Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Deveolopment of Biologically Active Compounds from Edible Plant Sources-XII. - Flavonol Glycosides from Trigonotis peduncularis Benth and its hACAT1 Inhibitory Activity -

식용식물자원으로부터 활성물질의 탐색-XII. - 꽃마리(Trigonotis peduncularis Benth.)로부터 Flavonol 배당체의 분리 및 hACAT1 저해활성 -

  • Yang, Hye-Joung (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Song, Myoung-Chong (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Bang, Myun-Ho (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Lee, Jin-Hee (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Chung, In-Sik (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Lee, Youn-Hyung (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University) ;
  • Jeong, Tae-Sook (Korea Research Institute of Bioscience and Biotechnology) ;
  • Kwon, Byoung-Mog (Korea Research Institute of Bioscience and Biotechnology) ;
  • Kim, Sung-Hoon (Graduate School of East-West Medical Science, KyungHee University) ;
  • Kim, Dae-Keun (Department of Pharmacy, Woosuk University) ;
  • Park, Mi-Hyun (Erom Life Co. Ltd.) ;
  • Baek, Nam-In (Graduate School of Biotechnology & Plant Metabolism Research Center, KyungHee University)
  • 양혜정 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 송명종 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 방면호 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 이진희 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 정인식 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 이윤형 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 정태숙 (한국생명공학연구원) ;
  • 권병목 (한국생명공학연구원) ;
  • 김성훈 (경희대학교 동서의학대학원) ;
  • 김대근 (우석대학교 약학대학) ;
  • 박미현 ((주)이롬라이프) ;
  • 백남인 (경희대학교 생명공학원 및 식물대사연구센터)
  • Published : 2005.03.31
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Abstract

The MeOH extracts obtained from whole plant of Trigonotis peduncularis Benth. were solvent fractionated using EtOAc, n-BuOH and water, successively. The EtOAc and n-BuOH fractions gave four flavonol glycosides through application of silica gel and octadecyl silica gel (ODS) column chromatographies. The chemical structures of the flavonol glycosides were determined by the interpretation of several spectral data including 2D-NMR as $kaempferol-3-O-{\beta}-{D}-glucopyranoside\;(astragalin,\;1),\;kaempferol-3-O-{\alpha}-{L}-rhamnopyranosyl\;(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside\;(nicotiflorin,\;2),\;quercetin-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside\;(rutin,\;3),\;quercetin-3-O-{\beta}-{D}-glucopyranoside\;(isoquercitrin,\;4)$. The flavonoids have been first isolated from this plant. Nicotiflorin $(100\;{\mu}g/ml)$ showed $68.3{\pm}1.2%$ of the inhibitory effect on hACAT1(human Acyl CoA: cholesterol transferase 1) activity.

꽃마리를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. EtOAc와 n-BuOH 분획에 대하여 column chromatography를 반복하여 4종의 flavonol 배당체를 분리하였다. 각각에 대하여 2D-NMR을 포함한 스펙트럼 데이터의 해석과 문헌 자료를 조사하여 $kaempferol-3-O-{\beta}-{D}-glucopyranoside(astragalin),\;kaempferol-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(nicotiflorin),\;quercetin-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(rutin),\;quercetin-3-O-{\beta}-{D}-glucopyranoside(isoquercitrin)$로 구조를 결정하였다. 이 화합물들은 꽃마리에서는 이번에 처음 분리, 보고되었다. 또한 $nicotiflorin(100\;{\mu}g/ml)$은 hACAT1에 대하여 $68.3{\pm}1.2%$ 저해활성을 나타내었다.

Keywords

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