自保健食品中所得──新結構威而鋼類緣物之純化與鑑定   全文下載

Isolation and Identification of New Sildenafil Analogues from Dietary Supplements

本研究自一般保健食品中，分離純化得到三個含硫威而鋼類緣物（thio-sildenafil）成分，並經由核磁共振儀（1-D、2-D NMR）、紅外線光譜儀（IR）及質譜儀（LC/MS/MS、HR-MS）等儀器鑑定其結構。其中二個成分， propoxyphenyl thioaildenafil 及 propoxyphenyl aildenafil 已發表過，第三個成分，propoxyphenyl hydroxyethylthiosildenafil 則未曾被發表過，其結構上最主要與一般 thio-sildenafil 不同之處，在於一般 thio-sildenafil 結構中 C-19 位置上之乙氧基被置換成丙氧基，且 D 環上之官能基也從甲基被置換為羥乙基，但因其主結構與 sidenafil 及 thio-sildenafil 相似，可能引起不良副作用。此三個成分已被列入本局之類緣物資料庫中，供作日後檢驗比對使用。

Three derivatized thio-sildenafil compounds were isolated from herbal health supplements. The structures of these three compounds were determined by NMR, high resolution MS, LC/MS/MS, UV and IR spectroscopy. Compound 1 and 2 have been identified as propoxy-phenyl thioaildenafil and propoxyphenyl aildenafil, respectively. Compound 3, named propoxyphenyl hydroxyethylthiosildenafil, is an analogue of thiosildenafil. The major difference between compound 3 and thiosildenafil is that propoxy and hydroxyethyl groups in compound 3 replaced the function groups of ethoxyl and methyl in thiosildenafil. Since their structures were similar to that of sildenafil or thiosildenafil, according to structure-activity relationship, the side effects of these analogues might be also associated with that of sildenafil or thio-sildenafil. Based on this study, these three analogues have been included in the inspection list of illegal adulterants in TFDA.