Discovery and identification of a tadalafil analogue
10.16438/j.0513-4870.2020-0033
- VernacularTitle:一种他达拉非衍生物的的发现与鉴定
- Author:
Ting-ting FENG
1
,
2
,
3
;
Jian SUN
4
;
Jing-xian ZHANG
4
;
Hong YU
4
;
Rui FENG
4
;
Su ZHANG
4
;
Xiu-hong MAO
4
;
Qing HU
4
;
Shen JI
1
,
2
Author Information
1. China State Institute of Pharmaceutical Industry, Shanghai 201203, China
2. Shanghai Institute for Food and Drug Control, NMPA Key Laboratory for Quality Control of Traditional Chinese Medicine, Shanghai 201203, China
3. Hebei North University, Zhangjiakou 075000, China
4. Shanghai Institute for Food and Drug Control, NMPA Key Laboratory for Quality Control of Traditional Chinese Medicine, Shanghai 201203, China
- Publication Type:Research Article
- Keywords:
tadalafil analogue;
UHPLC/Q-TOF HRMS;
PDE-5;
ietary supplement
- From:
Acta Pharmaceutica Sinica
2020;55(8):1877-1881
- CountryChina
- Language:Chinese
-
Abstract:
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.