Skip to main content
Log in

New flavonoid-containing derivatives of lupinine

  • Published:
Chemistry of Natural Compounds Aims and scope

An oxazine ring was annelated to benzopyran-4-one and benzopyran-2-one cores by reacting 7-hydroxyisoflavones and 7-hydroxycoumarins with lupinylamine and formalin. The new derivatives 9,10-dihydro4H,8 H-chromeno[8,7-e][1,3]oxazin-4-one and 9,10-dihydro-2 H,8 H-chromeno[8,7-e][1,3]oxazin-2-one containing a lupinine moiety in the 9-position were prepared.

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. A. A. Semenov, Outline of the Chemistry of Natural Compounds [in Russian], Novosibirsk, 2000.

  2. A. S. Sadykov, Kh. A. Aslanov, and Yu. K. Kushmuradov, Alkaloids of the Quinolizidine Class. Chemistry, Stereochemistry, and Biogenesis [in Russian], Moscow, 1975.

  3. R. T. Tlegenov, Kh. Kh. Khaitbaev, Z. Tilyabaev, D. N. Dalimov, A. A. Abduvakhabov, and K. U. Uteniyazov, Khim. Prir. Soedin., 64 (1991).

  4. A. A. Abduvakhabov, R. T. Tlegenov, D. N. Dalimov, Kh. Kh. Khaitbaev, Z. Tilyabaev, F. G. Kamaev, and K. U. Uteniyazov, Uzb. Khim. Zh., 43 (1991).

  5. M. I. Kabachnik, A. S. Sadykov, N. N. Godovikov, Kh. A. Aslanov, A. A. Abduvakhabov, and K. Toremuratov, Izv. Akad. Nauk SSSR, Ser. Khim., 952 (1972).

  6. A. A. Abduvakhabov, R. T. Tlegenov, Kh. Kh. Khaitbaev, G. I. Vaizburg, D. N. Dalimov, and K. U. Uteniyazov, Khim. Prir. Soedin., 75 (1990).

  7. F. Z. Galin, V. G. Kartsev, O. B. Flekhter, G. V. Giniyatullina, and G. A. Tolstikov, Khim. Prir. Soedin., 467 (2004).

  8. M. Casagrande, N. Basilico, S. Parapini, S. Romeo, D. Taramelli, and A. Sparatore, Bioorg. Med. Chem., 16, 6813 (2008).

    Article  PubMed  CAS  Google Scholar 

  9. E. A. Dikusar, N. G. Kozlov, R. T. Tlegenov, and V. I. Potkin, Khim. Rastit. Syr′ya, 111 (2008).

  10. R. T. Tlegenov, Khim. Rastit. Syr′ya, 69 (2007).

  11. A. A. Abduvakhabov, Kh. A. Aslanov, N. N. Godovikov, M. I. Kabachnik, A. S. Sadykov, andV. U. Rakhmagulina, Izv. Akad. Nauk SSSR, Ser. Khim., 946 (1972).

  12. I. V. Nagorichna, M. M. Garazd, Ya. L. Garazd, and V. P. Khilya, Khim. Prir. Soedin., 14 (2007).

  13. S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khim. Geterotsikl. Soedin. 672 (2010).

  14. S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khim. Prir. Soedin., 418 (2009).

  15. A. Pelter and S. Foot, Synthesis, 5, 326 (1976).

    Article  Google Scholar 

  16. A. Levai, W. Adam, R. T. Fell, R. Gessner, T. Patonay, A. Simon, and G. Toth, Tetrahedron, 54, 13105 (1998).

    Article  CAS  Google Scholar 

  17. A. Levai, T. Patonai, A. Szekely, and W. Adam, J. Heterocycl. Chem., 37, 1065 (2000).

    Article  CAS  Google Scholar 

  18. D. K. Bharadwaj, R. Murari, T. R. Seshadri, and R. Singh, Phytochemistry, 15, No. 3, 352 (1976).

    Article  CAS  Google Scholar 

  19. J. Walker, J. Am. Chem. Soc., 80, 645 (1958).

    Article  CAS  Google Scholar 

  20. N. R. Krishnaswamy, T. R. Seshadri, and B. R. Sharma, Indian J. Chem., 4, 120 (1966).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. S. Frasinyuk.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2012, pp. 212–214.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bondarenko, S.P., Frasinyuk, M.S., Galaev, A.I. et al. New flavonoid-containing derivatives of lupinine. Chem Nat Compd 48, 234–237 (2012). https://doi.org/10.1007/s10600-012-0212-6

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-012-0212-6

Keywords

Navigation