Chemistry of Natural Compounds

, Volume 19, Issue 6, pp 720–727 | Cite as

Structure of the products of the metabolism of deoxypeganine and of deoxyvasicinone

  • V. N. Plugar'
  • N. D. Abdullaev
  • Ya. V. Rashkes
  • M. R. Yagudaev
  • N. Tulyaganov
Article

Abstract

The structures of the main components of the total metabolites of the anticholinesterase drug deoxypeganine (DOP) and its analog deoxyvasicinone (DOV) in the rat organism have been studied. The structures of two metabolites of DOP and DOV — 11α-hydroxydeoxyvasicinone and 2-(β-ethoxycarbonyl)ethyl-4-quinazoline — have been determined by the PMR method. On the basis of their structures and the results of measurements of the elementary compositions of ions, the fragmentation of the compounds has been elucidated. A minor component of the total metabolites has been isolated by chromato-mass spectrometry and for it the structure of 6-methoxydide-hydrovasicinone is proposed. A scheme of the metabolism of DOP and DOV has been put forward.

Keywords

Chemical Shift Methylene Proton Pyrrolidine Ring Pyridine Nitrogen Atom Paramagnetic Shift 

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Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • V. N. Plugar'
  • N. D. Abdullaev
  • Ya. V. Rashkes
  • M. R. Yagudaev
  • N. Tulyaganov

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