Abstract
iErect, a new dietary supplement marketed as "100% natural" and sold over the Internet, was analyzed. It contains thiosildenafil, a sildenafil analogue already reported as an adulterant in herbal formulations, and a new compound whose structure was elucidated after isolation using NMR, MS and IR. It was named depiperazinothiosildenafil as it results from the hydrolytic cleavage of the S-N bond of the sulfonamide group of thiosildenafil. A capsule of iErect contains a very high amount (≈220mg) of thiosildenafil and ≈30mg of depiperazinothiosildenafil, which places consumers at risk for potentially serious side-effects.
Copyright © 2011 Elsevier B.V. All rights reserved.
MeSH terms
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Capsules
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Chromatography, High Pressure Liquid
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Dietary Supplements / analysis*
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Dietary Supplements / standards*
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Drug Contamination* / legislation & jurisprudence
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Magnetic Resonance Spectroscopy
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Piperazines / chemistry
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Piperazines / isolation & purification*
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Plant Preparations / analysis*
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Plant Preparations / standards*
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Purines / chemistry
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Purines / isolation & purification
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Pyrimidines / chemistry
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Pyrimidines / isolation & purification*
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Sildenafil Citrate
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Spectroscopy, Fourier Transform Infrared
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Sulfones / chemistry
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Sulfones / isolation & purification*
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Tandem Mass Spectrometry
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Thiones / chemistry
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Thiones / isolation & purification*
Substances
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Capsules
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Piperazines
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Plant Preparations
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Purines
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Pyrimidines
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Sulfones
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Thiones
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depiperazinothiosildenafil
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Sildenafil Citrate
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thiosildenafil