Chemistry of Heterocyclic Compounds

, Volume 45, Issue 7, pp 796–801

Preparation of N-phenyl-substituted quinolinium derivatives labeled with tritium by chemonuclear synthesis

  • N. E. Shchepina
  • V. V. Avrorin
  • G. A. Badun
  • G. A. Alexandrova
  • S. E. Ukhanov
  • V. M. Fedoseev
  • S. B. Lewis
  • I. I. Boiko
Article

DOI: 10.1007/s10593-009-0359-7

Cite this article as:
Shchepina, N.E., Avrorin, V.V., Badun, G.A. et al. Chem Heterocycl Comp (2009) 45: 796. doi:10.1007/s10593-009-0359-7

A chemonuclear method of synthesis is proposed for obtaining difficultly available phenyl-substituted derivatives of quinoline labeled with tritium. The ion-molecule reaction of free phenyl cations, generated on β-decay of tritium, with the nucleophilic centers of heterocyclic compounds is the basis of the synthesis. The onium derivatives synthesized possess significant inhibitory antimicrobial activity and are promising for a detailed study of the reaction mechanisms and metabolic processes using radioactive indicators.

Keywords

N-phenylquinolinium and quinaldinium saltstritiumphenyl cationssix-membered nitrogen heterocyclic compoundschemonuclear synthesis

Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • N. E. Shchepina
    • 1
  • V. V. Avrorin
    • 2
  • G. A. Badun
    • 3
  • G. A. Alexandrova
    • 1
  • S. E. Ukhanov
    • 4
  • V. M. Fedoseev
    • 3
  • S. B. Lewis
    • 5
  • I. I. Boiko
    • 6
  1. 1.Natural Sciences InstitutePerm State UniversityPermRussia
  2. 2.Saint Petersburg State UniversitySaint PetersburgRussia
  3. 3.M. V. Lomonosov Moscow State UniversityMoscowRussia
  4. 4.Perm State Technical UniversityPermRussia
  5. 5.James Madison UniversityHarrisonburgUSA
  6. 6.“Tekhnolog”Pereslavl-ZalesskyRussia