Effect of chlorogenic acid on melanogenesis of B16 melanoma cells

Molecules

Volumn 19, Issue 9, 2014, Pages 12940-12948

  Li, Hao Rong ^a,b   Habasi, Maidina ^a   Xie, Lian Zhen ^a,b   Aisa, Haji Akber ^a  

^a XINJIANG TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY   (China)

^b UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

Browning reaction; Cell lytic solution; Chlorogenic acid; Melanogenesis; Tyrosinase

Indexed keywords

CHLOROGENIC ACID; CYCLIC AMP; MELANIN; MONOPHENOL MONOOXYGENASE; QUINIC ACID;

ANIMAL; BIOSYNTHESIS; CELL PROLIFERATION; DIET THERAPY; DRUG EFFECTS; EXPERIMENTAL MELANOMA; HUMAN; METABOLISM; MOUSE; PATHOLOGY; TUMOR CELL LINE;

ANIMALS; CELL LINE, TUMOR; CELL PROLIFERATION; CHLOROGENIC ACID; CYCLIC AMP; HUMANS; MELANINS; MELANOMA, EXPERIMENTAL; MICE; MONOPHENOL MONOOXYGENASE; QUINIC ACID;

EID: 84908143911     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules190912940     Document Type: Article

References (28)

1. Upadhyay, R.; Mohan Rao, L.J. An outlook on chlorogenic acids-Occurrence, chemistry, technology, and biological activities. Crit. Rev. Food Sci. Nutr. 2013, 53, 968-984.
2. Scharffetter-Kochanek, K.; Wlaschek, M.; Brenneisen, P.; Schauen, M.; Blaudschun, R.; Wenk, J. UV-induced reactive oxygen species in photocarcinogenesis and photoaging. Biol. Chem. 1997, 378, 1247-1257.
3. Gaudout, D.; Megard, D.; Inisan, C.; Esteve, C.; Lejard, F. Phloridzin-Rich Phenolic Fraction and Use Thereof as a Cosmetic, Dietary or Nutraceutical Agent. U.S. Patent 7427418 B2, 23 September 2008.
4. Gaudout, D.; Megard, D.; Lejard, F. Use of a Dihydrochalcone-Rich Phenolic Fraction in a Cosmetic Treatment. U.S. Patent 7285298, 23 October 2007.
5. Kim, Y.-J.; Uyama, H. Tyrosinase inhibitors from natural and synthetic sources: Structure, inhibition mechanism and perspective for the future. Cell. Mol. Life Sci. CMLS 2005, 62, 1707-1723.
6. Lee, B.W.; Schwartz, R.A.; Hercogov J.; Valle, Y.; Lotti, T.M. Vitiligo road map. Dermatol. Ther. 2012, 25, S44-S56.
7. Coates, C.J.; Nairn, J. Hemocyanin-derived phenoloxidase activity: A contributing factor to hyperpigmentation in Nephrops norvegicus. Food Chem. 2013, 140, 361-369.
8. Parrish, J.A.; Fitzpatrick, T.B.; Shea, C.; Pathak, M.A. Photochemotherapy of vitiligo: Use of orally administered psoralens and a high-intensity long-wave ultraviolet light system. Arch. Dermatol. 1976, 112, 1531-1534.
9. Kao, C.-H.; Yu, H.-S. Comparison of the effects of 8-methoxypsoralen (8-MOP) plus UVA (PUVA) on human melanocytes in vitiligo vulgaris and in vitro. J. Investig. Dermatol. 1992, 98, 734-740.
10. Lerner, A.B.; Denton, C.R.; Fitzpatrick, T.B. Clinical and experimental studies with 8-methoxypsoralen in vitiligo. J. Investig. Dermatol. 1953, 20, 299-314.
11. Nylander, K.; Bourdon, J.C.; Bray, S.E.; Gibbs, N.K.; Kay, R.; Hart, I.; Hall, P.A. Transcriptional activation of tyrosinase and TRP-I by p53 links UV irradiation to the protective tanning response. J. Pathol. 2000, 190, 39-46.
12. Galibert, M.D.; Carreira, S.; Goding, C.R. The Usf-1 transcription factor is a novel target for the stress-responsive p38 kinase and mediates UV-induced tyrosinase expression. EMBO J. 2001, 20, 5022-5031.
