google Scholar 

  9. A. N. Choudhary, A. Kumar, V. Juyal, Pharm. Chem., 2018, 10, 106.

    CAS  Google Scholar 

  10. Yu. S. Tarakhovsky, Yu. A. Kim, B. S. Abdrasilov, E. N. Muzafarov, Flavonoidy: biokhimiya, biofizika, meditsina [Flavonoids: Biochemistry, Biophysics, Medicine], Synchrobook, Pushchino, 2013, 310 pp. (in Russian).

    Google Scholar 

  11. X.-F. Wu, H. Neumann, M. Beller, Angew. Chem., Int. Ed., 2010, 49, 5284; DOI: https://doi.org/10.1002/anie.201002155.

    Article  CAS  Google Scholar 

  12. Y. Wang, C. Tan, X. Zhang, Q. He, Y. Xie, C. Yang, Eur. J. Org. Chem., 2012, 2012, 6622; DOI: https://doi.org/10.1002/ejoc.201201061.

    Google Scholar 

  13. S. Eddarir, N. Cotelle, Y. Bakkoura, C. Rolando, Tetrahedron Lett., 2003, 44, 5359; DOI: https://doi.org/10.1016/S0040-4039(03)01140-7.

    Article  CAS  Google Scholar 

  14. S. Iftikhar, S. Khan, A. Bilal, S. Manzoor, M. Abdullah, A.-H. Emwas, S. Sioud, X. Gao, G. A. Chotana, A. Faisal, R. S. Z. Saleem, Bioorg. Med. Chem. Lett., 2017, 27, 4101; DOI: https://doi.org/10.1016/j.bmcl.2017.07.042.

    Article  CAS  Google Scholar 

  15. D. Rocchi, J. F. Gonzalez, J. C. Menéndez, Molecules, 2014, 19, 7317; DOI: https://doi.org/10.3390/molecules19067317.

    Article  Google Scholar 

  16. M. J. Climent, A. Corma, S. Iborra, A. Velty, J. Catalysis, 2004, 221, 474; DOI: https://doi.org/10.1016/j.jcat.2003.09.012.

    Article  CAS  Google Scholar 

  17. J. B. Daskiewicz, G. Comte, D. Barron, A. D. Pietro, F. Thomasson, Tetrahedron Lett., 1999, 40, 7095; DOI: https://doi.org/10.1016/S0040-4039(99)01461-6.

    Article  CAS  Google Scholar 

  18. K. Khan, Z. N. Siddiqui, Appl. Organometal. Chem., 2014, 28, 789; DOI: https://doi.org/10.1002/aoc.3200.

    Article  CAS  Google Scholar 

  19. T. Narender, K. P. Reddy, Tetrahedron Lett., 2007, 48, 3177; DOI: https://doi.org/10.1016/j.tetlet.2007.03.054.

    Article  CAS  Google Scholar 

  20. F. Chaudhry, N. Asif, S. Naureen, M. A. Munawar, M. A. Khan, ChemistrySelect, 2019, 4, 11098; DOI: https://doi.org/10.1002/slct.201902671.

    Article  CAS  Google Scholar 

  21. T. R. Gaydhankar, T. V. Kotbagi, M. D. Nikalje, K. J. Waghmare, Curr. Cat., 2014, 3, 296; DOI: https://doi.org/10.2174/221154470366614080722274.

    Article  CAS  Google Scholar 

  22. I. Yu. Chukicheva, I. V. Fedorova, E. V. Buravlev, A. V. Kuchin, K. Yu. Suponitskii, Russ. J. Gen. Chem., 2012, 82, 1425; DOI: https://doi.org/10.1134/S1070363212080154.

    Article  CAS  Google Scholar 

  23. R. R. Zhang, J. Q. Wang, X. Yu, Y. L. Zhang, Q. Q. Wang, W. H. Zhang, Eur. J. Med. Chem., 2016, 124, 10; DOI: https://doi.org/10.1016/j.ejmech.2016.08.012.

    Article  CAS  Google Scholar 

  24. M. A. Kulikov, Estestvennye nauki i meditsina: teoriya i praktika [Natural Sciences and Medicine: Theory and Practice], coll. vol. of articles on the materials of 18th International Sci.-Pract. Conf. of Siberian Acad. Sci., Novosibirsk, 2020, 64 (in Russian).

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to I. Yu. Chukicheva.

Additional information

The work was carried out in the framework of the Russian state assignment (Registration number AAAA-A18-118012490385-8).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2198—2204, November, 2020.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Popova, S.A., Pavlova, E.V. & Chukicheva, I.Y. Synthesis of substituted chalcones based on 1,3-dihydroxy-4-isobornylbenzene. Russ Chem Bull 69, 2198–2204 (2020). https://doi.org/10.1007/s11172-020-3022-1

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-020-3022-1

Key words

Navigation