Skip to main content
Log in

Modified coumarins. 24. Synthesis of cycloheptane-annellated tetracyclic furocoumarins

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

Substituted 2,3,4,5-tetrahydrocyclohepta[c]furo[3,2-g]chromen-6-ones, modified psoralen analogs containing a cycloheptane ring annellated to the 5,6-positions of a furo[3,2-g]chromen-7-one, were synthesized from 3-hydroxy-8,9,10,11-tetrahydrocyclohepta[c]chromen-6-ones.

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. R. D. H. Murray, The Naturally Occurring Coumarins, Springer, Vienna and New York (2002).

    Google Scholar 

  2. L. Dalla Via, O. Gia, G. Viola, G. Bertoloni, L. Santana, and E. Uriarte, Farmaco, 53, 638 (1998).

    Article  PubMed  Google Scholar 

  3. L. Dalla Via, E. Uriarte, E. Quezada, A. Dolmella, M. G. Ferlin, and O. Gia, J. Med. Chem., 46, 3800 (2003).

    Article  PubMed  CAS  Google Scholar 

  4. L. Dalla Via, E. Uriarte, L. Santana, S. M. Magno, and O. Gia, ARKIVOC (Gainesville, FL, US), 131 (2004).

  5. O. Gia, S. M. Magno, H. Gonzalez-Diaz, E. Quezada, L. Santana, E. Uriarte, and L. Dalla Via, Bioorg. Med. Chem., 13, 809 (2005).

    Article  PubMed  CAS  Google Scholar 

  6. M. M. Garazd, Ya. L. Garazd, S. V. Shilin, T. N. Panteleimonova, and V. P. Khilya, Khim. Prir. Soedin., 192 (2002).

  7. Ya. L. Garazd, M. M. Garazd, S. V. Shilin, and V. P. Khilya, Khim. Prir. Soedin., 349 (2001).

  8. Ya. L. Garazd, A. S. Ogorodniichuk, M. M. Garazd, and V. P. Khilya, Khim. Prir. Soedin., 345 (2002).

  9. Ya. L. Garazd, M. M. Garazd, and V. P. Khilya, Khim. Prir. Soedin., 441 (2004).

  10. J. Palau, J. Pascual, and J. M. Rafols, Bull. Soc. Chim. Fr., 269 (1964).

  11. L. L. W. Woo, A. Purohit, B. Malini, M. J. Reed, and B. V. L. Potter, Chem. Biol., 773 (2000).

  12. E. C. Horning and D. E. Reisner, J. Am. Chem. Soc., 3619 (1948).

  13. J. K. MacLeod and B. R. Worth, Tetrahedron Lett., 237 (1972).

  14. R. M. Naik and V. M. Thakor, J. Org. Chem., 22, 1696 (1957).

    Article  CAS  Google Scholar 

  15. K. D. Kaufman, F. J. Gaiser, T. D. Leth, and L. R. Worden, J. Org. Chem., 26, 2443 (1961).

    Article  CAS  Google Scholar 

  16. F. H. Lahey and J. K. MacLeod, Aust. J. Chem., 20, 1943 (1967).

    Article  CAS  Google Scholar 

  17. J. K. MacLeod, B. R. Worth, and R. J. Wells, Aust. J. Chem., 31, 1533 (1978).

    Article  CAS  Google Scholar 

  18. M. E. Perel’son, Yu. N. Sheinker, and A. A. Savina, Spectra and Structure of Coumarins, Chromones and Xanthones [in Russian], Meditsina, Moscow (1975).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

__________

Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 534–540, November–December, 2006.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Garazd, Y.L., Garazd, M.M., Ogorodniichuk, A.S. et al. Modified coumarins. 24. Synthesis of cycloheptane-annellated tetracyclic furocoumarins. Chem Nat Compd 42, 656–664 (2006). https://doi.org/10.1007/s10600-006-0246-8

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-006-0246-8

Key words

Navigation