Applied Chemistry for Engineering (공업화학)

The Korean Society of Industrial and Engineering Chemistry (한국공업화학회)
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Antioxidative and Cellular Protective Effects of Lysimachia christinae Hance Extract and Fractions

금전초 추출물 및 분획물의 항산화 활성 및 세포 보호 효과

  • Kim, A Rang (Department of Fine Chemistry, Nanobiocosmetic Lab., Cosmetic R&D Center, Seoul National University of Science and Technology) ;
  • Jung, Min Chul (Hansung Science High School) ;
  • Jeong, Hye In (Hansung Science High School) ;
  • Song, Dong Gi (Hansung Science High School) ;
  • Seo, Young Bin (Hansung Science High School) ;
  • Jeon, Young Hee (Hansung Science High School) ;
  • Park, So Hyun (Department of Fine Chemistry, Nanobiocosmetic Lab., Cosmetic R&D Center, Seoul National University of Science and Technology) ;
  • Shin, Hyuk Soo (Department of Fine Chemistry, Nanobiocosmetic Lab., Cosmetic R&D Center, Seoul National University of Science and Technology) ;
  • Lee, Sang Lae (Department of Fine Chemistry, Nanobiocosmetic Lab., Cosmetic R&D Center, Seoul National University of Science and Technology) ;
  • Park, Soo Nam (Department of Fine Chemistry, Nanobiocosmetic Lab., Cosmetic R&D Center, Seoul National University of Science and Technology)
  • 김아랑 (서울과학기술대학교 정밀화학과, 나노바이오화장품연구실, 화장품종합기술연구소) ;
  • 정민철 (한성과학고등학교) ;
  • 정혜인 (한성과학고등학교) ;
  • 송동기 (한성과학고등학교) ;
  • 서영빈 (한성과학고등학교) ;
  • 전영희 (한성과학고등학교) ;
  • 박소현 (서울과학기술대학교 정밀화학과, 나노바이오화장품연구실, 화장품종합기술연구소) ;
  • 신혁수 (서울과학기술대학교 정밀화학과, 나노바이오화장품연구실, 화장품종합기술연구소) ;
  • 이상래 (서울과학기술대학교 정밀화학과, 나노바이오화장품연구실, 화장품종합기술연구소) ;
  • 박수남 (서울과학기술대학교 정밀화학과, 나노바이오화장품연구실, 화장품종합기술연구소)
  • Received : 2017.11.18
  • Accepted : 2017.12.22
  • Published : 2018.04.10
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Abstract

In the present study, we investigated the antioxidative properties, cellular protective effects and component analyses of 50% ethanol extract, ethyl acetate fraction and aglycone fraction obtained from Lysimachia christinae Hance (L. christinae Hance). In the evaluation of antioxidative properties, the free radical scavenging activities ($FSC_{50}$) of 50% ethanol extract, ethyl acetate fraction and aglycone fraction were 146.8, 22.2 and $27.2{\mu}g/mL$, respectively and total antioxidant capacities ($OSC_{50}$) were 29.3, 2.9 and $4.5{\mu}g/mL$, respectively. The ethyl acetate fraction showed the highest free radical scavenging activity and total antioxidant capacity. Also, the cellular protective effects (${\tau}_{50}$) of 50% ethanol extract, ethyl acetate fraction and aglycone fraction on $^1O_2$ induced photohemolysis of human erythrocytes were 26.9, 57.5 and 103.9 min at $5{\mu}g/mL$, respectively. In particular, ${\tau}_{50}$ of the aglycone fraction exhibited a higher cellular protective effect than that of (+)-${\alpha}$-tocopherol (37.7 min). The cell viability of the ethyl acetate fraction on the UVB-induced cell damage increased up to 90.1%. In addition, the ethyl acetate fraction ($5-25{\mu}g/mL$) showed cellular protective effects on the $H_2O_2-induced$ cell damages in a dose-dependent manner. TLC, HPLC, UV-vis spectroscopy and LC-MS were used to analyse components of the ethyl acetate fraction and the main components were quercetin, kaempferol and their glycosides. In conclusion, L. christinae Hance extract/fraction can function as antioxidants to protect the skin exposed to UV radiation and may also be used as a novel functional cosmetic material, for example, an antioxidant against skin photoaging.

