Korean Journal of Plant Resources (한국자원식물학회지)

The Plant Resources Society of Korea (한국자원식물학회)
권호 표지
DOI QR코드

DOI QR Code

Tyrosinase Inhibitory Activity and Melanin Production Inhibitory Activity of Taraxinic Acid from Taraxacum coreanum

흰민들레(Taraxacum coreanum)에서 분리한 taraxinic acid의 tyrosinase 활성저해 및 melanin 생성저해 효과

  • 박승일 ((주)씨앤비바이오) ;
  • 윤혜련 ((주)씨앤비바이오) ;
  • 신준호 (경기도경제과학진흥원 바이오센터) ;
  • 이성주 (안양대학교 환경에너지공학과) ;
  • 김도윤 (호서대학교 화장품생명공학부) ;
  • 이환명 (호서대학교 화장품생명공학부)
  • Received : 2021.03.25
  • Accepted : 2021.06.01
  • Published : 2021.08.01
Download PDF
⟨ Previous Next ⟩

Abstract

This study was to investigate the Taraxinic acid from Taraxacum coreanum on tyrosinase activity and melanogenesis. In B16BL6 cell, Taraxinic acid did not show cytotoxicity even at concentrations of up to 100 ㎍/mL. In addition, tyrosinase inhibitory activity and melanogenesis inhibitory activity were confirmed by stimulation with α-melanocyte stimulating hormone (α-MSH) in the presence of taraxinic acid. Taraxinic acid was added to cells at concentrations of 10, 50 and 100 ㎍/mL and treated for 48 hours to confirm tyrosinase inhibitory activity and melanin production. The tyrosinase inhibitory activity increased in proportion to the amount of the sample, and showed an inhibitory activity of about 54.5% at a concentration of 50 ㎍/mL. Melanin production decreased in proportion to the sample amount, and it was about 62.2% at the concentration of 10 ㎍/mL. From the above results, it was found that Taraxinic acid had higher tyrosinase activity and melanin synthesis inhibitory activity in melanocyte than arbutin. The results suggest that Taraxinic acid can be utilized in natural whitening cosmetics.

흰민들레 추출물에서 분리한 taraxinic acid, dihydrotaraxinic acid 및 luteolin를 대상으로 화장품의 미백 소재로서의 이용 가능성을 조사하였다. In vitro tyrosinase 저해 활성은 100 ㎍/mL에서 대조군인 ascorbic acid는 42% 저해 활성을 보였으며, luteolin은 48%, taraxinic acid는 29%, 그리고 dihydrotaraxinic acid는 18%를 보여 luteolin이 가장 높게 나타냈다. Taraxinic acid와 dihydrotaraxinic acid는 100 ㎍/mL 이하의 조건에서 B16BL6 멜라닌 형성 세포의 생존율에 영향을 미치지 않았으나, luteolin은 강한 세포 독성을 나타냈다. Taraxinic acid와 dihydrotaraxinic acid가 세포 생존율에 영향을 미치지 않는 농도 범위(10, 50, 100 ㎍/mL)에서 B16BL6 세포 내 멜라닌 생합성 및 tyrosinase 활성을 확인한 결과 농도 의존적으로 억제하는 것으로 확인되었다. 특히 taraxinic acid는 tyrosinase inhibitor로 알려진 arbutin보다 뛰어난 저해 활성을 나타내어, 천연 기능성 미백 화장품 원료로 사용 가능성이 기대된다.

Keywords

Acknowledgement

본 연구는 산업통상자원부 및 한국산업기술진흥원에서 시행한 광역협력권산업육성사업(지역주도형R&D) (세부과제번호 : P0006141)의 지원에 의해 이루어진 성과입니다.

