Journal of Applied Biological Chemistry

  • Volume 66
  • /
  • Pages.477-483
  • /
  • 2023
  • /
  • 1976-0442(pISSN)
  • /
  • 2234-7941(eISSN)
The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Flavonol glycosides from the flowers of Carthamus tinctorius and their anti-diabetic activity

잇꽃(Carthamus tinctorius)으로부터 Flavonol glycoside 화합물들의 분리 및 항당뇨 효과

  • Bo-Ram Choi (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Hyoung-Geun Kim (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Yoon Hee Nam (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Dahye Yoon (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Woo Cheol Shin (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Jin-Kyu Jang (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Yunji Lee (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Tong Ho Kang (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Nam-In Baek (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Dae Young Lee (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA)
  • Received : 2023.11.26
  • Accepted : 2023.12.05
  • Published : 2023.12.31
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Abstract

The flowers of Carthamus tinctorius (Safflower) were extracted with 80% aqueous methanol (CTex) and the concentrates were partitioned into EtOAc (CTE), n-BuOH (CTB), and H2O (CTW) fractions. Repeated silica gel (SiO2) and octadecyl silica gel column chromatographies for the EtOAc and n-BuOH fractions led to isolation of four flavonol glycosides. Nuclear magnetic resornance, infrarad spectroscopy, and mass spectroscopy revealed the chemical structure of the isolated compounds, astragalin (1), isoquercetin (2), nicotiflorin (3), and rutin (4). Quantitative analysis of four isolated compounds in CTex was performed by HPLC. CTex was found to contain 1 at 0.107, 2 at 0.367, 3 at 6.752, and 4 at 0.991 mg/g, respectively. Through this study, an experiment was conducted to evaluate the protective effect on pancreatic islets of the extract, solvent fractions, and all isolated compounds using a zebrafish larvae damaged by alloxan. Pancreatic islet size treated with EtOAc (CTE), n-BuOH (CTB), and H2O (CTW) fractions and compounds 1-4 significantly increased compared to the alloxan-induced group. These results indicate that C. tinctorius flowers and its isolated compounds are used as potential anti-diabetic agents.

잇꽃을 80% MeOH 수용액으로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 물로 용매 분획 하였다. 이 중 n-BuOH 분획으로부터 silica gel (SiO2), octadecyl silica gel (ODS) column chromatography, 및 Prep-LC로 정제하여 4종의 화합물을 분리하였다. Nuclear magnetic resornance, mass spectroscopy 및 infrarad spectroscopy 등의 스펙트럼 데이터를 통해 화합물의 화학구조를 astragalin (1), isoquercetin (2), nicotiflorin (3), 그리고 rutin (4) 로 동정하였다. 본 연구를 통해 잇꽃 추출물, 용매 분획물 및 모든 분리 화합물의 alloxan에 의해 손상된 zebrafish 유충 췌도 보호 효과를 평가하기 위한 실험을 수행하였다. EtOAc (CTE), n-BuOH (CTB) 및 H2O (CTW) 분획 모두 통계 유의적으로 우수한 항당뇨 효능을 확인하였으며, 분리된 화합물 1-4로 처리된 췌도 크기는 알록산 유도군 대비 각각 87.0, 88.5, 88.7, 및 89.3% 로 유의적으로 증가했다. 분리된 4종의 화합물 중 nicotiflorin은 6.752 mg/추출물(g)으로 높은 함량을 나타내었다. 이 결과를 통해 잇꽃 유래 화합물은 항당뇨 소재의 기능 지표성분으로서 활용 가능성을 확인하였다.

Keywords

Acknowledgement

본 성과물은 농촌진흥청 공동연구사업(RS-2019-RD008923)의 지원에 의해 이루어진 것입니다. 지원에 감사드립니다

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