Advanced search
Publication Cover
Food Additives & Contaminants: Part A Volume 30, 2013 - Issue 4
Submit an article Journal homepage
400
Views
21
CrossRef citations to date
0
Altmetric
Original Articles

Identification of a new tadalafil analogue found in a dietary supplement

Eung-Sun LeeAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Ji Won KimAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Ji Hyun LeeAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Kyoung Moon HanAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Sooyeul ChoAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Insun HwangAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Soon Young HanAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
,
Kabyong ChaeAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, Korea
&
Jinho KimAdvanced Analysis Team, Toxicological Evaluation and Research Department, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration, Osong Health Technology Administration Complex, 187 Osongsaengmyeong2-ro, Yeonje-ri, Osongeup, Cheongwon-gun, Chungcheongbuk-do 363-700, KoreaCorrespondence[email protected]
 show all
Pages 621-626 | Received 28 Oct 2012, Accepted 11 Jan 2013, Published online: 18 Feb 2013

References

  • Beghyn T, Hounsou C, Deprez BP. 2007. PDE5 inhibitors: an original access to novel potent arylated analogues of tadalafil. Bioorg Med Chem Lett. 17:789–792.
  • Daugan A, Grondin P, Ruault C, de Gouville A-C, Le M, Coste H, Linget JM, Kirilovsky J, Hyafil F, Labaudinière R. 2003. The discovery of tadalafil: a novel and highly selective PDE5 inhibitor. J Med Chem. 46:4533–4542.
  • Doggrell SA. 2005. Comparison of clinical trials with sildenafil, vardenafil and tadalafil in erectile dysfunction. Expert Opin Pharmacother. 6:75–84.
  • Häberli A, Girard P, Low M-Y, Ge S. 2010. Isolation and structure elucidation of an interaction product of aminotadalafil found in an illegal health food product. J Pharm Biomed Anal. 53:24–28.
  • Hasegawa T, Saij M, Ishii T, Nagata T, Haishima Y, Kawahara N, Goda Y. 2008. Structural elucidation of a tadalafil analoguefound in a dietary supplement. J Food Hyg Soc Jpn. 49:311–315.
  • Hasegawa T, Takahashi K, Saijo M, Ishii T, Nagata T, Kurihara M, Haishima Y, Goda Y, Kawahara N. 2009. Isolation and structural elucidation of cyclopentynafil and N-octylnortadalafil found in a dietary supplement. Chem Pharm Bull. 57:185–189.
  • [KFDA] Korea Food and Drug Administration. 2010. Instrumental analysis data of illegal compounds in food [Internet]. [cited 2011 Jul 21]. Available from: http://www2.korea.kr/expdoc/viewDocument.req;JSESSIONID_ KOREA=JwtvQGWK6hXGgQG5nPH4DyVwjqbTxJn1tvsvpJTglDm2k5PQT7Xh!727916 972?id=27009
  • Kurita H, Mizuno K, Kuromi K, Suzuki N, Ueno C, Kamimura M, Fujiwara A, Owada K, Ogo N, Yamamoto M. 2008. Identification of aminotadalafil and its stereoisomers contained in health foods using chiral liquid chromatography-mass spectrometry. J Health Sci. 54:310–314.
  • Lin M-C, Liu Y-C, Lin Y-L, Lin J-H. 2009. Identification of a tadalafil analogue adulterated in a dietary supplement. JFood Drug Anal. 17:451–458.
  • Poon WT, Lam YH, Lee HH, Ching CK, Chan WT, Chan SS, Lai CK, Tse ML, Chan AY, Mak TW. 2007. Outbreak of hypoglycaemia: sexual enhancement products containing oral hypoglycaemic agent. Hong Kong Med J. 15: 196–200.
  • Toomey VM, Litzau JJ, Flurer CL. 2012. Isolation and structural characterization of two tadalafil analogs found in dietary supplements. J Pharm Biomed Anal. 59:50–57.
  • US Food and Drug Administration. 2006. Cialis (tadalafil) tablets prescribing information February 2010 [Internet]. [cited 2011 Dec 13]. Available from: http://www.accessdata.fda.gov/drugsatfda_docs/label/2010/021368s017lbl.pdf
  • Venhuis BJ, de 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. JPharm Biomed Anal. 69:196–208.
  • Venhuis BJ, Zomer G, Vredenbregt MJ, de Kaste D. 2010. The identification of (–)-trans-tadalafil, tadalafil, and sildenafil in counterfeit Cialis® and the optical purity of tadalafil stereoisomers. J Pharm Biomed Anal. 51: 723–727.
  • Webb DJ, Freestone S, Allen MJ, Muirhead GJ. 1999. Sildenafil citrate and blood-pressure-lowering drugs: results of drug interaction studies with an organic nitrate and a calcium antagonist. Am J Cardiol. 83:21C–28C.
  • Zou P, Hou P, Low M-Y, Koh H-L. 2006. Structural elucidation of a tadalafil analogue found as an adulterant of a herbal product. Food Addit Contam. 23:446–451.

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.