Structure elucidation of sildenafil analogues in herbal products

Food Additives and Contaminants
Leonore Blok-TipDries de Kaste

Abstract

The structure of unknown compounds present in herbal products was elucidated using liquid chromatography-electrospray ionization-mass spectrometry, direct-infusion electrospray ionization-mass spectrometry, and nuclear magnetic resonance. Compounds 1-3 were identified as sildenafil analogues, 1 bearing an N-ethylpiperazine moiety instead of an N-methylpiperazine, and an acetyl group instead of the sulfonyl group, named acetildenafil, 2 bearing an N-ethylpiperazine moiety instead of an N-methylpiperazine (homosildenafil), and 3 bearing an N-hydroxylethylpiperazine moiety instead of an N-methylpiperazine, named hydroxyhomosildenafil. When analysing products marketed for penile erectile dysfunction or marketed as aphrodisiacs, attention should be given to the possible presence of these components.

References

Sep 25, 2002·Rapid Communications in Mass Spectrometry : RCM·Dafang ZhongLu Sun
Sep 17, 2004·Food Additives and Contaminants·L Blok-TipD De Kaste

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Citations

Jul 25, 2012·Analytical and Bioanalytical Chemistry·Lin LiHwee-Ling Koh
May 21, 2013·Forensic Science International : Synergy·Rafael S OrtizPaulo Mayorga
Apr 29, 2006·Food Additives and Contaminants·Peng ZouHwee-Ling Koh
Mar 17, 2007·Food Additives and Contaminants·H J ParkS W Kwon
Aug 15, 2009·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·L LiH-L Koh
Nov 6, 2009·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·M J MartenaE J M Konings
Sep 20, 2006·Journal of Toxicology and Environmental Health. Part a·Sharon Sze-Yin OhHwee-Ling Koh
Feb 3, 2009·Chemical & Pharmaceutical Bulletin·Takashi HasegawaNobuo Kawahara
Mar 4, 2008·Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan·Hiroyuki KuritaMasatoshi Yamamoto
Sep 13, 2008·Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan·Takashi HasegawaYukihiro Goda
Apr 22, 2014·Journal of Pharmaceutical and Biomedical Analysis·Carlo MustazzaMaria Cristina Gaudiano
Apr 15, 2014·Journal of Pharmaceutical and Biomedical Analysis·Nicholas SchramekWolfgang Eisenreich
Nov 18, 2009·Drug Safety : an International Journal of Medical Toxicology and Drug Experience·Min-Yong LowHwee-Ling Koh
Jun 1, 2013·Journal of Pharmaceutical and Biomedical Analysis·Dhavalkumar Narendrabhai PatelHwee-Ling Koh
May 1, 2013·Journal of Pharmaceutical and Biomedical Analysis·E DeconinckJ O De Beer
Dec 25, 2012·Journal of Pharmaceutical and Biomedical Analysis·Daniel J MansConnie M Gryniewicz-Ruzicka
Nov 14, 2012·Journal of Pharmaceutical and Biomedical Analysis·Mehmet AlpHakan Göker
Nov 18, 2014·The Journal of Sexual Medicine·Jeronimo UlloaLiliana Muschietti
Oct 28, 2011·Journal of Pharmaceutical and Biomedical Analysis·Julie VaysseMyriam Malet-Martino
Aug 9, 2011·Journal of Pharmaceutical and Biomedical Analysis·Uwe WolleinNicholas Schramek
May 12, 2009·Journal of Pharmaceutical and Biomedical Analysis·Samuel R GratzCheryl L Flurer
Dec 26, 2008·Journal of Pharmaceutical and Biomedical Analysis·Stéphane BalayssacMarc-André Delsuc
Oct 24, 2008·Forensic Science International : Synergy·Bastiaan J Venhuis, Dries de Kaste
Dec 2, 2008·Journal of Pharmaceutical and Biomedical Analysis·John C Reepmeyer, D André d'Avignon
Oct 3, 2008·Journal of Pharmaceutical and Biomedical Analysis·Xiaowei GeHwee-Ling Koh
Jan 8, 2008·Forensic Science International : Synergy·Bastiaan J VenhuisDries de Kaste
Apr 5, 2008·Journal of Pharmaceutical and Biomedical Analysis·P de PeinderD de Kaste
Mar 5, 2008·Journal of Pharmaceutical and Biomedical Analysis·Peng ZouHwee-Ling Koh
Jan 22, 2008·Journal of Pharmaceutical and Biomedical Analysis·B J VenhuisD de Kaste
Feb 19, 2008·Journal of Pharmaceutical and Biomedical Analysis·Peng ZouHwee-Ling Koh
Feb 29, 2008·Journal of Pharmaceutical and Biomedical Analysis·Saleh TrefiRobert Martino
Feb 6, 2008·Journal of Pharmaceutical and Biomedical Analysis·Ying-Hoo LamTony Wing-Lai Mak
Jan 9, 2007·Journal of Pharmaceutical and Biomedical Analysis·John C ReepmeyerD André d'Avignon

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Methods Mentioned

BETA
nuclear magnetic resonance
NMR

Software Mentioned

Xcalibur
OPUS

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