Hordenine, a single compound produced during barley germination, inhibits melanogenesis in human melanocytes

Food Chemistry

Volumn 141, Issue 1, 2013, Pages 174-181

  Kim, Sang Cheol ^a   Lee, Jin Hyunk ^a   Kim, Moo Han ^a   Lee, Jung A ^a   Kim, Yum Beom ^a   Jung, Eunsun ^a   Kim, Young Soo ^a   Lee, Jongsung ^b   Park, Deokhoon ^a  

^a Biospectrum Life Science Institute   (South Korea)

^b Eulji University   (South Korea)

Author keywords

Barley; Factor; Hordenine; Melanogenesis; Microphthalmia associated transcription; Tyrosinase

Indexed keywords

PROTEINS; TRANSCRIPTION; TRANSCRIPTION FACTORS;

BARLEY; FACTOR; HORDENINE; MELANOGENESIS; TYROSINASE;

MELANIN;

CYCLIC AMP; HORDENINE; MELANIN; MICROPHTHALMIA ASSOCIATED TRANSCRIPTION FACTOR; MONOPHENOL MONOOXYGENASE; TYROSINASE RELATED PROTEIN 1; UPSTREAM STIMULATORY FACTOR;

ARTICLE; BARLEY; CELL VIABILITY; CONTROLLED STUDY; DRUG EFFECT; DRUG INHIBITION; DRUG MECHANISM; ENZYME ACTIVITY; GERMINATION; HISTOCHEMISTRY; HUMAN; HUMAN CELL; HUMAN CELL CULTURE; MELANOCYTE; MELANOGENESIS; PROTEIN EXPRESSION; SIGNAL TRANSDUCTION; WESTERN BLOTTING;

HORDEUM; HORDEUM VULGARE SUBSP. VULGARE;

EID: 84877277528     PISSN: 03088146     EISSN: 18737072     Source Type: Journal    
DOI: 10.1016/j.foodchem.2013.03.017     Document Type: Article

References (30)

