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

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

Research output: Contribution to journalArticle

13 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

Fingerprint

Dietary supplements
Dietary Supplements
Thiones
Names
Infrared spectroscopy
Spectrum Analysis
Nuclear magnetic resonance
Derivatives
Molecules
Vardenafil Dihydrochloride

Keywords

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

ASJC Scopus subject areas

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

Cite this

Detection and structure elucidation of hydroxythiovardenafil as an adulterant in a herbal dietary supplement. / Jankovics, Péter; Lohner, Szilvia; Darcsi, András; Németh-Palotás, Júlia; Béni, S.

In: Journal of Pharmaceutical and Biomedical Analysis, Vol. 74, 03.02.2013, p. 83-91.

Research output: Contribution to journalArticle

Jankovics, Péter ; Lohner, Szilvia ; Darcsi, András ; Németh-Palotás, Júlia ; Béni, S. / Detection and structure elucidation of hydroxythiovardenafil as an adulterant in a herbal dietary supplement. In: Journal of Pharmaceutical and Biomedical Analysis. 2013 ; Vol. 74. pp. 83-91.
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