13. Deeni, Y.Y.; Ibbotson, S.H.; Woods, J.A.; Wolf, C.R.; Smith, G. Cytochrome P450 CYP1B1 interacts with 8-methoxypsoralen (8-MOP) and influences psoralen-ultraviolet A (PUVA) sensitivity. PLoS One 2013, 8, e75494.
14. Koenigs, L.L.; Trager, W.F. Mechanism-based inactivation of cytochrome P450 2B1 by 8-methoxypsoralen and several other furanocoumarins. Biochemistry 1998, 37, 13184-13193.
15. Lei, T.C.; Virador, V.; Yasumoto, K.; Vieira, W.D.; Toyofuku, K.; Hearing, V.J. Stimulation of melanoblast pigmentation by 8-methoxypsoralen: The involvement of microphthalmia-associated transcription factor, the protein kinase A signal pathway, and proteasome-mediated degradation. J. Investig. Dermatol. 2002, 119, 1341-1349.
16. Hearing, V.J.; Tsukamoto, K. Enzymatic control of pigmentation in mammals. FASEB J. 1991, 5, 2902-2909.
17. Pawelek, J.M. After dopachrome? Pigm. Cell Res. 1991, 4, 53-62.
18. Chen, Y.-S.; Lee, S.-M.; Lin, Y.-J.; Chiang, S.-H.; Lin, C.-C. Effects of Danshensu and Salvianolic Acid B from Salvia miltiorrhiza Bunge (Lamiaceae) on cell proliferation and collagen and melanin production. Molecules 2014, 19, 2029-2041.
19. Aroca, P.; Garcia-Borron, J.C.; Solano, F.; Lozano, J.A. Regulation of mammalian melanogenesis I: Partial purification and characterization of a dopachrome converting factor: Dopachrome tautomerase. BBA-Gen. Subj. 1990, 1035, 266-275.
20. Alaluf, S.; Atkins, D.; Barrett, K.; Blount, M.; Carter, N.; Heath, A. Ethnic variation in melanin content and composition in photoexposed and photoprotected human skin. Pigm. Cell Res. 2002, 15, 112-118.
21. Brenner, M.; Hearing, V.J. The protective role of melanin against UV damage in human skin. Photochem. Photobiol. 2008, 84, 539-549.
22. Iwai, K.; Kishimoto, N.; Kakino, Y.; Mochida, K.; Fujita, T. In vitro antioxidative effects and tyrosinase inhibitory activities of seven hydroxycinnamoyl derivatives in green coffee beans. J. Agric. Food Chem. 2004, 52, 4893-4898.
23. Kong, J.-N.; Lee, H.-J.; Jo, D.-H.; Kong, K.-H. Characterization of human tyrosinase ectodomain expressed in Escherichia coli. Protein Peptide Lett. 2010, 17, 1026-1030.
24. Murata, M.; Sugiura, M.; Sonokawa, Y.; Shimamura, T.; Homma, S. Properties of chlorogenic acid quinone: Relationship between browning and the formation of hydrogen peroxide from a quinone solution. Biosci. Biotechnol. Biochem. 2002, 66, 2525-2530.
25. Munoz, J.; Garcia-Molina, F.; Varon, R.; Rodriguez-Lopez, J.; Garcia-Ruiz, P.; Garcia-Canovas, F.; Tudela, J. Kinetic characterization of the oxidation of chlorogenic acid by polyphenol oxidase and peroxidase. Characteristics of the o-quinone. J. Agric. Food Chem. 2007, 55, 920-928.
26. Ryu, H.W.; Jeong, S.H.; Curtis-Long, M.J.; Jung, S.; Lee, J.W.; Wo, H.S.; Cho, J.K.; Park, K.H. Inhibition effects of mangosenone F from garcinia mangostana on melanin formation in B16F10 cells. J. Agric. Food Chem. 2012, 60, 8372-8378.
27. Shirasugi, I.; Sakakibara, Y.; Yamasaki, M.; Nishiyama, K.; Matsui, T.; Liu, M.-C.; Suiko, M. Novel screening method for potential skin-whitening compounds by a luciferase reporter assay. Biosci. Biotechnol. Biochem. 2010, 74, 2253-2258.
28. Kuijpers, T.F.; Narváez-Cuenca, C.-E.; Vincken, J.-P.; Verloop, A.J.; van Berkel, W.J.; Gruppen, H. Inhibition of enzymatic browning of chlorogenic acid by sulfur-containing compounds. J. Agric. Food Chem. 2012, 60, 3507-3514.