DOI QR코드

DOI QR Code

수국 꽃 추출물 유래 항산화 및 항염 활성 성분

Anti-oxidative and Anti-inflammatory Constituents from the Extracts of Hydrangea macrophylla Flowers

  • 조연정 ((사)제주산학융합원 연구개발팀) ;
  • 이용범 (제주한의약연구원 연구개발팀) ;
  • 현지선 ((사)제주산학융합원 연구개발팀) ;
  • 김창윤 ((사)제주산학융합원 연구개발팀) ;
  • 이남호 ((사)제주산학융합원 연구개발팀)
  • Jo, Yeon Jeong (R&D Team, Jeju Industry-University Convergence Center) ;
  • Lee, Yong bum (R&D Tem, Jeju Institute of Korean Medicine) ;
  • Hyun, Ji Seon (R&D Team, Jeju Industry-University Convergence Center) ;
  • Kim, Chang Yun (R&D Team, Jeju Industry-University Convergence Center) ;
  • Lee, Nam Ho (R&D Team, Jeju Industry-University Convergence Center)
  • 투고 : 2020.09.25
  • 심사 : 2020.10.30
  • 발행 : 2020.10.31

초록

본 연구에서는 수국 꽃 추출물 및 용매 분획물의 항산화, 항염 활성을 확인하고 유효성분을 분리하여 화학구조를 규명하였다. 항산화 활성을 확인하기 위하여 DPPH 및 ABTS+ 라디칼 소거 활성을 측정하였으며, 항염 활성은 LPS로 유도된 RAW264.7 세포에서 nitric oxide (NO) 생성 억제 효과로 측정하였다. 실험 결과, 에틸아세테이트 분획물에서 우수한 항산화 및 항염 활성을 확인하였으며 크로마토크래피를 실시하여 3개의 유효 성분을 분리하였고 NMR 데이터 분석을 통하여 화학구조를 동정하였다; Hydrangenol (1), prunin (2), astragalin (3). 분리된 화합물 1-3에 대하여 HPLC 분석을 수행한 결과 hydrangenol이 수국 꽃 추출물의 주요 성분으로 확인되었다. 화합물 1-3의 항염 활성을 확인한 결과 세포 독성 없이 NO의 생성을 감소시키는 것으로 나타났다. 이상의 연구 결과를 바탕으로 수국 꽃 추출물은 천연 항산화 및 항염 소재로써 활용이 가능할 것으로 사료된다.

In this study, the extracts of Hydrangea macrophylla (H. macrophylla) flowers were investigated for the anti-oxidative and anti-inflammatory activities, and their active constituents were identified. The anti-oxidative effects were tested by DPPH and ABTS+ assays. To evaluate anti-inflammatory activities, LPS-induced RAW264.7 cells were examined. Among the extracts, the ethyl acetate fraction showed potent radical scavenging activities and inhibition of nitric oxide (NO) production. Chromatographic purification of the extract led to isolation of the compounds; hydrangenol (1), prunin (2) and astragalin (3). The chemical structures of the constituents were elucidated based on spectroscopic data including NMR spectra, as well as comparison of the data in the literature values. Quantitative analysis by high pressure liquid chromatography (HPLC) determined hydrangenol (1) as the major constituent. Isolated compounds 1-3 decreased the NO level without causing cell toxicities. Based on these results, it was suggested that the extract from H. macrophylla flowers could be potentially applicable as an anti-oxidative and/or anti-inflammatory ingredients.

