Skip to main content
Log in

Modified Coumarins. 33. Synthesis of Furo- and Dihydropyranocoumarins Containing a Lupinine Moiety

  • Published:
Chemistry of Natural Compounds Aims and scope

New coumarin derivatives containing a lupinine moiety were synthesized via amidation of furocoumarinylacetic, furocoumarinylpropionic, and dihydropyranocoumarinyloxyacetic acids with lupinylamine.

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. S. Sadykov, Kh. A. Aslanov, and Yu. K. Kushmuradov, Quinolizidine Alkaloids. Chemistry, Stereochemistry, Biogenesis [in Russian], Nauka, Moscow, 1975, 290 pp.

  2. A. A. Semenov, Outline of the Chemistry of Natural Compounds [in Russian], Nauka, Sib. Izd. Firma RAN, Novosibirsk, 2000, 644 pp.

    Google Scholar 

  3. F. Sparatore, V. Boido, P. Preziosi, E. Miele, and G. De Natale, Farmaco Ed. Sci., 24, 587 (1969).

    CAS  Google Scholar 

  4. S. P. Bondarenko, M. S. Frasinyuk, A. I. Galaev, and V. I. Vinogradova, Chem. Nat. Compd., 48, 234 (2012).

    Article  CAS  Google Scholar 

  5. A. Boido, I. Vazzana, F. Sparatore, M. L. Cenicola, D. Donnoli, and E. Marmo, Farmaco, 46, 775 (1991).

    CAS  PubMed  Google Scholar 

  6. I. Vazzana, R. Budriesi, E. Terranova, P. Ioan, M. P. Ugenti, B. Tasso, A. Chiarini, and F. Sparatore, J. Med. Chem., 50, 334 (2007).

    Article  CAS  PubMed  Google Scholar 

  7. B. Tasso, R. Budriesi, I. Vazzana, P. Ioan, M. Micucci, F. Novelli, M. Tonelli, A. Sparatore, A. Chiarini, and F. Sparatore, J. Med. Chem., 53, 4668 (2010).

    Article  CAS  PubMed  Google Scholar 

  8. A. Sparatore, N. Basilico, S. Parapini, S. Romeo, F. Novelli, F. Sparatore, and D. Taramelli, Bioorg. Med. Chem., 13, 5338 (2005).

    Article  CAS  PubMed  Google Scholar 

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

    Article  CAS  PubMed  Google Scholar 

  10. R. D. H. Murray, The Naturally Occurring Coumarins, Springer, Vienna, New York, 2002.

    Book  Google Scholar 

  11. M. Borgatti, A. Chilin, L. Piccagli, I. Lampronti, N. Bianchi, I. Mancini, G. Marzaro, F. dall’Acqua, A. Guiotto, and R. Gambari, Eur. J. Med. Chem.,46, 4870 (2011).

    Article  CAS  PubMed  Google Scholar 

  12. G. Marzaro, A. Guiotto, M. Borgatti, A. Finotti, R. Gambari, G. Breveglieri, and A. Chilin, J. Med. Chem., 56, 1830 (2013).

    Article  CAS  PubMed  Google Scholar 

  13. T. O. Olomola, S. Mosebi, R. Klein, T. Traut-Johnstone, J. Coates, H. Raymond, and P. T. Kaye, Bioorg. Chem., 57, 1 (2014).

    Article  CAS  PubMed  Google Scholar 

  14. P. Ambure, S. Kar, and K. Roy, BioSystems, 116, 10 (2014).

    Article  CAS  PubMed  Google Scholar 

  15. G. W. Anderson and R. Paul, J. Am. Chem. Soc., 80, 4423 (1958).

    Article  CAS  Google Scholar 

  16. R. Paul and G. W. Anderson, J. Am. Chem. Soc., 82, 4596 (1960).

    Article  CAS  Google Scholar 

  17. I. V. Nagorichna, I. P. Dubovik, M. M. Garazd, and V. P. Khilya, Chem. Nat. Compd., 39, 253 (2003).

    Article  CAS  Google Scholar 

  18. M. M. Garazd, Ya. L. Garazd, A. S. Ogorodniichuk, and V. P. Khilya, Russ. J. Bioorg. Chem., 30 (3), 291 (2004).

    Article  CAS  Google Scholar 

  19. M. V. Veselovskaya, Ya. L. Garazd, M. M. Garazd, and A. S. Ogorodniichuk, Chem. Nat. Compd., 45, 169 (2009).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to M. M. Garazd.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2015, pp. 701–703.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Nikitina, Y.A., Galaev, A.I., Garazd, Y.L. et al. Modified Coumarins. 33. Synthesis of Furo- and Dihydropyranocoumarins Containing a Lupinine Moiety. Chem Nat Compd 51, 815–818 (2015). https://doi.org/10.1007/s10600-015-1423-4

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-015-1423-4

Keywords

Navigation