Isolation and identification of novel propoxyphenyl thiosildenafil found in natural health food product

被引:20
作者
Han, Kyoung Moon [1 ]
Lee, Ji Hyun [1 ]
Park, Hyoung-Joon [1 ]
Hwang, Insun [1 ]
Heo, Ok-Soon [1 ]
Kim, Woo Seong [1 ]
机构
[1] Minist Food & Drug Safety, Natl Inst Food & Drug Safety Evaluat, Toxicol Evaluat & Res Dept, Adv Anal Team, Cheongwon Gun, South Korea
来源
FOOD ADDITIVES AND CONTAMINANTS PART A-CHEMISTRY ANALYSIS CONTROL EXPOSURE & RISK ASSESSMENT | 2014年 / 31卷 / 01期
关键词
thiosildenafil analogue; propoxyphenyl thiosildenafil; LC-TOF; MS; NMR; HERBAL DIETARY-SUPPLEMENTS; STRUCTURE ELUCIDATION; SILDENAFIL; ANALOG; VARDENAFIL; TADALAFIL; ADULTERANT;
D O I
10.1080/19440049.2013.855948
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A novel phosphodiesterase-5 (PDE-5) inhibitor was found in a natural health food product. The previously unknown sildenafil analogue was isolated using preparative HPLC. The structure of the compound was elucidated using HPLC with diode array detection (DAD), time-of-flight mass spectrometry (TOF/MS), and nuclear magnetic resonance spectroscopy (NMR). An [M+H](+) ion was detected at m/z 505.2077 by LC-TOF/MS that was consistent with C23H32N6O3S2 (-0.98ppm). By NMR analysis, the analogue was identified as 1-methyl-5-(5-(4-methylpiperazin-1-ylsulfonyl)-2-propoxyphenyl)-3-propyl-1H-pyrazolo[4,3-d]pyrimidine-7(6H)-thione. In this structure, the ethoxy group of thiosildenafil was substituted by a propoxy group of the unknown compound. Therefore, this novel thiosildenafil analogue was named propoxyphenyl thiosildenafil.
引用
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页码:1 / 6
页数:6
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