키워드

참고문헌

  1. H. J. Kim, K. S. Kim, D. I. Kim, "Inhibitory Effects of Lespedeza cuneata Ethanol Extract on Ultraviolet-Induced Photo Aging", J. Korean Soc. Food Sci. Nutr., Vol.41, No.11, pp.1540-1545, (2012). https://doi.org/10.3746/jkfn.2012.41.11.1540
  2. J. E. Seo, E. S. Hwang, G. H. Kim, "Antioxidaitve and Differentiation Effects of Artemisia capillaris T. Extract on Hydrogen Peroxide-induced Oxidative Damage of MC3T3-E1 Osteoblast Cells", J. Korean Soc. Food Sci. Nutr., Vol.40, No.11, pp.1532-1536, (2011). https://doi.org/10.3746/jkfn.2011.40.11.1532
  3. H. W. Kim, B. J. Kim, S. H. Lim, H. Y. Kim, S. Y. Lee, S. I. Cho, Y. K. Kim, "Anti-oxidative Effects of Taraxaci Herba and Protective Effects on Human HaCaT Keratinocyte", Kor. J. Herbology, Vol.24, No.3, pp.103-108, (2009).
  4. H. E. Kim, Y. J. Jo, N. H. Lee, "Anti-inflammatory and Anti-bacterial Constituents from the Extracts of Daucus carota var. sativa Aerial Parts", J. Soc. Cosmet. Sci. Korea, Vol.44, No.4, pp.427-436, (2018). https://doi.org/10.15230/SCSK.2018.44.4.427
  5. E. S. Lee, H. K. Ju, T. C. Moon, E. K. Lee, Y. D. Jahng, S. H. Lee, J. K. Son, S. H. Baek, H. W. Chang, "Inhibition of Nitric Oxide and Tumor Necrosis $Factor-{\alpha}\;(TNF-{\alpha})$ Production by Propenone Compound through Blockade of Nuclear Factor $(NF)-{\kappa}B$ Activation in Cultured Murine Macrophages", Biol. Pharm. Bull., Vol.27, No.5, pp.617-620, (2004). https://doi.org/10.1248/bpb.27.617
  6. J. P. Bak, J. H. Son, Y. M. Kim, E. Y. Lee, K. H. Leem, E. H. Kim, "Suppression of Inflammatory Macrophage Responese by Glycyrrhiza Uralensis Herbal Acupuncture Extract", Korean Journal of Acupuncture, Vol.28, No.4, pp.49-58, (2011).
  7. K. Kamei, H. Matsuoka, S. Furuhata, R. Fujisaki, T. Kawakami, S. Mogi, H. Yoshihara, N. Aoki, A. Ishii, T. Shibuya, "Anti-Malarial Activity of Leaf-Extract of Hydrangea macrophylla, a Common Japanese Plant", Acta Med. Okayama, Vol.54, No.5, pp.227-232, (2000).
  8. M. G. Dilshara, R. G. P. T. Jayasooriya, S. H. Lee, J. B. Jeong, Y. T. Seo, Y. H. Choi, J. W. Jeong, Y. P. Jang, Y. K. Jeong, G. Y. Kim, "Water extract of processed Hydrangea macrophylla (Thunb.) Ser. leaf attenuates the expression of pro-inflammatory mediators by suppressing Akt-mediated $NF-{\kappa}B$ activation", Environmental toxicology and pharmacology, Vol.35, No.2, pp.311-319, (2013). https://doi.org/10.1016/j.etap.2012.12.012
  9. H. Zhang, H. Matsuda, A. Kumahara, Y. Ito, S. Nakamura, M. Yoshikawa, "New type of anti-diabetic compounds from the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium)", Bioorganic & Medicinal Chemistry Letters, Vol.17, No.17, pp.4972-4976, (2007). https://doi.org/10.1016/j.bmcl.2007.06.027
  10. M. S. Blois, "Antioxidant determination by the use of a stable free radical", Nature, Vol.181, pp.1199-1200, (1958). https://doi.org/10.1038/1811199a0