References

  1. Ahn, J.H., E.J. Mo, Y.H. Jo, B.Y. Hwang and M.K. Lee. 2019. Two new sesquiterpenes from the roots of Taraxacum coreanum. Chem. Nat. Compd. 55:278-280. https://doi.org/10.1007/s10600-019-02666-y
  2. Ando, H., Y. Niki, M . Ito, K. Akiyama, M .S. M atsui, D.B. Yarosh and M. Ichihash. 2012. Melanosomes are transferred from melanocytes to keratinocytes through the processes of packaging, release, uptake and dispersion. J. Invest. Dermatol. 132:1222-1229. https://doi.org/10.1038/jid.2011.413
  3. Baba, K., S. Abe and D. Mizuno. 1981. Antitumor activity of hot water extract of dandelion, Taraxacum officinale correlation between antitumor activity and timing of administration. Yakugaku Zasshi 101:538-543. https://doi.org/10.1248/yakushi1947.101.6_538
  4. Blaschek, W., R. Hansel, K. Keller, J. Reichling, H. Rimpler and G. Schneider. 1998. Hagers Handbuch derPharmazeutischen Praxis. Berlin, Heidelberg, NY: Springer Verlag, Folgeband 3, Drogen L-Z, p. 897.
  5. Cabanes, J., S. Chazarra and F. Garxia-Carmona. 1994. Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase. J. Pharm. Pharmacol. 46:982-985. https://doi.org/10.1111/j.2042-7158.1994.tb03253.x
  6. Choi, J.H., K.M. Shin, N.Y. Kim, J.P. Hong, Y.S. Lee, H.J. Kim, H.J. Park and K.T. Lee. 2002. Taraxinic acid, a hydrolysate of sesquiterpene lactone glycoside from the Taraxacum coreanum NAKAI, induces the differentiation of human acute promyelocytic leukemia HL-60 cells. Biol. Pharm. Bull. 25:1446-1450. https://doi.org/10.1248/bpb.25.1446
  7. Chung, S.K. 2001. Preparation of Antioxidative and Anti-browning Fraction and Purification of Active Compounds from Chestnut Outer Peel. Korea Patent 1020010057283.
  8. Esatbeyoglu, T., B. Obermair, T. Dorn, K. Siems, G. Rimbach and M. Birringer. 2017. Sesquiterpene lactone composition and cellular Nrf2 induction of Taraxacum officinale leaves and roots and taraxinic acid beta-D-glucopyranosyl ester. J. Med. Food. 20:71-78. https://doi.org/10.1089/jmf.2016.0105
  9. Francoeur, A.M. and A. Assalian. 1996. Microcat: A novel cell proliferation and cytotoxicity assay based on WST-1. Biochemica 3:19-25.
  10. Hausen, B.M. 1982. Taraxinic acid 1'-O-beta-D-glucopyranoside, the contact sensitizer of dandelion (Taraxacum officinale Wiggers). Derm Beruf Umwelt. 30:51-53.
  11. Hosoi, J., E. Abe, T. Suda and T. Kuroki. 1985. Regulation of melanin synthesis of B16 mouse melanoma cells by 1 alpha, 25-dihydroxyvitamin D3 and retinoic acid. Cancer. Res. 45: 1474-1478.
  12. Ishikawa, M., I. Kawase and F. Ishii. 2007. Glycine inhibits melanogenesis in vitro and causes hypopigmentation in vivo. Biol. Pharm. Bull. 30:2031-2036. https://doi.org/10.1248/bpb.30.2031
  13. Kang, J.R. and S.M . Yoo. 2009. A study on effect on skin whitening action in Taraxacum platycarpum fractions. Korean J. Aesthet. Cosmetol. 7:199-206.
  14. Kang, M.J., Y.H. Seo, J.B. Kim, S.R. Shin and K.S. Kim. 2000. The chemical composition of Taraxacum officinale consumed in Korea. Korean J. Soc. Food Sci. 16:182-187.
  15. Kim, D.H. 1995. Antitumor activity of fractions of Taraxaci herba synergistic effect with anticancer drugs. Department of Life and Health Science, MS Thesis, Taejon Univ., Korea.
  16. Kim, D.H., T.S. Park and S.G. Kim. 2019. Whitening and antiwrinkle effect of Spirodela polyrhiza extracts. J. Appl. Biol. Chem. 62:391-398. https://doi.org/10.3839/jabc.2019.054
  17. Kim, H.S. 2019. Effect of Calendula arvensis extract on antimelanogenesis and antimicrobial activity. J. Appl. Biol. Chem. 62:137-141. https://doi.org/10.3839/jabc.2019.019
