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Elucidation of new anti-impotency analogue in food

식품 중 발기부전치료제 유사물질 규명

  • Suh, Junghyuck (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Choi, Jangduck (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Park, Kunsang (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Hu, Soojung (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Yoon, Taehyung (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Kim, Eunju (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Han, Seungwoo (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Kim, Sohee (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Lee, Kwangho (Food Safety Evaluation Department, National Institute of Food and Drug Safety Evaluation) ;
  • Kwan, Sungwon (Institute of Pharmaceutical Sciences, Seoul National University) ;
  • Kim, Deukjoon (Institute of Pharmaceutical Sciences, Seoul National University)
  • 서정혁 (식품의약품안전평가원 식품위해평가부) ;
  • 최장덕 (식품의약품안전평가원 식품위해평가부) ;
  • 박건상 (식품의약품안전평가원 식품위해평가부) ;
  • 허수정 (식품의약품안전평가원 식품위해평가부) ;
  • 윤태형 (식품의약품안전평가원 식품위해평가부) ;
  • 김은주 (식품의약품안전평가원 식품위해평가부) ;
  • 한승우 (식품의약품안전평가원 식품위해평가부) ;
  • 김소희 (식품의약품안전평가원 식품위해평가부) ;
  • 이광호 (식품의약품안전평가원 식품위해평가부) ;
  • 권성원 (서울대학교 약학대학) ;
  • 김득준 (서울대학교 약학대학)
  • Received : 2009.04.18
  • Accepted : 2009.05.05
  • Published : 2009.08.25

Abstract

The new anti-impotency analogue was identified in food source. Detection of this analogue was accomplished through screening of food samples by liquid chromatography/photodiode array detector. The spectrum pattern of analogue compound was similar to that observed for hongdenafil which was analogue of sildenafil. This new compound was isolated and purified using the liquid-liquid extraction, thin layer chromatography, column chromatography and preparative HPLC. And then those structure were identified using analytical instruments such as HPLC/PDA, LC/MS/MS and NMR. The compound was given a name to oxohongdenafil which was replaced with acetyl oxoethylpiperazinyl residue instead of sulfonyl piperazine group of sildenafil. The regulation for the abovementioned analogue, oxohongdenafil, was established by Standard of Korean food code.

식품 중 불법적으로 첨가된 부정유해물질을 규명하기 위하여 HPLC/PDA를 이용하여 인삼성분을 함유한 것으로 선전하는 식품 원료를 조사하였다. 발기부전치료제로 사용되는 실데나필의 변형체인 홍데나필과 유사한 구조를 갖는 미지물질이 확인되어 분취 크로마토그래피 등을 이용하여 불순물을 제거한 다음 HPLC/MS/MS, NMR 등의 기기를 이용하여 그 구조를 규명하였다. HPLC/MS 분석결과 미지 물질이 480 m/z의 분자량을 갖는 물질임을 확인하였으며 LC/MS/MS 분석 결과 실데나필에서 특징적으로 검출되는 m/z인 311, 339, 353이 확인되어 발기부전치료제와의 구조적 유사성을 확인할 수 있었다. NMR 분석 결과 미지물질은 홍데나필과 같이 sulfonyl 기가 acetyl기로 치환된 것을 확인 할 수 있었으며 실데나필의 에틸피페라진기가 옥소에틸피페라진기로 치환된 구조를 갖는 물질임을 확인하여 그 이름을 옥소홍데나필로 명명하였다.

Keywords

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