Journal of Microbiology and Biotechnology

The Korean Society for Microbiology and Biotechnology (한국미생물·생명공학회)
권호 표지

Inhibition of Melanogenesis by Dioctyl Phthalate Isolated from Nigella glandulifera Freyn

  • Nguyen, Duc T. M. (Department of Biological Engineering, Inha University) ;
  • Nguyen, Dung H. (Department of Biological Engineering, Inha University) ;
  • Hwa-La, Lyun (Department of Biological Engineering, Inha University) ;
  • Lee, Hyang-Bok (Department of Biological Engineering, Inha University) ;
  • Shin, Jeong-Hyun (Department of Dermatology, Inha University School of Medicine) ;
  • Kim, Eun-Ki (Department of Biological Engineering, Inha University)
  • Published : 2007.10.30
Download PDF
⟨ Previous Next ⟩

Abstract

Although a number of melanogenesis inhibitors have recently been reported and used as cosmetic additives, none is completely satisfactory, leaving a need for novel skin-depigmenting agents. Thus, to develop a novel skin depigmenting agent from natural sources, the inhibition of melanogenesis by Chinese plants was evaluated. A methanolic extract of Nigella glandulifera Freyn was found to inhibit the melanin synthesis of murine B16F10 melanoma cells by 43.7% and exhibited a low cytotoxicity (8.1%) at a concentration of $100\;{\mu}g/ml$. Thus, to identify the melanogenesis-inhibiting mechanism, the inhibitory activity towards tyrosinase, the key enzyme of melanogenesis, was further evaluated, and the results showed inhibitory effects on the activity of intracellular tyrosinase yet not on mushroom tyrosinase. Finally, to isolate the compounds with a hypopigmenting capability, activity-guided isolation was performed, and Dioctyl phthalate identified as inhibiting melanogenesis.

Keywords

References

  1. Baek, S. H., D. H. Kim, C. Y. Lee, Y. H. Kho, and C. H. Lee. 2006. Idescarpin isolated from the fruits of Idesia polycarpa inhibits melanin biosynthesis. J. Microbiol. Biotechnol. 16: 667-672
  2. Briganti, S., E. Camera, and M. Picardo. 2003. Chemical and instrumental approaches to treat hyperpigmentation. Pigment Cell Res. 16: 237-244 https://doi.org/10.1034/j.1600-0749.2003.00034.x
  3. Du, Q., L. Shen, L. Xiu, G. Jerz, and P. Winterhalter. 2006. Di-2-ethylhexyl phthalate in the fruits of Benincasa hispida. Food Addit. Contam. 23: 552-555 https://doi.org/10.1080/02652030500539758
  4. Giam, C. S., H. S. Chan, and G. S. Nef. 1975. Sensitive method for determination of phthalate ester plasticizers in open-ocean biota samples. Anal. Chem. 47: 2225-2229 https://doi.org/10.1021/ac60363a059
  5. Iozumi, K., G. E. Hoganson, R. Pennella, M. A. Everett, and B. B. Fuller. 1993. Role of tyrosinase as the determinant of pigmentation in cultured human melanocytes. J. Investig. Dermatol. 100: 806-811 https://doi.org/10.1111/1523-1747.ep12476630
  6. Ito, S. 2003. A chemist's view of melanogenesis. Pigment Cell Res. 16: 230-236 https://doi.org/10.1034/j.1600-0749.2003.00037.x
  7. Kim, W. G., I. J. Ryoo, S. H. Park, D. S. Kim, S. K. Lee, K. C. Park, and I. D. Yoo. 2005. Terrein, a melanin biosynthesis inhibitor, from Penicillium sp. 20135. J. Microbiol. Biotechnol. 15: 891-894
  8. Kim, Y. J., J. K. No, J. S. Lee, M. S. Kim, and H. Y. Chung. 2006. Antimelanogenic activity of 3,4-dihydroxyacetophenone: Inhibition of tyrosinase and MITF. Biosci. Biotechnol. Biochem. 70: 532-534 https://doi.org/10.1271/bbb.70.532
  9. Kushimoto, T., J. C. Valencia, G. E. Costin, K. Toyofuku, H. Watabe, K. Yasumoto, F. Rouzaud, W. D. Vieira, and V. J. Hearing. 2003. The melanosome: An ideal model to study cellular differentiation. Pigment Cell Res. 16: 237-244 https://doi.org/10.1034/j.1600-0749.2003.00034.x
  10. Lim, Y. H., I. H. Kim, J. J. Seo, and J. K. Kim. 2006. Tyrosinase inhibitor from the flowers of Impatiens balsamina. J. Microbiol. Biotechnol. 16: 1977-1983
  11. Liu, Y. M., J. S. Yang, and Q. H. Liu. 2004. A new alkaloid and its artificial derivative with an indazole ring from Nigella glandulifera. Chem. Pharm. Bull. 52: 454-455 https://doi.org/10.1248/cpb.52.454
  12. No, J. K., Y. J. Kim, J. S. Lee, and H. Y. Chung. 2006. Inhibition of melanogenic activity by 4,4-dihydroxybiphenyl in melanoma cells. Biol. Pharm. Bull. 29: 14-16 https://doi.org/10.1248/bpb.29.14
  13. Ortonne, J. P. 2002. Photoprotective properties of skin melanin. Br. J. Dermatol. 146: 7-10
  14. Pawelek, J. and A. Korner. 1982. Mammalian tyrosinase catalyzes three reactions in the biosynthesis of melanin. Science 17: 1163-1165
  15. Riley, P. A. 2003. Melanogenesis and melanoma. Pigment Cell Res. 16: 548-552 https://doi.org/10.1034/j.1600-0749.2003.00069.x
  16. Seiberg, M., C. Paine, E. Sharlow, P. Andrade-Gordon, M. Costanzo, M. Eisinger, and S. S. Shapiro. 2000. Inhibition of melanosome transfer results in skin lightening. J. Invest. Dermatol. 115: 162-167 https://doi.org/10.1046/j.1523-1747.2000.00035.x
  17. Sekiguchi, S., S. Ito, M. Suda, and T. Honma. 2006. Involvement of thyroxine in ovarian toxicity of di-(2-ethylhexyl) phthalate. Ind. Health 44: 274-279 https://doi.org/10.2486/indhealth.44.274
  18. Tickner, J. A., T. Schettler, T. Guidotti, M. McCally, and M. Rossi. 2001. Health risks posed by use of di-2-ethylhexyl phthalate (DEHP) in PVC medical devices; A critical review. Am. J. Ind. Med. 39: 100-111 https://doi.org/10.1002/1097-0274(200101)39:1<100::AID-AJIM10>3.0.CO;2-Q
  19. Urabe, K., J. Nakayama, and Y. Hori. 1998. Mixed epidermal and dermal hypermelanoses, pp. 909-911. In J. J. Norlund, R. E. Boissy, V. J. Hearing, R. A. King, and J. P. Ortonne (eds.), The Pigmentary System: Physiology and Pathophysiology. New York, Oxford University Press