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Isolation of Flavonoids and Lignans from the Stem Wood of Lindera obtusiloba Blume

생강나무(Lindera obtusiloba Blume) 목부로부터 Flavonoid 및 Lignan 화합물의 분리

  • Seo, Kyeong-Hwa (Graduate School of Oriental Medicinal Materials & Processing, Kyung Hee University) ;
  • Baek, Mi-Young (Graduate School of Oriental Medicinal Materials & Processing, Kyung Hee University) ;
  • Lee, Dae-Young (Graduate School of Oriental Medicinal Materials & Processing, Kyung Hee University) ;
  • Cho, Jin-Gyeong (Graduate School of Oriental Medicinal Materials & Processing, Kyung Hee University) ;
  • Kang, Hee-Cheol (GFC Co., Ltd.) ;
  • Ahn, Eun-Mi (Department of Herbal Foodceutical Science, Daegu Haany University) ;
  • Baek, Nam-In (Graduate School of Oriental Medicinal Materials & Processing, Kyung Hee University) ;
  • Lee, Youn-Hyung (Department of Horticultural Biotechnology, Kyung Hee University)
  • 서경화 (경희대학교 한방재료가공학과) ;
  • 백미영 (경희대학교 한방재료가공학과) ;
  • 이대영 (경희대학교 한방재료가공학과) ;
  • 조진경 (경희대학교 한방재료가공학과) ;
  • 강희철 ((주)지에프씨) ;
  • 안은미 (대구한의대학교 한방식품약리학과) ;
  • 백남인 (경희대학교 한방재료가공학과) ;
  • 이윤형 (경희대학교 원예생명공학과)
  • Received : 2011.07.11
  • Accepted : 2011.08.31
  • Published : 2011.09.30

Abstract

The stem woods of Lindera obtusiloba Blume were extracted in 80% aqueous methanol and the concentrated extract was partitioned with ethyl acetate (EtOAc), butanol (n-BuOH), and $H_2O$, successively. From the EtOAc and n-BuOH fractions, five compounds were isolated through the repeated silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies. On the basis of spectroscopic data including mass spectrometry, IR, $^1H$-NMR, $^{13}C$-NMR, distortionless enhancement by polarization transfer, and two-dimensional-NMR gradient correlated spectroscopy (gCOSY), gradient heteronuclear single quantum correlation (gHSQC), gradient heteronuclear multiple bonding connectivity (gHMBC), the chemical structures of the compounds were determined as asarinin (1), (+)-catechin (2), (-)-epicatechin (3), hyperin (4), and nudiposide (5). Compounds 1 and 5 were isolated for the first time from the stem wood of L. obtusiloba Blume.

생강나무 목부를 80% methanol로 추출, 농축하였으며, 얻어진 추출물을 ethyl acetate (EtOAc), butanol (n-BuOH) 및 $H_2O$로 분배, 추출하였다. 이 중 EtOAc 분획과 n-BuOH 분획에 대하여 silica gel, octadecyl silica gel (ODS) 및 Sephadex LH-20 column chromatography를 반복 수행하여 2종의 lignan과 3종의 flavonoid 화합물을 분리하였다. 분리한 화합물의 구조는 NMR, MS 및 IR 등의 스펙트럼 데이터를 해석하여 asarinin (1), (+)-catechin (2), (-)-epicatechin (3), hyperin (4) 및 nudiposide (5)로 구조 동정하였다. Asarinin (1)과 nudiposide (5)는 생강나무에서 이번에 처음으로 분리되었다.

Keywords

References

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