  11. R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, C. Rice-Evans, "Antioxidant activity applying an improved ABTS radical cation decolorization assay", Free Radical Biology and. Medicine, Vol.26, No.9-10, pp.1231-1237, (1999). https://doi.org/10.1016/S0891-5849(98)00315-3
  12. B. J. Kong, Y. J. Kim, J. S. Baek, D. B. Lee, J. W. Lee, N. Y. Min, A. Y. Kim, S. N. Park, "Antioxidative Effects and Tyrosinase Inhibitory Activities of Mate (Ilex paraguariensis) Extract/Fractions", J. Soc. Cosmet. Sci. Korea, Vol.41, No.4, pp.391-400, (2015). https://doi.org/10.15230/SCSK.2015.41.4.391
  13. N. Mukaida, Y. Ishikawa, N. Ikeda, N. Fujioka, S. Watanabe, K. Kuno, K. Matsushima, "Novel insight into molecular mechanism of endotoxin shock: biochemical analysis of LPS receptor signaling in a cell-free system targeting $NF-{\kappa}B$ and regulation of cytokine production/action through ${\beta}_2$ integrin in vivo", Journal of Leukocyte Biology, Vol.59, No. 2, pp.145-151, (1996). https://doi.org/10.1002/jlb.59.2.145
  14. M. Gunes, A. Speicher, "Efficient syntheses of ($\pm$)-hydrangenol, ($\pm$)-phyllodulcin and ($\pm$)-macrophyllol", Tetrahedron, Vol.59, NO.44, pp.8799-8802, (2003). https://doi.org/10.1016/j.tet.2003.09.046
  15. N. H. Tung, J. H. Son, K. W. Cho, J. A. Kim, J. H. Hyun, H. K. Kang, G. Y. Song, C. J. Park, Y. H. Kim, "Phenolic components from the leaves of Panax ginseng and their effects on HL-60 human leukemia cells", Food Sci. Biotechnol., Vol.19, No.1, pp.271-274, (2010). https://doi.org/10.1007/s10068-010-0040-z
  16. J. H. Lee, C. H. Ku, N. I. Baek, S. H. Kim, H W. Park, D. K. Kim, "Phytochemical Constituents from Diodia teres", Arch. Pharm. Res., Vol.27, No.1, pp.40-43, (2004). https://doi.org/10.1007/BF02980043
  17. H. J. Kim, C. H. Kang, R. G. P. T. Jayasooriya, M. G. Dilshara, S. H. Lee, Y. H. Choi, Y. T. Seo, G. Y. Kim, "Hydrangenol inhibits lipopolysaccharide-induced nitric oxide production in BV2 microglial cells by suppressing the $NF-{\kappa}B$ pathway and activating the Nrf2-mediated HO-1 pathway", International Immunopharmacology, Vol.35, No.3, pp.61-69, (2016). https://doi.org/10.1016/j.intimp.2016.03.022
  18. M. S. Kim, S. H. Kim, "Inhibitory Effect of Astragalin on Expression of Lipopolysaccharide induced Inflammatory Mediators through $NF-{\kappa}B$ in Macrophages", Arch. Pharm. Res., Vol.34, No.12, pp.2101-2107, (2011). https://doi.org/10.1007/s12272-011-1213-x
  19. S. J. Park, D. H. Seong, D. S. Park, S. S. Kim, J. G. Gou, J. H. Ahn, W. B. Yoon, H. Y. Lee, "Chemical Compositions of Fermented Codonopsis lanceolata", J. Korean Soc. Food Sci. Nutr., Vol.38 No.3, pp.396-400, (2009). https://doi.org/10.3746/jkfn.2009.38.3.396
  20. K. S. Jin, Y. N. Oh, J. A. Park, J. Y. Lee, S. J. Jin, S. K. Hyun, H. J. Hwang, H. J. Kwon, B. W. Kim, "Anti-Oxidant, Anti-Melanogenic, and Anti-Inflammatory Activities of Zanthoxylum schinifolium Extract and its Solvent Fractions", Korean J. Microbiol. Biotechnol., Vol.40, No.4, pp.371-379, (2012). https://doi.org/10.4014/kjmb.1207.07023