Skip to main content
Log in

Synthesis and Biological Activity of Selenenylamide Based on Cytisine and 2-(Chloroselanyl)pyridine-1-oxide

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

Abstract

The reaction of (–)-cytisine with 2-(chloroselanyl)pyridine-1-oxide afforded the corresponding selenenylamide. Its biological activity against Aspergillus oryzae micromycetes was revealed.

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.

Scheme
Fig. 1.

REFERENCES

  1. Organoselenium Compounds in Biology and Medicine: Synthesis, Biological and Therapeutic Treatments, Jain, V.K. and Priyadarsini, K.I., Eds., London: The Royal Society of Chemistry, 2018.

  2. Organoselenium Chemistry: Between Synthesis and Biochemistry, Santi, C., Ed., Perugia: Bentham Science Publishers, 2014.

  3. Muller, A., Cadenas, E., Graf, P., and Sies, H., Biochem. Pharmacol., 1984, vol. 33, no. 20, p. 3235. https://doi.org/10.1016/0006-2952(84)90083-2

    Article  CAS  PubMed  Google Scholar 

  4. Sies, H. and Masumoto, H., Adv. Pharmacol., 1996, vol. 38, p. 229. https://doi.org/10.1016/S1054-3589(08)60986-2

    Article  Google Scholar 

  5. Mlochowski, J., Gryglewski, R.J., Inglot, A.D., Jakubowski, A., Juchniewicz, L., and Kloc, K., Lieb. Ann. Chem., 1996, p. 1751. https://doi.org/10.1002/jlac.199619961108

  6. Elsherbini, M., Hamama, W.S., Zoorob, H.H., Bhowmick, D., Mugesh, G., and Wirth, T., Heteroatom. Chem., 2014, vol. 25, no. 5, p. 320. https://doi.org/10.1002/hc.21164

    Article  CAS  Google Scholar 

  7. Askerov, R.K., Matsulevich, Z.V., Borisova, G.N., Zalepkina, S.A., Smirnov, V.F., Grishina, M.M., Dorovatovskii, P.V., Borisov, A.V., and Khrustalev, V.N., Acta Crystallogr. (E), 2016, vol. 72, p. 1864. https://doi.org/10.1107/S2056989016018946

    Article  CAS  Google Scholar 

  8. Borisov, A.V., Matsulevich, Zh.V., and Osmanov, V.K., Chem. Heterocycl. Compd., 2010, vol. 46, no. 6, p. 775. https://doi.org/10.1007/s10593-010-0586-y

    Article  CAS  Google Scholar 

  9. Zalepkina, S.A., Artemieva, M.M., Bezrukov, M.E., Smirnova, O.N., Zakharova, E.A., Smirnov, V.F., Borisov, A.V., and Matsulevich, Zh.V., Ecol. Industr. of Russia, 2018, vol. 22, no. 1, p. 56. https://doi.org/10.18412/1816-0395-2018-1-56-61

    Article  Google Scholar 

  10. Zalepkina, S.A., Smirnov, V.F., Borisov, A.V., and Matsulevich, Z.V., Russ. J. Genetics, 2019, vol. 55, no. 3, p. 301. https://doi.org/10.1134/S1022795419030177

    Article  CAS  Google Scholar 

  11. Rouden, J., Lasne, M.-C., Blanchet, J., and Baudoux, J., Chem. Rev., 2014, vol. 114, no. 1, p. 712. https://doi.org/10.1021/cr400307e

    Article  CAS  PubMed  Google Scholar 

  12. Paduszyńska, A., Banach, M., Rysz, J., Dąbrowa, M., Gąsiorek, P., and Bielecka-Dąbrowa, A., Curr. Pharm. Des., 2018, vol. 24, no. 37, p. 4413. https://doi.org/10.2174/1381612825666181123124733

    Article  CAS  PubMed  Google Scholar 

  13. Hirschhäuser, C., Haseler, C.A., and Gallagher, T., Angew. Chem. Int. Ed. Engl., 2011, vol. 50, no. 22, p. 5162. https://doi.org/10.1002/anie.201100441

    Article  CAS  PubMed  Google Scholar 

  14. Zhong, H.J., Lee, B.R., Boyle, J.W., Wang, W., Ma, D.L., Hong Chan, P.W., and Leung, C.H., Chem. Commun., 2016, vol. 52, no. 34, p. 5788. https://doi.org/10.1039/c6cc01079b

    Article  CAS  Google Scholar 

  15. Niwetmarin, W., Campello, H.R., Sparkes, H.A., Aggarwal, V.K., and Gallagher, T., Org. Biomol. Chem., 2018, vol. 16, no. 32, p. 5823. https://doi.org/10.1039/C8OB01456F

    Article  CAS  PubMed  Google Scholar 

  16. Hiroi, K. and Sato, S., Synthesis, 1985, vol. 1985, nos. 6–7, p. 635. https://doi.org/10.1055/s-1985-34139

    Article  Google Scholar 

  17. Kulakov, I.V., Nurkenov, O.A., Turdybekov, D.M., and Turdybekov, K.M., Chem. Nat. Compd., 2010, vol. 46, no. 2, p. 257. https://doi.org/10.1007/s10600-010-9582-9

    Article  CAS  Google Scholar 

  18. Kim, Y.H., Lee, H.-S., Kwon, H.-J., Patnaik, B.B., Nam, K.-W., Han, Y.S, Bang, I.-S., and Han, M.-D., World J. Microb. Biot., 2014, vol. 30, no. 7, p. 2101. https://doi.org/10.1007/s11274-014-1636-x

    Article  CAS  Google Scholar 

  19. Armarego, W.L.F. and Chai, C.L.L., Purification of Laboratory Chemicals, Oxford: Butterworth-Heinemann, 2009..

  20. Dictionary of Alkaloids, Buckingham, J., Baggaley, K.H., Roberts, A.D., and Szabу, L.F., Eds., London: Taylor and Francis Group, 2010.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. V. Borisov.

Ethics declarations

The authors declare no conflicts of interest.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Borisov, A.V., Matsulevich, Z.V., Borisova, G.N. et al. Synthesis and Biological Activity of Selenenylamide Based on Cytisine and 2-(Chloroselanyl)pyridine-1-oxide. Russ J Gen Chem 90, 2525–2527 (2020). https://doi.org/10.1134/S1070363220120336

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363220120336

Keywords:

Navigation