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Original Articles

Isolation and identification of hydroxythiohomosildenafil in herbal dietary supplements sold as sexual performance enhancement products

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Pages 145-151 | Received 19 Jun 2008, Accepted 25 Jul 2008, Published online: 05 Feb 2009

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Chee-Leong Kee, Xiaowei Ge, Min-Yong Low, Véronique Gilard & Myriam Malet-Martino. (2023) Analytical methods for the detection and characterization of unapproved phosphodiesterase type 5 inhibitors (PDE-5i) used in adulteration of dietary supplements- a review. Food Additives & Contaminants: Part A 0:0, pages 1-36.
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Felicia Akuamoa, Toine F. H. Bovee, Ruud van Dam, Lilian Maro, Sebastiaan Wesseling, Jacques Vervoort, Ivonne M. C. M. Rietjens & Ron L. A. P. Hoogenboom. (2022) Identification of phosphodiesterase type-5 (PDE-5) inhibitors in herbal supplements using a tiered approach and associated consumer risk. Food Additives & Contaminants: Part A 39:6, pages 1021-1032.
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Jiebiao Guo, Wangpei Liu, Xianquan Lan, Hualong Chen & Zijun Xiao. (2016) Development and evaluation of an immunochromatographic strip for rapid screening of sildenafil-type compounds as illegal additives in functional foods. Food Additives & Contaminants: Part A 33:7, pages 1095-1104.
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Nam Sook Kim, Ji Hyune Lee, Kyoung Moon Han, Hyung Joo Kim, Sooyeul Cho, Soon Young Han & Woo Seong Kim. (2013) Isolation and structural characterisation of a propoxyphenyl-linked thiohomosildenafil analogue found in a herbal product. Food Additives & Contaminants: Part A 30:10, pages 1693-1700.
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Dhavalkumar Narendrabhai Patel, Wai-Ling Low, Libei Liesbet Tan, Mui-Mui Belinda Tan, Qian Zhang, Min-Yong Low, Cheng-Leng Chan & Hwee-Ling Koh. (2012) Adverse events associated with the use of complementary medicine and health supplements: An analysis of reports in the Singapore Pharmacovigilance database from 1998 to 2009. Clinical Toxicology 50:6, pages 481-489.
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Articles from other publishers (22)