본 논문에서는 금전초로부터 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획을 제조하였고 이들의 항산화 활성, 세포 보호 효과 및 성분 분석에 대한 연구를 수행하였다. 항산화능 평가에서 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획의 라디칼 소거 활성($FSC_{50}$)은 각각 146.8, 22.2 및 $27.2{\mu}g/mL$이었고, 총 항산화능($OSC_{50}$)은 29.3, 2.9 및 $4.5{\mu}g/mL$이었다. 에틸아세테이트 분획의 자유라디칼 소거 활성 및 총 항산화능이 가장 크게 나타났다. 또한 $^1O_2$로 유도된 적혈구 광용혈에 대한 세포 보호 효과(${\tau}_{50}$)는 금전초 50% 에탄올 추출물, 에틸아세테이트 분획 및 아글리콘 분획 $5{\mu}g/mL$에서 각각 26.9, 57.5 및 103.9 min을 나타냈다. 특히 아글리콘 분획물의 ${\tau}_{50}$은 (+)-${\alpha}$-tocopherol (37.7 min)보다 훨씬 큰 세포 보호 효과를 나타내었다. UVB로 유도된 세포 손상에서 에틸아세테이트 분획물은 최대 90.1%까지 세포 생존율을 증가시켰다. 과산화수소로 유도된 세포 손상에서도 에틸아세테이트 분획물은 $5-25{\mu}g/mL$에서 농도 의존적으로 세포 보호 효과를 나타내었다. 금전초 에틸아세테이트 분획물의 성분 분석을 위해 TLC, HPLC, UV-vis spectrum, LC-MS로 분석한 결과, quercetin, kaempferol 및 그 배당체가 주성분들로 확인되었다. 결론적으로 금전초가 자외선에 노출된 피부를 보호하는 항산화제로서 작용할 수 있고, 기능성 화장품 원료로 응용 가능성이 있음을 시사한다.

