Carbocyclic Analogues of Inosine-5’-Monophosphate: Synthesis and Biological Activity

Cover Page

Cite item

Abstract

9-(4’-Phosphonomethoxy-2’-cyclopenten-1’-yl)hypoxanthine and 9-(4’-phosphonomethoxy-2’,3’-dihydroxycyclopenten-1’-yl)hypoxanthine were synthesized as isosteric carbocyclic analogues of inosine-5’-monophosphate. The synthesized compounds were shown to be capable of inhibiting the activity of human type II inosine-5′-monophosphate dehydrogenase (IMPDH II) (IC50 = 500 μM) and to have no significant effects on the growth of Mycobacterium tuberculosis.

About the authors

E. S. Matyugina

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences

Author for correspondence.
Email: khandazhinskaya@bk.ru
Россия

S. N. Andreevskaya

Central Tuberculosis Research Institute, Russian Academy of Medical Sciences

Email: khandazhinskaya@bk.ru
Россия

T. G. Smirnova

Central Tuberculosis Research Institute, Russian Academy of Medical Sciences

Email: khandazhinskaya@bk.ru
Россия

A. L. Khandazhinskaya

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences

Email: khandazhinskaya@bk.ru
Россия

References

  1. Nair V., Shu Q. // Antiviral. Chem. Chemotherapy. 2007. V. 18. P. 245-258.
  2. Shu Q., Nair V. // Med. Res. Rev. 2008. V. 28. № 2 P. 219-232.
  3. Usha V., Hobrath J.V., Gurcha S.S., Reynolds R.C., Besra G.S. // PLoS One. 2012. V. 7(3):e33886. Epub 2012 Mar 29.
  4. Khandazhinskaya A.L., Shirokova E.A., Shipitsin A.V., Karpenko I.L, Belanov E.F., Kukhanova M.K., YaskoM.V. // Collect. Chech. Chem. Commun. 2006. V. 71. P. 1107-1121.
  5. Andreevskaya S.N., Chernousova L.N., Smirnova T.G., Larionova E.E., Kuzmin A.V. // Problems of Tuberculosis and Lung Disease (Russian). 2006. V. 12. P. 43-48.
  6. Siddiqi S.H., Rusch-Gerdes S. 2006. MGIT procedure manual for Bactec MGIT 960 TB system. Foundation for Innovative New Diagnostics, Geneva, Switzerland.
  7. Matyugina E.S., Khandazhinskaya A.L., Kochetkov S.N. // Russian Chemical Reviews. 2012. V. 81. № 8. P. 729-746.
  8. Wu T, Froeyen M., Kempeneers V., Pannecouque C., Wang J., Busson R., De Clercq E., Herdewijn P. // J Am. Chem Soc. 2005 V. 127. №14. P. 5056-65.

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2012 Matyugina E.S., Andreevskaya S.N., Smirnova T.G., Khandazhinskaya A.L.

Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.

This website uses cookies

You consent to our cookies if you continue to use our website.

About Cookies