Ahmad Yusri Mohd Yusop, Linda Xiao & Shanlin Fu. (2020) Suspected‐target and non‐targeted screenings of phosphodiesterase 5 inhibitors in herbal remedies using liquid chromatography–quadrupole time‐of‐flight–mass spectrometry. Drug Testing and Analysis 13:5, pages 965-976.
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Andreas Ouranidis, Anastasia Tsiaxerli, Elisavet Vardaka, Catherine K. Markopoulou, Constantinos K. Zacharis, Ioannis Nicolaou, Dimitris Hatzichristou, Anna-Bettina Haidich, Nikolaos Kostomitsopoulos & Kyriakos Kachrimanis. (2021) Sildenafil 4.0—Integrated Synthetic Chemistry, Formulation and Analytical Strategies Effecting Immense Therapeutic and Societal Impact in the Fourth Industrial Era. Pharmaceuticals 14:4, pages 365.
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Liliana Muschietti, Flavia Redko & Jerónimo Ulloa. (2020) Adulterants in selected dietary supplements and their detection methods. Drug Testing and Analysis 12:7, pages 861-886.
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Ahmad Yusri Mohd Yusop, Linda Xiao & Shanlin Fu. (2019) Determination of phosphodiesterase 5 (PDE5) inhibitors in instant coffee premixes using liquid chromatography-high-resolution mass spectrometry (LC-HRMS). Talanta 204, pages 36-43.
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Mazlina Mohd Said, Simon Gibbons, Anthony Moffat & Mire Zloh. (2019) Use of near infrared spectroscopy and spectral databases to assess the quality of pharmaceutical products and aid characterization of unknown components. Journal of Near Infrared Spectroscopy 27:5, pages 379-390.
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Qingling Cui, Yingni Pan, Wei Zhang, Yanan Zhang, Shumeng Ren, Dongmei Wang, Zhenzhong Wang, Xiaoqiu Liu & Wei Xiao. (2018) Metabolites of Dietary Acteoside: Profiles, Isolation, Identification, and Hepatoprotective Capacities. Journal of Agricultural and Food Chemistry 66:11, pages 2660-2668.
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Miho Sakamoto, Jin Suzuki, Yuri Saito, Seiko Shimizu, Kazue Kobayashi, Machiko Nagashima, Takako Moriyasu, Haruhiko Fukaya & Koichi Saito. (2018) Structural characterization of dimethyldithiodenafil and dimethylthiocarbodenafil, analogs of sildenafil. Journal of Pharmaceutical and Biomedical Analysis 148, pages 136-141.
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Chee-Leong Kee, Xiaowei Ge, Véronique Gilard, Myriam Malet-Martino & Min-Yong Low. (2018) A review of synthetic phosphodiesterase type 5 inhibitors (PDE-5i) found as adulterants in dietary supplements. Journal of Pharmaceutical and Biomedical Analysis 147, pages 250-277.
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X. Ge, C.-L. Kee, Y. Zeng & M.-Y. Low. 2016. Applications of Time-of-Flight and Orbitrap Mass Spectrometry in Environmental, Food, Doping, and Forensic Analysis. Applications of Time-of-Flight and Orbitrap Mass Spectrometry in Environmental, Food, Doping, and Forensic Analysis 155 197 .
Monika Johansson, Dick Fransson, Torgny Rundlöf, Ngoc-Hang Huynh & Torbjörn Arvidsson. (2014) A general analytical platform and strategy in search for illegal drugs. Journal of Pharmaceutical and Biomedical Analysis 100, pages 215-229.
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Mazlina Mohd Said, Simon Gibbons, Anthony C. Moffat & Mire Zloh. (2014) Rapid detection of sildenafil analogue in Eurycoma longifolia products using a new two-tier procedure of the near infrared (NIR) spectra database. Food Chemistry 158, pages 296-301.
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Dhavalkumar Narendrabhai Patel, Lin Li, Chee-Leong Kee, Xiaowei Ge, Min-Yong Low & Hwee-Ling Koh. (2014) Screening of synthetic PDE-5 inhibitors and their analogues as adulterants: Analytical techniques and challenges. Journal of Pharmaceutical and Biomedical Analysis 87, pages 176-190.
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Lin Li, Min-Yong Low, Xiaowei Ge, Bosco C. Bloodworth & Hwee-Ling Koh. (2012) Isolation and structural elucidation of a new sildenafil analogue from a functional coffee. Analytical and Bioanalytical Chemistry 405:13, pages 4443-4450.
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Daniel J. Mans, Rebecca J. Callahan, Jamie D. Dunn & Connie M. Gryniewicz-Ruzicka. (2013) Rapid-screening detection of acetildenafils, sildenafils and avanafil by ion mobility spectrometry. Journal of Pharmaceutical and Biomedical Analysis 75, pages 153-157.
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B.J. Venhuis & D. de Kaste. (2012) Towards a decade of detecting new analogues of sildenafil, tadalafil and vardenafil in food supplements: A history, analytical aspects and health risks. Journal of Pharmaceutical and Biomedical Analysis 69, pages 196-208.
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Stéphane Balayssac, Véronique Gilard, Chantal Zedde, Robert Martino & Myriam Malet-Martino. (2012) Analysis of herbal dietary supplements for sexual performance enhancement: First characterization of propoxyphenyl-thiohydroxyhomosildenafil and identification of sildenafil, thiosildenafil, phentolamine and tetrahydropalmatine as adulterants. Journal of Pharmaceutical and Biomedical Analysis 63, pages 135-150.
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Julie Vaysse, Véronique Gilard, Stéphane Balayssac, Chantal Zedde, Robert Martino & Myriam Malet-Martino. (2012) Identification of a novel sildenafil analogue in an adulterated herbal supplement. Journal of Pharmaceutical and Biomedical Analysis 59, pages 58-66.
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Myriam Malet-Martino, Robert Martino & Pierre-Antoine Bonnet. 2012. Chemical Analysis of Food: Techniques and Applications. Chemical Analysis of Food: Techniques and Applications 539 573 .
Andrea B. Champagne & Katrina V. Emmel. (2011) Rapid screening test for adulteration in raw materials of dietary supplements. Vibrational Spectroscopy 55:2, pages 216-223.
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Dezső Csupor, András Szekeres, Anita Kecskeméti, Erika Vékes, Katalin Veres, Ákos Micsinay, Kálmán Szendrei & Judit Hohmann. (2010) Dietary supplements on the domestic market adulterated with sildenafil and tadalafil. Orvosi Hetilap 151:43, pages 1783-1789.
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Scott A. Jordan, David G. Cunningham & Robin J. Marles. (2010) Assessment of herbal medicinal products: Challenges, and opportunities to increase the knowledge base for safety assessment. Toxicology and Applied Pharmacology 243:2, pages 198-216.
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