Identification of thioketone analogues of sildenfil using gas chromatography-mass spectrometry

J Chromatogr A. 2011 Sep 28;1218(39):7055-60. doi: 10.1016/j.chroma.2011.08.037. Epub 2011 Aug 17.

Abstract

Sildenafil analogues have been found adulterated in herbal preparations and food products that claim to have natural aphrodisiacs. In this study, a gas chromatography-mass spectrometry (GC-MS) assay was developed for the screening and identification of thioketone analogues of sildenafil. Thiopyrazolopyrimidine, a precursor or a cleavage product of thioketone analogue, exhibited characteristic fragment ions of m/z 328 and m/z 299 was found to be the best marker to screen the presence of general thioketone analogues. Identification by GC-MS assay was rapid and specific as all the studied thioketones showed characteristic mass fragmentations including their intact molecular ions. The developed GC-MS assay had successfully identified thiosildenafil, thiohomosildenafil and thiodimethylsildenafil in herbal preparation and food products.

MeSH terms

  • Gas Chromatography-Mass Spectrometry / methods*
  • Ketones / chemistry*
  • Ketones / isolation & purification
  • Piperazines / chemistry*
  • Piperazines / isolation & purification
  • Purines / chemistry
  • Purines / isolation & purification
  • Pyrimidines / chemistry*
  • Pyrimidines / isolation & purification
  • Reproducibility of Results
  • Sensitivity and Specificity
  • Sildenafil Citrate
  • Sulfones / chemistry*
  • Sulfones / isolation & purification
  • Temperature

Substances

  • Ketones
  • Piperazines
  • Purines
  • Pyrimidines
  • Sulfones
  • Sildenafil Citrate
  • thiosildenafil