Korean Journal of Medicinal Crop Science (한국약용작물학회지)

The Korean Society of Medicinal Crop Science (한국약용작물학회)
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Purification and Identification of Cytotoxic Compounds from the Root of Rumex crispus L.

소리쟁이 뿌리로부터 세포독성물질 분리 및 정제

  • Cho, Yong Beom (Department of Industrial Plant Science and Technology, Chungbuk National University) ;
  • Kim, Jae Yeon (Department of Industrial Plant Science and Technology, Chungbuk National University) ;
  • Kwon, Nam Woo (Department of Industrial Plant Science and Technology, Chungbuk National University) ;
  • Hwang, Bang Yeon (Department of Pharmacy, Chungbuk National University) ;
  • Kim, Jun Gu (Department of Pharmacy, Chungbuk National University) ;
  • Woo, Sun Hee (Department of Crop Science, Chungbuk National University) ;
  • Lee, Moon Soon (Department of Industrial Plant Science and Technology, Chungbuk National University)
  • 조용범 (충북대학교 특용식물학과) ;
  • 김재연 (충북대학교 특용식물학과) ;
  • 권남우 (충북대학교 특용식물학과) ;
  • 황방연 (충북대학교 약학과) ;
  • 김준구 (충북대학교 약학과) ;
  • 우선희 (충북대학교 식물자원학과) ;
  • 이문순 (충북대학교 특용식물학과)
  • Received : 2019.04.01
  • Accepted : 2019.05.08
  • Published : 2019.06.30
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Abstract

Background: In the present study, we identified two cytotoxic compounds from the root of Rumex crispus L. using a bioassay-based method. Methods and Results: Compared with the other fractions, the diethyl ether ($Et_2O$) fraction of R. crispus root extract exhibited the strongest of 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging effect [scavenging concentration 50% $(SC_{50})=63.8{\pm}1.47{\mu}g/m{\ell}$], nitric oxide (NO) production inhibitory effect on the mouse macrophage cell line RAW264.7 [inhibitory concentration 50% $(IC_{50})=60.9{\pm}7.52{\mu}g/m{\ell}$] and cytotoxicity effect on the human hepatoma cell line, HepG2 [lethal concentration 50% $(LC_{50})=115.4{\pm}1.86{\mu}g/m{\ell}$]. According to the bioassay-based method, two cytotoxic compounds were purified from the $Et_2O$ fraction by using column chromatography and preparative high performance liquid chromatography (prep-HPLC). These two compounds were identified as parietin and chrysophanol by using nuclear magnetic resonance (NMR) and liquid chromatography quadruple time of flight mass spectrometry (LC-QTOF-MS). In addition, both parietin and chrysophanol exhibited a cytotoxicity effect on HepG2 cells, their $LC_{50}$ values were $169.1{\pm}17.67{\mu}M$ and $111.5{\pm}6.62{\mu}M$, respectively. Conclusions: Parietin and chrysophanol isolated from the $Et_2O$ fraction of the R. crispus root extract showed cytotoxicity in HepG2 cell.

Keywords

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Fig. 1. DPPH free radical scavenging effect of EtOH extract (A) and solvent fractions (B) from R. crispus root.

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Fig. 2. Inhibitory effects of NO production in LPS-induced RAW264.7 cells by the EtOH extract (A) and solvent fraction (B) of R. crispus root.

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Fig. 3. Cell viabilities of HepG2 cells treated with EtOH extract (A), Et2O fraction (B) and parietin, chrysophanol (C) of R. crispus root.

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Fig. 4. High resolution mass spectrum of compound I.

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Fig. 5. High resolution mass spectrum of compound II.

Table 1. Prep-HPLC operating conditions.

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Table 2. LC-QTOF-MS operating conditions.

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Table 3. 1H and 13C NMR data of compound I.

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Table 4. 1H and 13C NMR data of compound II.

OOJJBO_2019_v27n3_208_t0004.png 이미지

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