Characterization of melanogenesis inhibitory constituents of morus alba leaves and optimization of extraction conditions using response surface methodology

Molecules

Volumn 20, Issue 5, 2015, Pages 8730-8741

  Jeong, Ji Yeon ^a   Liu, Qing ^a   Kim, Seon Beom ^a   Jo, Yang Hee ^a   Mo, Eun Jin ^a   Yang, Hyo Hee ^a   Song, Dae Hye ^a   Hwang, Bang Yeon ^a   Lee, Mi Kyeong ^a  

^a Chungbuk National University   (South Korea)

Author keywords

Melanin; Melanogenesis; Morus alba; Optimization; Phenolic content; Tyrosinase

Indexed keywords

BENZOFURAN DERIVATIVE; CHALCONE; FLAVONOID; MELANIN; MONOPHENOL MONOOXYGENASE; PHENOL DERIVATIVE; PLANT EXTRACT; STILBENE DERIVATIVE;

ANTAGONISTS AND INHIBITORS; BIOSYNTHESIS; CHEMISTRY; HUMAN; HYPERPIGMENTATION; MELANOMA; METABOLISM; MORUS; PATHOLOGY; PLANT LEAF; TUMOR CELL LINE;

BENZOFURANS; CELL LINE, TUMOR; CHALCONE; FLAVONOIDS; HUMANS; HYPERPIGMENTATION; MELANINS; MELANOMA; MONOPHENOL MONOOXYGENASE; MORUS; PHENOLS; PLANT EXTRACTS; PLANT LEAVES; STILBENES;

EID: 84983683520     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules20058730     Document Type: Article

References (35)

