Skip to main content
SpringerLink
Log in

Synthesis Of 4-Aryl-5-[2-Hydroxy-4-(2-Cytisin-12-Ylethoxy)Phenyl]Isoxazoles

  • Published:
Chemistry of Natural Compounds Aims and scope

Recyclization of N 12-cytisinylethoxy derivatives of natural isoflavonoids and their analogs through the action of hydroxylamine was studied. Substituted 4-aryl-5-(2-hydroxyphenyl)isoxazoles containing cytisine and isoxazole fragments were synthesized. The structures of the synthesized compounds were established using 2D NMR spectroscopy.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Fig. 1

Similar content being viewed by others

References

  1. N. V. Gorbulenko, M. S. Frasinyuk, and V. P. Khilya, Chem. Heterocycl. Compd., 30, 405 (1994).

    Article  Google Scholar 

  2. M. S. Frasinyuk and V. P. Khilya, Chem. Heterocycl. Compd., 35, 3 (1999).

    Article  CAS  Google Scholar 

  3. T. V. Shokol, V. A. Turov, V. V. Semeniuchenko, N. V. Krivokhizha, and V. P. Khilya, Chem. Heterocycl. Compd., 42, 500 (2006).

    Article  CAS  Google Scholar 

  4. S. P. Bondarenko, Chem. Nat. Compd., 49, 36 (2013).

    Article  CAS  Google Scholar 

  5. S. P. Bondarenko, M. S. Frasinyuk, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 50, 889 (2014).

    Article  CAS  Google Scholar 

  6. C.-J. Zhang, W.-Y. Han, M.-X. Gao, F.-F. Xu, and Z.-T. Zhang, J. Heterocycl. Chem., 48, 1073 (2011).

    Article  CAS  Google Scholar 

  7. Z.-T. Zhang, W.-Y. Han, and L. Qiu, J. Heterocycl. Chem., 47, 1209 (2010).

    Article  CAS  Google Scholar 

  8. Z.-T. Zhang, Y.-Q. Ma, Y. Liang, D. Xue, and Q. He, J. Heterocycl. Chem., 48, 279 (2011).

    Article  CAS  Google Scholar 

  9. M. S. Frasinyuk, S. P. Bondarenko, and V. P. Khilya, Chem. Nat. Compd., 42, 673 (2006).

    Article  CAS  Google Scholar 

  10. S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Chem. Nat. Compd., 43, 402 (2007).

    Article  CAS  Google Scholar 

  11. S. P. Bondarenko, O. N. Miroshnikov, M. S. Frasinyuk, and V. P. Khilya, Chem. Nat. Compd., 49, 826 (2013).

    Article  CAS  Google Scholar 

  12. P. A. Brough, W. Aherne, X. Barril, J. Borgognoni, K. Boxall, J. E. Cansfield, K.-M. J. Cheung, I. Collins, N. G. M. Davies, M. J. Drysdale, B. Dymock, S. A. Eccles, H. Finch, A. Fink, A. Hayes, R. Howes, R. E. Hubbard, K. James, A. M. Jordan, A. Lockie, V. Martins, A. Massey, T. P. Matthews, E. McDonald, C. J. Northfield, L. H. Pearl, C. Prodromou, S. Ray, F. I. Raynaud, S. D. Roughley, S. Y. Sharp, A. Surgenor, D. L. Walmsley, P. Webb, M. Wood, P. Workman, and L. Wright, J. Med. Chem., 51, 196 (2007).

    Article  PubMed  Google Scholar 

  13. T. Taldone, D. Zatorska, P. D. Patel, H. Zong, A. Rodina, J. H. Ahn, K. Moulick, M. L. Guzman, and G. Chiosis, Bioorg. Med. Chem., 19, 2603 (2011).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. S. Lee, J. N. Kim, H. K. Lee, K. S. Yoon, K. D. Shin, B. M. Kwon, and D. C. Han, Bioorg. Med. Chem. Lett., 21, 977 (2011).

    Article  CAS  PubMed  Google Scholar 

  15. S. P. Bondarenko, M. S. Frasinyuk, V. I. Vinogradova, and V. P. Khilya, Chem. Nat. Compd., 48, 970 (2012).

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Taras Shevchenko Kiev National University, 12 L′va Tolstogo St., Kiev, 01033, Ukraine

    S. P. Bondarenko & V. P. Khilya

  2. Institute of Bioorganic Chemistry and Petroleum Chemistry, National Academy of Sciences of Ukraine, 1 Murmanskaya St., Kiev, 02094, Ukraine

    M. S. Frasinyuk

  3. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan

    V. I. Vinogradova

Authors
  1. S. P. Bondarenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. S. Frasinyuk
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. I. Vinogradova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. P. Khilya
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to S. P. Bondarenko.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2016, pp. 404–407.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Bondarenko, S.P., Frasinyuk, M.S., Vinogradova, V.I. et al. Synthesis Of 4-Aryl-5-[2-Hydroxy-4-(2-Cytisin-12-Ylethoxy)Phenyl]Isoxazoles. Chem Nat Compd 52, 463–467 (2016). https://doi.org/10.1007/s10600-016-1673-9

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-016-1673-9

Keywords

Search

Navigation