Structural Elucidation of a Tadalafil Analogue Found in a Dietary Supplement

Takashi HASEGAWA, Masaaki SAIJO, Toshiyasu ISHII, Tomoko NAGATA, Yuji HAISHIMA, Nobuo KAWAHARA, Yukihiro GODA
2008 Shokuhin Eiseigaku Zasshi  
A tadalafil analogue was detected in a dietary supplement marketed for tonic e#ect, along with hydroxyhomosildenafil and aminotadalafil. The tadalafil analogue was isolated by preparative thin layer chromatography (TLC) and its structure was elucidated using high-performance liquid chromatography (HPLC), liquid chromatography electrospray ionization-mass spectrometry (LC-ESI-MS), Fourier transform-ion cyclotron resonance-mass spectrometry (FT-ICR-MS) and nuclear magnetic resonance (NMR)
more » ... copy. The compound was determined to be methyl-1-(1,3-benzodioxol-5-yl)-2-(chloroacetyl)-2, 3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate. This is the first report of detection of this compound in a dietary supplement.
doi:10.3358/shokueishi.49.311 fatcat:ihssavapuvf2nojwqt5byre3yi