title: Identification of a new tadalafil analogue found in a dietary supplement.
abstract: A new tadalafil analogue, acetaminotadalafil, was detected by HPLC in a bulk powder that is being used as an ingredient formanufacturing dietary supplements. The analogue was isolated by semi-preparative HPLC. A chemical structure of the new compound was elucidated by HPLC, LC-quadrupole time-of-flight mass spectrometry (LC-Q-TOF/MS), nuclear magnetic resonance (NMR), infrared (IR) and circular dichroism (CD) spectroscopy. The compound was identified as an acetylatedcompound of aminotadalafil. The structure of the previous unknown compound was confirmed as (6R,12aR)-2-acetamino-6-(1,3-benzodioxol-5-yl)-2,3,6,7,12,12a-hexahydro-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione and named as acetaminotadalafil.
authors: 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.
authors: Eung-Sun
authors: ES
authors: Lee
authors: Ji Won
authors: JW
authors: Kim
authors: Ji Hyun
authors: JH
authors: Lee
authors: Kyoung Moon
authors: KM
authors: Han
authors: Sooyeul
authors: S
authors: Cho
authors: Insun
authors: I
authors: Hwang
authors: Soon Young
authors: SY
authors: Han
authors: Kabyong
authors: K
authors: Chae
authors: Jinho
authors: J
authors: Kim
mesh_terms: D002243:Carbolines / Q000032:analysis* / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D019587:Dietary Supplements / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D058986:Phosphodiesterase 5 Inhibitors / Q000032:analysis*; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D000068581:Tadalafil
chemical_list: D002243:Carbolines; D058986:Phosphodiesterase 5 Inhibitors; D000068581:Tadalafil