Skip to main content
SpringerLink
Log in

Synthesis of Spiroheterocyclic Oxygen-Containing Tryptanthrin Derivatives

  • Review
  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

6-Spiro derivatives of tryptanthrin were synthesized in high yields by reaction of indolo[2,1-b]quinazoline- 6,12-dione with alkanediols. The structure of the spiro dioxolane derivatives was studied in detail by X-ray analysis.

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

Similar content being viewed by others

References

  1. Danz, H., Stoyanova, S., Wippich, P., Brattstroem, A., and Hamburger, M., Planta Med., 2001, vol. 67, p. 411.

    Article  CAS  PubMed  Google Scholar 

  2. Murakami, T., Kishi, A., Sakurama, T., Matsuda, H., and Yoshikawa, M., Heterocycles, 2001, vol. 54, p. 957.

    Article  CAS  Google Scholar 

  3. Sharma, V.M., Prasanna, P., Seshu, K.V.A., Renuka, B., Rao, C.V.L., Kumar, G.S., Narasimhulu, C.P., Babu, P.A., Puranik, R.C., Subramanyam, D., Venkateswarlu, A., Rajagopal, S., Kumar, K.B.S., Rao, C.S., Mamidi, N.V.S., Deevi, D.S., Ajaykumar, R., and Rajagopalan, R., Bioorg. Med. Chem. Lett., 2002, vol. 12, p. 2303.

    Article  CAS  PubMed  Google Scholar 

  4. Bergman, J., Lindstroem, J., and Tilstam, U., Tetrahedron, 1985, vol. 41, p. 2879.

    Article  CAS  Google Scholar 

  5. Honda, G. and Tabata, M., Planta Med., 1979, vol. 36, p. 85.

    Article  CAS  PubMed  Google Scholar 

  6. Schindler, F. and Zahner, H., Arch. Microbiol., 1971, vol. 79, p. 187.

    CAS  Google Scholar 

  7. Honda, G., Tabata, M., and Tsuda, M., Planta Med., 1979, vol. 37, p. 172.

    Article  CAS  PubMed  Google Scholar 

  8. Mitscher, L.A. and Baker, W., Med. Res. Rev., 1998, vol. 18, p. 363.

    Article  CAS  PubMed  Google Scholar 

  9. Takei, Y., Kunikata, T., Aga, M., Inoue, S., Ushio, S., Iwaki, K., Ikeda, M., and Kurimoto, M., Biol. Pharm. Bull., 2003, vol. 26, p. 365.

    Article  CAS  PubMed  Google Scholar 

  10. Recio, M.C., Cerda-Nicolas, M., Potterat, O., Hamburger, M., and Rios, J.L., Planta Med., 2006, vol. 72, p. 539.

    Article  CAS  PubMed  Google Scholar 

  11. Kimoto, T., Yamamoto, Y., Hino, K., Koya, S., Aga, H., Hashimoto, T., Hanaya, T., Arai, S., Ikeda, M., Fukuda, S., and Kurimoto, M., Nat. Med., 1999, vol. 53, p. 72.

    CAS  Google Scholar 

  12. Jao, C.-W., Lin, W.-C., and Wu, P.-L., J. Nat. Prod., 2008, vol. 71, p. 1275.

    Article  CAS  PubMed  Google Scholar 

  13. Deryabin, P.I., Moskovkina, T.V., Shevchenko, L.S., and Kalinovskii, A.I., Russ. J. Org. Chem., 2017, vol. 53, p. 418.

    Article  CAS  Google Scholar 

  14. Galliford, C.V. and Scheidt, K.A., Angew. Chem., Int. Ed., 2007, vol. 46, p. 8748.

    Article  CAS  Google Scholar 

  15. Marti, C. and Carreira, M., Eur. J. Org. Chem., 2003, p. 2209.

    Google Scholar 

  16. Williams, R.M. and Cox, R.J., Acc. Chem. Res., 2003, vol. 36, p. 127.

    Article  CAS  PubMed  Google Scholar 

  17. Corley, D.G., Rottinghaus, G.E., and Tempesta, M.S., Tetrahedron Lett., 1986, vol. 27, p. 427.

    Article  CAS  Google Scholar 

  18. Ziegler, F.E., Metcalf, C.A. III, Nangia, A., and Schulte, G., J. Am. Chem. Soc., 1993, vol. 115, no. 7, p. 2581.

    Article  CAS  Google Scholar 

  19. Azazian, J., Karimi, A.R., Arefrad, H., Mohammadi, A.A., and Mohammadizadeh, M.R., Monatsh. Chem., 2004. vol. 135, p. 729.

    Article  CAS  Google Scholar 

  20. _APEX2, Bruker AXS, Madison, Wisconsin, USA, 2010.

  21. _SAINT, Bruker AXS, Madison, Wisconsin, USA, 2010.

  22. Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Far East Federal University, ul. Sukhanova 8, Vladivostok, 690091, Russia

    P. I. Deryabin, T. V. Moskovkina, A. V. Bukreev & A. V. Andina

  2. Nevelskoy Maritime University, Verkhneportovaya ul. 50a, Vladivostok, 690059, Russia

    A. V. Andina

  3. Institute of Chemistry, Far Eastern Branch, Russian Academy of Sciences, pr. 100-letiya Vladivostoka 159, Vladivostok, 690022, Russia

    A. V. Gerasimenko

Authors
  1. P. I. Deryabin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. V. Moskovkina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. V. Bukreev
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. V. Andina
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. V. Gerasimenko
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to P. I. Deryabin.

Additional information

Original Russian Text © P.I. Deryabin, T.V. Moskovkina, A.V. Bukreev, A.V. Andina, A.V. Gerasimenko, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 4, pp. 620–623.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Deryabin, P.I., Moskovkina, T.V., Bukreev, A.V. et al. Synthesis of Spiroheterocyclic Oxygen-Containing Tryptanthrin Derivatives. Russ J Org Chem 54, 622–625 (2018). https://doi.org/10.1134/S1070428018040176

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428018040176

Search

Navigation