Keywords

References

  1. A. Kammeyer and R. M. Luiten, Oxidation events and skin aging, Ageing Res. Rev., 21, 16-29 (2015). https://doi.org/10.1016/j.arr.2015.01.001
  2. M. Wlaschek, I. Tantcheva-Poor, L. Naderi, W. J. Ma, A. Schneider, Z. Razi-Wolf, J. Schuller, and K. Scharffetter-Kochanek, Solar UV irradiation and dermal photoaging, J. Photochem. Photobiol. B., 63, 41-51 (2001). https://doi.org/10.1016/S1011-1344(01)00201-9
  3. R. Aquino, S. Morelli, A. Tomaino, M. Pellegrino, A. Saija, L. Grumetto, C. Puglia, D. Ventura, and F. Bonina, Antioxidant and photoprotective activity of a crude extract of Culcitium reflexum H.B.K. leaves and their major flavonoids, J. Ethnopharmacol., 79, 183-191 (2002). https://doi.org/10.1016/S0378-8741(01)00379-8
  4. S. E. Fridovich and N. A. Porter, Oxidation of arachidonic acid in micelles by superoxide and hydrogen peroxide, J. Biol. Chem., 256, 260-265 (1981).
  5. S. Passi, M. Picardo, C. D. Luca, A. S. Breathnach, and M. Nazzaro-Porro, Scavenging activity of azelaic acid on hydroxyl radicals in vitro, Free Radic. Res. Commun., 11, 329-338 (1991). https://doi.org/10.3109/10715769109088931
  6. F. R. Gruijl, H. J. van Kranen, and L. H. Mullenders, UV-induced DNA damage, repair mutations and oncogenic pathways in skin cancer, J. Photochem. Photobiol., 63, 19-27 (2001). https://doi.org/10.1016/S1011-1344(01)00199-3
  7. J. E. Cleaver and E. Crowley, UV damage, DNA repair and skin carcinogenesis, Front. Biosci., 7, 1024-1043 (2002).
  8. M. Wlaschek, I. Tantcheva-Poor, L. Naderi, W. Ma, L. A. Schneider, Z. Razi-Wolf, J. Schuller, and K. Scharffertter-Kochanek, Solar UV irradiation and dermal photoaging, J. Photochem. Photobiol. B, 63, 41-51 (2001) https://doi.org/10.1016/S1011-1344(01)00201-9
  9. A. Kammeyer and R. M. Luiten, Oxidation events and skin aging, Ageing Res. Rev., 21, 16-29 (2015). https://doi.org/10.1016/j.arr.2015.01.001
  10. M. Jose, Mates, C. Perez-gomez, and I. N. De Castro, Antioxidant enzymes and human diseases, Clin. Biochem., 32(8), 595-603 (1999). https://doi.org/10.1016/S0009-9120(99)00075-2
  11. A. Bendich, L. J. Machlin, and O. Scandurra, The antioxidant role of vitamin C, Adv. Free Radic. Biol. Med., 2, 419-444 (1986). https://doi.org/10.1016/S8755-9668(86)80021-7
  12. S. N. Park, S. Y. Kim, G. N. Lim, N. R. Jo, and M. H. Lee, In vitro skin permeation and cellular protective effects of flavonoids isolated from Suaeda asparagoides extracts, J. Ind. Eng. Chem., 18, 680-683 (2012). https://doi.org/10.1016/j.jiec.2011.11.126
  13. J. S. Seong, K. M. Kim, J. Y. suh, J. H. Ha, and S. N. Park, Antioxidative activities of whole plant extracts of Solanum nigrum L, J. Korean Oil Chem. Soc., 32, 781-788 (2015). https://doi.org/10.12925/jkocs.2015.32.4.781
  14. Y. N. Kim, B. Jennifer, Keogh, and P. M. Clifton, Polyphenols and glycemic control, Nutrients, 8(1), 17-43 (2016). https://doi.org/10.3390/nu8010017
  15. F. Gao, D. Zhao, and J. Deng, New flavonoids from Lysimachia christinae Hance, Helv. Chim. Acta, 96, 985-989 (2013). https://doi.org/10.1002/hlca.201200328
  16. China Pharmacopoeia Committee, Pharmacopoeia of the People's Republic China, 1, 204-205 China Medical Science Press, Beijing, China (2010).
  17. J. Deng, M. Ren, X. Dai, D. Qu, M. Yang, T. Zhang, and B. Jiang, Lysimachia christinae Hance regresses preestablished cholesterol gallstone in mice, J. Ethnopharmacol., 166, 102-108 (2015). https://doi.org/10.1016/j.jep.2015.03.031
  18. N. Shoji, A. Umeyama, and T. Takemoto, $Na^+-K^+$-ATPase inhibitors from Lysimachia japonica., J. Nat. Prod., 47, 530-532 (1984). https://doi.org/10.1021/np50033a023
  19. H. Y. Kim, S. S. Kim, C. K. Lee, and J. W. Choi, Biological activities of Lysimachiae herba-(1)-effects of the pretreatment of Lysimachiae herba on the enzyme activities in galactosamine-intoxicated rats, Korean J. Pharmacogn., 27(1), 58-64 (1996).
  20. J. W. Choi, J. C. Park, and C. K. Lee, Biologic activities of Lysimachiae Herba II-analgesic and antiinflammatory effects of ehtyl acetate fraction and a phenyl propanoid component, Nat. Prod. Sci., 3(2), 135-140 (1997).
  21. X. Yang, B. C. Wang, X. Zhang, W. Q. Liu, J. Z. Qian, W. Li, J. Deng, G. K. Singh, and H. Su, Evaluation of Lysimachia christinae Hance extracts as anticholecystitis and cholagogic agents in animals, J. Ethnopharmacol., 137, 57-63 (2011). https://doi.org/10.1016/j.jep.2011.04.029
  22. L. J. Tian, N. Y. Yang, and W. Q. Chen, Triterpene saponins from Lysimachia christinae, J. Asian Nat. Prod. Res., 10, 265-269 (2008). https://doi.org/10.1080/10286020701605265
  23. R. Y. Gan, L. Kuang, X. R. Xu, Y. Zhang, E. Q. Xia, F. L. Song, and H. B. Li, Screening of natural antioxidants from traditional Chinese medicinal plants associated with treatment of rheumatic disease, Molecules, 15(9), 5988-5997 (2010). https://doi.org/10.3390/molecules15095988
  24. K. Yasukawa and M. Takido, Flavonoid glycosides from Lysimachiae Herba and Lysimachia christianae var. typica1, Planta Med., 59, 578-578 (1993). https://doi.org/10.1055/s-2006-959773
  25. T. Marica, Engstrom, M. Palijarvi, and J. P. Salminen, Rapid fingerprint analysis of plant extracts for ellagitannins, gallic acid, and quinic acid derivatives and quercetin, kaempferol- and myricetin-based flavonol glycosides by UPLC-QqQ-MS/MS, J. Agric. Food Chem., 63, 4068-4079 (2015). https://doi.org/10.1021/acs.jafc.5b00595
  26. T. Iwashina and S. Matsumoto, Flavonoid glycosides from the Fern, Schizaea (Schizaeaceae) in south pacific region, and their distribution pattern, Bull. Natl. Mus. Nat. Sci. B, 39(4), 195-201 (2013).
  27. H. Sakakibara, Y. Honda, S. Nakagawa, H. Ashida, and K. Kanazawa, Simultaneous determination of all polyphenols in vegetables, fruits, and teas, J. Agric. Food Chem., 51, 571-581 (2003). https://doi.org/10.1021/jf020926l
  28. F. A. Bernal, L. E. Cuca-Suarez, L. F. Yamaguchi, and E. D. Coy-Barrera, LC-DAD-UV and LC-ESI-MS-based analyses, antioxidant capacity, and antimicrobial activity of a polar fraction from Iryanthera ulei leaves, Rec. Nat. Prod., 7(2), 152-156 (2013).
  29. A. Plazonic, F. Bucar, Z. Males, A. Mornar, B. Nigovic, and N. Kujundzic, Identification and quantification of flavonoids and phenolic acids in burr parsley (Caucalis platycarpos L.), using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry, Molecules, 14, 2466-2490 (2009). https://doi.org/10.3390/molecules14072466
  30. J. Sun, F. Liang, Y. Bin, P. Li, and C. Duan, Screening non-colored phenolics in red wines using liquid chromatography/ultraviolet and mass spectrometry/mass spectrometry libraries, Molecules, 12, 679-693 (2007). https://doi.org/10.3390/12030679