Detection and structure elucidation of hydroxythiovardenafil as an adulterant in a herbal dietary supplement

Péter Jankovics, Szilvia Lohner, András Darcsi, Júlia Németh-Palotás, Szabolcs Béni

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A new derivative of vardenafil was detected in an alleged herbal dietary supplement and identified as 2-(2-ethoxy-5-(4-(2-hydroxyethyl)piperazin-1-ylsulfonyl)phenyl)-5-methyl-7-propyl-imidazo[1,5-f][1,2,4]triazin-4(3. H)-thione. Structure elucidation was carried out by LC-UV-MS/MS and NMR. Results obtained with high resolution MS and IR spectroscopy confirmed the proposed chemical structure. The compound was distinguished from hydroxyvardenafil, a second active substance identified in the same product, by the conversion of the oxo group to a thio group on the imidazo-triazin moiety. Hydroxythiovardenafil was therefore suggested as a proprietary name for the new molecule. This is the first paper to describe a thio-analog of vardenafil in a commercially available product.

Original languageEnglish
Pages (from-to)83-91
Number of pages9
JournalJournal of Pharmaceutical and Biomedical Analysis
Volume74
DOIs
Publication statusPublished - Feb 3 2013

Keywords

  • Dietary supplement
  • LC-MS
  • NMR
  • PDE-5 inhibitors
  • Vardenafil analogs

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmaceutical Science
  • Drug Discovery
  • Spectroscopy
  • Clinical Biochemistry

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