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Discovery and identification of a tadalafil analogue / 药学学报

Ting-ting FENG; Jian SUN; Jing-xian ZHANG; Hong YU; Rui FENG; Su ZHANG; Xiu-hong MAO; Qing HU; Shen JI.
Acta Pharmaceutica Sinica ; (12): 1877-1881, 2020.
Artigo em Zh | WPRIM | ID: wpr-825161
A tadalafil analogue was detected during routine screenings from two "fatigue reliever, immunity enhancer" dietary supplements by using UHPLC/Q-TOF HRMS. The MS2 spectrum of this compound was almost identical to that of 2-hydroxypropylnortadalafil. However, the retention time of this analogue was different from that of the 2-hydroxypropylnortadalafil isomers. The analogue was purified by using preparative HPLC and the structure was elucidated by mass spectrometric and NMR spectroscopic experiments. The spectral data suggested that the analogue bore a 3-hydroxypropyl group instead of the N-methyl group in tadalafil. The structure was further confirmed by comparison of the 1H NMR spectra data with those of the reference standard, and thus named as 3-hydroxypropylnortadalafil. The structure is first reported in China.
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