1. Barwell, C. J., Basma, A. N., Lafi, M. A., & Leake, L. D. (1989). Deamination of hordenine by monoamine oxidase and its action on vasa deferentia of the rat. The Journal of Pharmacy and Pharmacology, 41, 421-423. (Pubitemid 19175241)
2. Beri, V., & Gupta, R. (2007). Acetylcholinesterase inhibitors neostingmine and physostingmine inhibit induction of alpha-amylase activity during seed germination in barley, Hordeum vulgare var. Jyoti. Life Sciences, 80, 2386-2388. (Pubitemid 46818283)
3. Bertolotto, C., Abbe, P., Hemesath, T. J., Bille, K., Fisher, D. E., Ortonne, J. P., et al. (1998). Microphthalmia gene product as a signal transducer in cAMP-induced differentiation of melanocytes. Journal of Cell Biology, 142, 827-835. (Pubitemid 28381498)
4. Bonoli, M., Verado, V., Marconi, E., & Caboni, M. F. (2004). Antioxidant phenols in barley (Hordeum vulgare L.) flour: Comparative spectrophotometric study among extraction methods of free and bound phenolic compound. Journal of Agricultural and Food Chemistry, 52, 5195-5200.
5. Braga, D. L., & Mclaughlin, J. L. (1969). Cactus alkaloids. V. Isolation of hordenine and N-methyltyamine from Ariocarpus retusus. Planta Medica, 17, 87-94.
6. Busca, R., & Ballotti, R. (2000). Cyclic AMP a key messenger in the regulation of skin pigmentation. Pigment Cell Research, 13, 60-69. (Pubitemid 30324886)
7. Conti, M., & Beavo, J. (2007). Biochemistry and physiology of cyclic nucleotide phosphodiesterases: Essential components in cyclic nucleotide signaling. Annual Review of Biochemistry, 76, 481-511.
8. del Marmol, V., & Beermann, F. (1996). Tyrosinase and related proteins in mammalian pigmentation. FEBB Letters, 381, 165-168. (Pubitemid 26081894)
9. Draelos, Z. D. (2007). Skin lightening preparations and the hydroquinone controversy. Dermatologic Therapy, 20, 308-313. (Pubitemid 350197161)
10. Ferreres, F., Krskova, Z., Goncalves, R. F., Valentao, P., Pereira, J. A., Dusek, J., et al. (2009). Free water-soluble phenolics profiling in barley (Hordeum vulgare L.). Journal of Agricultural and Food Chemistry, 57, 2405-2409.
11. Friedmann, P. S., & Gilchress, B. A. (1987). Ultraviolet radiation directly induces pigment production by cultured human melanocytes. Journal of Cellular Physiology, 133, 88-94. (Pubitemid 18022450)
12. Gaggoli, C., Busca, R., Abbe, P., Ortonne, J. P., & Ballotti, R. (2003). Microphthalmiaassociated transcription factor (MITF) is required but is not sufficient to induce the expression of melanogenic gene. Pigment Cell Research, 16, 374-382. (Pubitemid 36950570)
13. Gillbro, J. M., Marles, L. K., Hibberts, N. A., & Schallreuter, K. U. (2004). Autocrine catecholamine biosynthesis and the beta-adrenoceptor signal promote pigmentation in human epidermal melanocytes. Journal of Investigative Dermatology, 123, 346-353. (Pubitemid 38951830)
14. Gillbro, J. M., & Olsson, M. J. (2011). The melanogensis and mechanisms of skinlightening agents-existing and new approaches. International Journal of Cosmetic Science, 33, 210-221.
15. Hunt, G., Todd, C., Cresswell, J. E., & Thody, A. J. (1994). Alpha-melanocyte stimulating hormone and its analogue NIe4DPhe7 alpha-MSH affect morphology, tyrosinase activity and melanogenesis in cultured human melanocytes. Journal of Cell Science, 107, 205-211.
16. Jung, E., Hwang, W., Kim, S., Kim, Y. S., Kim, Y. S., Lee, J., et al. (2011). Depigmenting action of platycodin D depends on the cAMP/Rho-dependent signaling pathway. Experimental Dermatology, 20, 986-991.
17. Kinoshita, M., Hori, N., Aida, K., Sugawara, T., & Ohnishi, M. (2007). Prevention of melanin formation by yeast cerebroside in B16 mouse melanoma cells. Journal of Oleo Science, 56, 645-648.
18. Lovett, J. V., Hoult, A. H. C., & Christen, O. (1994). Biologically active secondary metabolites of barley. IV. Hordenine production by different barley lines. Journal of Chemical Ecology, 20, 1945-1954. (Pubitemid 2148147)
19. Lu, J., Zhao, H., Chen, J., Fan, W., Dong, J., Kong, W., et al. (2007). Evolution of phenolic compounds and antioxidant activity during malting. Journal of Agricultural and Food Chemistry, 55, 10994-11001.
20. MaNN, J. D., Steinhart, C. E., & Mudd, S. H. (1963). Alkaloids and plant metabolism V. The distribution and formation of tyramine methypherase during germination of barley. Journal of Biological Chemistry, 238, 676-681.
21. Neeley, E., Fritch, G., Fuller, A., Wolfe, J., Wright, J., & Flurkey, W. (2009). Variations in IC (50) values with purity of mushroom tyrosinase. International Journal of Molecular Sciences, 10, 3811-3823.
22. Rao, G. S. (1970). Identity of peyocactin, an antibiotic from peyote (Lophophora williamsii), and hordenine. The Journal of Pharmacy and Pharmacology, 22, 544-545.
23. Rees, J. L. (2004). The genetics of sun sensitivity in humans. American Journal of Human Genetics, 75, 739-751. (Pubitemid 39390484)
24. Sander, L. C., Putzbach, K., Nelson, B. C., Rimmer, C. A., Bedner, M., Thomas, J. B., et al. (2008). Certification of standard reference materials containing bitter orange. Analytical Bioanalytical Chemistry, 391, 2023-2034.
25. Singh, S. K., Sarkar, C., Mallick, S., Saha, B., Bera, R., & Bhadra, R. (2005). Human placental lipid induces melanogenesis through p38MAPK in B16F10 mouse melanoma. Pigment Cell Research, 18, 113-121. (Pubitemid 40445047)
26. Slominski, A., Tobin, D. J., Shibahara, S., & Wortsman, J. (2001). Melanin pigmentation in mammalian skin and its hormonal regulation. Physiological Reviews, 84, 1155-1228
27. Tian, S., Nakamura, K., & Kayahara, H. (2004). Analysis of phenolic compounds in white rice, brown rice, and germinated brown rice. Journal of Agricultural and Food Chemistry, 52, 4808-4813.
28. Vance, K. W., & Goding, C. R. (2004). The transcription network regulating melanocyte development and melanoma. Pigment Cell Research, 17, 318-325. (Pubitemid 38993061)
29. Yokoo, Y., Kohda, H., Kusumoto, A., Naoki, H., Matsumoto, N., Amachi, T., et al. (1999). Isolation from beer and structural determination of a potent stimulant of gastrin. Alcohol and Alcoholism, 34, 161-168. (Pubitemid 29213710)
30. Zhao, H., Dong, J., Lu, J., Chen, J., Li, Y., Shan, L., et al. (2006). Effects of extraction solvent mixtures on antioxidant activity evaluation and their extraction capacity and selectivity for free phenolic compounds in barley (Hordeum vulgare L.). Journal of Agricultural and Food Chemistry, 54, 7277-7286. (Pubitemid 44554952)