The synthesis and antituberculosis activity of 5'-nor carbocyclic uracil derivatives

  • Bioorg Med Chem. 2012 Nov 15;20(22):6680-6. doi: 10.1016/j.bmc.2012.09.019.
Elena Matyugina  1 ,  Anastasia Khandazhinskaya ,  Larisa Chernousova ,  Sofia Andreevskaya ,  Tatiana Smirnova ,  Alexander Chizhov ,  Inna Karpenko ,  Sergey Kochetkov ,  Ludmila Alexandrova
Affiliations
  • 1. Engelhardt Institute of Molecular Biology RAS, Vavilova 32, Moscow, Russia.
PMID: 23062712 DOI: 10.1016/j.bmc.2012.09.019
Abstract

A series of new carbocyclic uracil derivatives were synthesized and evaluated as potential antituberculosis agents. Racemic 1-[4'-hydroxy-2'-cyclopenten-1'-yl]-5-tetradecynyluracil completely inhibited the growth of Mycobacterium tuberculosis H37Rv in vitro at a concentration of 10 μg/ml. Individual (+) and (-) isomers of the above uracil derivative were isolated and showed the same level of activity against two strains of Mycobacterium tuberculosis: laboratory sensitive (H37Rv) and clinical resistant to five top antituberculosis drugs (MS-115).