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Chemistry of Natural Compounds

, Volume 37, Issue 6, pp 543–550 | Cite as

Chemical Modification of Plant Alkaloids. 2. Reaction of Cotarnine with Barbituric Acid Derivatives and Structure of 5-Dihydrocotarnylbarbituric Acids

  • K. A. Krasnov
  • V. G. Kartsev
  • M. N. Yurova
Article

Abstract

The reaction of barbituric acid and its N-substituted derivatives and 2-thio analogs with cotarnine forms 5-(4-methoxy-6-methyl-5,6,7,8-tetrahydro-2H-1,3-methylenedioxy-[4,5-g]isoquinolinyl-1)barbituric acids, a new class of zwitter-ions, the structure of which was studied by 1 H and 13 C NMR spectroscopy and mass spectrometry. The prepared compounds exist in solution as stable intermolecular associates and have a complicated H-bonded structure.

cotarnine 5-dihydrocotarnylbarbituric acids zwitter-ionic structure 

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Copyright information

© Plenum Publishing Corporation 2001

Authors and Affiliations

  • K. A. Krasnov
    • 1
  • V. G. Kartsev
    • 2
  • M. N. Yurova
    • 1
  1. 1.I. I. Mechnikov St. Petersburg State Medical AcademySt. Petersburg
  2. 2.ZAO "InterBioScreen,"Chernogolovka, Moscow District

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