Structure elucidation of a novel synthetic thiono analogue of sildenafil detected in an alleged herbal aphrodisiac

Journal of Pharmaceutical and Biomedical Analysis
B J VenhuisD de Kaste

Abstract

A new analogue of sildenafil was detected in a herbal aphrodisiac. The structure of the compound was established using LC-MS, UV and IR spectroscopy, MS-MS, and NMR. The compound, named thio-homosildenafil is a synthetic N-ethylpiperazine analogue of sildenafil in which also the CO moiety has been converted into a CS group. This is the first time a sildenafil analogue modified at the chromophore was identified as an adulterant of a herbal aphrodisiac. Preliminary pharmacological analysis confirmed the erectogenic potency of thio-homosildenafil.

References

Sep 23, 2003·Journal of Pharmaceutical Sciences·Petr MelnikovWellington R Guimarães
Sep 17, 2004·Food Additives and Contaminants·L Blok-TipD De Kaste
Jan 9, 2007·Journal of Pharmaceutical and Biomedical Analysis·John C ReepmeyerD André d'Avignon
Feb 20, 2007·Current Topics in Medicinal Chemistry·Michael J PalmerDavid G Brown
Feb 20, 2007·Journal of Pharmaceutical and Biomedical Analysis·Jiang WangJingkai Gu

❮ Previous
Next ❯

Citations

Aug 15, 2009·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·L LiH-L Koh
Aug 2, 2012·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·L M De CarvalhoM Martini
Feb 5, 2013·Journal of Chromatographic Science·Eric DeconinckJacques O De Beer
Oct 4, 2011·Chemical & Pharmaceutical Bulletin·Yosuke DemizuYukihiro Goda
Apr 22, 2014·Journal of Pharmaceutical and Biomedical Analysis·Carlo MustazzaMaria Cristina Gaudiano
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 19, 2012·Journal of Pharmaceutical and Biomedical Analysis·Péter JankovicsSzabolcs Béni
Oct 3, 2009·The Journal of Sexual Medicine·Rany Shamloul
Oct 1, 2011·Forensic Science International : Synergy·Claudio R JungPaulo Mayorga
Oct 28, 2011·Journal of Pharmaceutical and Biomedical Analysis·Julie VaysseMyriam Malet-Martino
Oct 24, 2008·Forensic Science International : Synergy·Bastiaan J Venhuis, Dries de Kaste
May 7, 2014·Science & Justice : Journal of the Forensic Science Society·Fabio DamianoDomenico Di Giorgio
Dec 6, 2014·Journal of Pharmaceutical and Biomedical Analysis·D CustersE Deconinck
Oct 14, 2010·Orvosi hetilap·Dezsö CsuporJudit Hohmann
Jul 6, 2011·Journal of Pharmaceutical and Biomedical Analysis·Xiaowei GeMin-Yong Low
Jul 31, 2012·Journal of Pharmaceutical and Biomedical Analysis·Chee-Leong KeeMin-Yong Low
Dec 15, 2010·Journal of Pharmaceutical and Biomedical Analysis·B J VenhuisD de Kaste
Dec 18, 2014·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·Nicholas SchramekWolfgang Eisenreich
Jan 3, 2014·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·Kyoung Moon HanWoo Seong Kim
Jun 17, 2016·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·Jiebiao GuoZijun Xiao
Nov 23, 2013·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·N M ReeuwijkM J Martena
Nov 25, 2016·Journal of Chromatographic Science·Haider A J Al LawatiFakhrEldin O Suliman
Aug 2, 2017·Advanced Pharmaceutical Bulletin·Cristina MateescuAdina Elena Raducanu
Jan 14, 2011·Shokuhin eiseigaku zasshi. Journal of the Food Hygienic Society of Japan·Ichiro Yasuda
May 8, 2009·Analytical Chemistry·R K Gilpin, C S Gilpin

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.