  18. Lee, B.W. and D.H. Shin. 1991. Screening of natural antimicrobial plant extract on food spoilage microorganism. Korean J. Food Sci. Technol. 23:200-204.
  19. Lee, E.B., J.K. Kim and O.K. Kim. 1993. The antigastritic effect of Taraxaci herba. Korean J. Pharmacogn. 24:313-318.
  20. Lim, S.M., H.J. Park and Y.J. Cho. 2017. Antioxidative and biological activity of extracts from Orostachys japonicus. J. Appl. Biol. Chem. 60:293-300. https://doi.org/10.3839/jabc.2017.046
  21. Mascolo, N., G. Autore, F. Capasso, A. Menghini and M.P. Fasulo. 1987. Biological screening of Italian medicinal plants for antiinflammatory activity. Phytother. Res. 1:28-31. https://doi.org/10.1002/ptr.2650010107
  22. Michalska, K., J. Marciniuk and A. Stojakowska. 2020. A new sesquiterpenoid and further natural products from Taraxacum portentosum Kirschner & Stepanek, an endangered species. Nat. Prod. Res. 13:1-5.
  23. Ngamwongsatit, P., P.P. Banada, W. Panbangred and A.K. Bhunia. 2008. WST-1-based cell cytotoxicity assay as a substitute for MTT-based assay for rapid detection of toxigenic Bacillus species using CHO cell line. J. Microbiol. Methods 73:211-215. https://doi.org/10.1016/j.mimet.2008.03.002
  24. Park, C.I., J.H. Kim, W.S. Hwang, B.D. Lee and K.Y. Lee. 2016. In vitro antityrosinase activity of viscumneoside III and homoflavoyadorinin B isolated from Korean Mistletoe (Viscum album). Korean J. Plant Res. 29:690-698. https://doi.org/10.7732/kjpr.2016.29.6.690
  25. Shahidi, F., P.K. Janitha and P.D. Wanasundara. 1992. Phenolic antioxidants. Critical. Rev. Food Sci. Nut. 32:67-103. https://doi.org/10.1080/10408399209527581
  26. Shosuke, I. 2003. A Chemist's view of melanogenesis. Pigment Cell Res. 16:230-236. https://doi.org/10.1034/j.1600-0749.2003.00037.x
  27. Slominski, A., D.J. Tobin, S. Shibahara and J. Wortsman. 2004. Melanin pigmentation in mammalian skin and its hormonal regulation. Physiol. Rev. 84:1155-1228. https://doi.org/10.1152/physrev.00044.2003
  28. Song, H.N. and N.I. Baek. 2020. Isolation of bioactive compounds from the ethylacetate fraction of fermented garlic complex and their tyrosinase inhibition activities. Korean J. Plant Res. 33:63-72.
  29. Takasaki, M., T. Konoshima, H. Tokuda, K. Masuda, Y. Arai, K. Shiojima and H. Ageta. 1999a. Anticarcinogenic activity of Taraxacum plant. I. Biol. Pharm. Bull. 22:602-605. https://doi.org/10.1248/bpb.22.602
  30. Takasaki, M., T. Konoshima, H. Tokuda, K. Masuda, Y. Arai, K. Shiojima and H. Ageta. 1999b. Anticarcinogenic activity of Taraxacum plant. II. Biol. Pharm. Bull. 22:606-610. https://doi.org/10.1248/bpb.22.606
  31. Taylor, S.C. 2002. Skin of color: Biology, structure, function and implications for dermatologic disease. J. Am. Acad. Dermatol. 46:41-62.
  32. Tomita, K., N. Oda, M. Ohbayashi, H. Kamei, T. Miyaki and T. Oki. 1990. A new screening method for melanin biological synthesis inhibitor using Streptomyces bikiniensis. J. Antibiot. 43:1601-1605. https://doi.org/10.7164/antibiotics.43.1601
  33. Williams, C.A., F. Goldstone and J. Greenham. 1996. Flavonoids, cinnamic acids and coumarins from the different tissues and medicinal preparations of Taraxacum officinale. Phytochemistry 42:121-127. https://doi.org/10.1016/0031-9422(95)00865-9
  34. Yan, Y., J.H. Chu, H. Wang, H. Xu, G.X. Chou, A.K.M. Leung, W.F. Fong and Z.L. Yu. 2010. Involvement of p38 MAPK signaling pathway in the antimelanogenic effect of sanbaitang, a chinese herbal formula, in B16 cells. J. Ethnopharmacol. 132:533-535. https://doi.org/10.1016/j.jep.2010.09.007
  35. Yang, B.C. 2000. Cosmetic composition for skin whitening comprising and the extract from Rubus coreanus Miq. Korea Patent 1020000073267.