기능성식품으로 시판되는 건강음료를 HPLC 분석한 결과 발기부전치료제로 허가받은 비아그라$^{(R)}$의 활성주성분인 실데나필과 구조적으로 유사한 부정첨가물질이 발견되었다. 이 부정첨가물질의 구조를 규명하기 위해 건강음료를 methylene chloride로 추출한 다음 그 추출물을 semipreparative HPLC로 정제하였다. 분리된 물질의 화학구조는 IR, LC/MS-ESI, NMR 분광학으로 규명하였는데 실데나필과 유사한 특징을 보였고 구조상의 유일한 차이는 실데나필의 methylpiperazine 부분구조를 부정첨가물질에서 hydroxyethylpiperazine으로 치환한 것이었다.
HPLC analysis of a commercial herb drink marketed as a functional food revealed to contain an unauthorized substance similar to sildenafil, the active ingredient of the prescription drug Viagra$^{(R)}$ approved for the treatment of male erectile dysfunction. In order to identify the illegal additive, the herb drink was extracted with methylene chloride, and the extract was purified further using semipreparative HPLC. The chemical structure of the isolated substance was elucidated based on IR, LC/MS-ESI, and NMR spectroscopy, which showed the characteristics similar to sildenafil with minor modification. The only difference was the substitution of the methylpiperazine moiety of sildenafil to the hydroxyethylpiperazine group of the illegal additive.
