Abstract
Two analogs of sildenafil and vardenafil in food were detected by column liquid chromatography (LC) with a photodiode array detector. They were isolated by preparative LC; their structures were established by mass spectrometry and nuclear magnetic resonance spectrometry. One analog was found to be methisosildenafil (compound A), 5-(5-(3,5-dimethylpiperazin-1-ylsulfonyl)-2-ethoxy-phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]-pyrimidin-7(6H)-one. It is a sildenafil analog with a dimethylpiperazine ring substituted for the methylpiperazine group. The second analog, hydroxyvardenafil (compound B) is reported for the first time in this study. Hydroxyvardenafil's International Union of Pure and Applied Chemistry name is 2-(2-ethoxy-5-(4-(2-hydroxyethyl)-piperazin-1-ylsulfonyl)phenyl)-5-methyl-7-propyl-imidazo[1,5-f][1,2,4]triazin-4(3H)-one. The novel vardenafil analog has a hydroxyl group added to the ethylpiperazine group.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Chromatography, Liquid / methods*
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Chromatography, Liquid / standards
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Food Contamination / analysis*
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Imidazoles / analysis*
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Imidazoles / chemistry
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Imidazoles / standards
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Magnetic Resonance Spectroscopy / methods*
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Magnetic Resonance Spectroscopy / standards
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Mass Spectrometry / methods*
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Mass Spectrometry / standards
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Molecular Structure
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Phosphodiesterase Inhibitors / analysis
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Phosphodiesterase Inhibitors / chemistry
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Phosphodiesterase Inhibitors / standards
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Piperazines / analysis*
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Piperazines / chemistry
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Piperazines / standards
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Purines / analysis
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Purines / chemistry
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Purines / standards
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Reference Standards
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Sildenafil Citrate
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Sulfones / analysis*
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Sulfones / chemistry
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Sulfones / standards
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Triazines / analysis
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Triazines / chemistry
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Triazines / standards
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Vardenafil Dihydrochloride
Substances
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Imidazoles
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Phosphodiesterase Inhibitors
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Piperazines
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Purines
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Sulfones
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Triazines
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Vardenafil Dihydrochloride
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Sildenafil Citrate