Structural elucidation of a tadalafil analogue found in a dietary supplement.
A tadalafil analogue was detected in a dietary supplement marketed for tonic effect, 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) spectroscopy. 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.
Hasegawa
Takashi
T
Chiba Prefectural Institute of Public Health. Chiba, Japan.
Saijo
Masaaki
M
Ishii
Toshiyasu
T
Nagata
Tomoko
T
Haishima
Yuji
Y
Kawahara
Nobuo
N
Goda
Yukihiro
Y
D002243:Carbolines / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D019587:Dietary Supplements / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D010726:Phosphodiesterase Inhibitors / Q000032:analysis*; D010879:Piperazines / Q000032:analysis; D011687:Purines / Q000032:analysis; D000068677:Sildenafil Citrate; D013450:Sulfones / Q000032:analysis; D000068581:Tadalafil
D002243:Carbolines; D010726:Phosphodiesterase Inhibitors; D010879:Piperazines; D011687:Purines; D013450:Sulfones; D000068581:Tadalafil; D000068677:Sildenafil Citrate