1. Prota, G. Progress in the chemistry of melanins and related metabolites. Med. Res. Rev. 1988, 8, 525-556.
2. Rees, J.L. Genetics of hair and skin color. Annu. Rev. Genet. 2003, 37, 67-90.
3. Hah, Y.S.; Cho, H.Y.; Lim, T.Y.; Park, D.H.; Kim, H.M.; Yoon, J.; Kim, J.G.; Kim, C.Y.; Yoon, T.J. Induction of melanogenesis by rapamycin in human MNT-1 melanoma cells. Ann. Dermatol. 2012, 24, 151-157.
4. Liu, W.S.; Kuan, Y.D.; Chiu, K.H.; Wang, W.K.; Chang, F.H.; Liu, C.H.; Lee, C.H. The extract of Rhodobacter sphaeroides inhibits melanogenesis through the MEK/ERK signaling pathway. Mar. Drugs 2013, 11, 1899-1908.
5. Solano, F.; Briganti, S.; Picardo, M.; Ghanem, G. Hypopigmenting agents: An updated review on biological, chemical and clinical aspects. Pigment Cell Res. 2006, 19, 550-571.
6. Chang, T.S. An updated review of tyrosinase inhibitors. Int. J. Mol. Sci. 2009, 10, 2440-2475.
7. Kim, Y.-J.; Uyana, H. Tyrosinase inhibitors from natural and synthetic sources: Structure, inhibition mechanism and perspective for the future. Cell. Mol. Life Sci. 2005, 62, 1707-1723.
8. Parvez, S.; Kang, M.; Chung, H.W.; Bae, H. Naturally occurring tyrosinase inhibitors: Mechanism and applications in skin health, cosmetics and agriculture industries. Phytother. Res. 2007, 21, 805-816.
9. Tang, W.; Eisenbrand, G. Morus alba. In Handbook of Chinese Medicinal Plants, 1st ed.; Wiley-VCH Verlag GmbH & Co. KGaA.: Weinheim, Germany, 2011; Volume 2, pp. 777-781.
10. Wang, K.H.; Lin, R.D.; Hsu, F.L.; Huang, Y.H.; Chang, H.C.; Huang, C.Y.; Lee, M.H. Cosmetic applications of selected traditional Chinese herbal medicines. J. Ethnopharmacol. 2006, 106, 353-359.
11. Lee, K.T.; Lee, K.S.; Jeong, J.H.; Jo, B.K.; Heo, M.Y.; Kim, H.P. Inhibitory effects of Ramulus mori extracts on melanogenesis. J. Cosmet. Sci. 2003, 54, 133-142.
12. Lee, S.H.; Choi, S.Y.; Kim, H.; Hwang, J.S.; Lee, B.G.; Gao, J.J.; Kim, S.Y. Mulberroside F isolated from the leaves of Morus alba inhibits melanin biosynthesis. Biol. Pharm. Bull. 2002, 25, 1045-1048.
13. Park, K.T.; Kim, J.K.; Hwang, D.; Yoo, Y.; Lim, Y.H. Inhibitory effect of mulberroside A and its derivatives on melanogenesis induced by untraviolet B irradiation. Food Chem. Toxicol. 2011, 49, 3038-3045.
14. Takahashi, M.; Takara, K.; Toyozato, T.; Wada, K. A novel bioactive chalcone of Morus australis inhibits tyrosinase activity and melanin biosynthesis in B16 melanoma cells. J. Oleo Sci. 2012, 61, 585-592.
15. Shin, N.H.; Ryu, S.Y.; Choi, E.J.; Kang, S.H.; Chang, I.M.; Min, K.R.; Kim, Y. Oxyresveratrol as the potent inhibitor on dopa oxidase activity of mushroom tyrosinase. Biochem. Biophys. Res. Commun. 1998, 243, 801-803.
16. Zhang, W.M.; Huang, W.Y.; Chen, W.X.; Han, L.; Zhang, H.D. Optimization of extraction condition of areca seed polyphenols and evaluation of their antioxidant activities. Molecules 2014, 19, 16416-16427.
17. Lu, C.-L.; Zhu, Y.-F.; Hu, M.-M.; Wang, D.-M.; Zu, X.-J.; Lu, C.-J.; Zhu, W. Optimization of astilbin extraction from the rhizome of Smilax glabra, and evaluation of its anti-inflammatory effect and probable underlying mechanism in lipopolysaccharide-induced RAW264.7 macrophages. Molecules 2015, 20, 625-644.
18. Jeong, J.Y.; Jo, Y.H.; Lee, K.Y.; Do, S.-G.; Hwang, B.Y.; Lee, M.K. Optimization of pancreatic lipase inhibition by Cudrania tricuspidata fruits using response surface methodology. Bioorg. Med. Chem. Lett. 2014, 24, 2329-2333.
19. Bezerra, M.A.; Santelli, R.E.; Oliveira, E.P.; Villar, L.S.; Escaleira, L.A. Response surface methodology (RSM) as a tool for optimization in analytical chemistry. Talanta 2008, 76, 965-977.
20. Xu, Q.; Chen, Y.; Wang, H.; Zhang, N.; Xu, S.; Zhang, L. Application of response surface methodology to optimize extraction of flavonoids from Fructus sophorae. Food Chem. 2013, 138, 2122-2129.
21. Ferreira, S.L.C.; Bruns, R.E.; Ferreira, H.S.; Matos, G.D.; David, J.M.; Brandao, G.C.; da Silva, E.G.P.; Portugal, L.A.; Reis, P.S.; Souza, A.S.; et al. Box-Behnken design An alternative for the optimization of analytical methods. Anal. Chim. Acta 2007, 597, 179-186.
22. Eumkeb, G.; Siriwong, S.; Phitaktim, S.; Rojtinnakirn, N.; Sakdarat, S. Synergistic activity and mode of action of flavonoids isolated from smaller galangal and amoxicillin combinations against amoxicillin-resistant Escherichia coli. J. Appl. Microbiol. 2011, 112, 55-64.
23. Chang, Y.C.; Chang, F.R.; Wu, Y.C. The constituents of Lindera glauca. J. Chin. Chem. Soc. 2000, 47, 373-380.
24. Choi, S.W.; Jang, Y.J.; Lee, Y.J.; Leem, H.H.; Kim, E.O. Analysis of functional constituents in mulberry (Morus alba L.) twigs by different cultivars, producing areas, and heat processing. Prev. Nutr. Food Sci. 2013, 18, 256-262.
25. Miyazawa, M.; Hisama, M. Antimutagenic activity of flavonoids from Chrysanthemum morifolium. Biosci. Biotechnol. Biochem. 2003, 67, 2091-2099.
26. Zheng, Z.P.; Cheng, K.W.; To, J.T.; Li, H.; Wang, M. Isolation of tyrosinase inhibitors from Artocarpus heterophyllus and use of its extract as antibrowning agent. Mol. Nutr. Food Res. 2008, 52, 1530-1538.
27. Ryu, Y.B.; Ha, T.J.; Curtis-Long, M.J.; Ryu, H.W.; Gal, S.W.; Park, K.H. Inhibitory effects on mushroom tyrosinase by flavones from the stem barks of Morus lhou (S.) Koidz. J. Enzym. Inhib. Med. Chem. 2008, 23, 922-930.
28. Tan, Y.; Yang, Y.; Zang, T.; Chen, R.; Yu, D. Bioactive 2-Arylbenzofuran derivatives from Morus wittiorum. Fitoterapia 2010, 81, 742-746.
29. Han, J.T.; Bang, M.H.; Chun, O.K.; Kim, D.O.; Lee, C.Y.; Baek, N.I. Flavonol glycosides from the aerial parts of Aceriphyllum rossii and their antioxidant activities. Arch. Pharm. Res. 2004, 27, 390-395.
30. Wei, Y.; Xie, Q.; Fisher, D.; Sutherland, L. Separation of patuletin-3-O-glucoside, astragalin, quercetin, kaempferol and isorhamnetin from Flaveria bidentis (L.) Kuntze by elution-pump-out high-performance counter-current chromatography. J. Chromatogr. A 2011, 1218, 6206-6211.
31. Takasugi, M.; Ishikawa, S.; Masamune, T. Albafurans a and b, geranyl 2-phenylbenzofurans from mulberry. Chem. Lett. 1982, 8, 1221-1222.
32. Yang, Y.; Gong, T.; Liu, C.; Chen, R.Y. Four new 2-Arylbenzofuran derivatives from leaves of Morus alba. Chem. Pharm. Bull. 2010, 58, 257-260.
33. Wang, L.; Cui, X.Q.; Gong, T.; Yan, R.Y.; Tan, Y.X. Three new compounds from the barks of Morus nigra. J. Asian Nat. Prod. Res. 2008, 10, 897-902.
34. Mayer, A.M. Polyphenol oxidases in plant: Recent progress. Phytochemistry 1987, 26, 11-20.
35. Seo, S.Y.; Sharma, V.K.; Sharma, N. Mushroom tyrosinase: Recent prospects. J. Agric. Food Chem. 2003, 51, 2837-2853.