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큰금계국(Coreopsis lanceolata) 꽃으로부터 phenolic 화합물들의 분리 및 동정

Phenolic compounds from the flowers of Coreopsis lanceolata

  • Kim, Hyoung-Geun (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Oh, Hyun-Ji (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Ko, Jung-Hwan (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Jung, Young Sung (Department of Food Science and Biotechnology, Kyung Hee University) ;
  • Oh, Seon Min (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Lee, Yeong-Geun (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University) ;
  • Kim, Dae-Ok (Department of Food Science and Biotechnology, Kyung Hee University) ;
  • Lee, Dae Young (Department of Herbal Crop Research, National Institute of Horticultural and Herbal Science, RDA) ;
  • Baek, Nam-In (Graduate School of Biotechnology and Department of Oriental Medicinal Biotechnology, Kyung Hee University)
  • 투고 : 2019.07.04
  • 심사 : 2019.09.24
  • 발행 : 2019.12.31

초록

큰금계국(Coreopsis lanceolata) 꽃을 80% MeOH 수용액으로 추출한 뒤, 감압 농축한 추출물을 EtOAc, n-butyl alcohol 및 H2O분획으로 나누었다. EtOAc 분획에 대하여 SiO2 및 ODS column chromatography를 반복실시하여 1종의 flavonol화합물과 1종의 benzoyl 화합물을 분리, 정제하였다. Nuclear magnetic resonance, infrared spectrometry 및 FAB/MS data를 해석하여, 화합물 1과 2를 각각 melanoxetin과 protocatechuic acid methyl ester으로 구조 동정 하였다. 추출물과 분획물 그리고 분리된 화합물들에 대하여 DPPH와 ABTS radical을 이용한 radical scavenging assay를 수행하였다. 이러한 결과는 큰금계국(C. lanceloata)의 꽃의 추출물, 분획물, 그리고 화합물의 높은 radical 소거활성능이 산화 스트레스로 인한 다양한 질병을 개선 할 수 있는 건강기능식품소재 개발에 좋은 후보가 될 수 있음을 시사한다.

The flowers of Coreopsis lanceolata were extracted with 80% aqueous MeOH and the concentrates were partitioned into EtOAc, n-BuOH, and H2O fractions. The repeated silica gel (SiO2) and octadecyl silica gel column chromatographies for the EtOAc fraction led to isolation of one flavonol and one benzoyl compounds. The chemical structures of the compounds were respectively determined as melanoxetin (1) and protocatechuic acid methyl ester (2) based on spectroscopic analyses including NMR, IR, and MS. These two compounds were isolated for the first time from C. lanceolata flowers in this study. All fractions and the isolated compounds were evaluated for 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid radical scavenging activities.

키워드

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피인용 문헌

  1. Metabolite Profiling and Dipeptidyl Peptidase IV Inhibitory Activity of Coreopsis Cultivars in Different Mutations vol.10, pp.8, 2019, https://doi.org/10.3390/plants10081661