Structure elucidation of a novel analogue of sildenafil detected as an adulterant in an herbal dietary supplement

被引：74

作者：

Reepmeyer, John C. ^{[1
]}

Woodruff, Jeffrey T.

d'Avignon, D. Andre

机构：

[1] US FDA, Div Pharmaceut Anal, St Louis, MO 63101 USA

[2] Washington Univ, Dept Chem, St Louis, MO 63130 USA

来源：

JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS | 2007年 / 43卷 / 05期

关键词：

dietary supplements; sildenafil analogue; methisosildenafil; liquid chromatography-mass spectrometry (LC-MS); nuclear magnetic resonance (NMR);

D O I：

10.1016/j.jpba.2006.11.037

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

A new analogue of sildenafil was detected in an herbal dietary supplement, which was sold over the internet and promoted as a product for the enhancement of sexual performance. The structure of the compound was established using LC-MS, UV spectroscopy, MS-MS, and NMR. In addition, the compound was cleaved at its sulfonamide S-N bond yielding a sulfonic acid and an amine, which were independently characterized using LC-MS, GC-MS, and derivatization. The compound, named methisosildenafil, is a novel synthetic analogue of sildenafil in which the N-methylpiperazine moiety has been replaced with 2,6-dimethylpiperazine. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：1615 / 1621

页数：7

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