Applied Biological Chemistry

  • 제47권2호
  • /
  • Pages.251-257
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  • 2004
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  • 2468-0834(pISSN)
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  • 2468-0842(eISSN)
한국응용생명화학회 (The Korean Society for Applied Biological Chemistry)
권호 표지

식용식물자원으로부터 활성물질의 탐색-IX. 흰씀바귀(Ixeris dentata forma albiflora)뿌리에서 Sesquiterpene Lactone 화합물의 분리 및 구조 동정; ACAT, DGAT 및 FPTase 효소 활성의 저해

Screening of Biologically Active Compound from Edible Plant Sources-IX. Isolation and Identification of Sesquiterpene Lactons Isolated from the Root of Ixeris dentata forma albiflora; Inhibition Effects on ACAT, DGAT and FPTase Activity

  • 방면호 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 장태오 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 송명종 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 김동현 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 권병목 (한국생명공학원) ;
  • 김영국 (한국생명공학원) ;
  • 이현선 (한국생명공학원) ;
  • 정인식 (경희대학교 생명공학원 및 식물대사연구센터) ;
  • 김대근 (우석대학교 약학대학) ;
  • 김성훈 (경희대학교 동서의학대학원) ;
  • 박미현 ((주)이롬라이프) ;
  • 백남인 (경희대학교 생명공학원 및 식물대사연구센터)
  • Bang, Myun-Ho (The Graduate School of Biotechnology & Plant Metabolism Research Center) ;
  • Jang, Tae-O (The Graduate School of Biotechnology & Plant Metabolism Research Center) ;
  • Song, Myoung-Chong (The Graduate School of Biotechnology & Plant Metabolism Research Center) ;
  • Kim, Dong-Hyun (The Graduate School of Biotechnology & Plant Metabolism Research Center) ;
  • Kwon, Byoung-Mog (Korea Research Institute of Bioscience & Biotechnology) ;
  • Kim, Young-Kuk (Korea Research Institute of Bioscience & Biotechnology) ;
  • Lee, Hyun-Sun (Korea Research Institute of Bioscience & Biotechnology) ;
  • Chung, In-Sik (The Graduate School of Biotechnology & Plant Metabolism Research Center) ;
  • Kim, Dae-Keun (Department of Pharmacy, Woosuk University) ;
  • Kim, Sung-Hoon (Graduate School of East-West Medical Science, Kyung Hee University) ;
  • Park, Mi-Hyun (Erom Life Co. Ltd.) ;
  • Baek, Nam-In (The Graduate School of Biotechnology & Plant Metabolism Research Center)
  • 발행 : 2004.06.30
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초록

식용식물자원으로부터 활성소재를 찾기 위하여 흰씀바귀 뿌리를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH및 $H_2O$로 용매 분획하였다. EtOAc와 n-BuOH 분획에 대하여 column chromatography를 반복하여 4종의 화합물을 분리하였다. 각각에 대하여 2D-NMR을 포함한 스펙트럼 데이터의 해석과 문헌 자료를 조사하여 zaluzanin C (1), $9{\alpha}-hydroxyguaian-4(l5),10(14),11(13)-triene-6,12-olide$ (2), $3{\beta}-O-{\beta}-D-glucopyranosyl-8{\beta}-hydroxyguaian-4(15),\;10(14 )-diene-6,12-olide$ (3), $3-O-{\beta}- D-glucopyranosyl-8{\beta}hydroxyguaian-10(14)-ene-6,12-olide$ (4)로 구조를 결정하였다. 이들 화합물에 대하여 ACAT(Acyl-CoA: cholesterol acyltransferase), DGAT (diacylglycerol acyltransferase) 및 FPTase(farnesyl-protein transferase)의 활성에 미치는 억제효과를 측정하였다. Compound 1과 Compound 2는 DGAT에 대한 활성억제효과에 있어서 $IC_{50}$ 값이 각각 0.13 mM, 0.10 mM로 나타났고, FPTase에 대하여는 각각 0.15 mM, 0.18 mM로 나타났으며, ACAT에 대하여는 약한 억제 활성을 나타냈다. 따라서 흰씀바귀는 항암 및 항고혈압의 소재 개발에 있어서 유용한 자원으로 활용될 수 있을 것이다.

The root of lxeris dentata forma albiflora was extracted with 80% aqueous MeOH and solvent fractionated with EtOAc, n-BuOH and water, successively. From the EtOAc and n-BuOH fractions, four sesquiterpene compounds were isolated through the repeated silica gel and ODS column chromatographies. The chemical structures were determined as zaluzanin C (1), $9{\alpha}-hydroxyguaian-4(l5),10(14),11(13)-triene-6,12-olide$ (2), $3{\beta}-O-{\beta}-D-glucopyranosyl-8{\alpha}-hydroxyguaian-4(15),10(14 )-diene-6,12-olide$ (3), and $3{\beta}-O-{\beta}- D-glucopyranosyl-8{\beta}hydroxyguaian-10(14)-ene-6,12-olide$ (4) through the interpretation of several spectral data including 2D-NMR. Some showed the inhibitory effects on DGAT (Diacylglycerol acyltransferase), ($IC_{50}$ values of 1, 2: 0.13, 0.10 mM), the catalyzing enzymes of the intracellular esterification of diacylglycerol and FPTase (Famesyl-protein transferase), ($IC_{50}$ values of 1, 2: 0.15, 0.18 mM), the farnesylation enzyme for Ras protein charge of cancer promotion.

키워드

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