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Isolation and Characterization of Constituent Compounds from Leaves and Stems of Chrysanthemum boreale Makino

산국 잎과 줄기의 유효성분 분리 및 특성 연구

  • Park, Sook Jahr (Department of Pharmaceutical Engineering, Daegu Haany University) ;
  • Park, Moon Ki (Department of Pharmaceutical Engineering, Daegu Haany University) ;
  • Lee, Jong Rok (Department of Pharmaceutical Engineering, Daegu Haany University)
  • 박숙자 (대구한의대학교 제약공학과) ;
  • 박문기 (대구한의대학교 제약공학과) ;
  • 이종록 (대구한의대학교 제약공학과)
  • Received : 2019.10.18
  • Accepted : 2019.11.15
  • Published : 2019.11.30

Abstract

Chrysanthemum boreale Makino (C. boreale) is widely distributed in Asian countries, and has traditionally been used to treat various inflammatory diseases including bronchitis. In this study, we aimed to isolate biologically active compounds from leaves and stems of C. boreale. Chemical components were purified by column chromatograpy and recyclic HPLC, and characterized from their spectral data (IR, MS, NMR). Biological activity experiments were conducted for Farnesyl-protein transferase (FPTase) activity, apoptosis and nitirc oxide (NO) release. As a results, three sesquiterpene lactones were isolated. Compound 1 (4-methoxy-8-O-acetyl-10-hydroxy-2,11(13)-guaiadiene-12,6-olide) showed strong cytotoxic activities having an average growth inhibition of 50% ($GI_{50}$) value of $1.89{\mu}g/m{\ell}$ against human colon adenocarcinoma cells. Compound 1 also showed a low half maximal inhibitory concentration ($IC_{50}$) value of $10{\mu}g/m{\ell}$ for NO release. In the caspase 3 activity, compound 1 and compound 2 (8-O-(2-carbonyl-2-butyl)-3,10-dihydroxy-4,11(13) -guaiadiene-12,6-olide) exhibited 94% and 90% apoptosis inhibition activity, respectively. Compound 3 (4,8-O-diacetyl -10-hydroxy-2(3),11(13)-guaiadiene-12,6-olide) showed a strong inhibitory effect on FPTase activity with 90% inhibitory activity at a concentration of $100{\mu}g/m{\ell}$. These results clearly show the presence of lactone compounds in the leaves and stems, which may partially contribute to the pharmacological activity of C. boreale.

Keywords

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