Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Norsesquiterpenes from the Roots of White Kwao Krua (Pueraria mirifica)

태국칡(Pueraria mirifica)으로부터 norsesquiterpene의 분리 및 동정

  • Kwon, Jung-Hwa (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Cho, Jin-Gyeong (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Park, Hee-Jung (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Huh, Gyu-Won (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Bang, Myun-Ho (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Han, Min-Woo (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University) ;
  • Oh, Chang-Hwan (Oriental Medical Food &Nutrition, Semyung University) ;
  • Ko, Sung-Kwon (Oriental Medical Food &Nutrition, Semyung University) ;
  • Cho, Soo-Yeul (Advanced Analysis Team, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration) ;
  • Chai, Kap-Yong (Advanced Analysis Team, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration) ;
  • Kim, Jin-Ho (Advanced Analysis Team, National Institute of Food and Drug Safety Evaluation, Korea Food & Drug Administration) ;
  • Baek, Nam-In (Graduate School of Biotechnology & Department of Oriental Medicine Biotechnology, Kyung Hee University)
  • Received : 2014.05.13
  • Accepted : 2014.07.15
  • Published : 2014.12.31
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Abstract

The roots of Pueraria mirifica were extracted with 70% aqueous ethyl alcohol and partitioned into ethyl acetate (EtOAc), n-butyl alcohol (BuOH), and $H_2O$ fractions, successively. From the EtOAc fraction, four norsesquiterpenes were isolated through the repeated silica gel, octadecyl silica gel and Sephadex LH-20 column chromatographies. On the basis of physicochemical and spectroscopic data including nuclear magnetic resonance (NMR), mass spectrometry, and infrared spectroscopy, the chemical structures were identified as megastigm-5-en-3,9-diol (1), linarionoside B (2), 3,5,6,9-tetrahydroxymegastigm-7-ene (3) and 3,4,9-trihydroxymegastigma-5,7-diene (4). Especially, the configuration of the anomer hydroxyl group was determined as a from the coupling constants of the anomer proton (J =8.0 Hz) in the $^1H$-NMR spectrum. These compounds were isolated for the first time from the roots of P. mirifica in this study.

Pueraria mirifica 뿌리를 실온에서 70% EtOH 수용액으로 추출하고 이 추출물을 EtOAc 분획, n-BuOH 분획, $H_2O$ 분획으로 나누었다. EtOAc 분획에 대하여 silica gel, octadecyl silica, 및 Sephadex LH-20 c.c.를 반복 실시하여 4종의 화합물을 분리, 정제하였다. Nuclear magnetic resonance, infrare, 및 mass spectrometry의 spectroscopic data를 해석하여, 화합물 1-4를 각각 megastigm-5-en-3,9-diol, linarionoside B, 3,5,6,9-tetrahydroxy-megastigm-7-ene 및 3,4,9-trihydroxymegastigma-5,7-diene으로 구조를 결정하였다. 화합물 1-4 모두 P. mirifica에서는 이번에 처음으로 분리된 화합물이다.

Keywords

References

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