Advanced search
Publication Cover
Food Additives & Contaminants: Part A Volume 33, 2016 - Issue 6
Submit an article Journal homepage
238
Views
14
CrossRef citations to date
0
Altmetric
Original Articles

Isolation and structural elucidation of a new tadalafil analogue in health supplements: bisprenortadalafil

Ji Hyun LeeAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Ministry of Food and Drug Safety, Cheongju-si, KoreaView further author information
,
Han Na ParkAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Ministry of Food and Drug Safety, Cheongju-si, KoreaView further author information
,
Bogonda GangannaCollege of Pharmacy, Kangwon National University, Chuncheon, KoreaView further author information
,
Ji Hye JeongAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Ministry of Food and Drug Safety, Cheongju-si, KoreaView further author information
,
Sung-Kwan ParkAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Ministry of Food and Drug Safety, Cheongju-si, KoreaView further author information
,
Jongkook LeeCollege of Pharmacy, Kangwon National University, Chuncheon, KoreaCorrespondence[email protected] [email protected]
View further author information
&
Sun Young BaekAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Ministry of Food and Drug Safety, Cheongju-si, KoreaCorrespondence[email protected] [email protected]
View further author information
 show all
Pages 945-952 | Received 23 Mar 2016, Accepted 08 Apr 2016, Published online: 17 May 2016

References

  • Chan TYK. 2009. Outbreaks of severe hypoglycaemia due to illegal sexual enhancement products containing undeclared glibenclamide. Pharmacoepidemiol Drug Saf 18:1250–1251.
  • Daugan A, Grondin P, Ruault C, Le Monnier De Gouville A-C, Coste H, Linget JM, Kirilovsky J, Hyafil F, Labaudinière R. 2003. The discovery of tadalafil: a novel and highly selective PDE5 Inhibitor. 2: 2,3,6,7,12,12a-hexahydropyrazino[1‘,2‘:1,6]pyrido[3,4-b]indole-1,4-dione Analogues. J Med Chem. 46:4533–4542.
  • Jackson G, Arver S, Banks I, Stecher VJ. 2010. Counterfeit phosphodiesterase type 5 inhibitors pose significant safety risks. Int J Clin Pract. 64:497–504.
  • Kern SE, Nickum EA, Flurer RA, Toomey VM, Litzau JJ. 2015. Isolation and structural characterization of a new tadalafil analog (2-hydroxyethylnortadalafil) found in a dietary supplement. J Pharm Biomed Anal. 103:99–103.
  • Lebel P, Gagnon J, Furtos A, Waldron KC. 2014. A rapid, quantitative liquid chromatography-mass spectrometry screening method for 71 active and 11 natural erectile dysfunction ingredients present in potentially adulterated or counterfeit products. J Chromatogr A. 1343:143–151.
  • Lee JH, Kim HJ, Mandava S, Hwang J, Park HJ, Cho S, Baek SY, Lee J. 2015. Identification of a new tadalafil analogue in an adulterated dietary supplement: Trans-Bisprehomotadalafil. J Pharm Biomed Anal. 115:352–358.
  • Lee JH, Kim NS, Han KM, Kim SH, Cho S, Kim WS. 2013. Monitoring by LC–MS/MS of 48 compounds of sildenafil, tadalafil, vardenafil and their analogues in illicit health food products in the Korean market advertised as enhancing male sexual performance. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 30: 1849–1857.
  • Low MY, Zeng Y, Li L, Ge XW, Lee R, Bloodworth BC, Koh HL. 2009. Safety and quality assessment of 175 illegal sexual enhancement products seized in red-light districts in Singapore. Drug Saf. 32:1141–1146.
  • Montague DK, Jarow JP, Broderick GA, et al. 2005. Erectile dysfunction guideline update panel. Chapter 1: the management of erectile dysfunction: an AUA update. J Urol. 174: 230–239.
  • Patel DN, Low W-L, Tan LL, Tan -M-MB, Zhang Q, Low M-Y, Chan C-L, Koh H-L. 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. Clin Toxicol. 50:481–489.
  • Poon WT, Lam YH, Lee HHC, Ching CK, Chan WT, Chan SS, Lai CK, Tse ML, Chan AYW, Mak TWL. 2009. Outbreak of hypoglycaemia: sexual enhancement products containing oral hypoglycaemic agent. Hong Kong Med J. 15:196–200.
  • Ryu JK, Cho KS, Kim SJ, Oh KJ, Kam SC, Seo KK, Shin HS, Kim SW. 2013. Korean Society for Sexual Medicine and Andrology (KSSMA) guideline on erectile dysfunction. World J Mens Health. 31:83–102
  • Schramek N, Wollein U, Eisenreich W. 2015. Pyrazolopyrimidines in ‘all-natural’ products for erectile dysfunction treatment: the unreliable quality of dietary supplements. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 32:127–140.
  • Singh S, Prasad B, Savaliya AA, Shah RP, Gohil VM, Kaur A. 2009. Strategies for characterizing sildenafil, vardenafil, tadalafil and their analogues in herbal dietary supplements, and detecting counterfeit products containing these drugs. Trends Anal Chem. 28:13–28.
  • Smith WB II, McCaslin IR, Gokce A, Mandava SH, Trost L, Hellstrom WJ. 2013. PDE5 inhibitors: considerations for preference and long-term adherence. Int J Clin Pract. 67:768–780.
  • Venhuis BJ, Kaste D. 2012. Towards a decade of detecting new analogues of sildenafil, tadalafil and vardenafil in food supplements: a history, analytical aspects and health risks. J Pharm Biomed Anal. 69:196–208.
  • Xu Y, Kee C-L, Ge X, Low M-Y, Koh H-L. 2016. Isolation and characterization of a tadalafil analogue, N-cyclopentyl nortadalafil in health supplement. J Pharm Biomed Anal. 118:235–241.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.