RRC ID 62956
Author Bito T, Koseki K, Asano R, Ueda N, Yamada T, Yabuta Y, Ichiyanagi T, Ishihara A, Watanabe K, Watanabe F.
Title 5-hydroxymethyl-2-furaldehyde purified from Japanese pear (Pyrus pyrifolia Nakai cv. Nijisseiki) juice concentrate inhibits melanogenesis in B16 mouse melanoma cells.
Journal Biosci Biotechnol Biochem
Abstract Pear juice concentrate prepared by boiling Japanese pear (Pyrus pyrifolia Nakai cv. Nijisseiki) juice can significantly inhibit the activity of tyrosinase, a key enzyme in melanin synthesis in human skin. Using the ethanol extract of pear juice concentrate, we homogeneously purified an active compound that was identified as 5-hydroxymethyl-2-furaldehyde (5-HMF) through 1H- and 13C-NMR and mass spectroscopy. We observed that 5-HMF inhibited the monophenolase and diphenolase activities of mushroom tyrosinase as a mixed-type inhibitor (Ki values of 3.81 and 3.70 mmol/L, respectively). In B16 mouse melanoma cells, treatment with 170 µmol/L of 5-HMF significantly reduced α-melanocyte-stimulated melanin synthesis by suppressing the cyclic adenosine monophosphate-dependent signaling pathway involved in melanogenesis. The results of our study indicated that 5-HMF can be potentially used as a skin-lightening agent in the cosmetic industry. Abbreviations: AC: adenylate cyclase; CREB: cAMP response element-binding protein; dhFAME: S-(-)-10,11-Dihydroxyfarnesoic acid methyl ester; DMEM: dulbecco's modified eagle medium; l-DOPA: 3-(3,4-Dihydroxyphenyl)- l-alanine; GAPDH: glyceraldehyde-3-phosphate dehydrogenase; HEPES: 4-(2-Hydroxyethyl)-1-piperazine ethane sulfonic acid; 5-HMF: 5-Hydroxymethyl-2-furaldehyde; MITF: microphthalmia-associated transcription factor; α-MSH: α-Melanocyte-stimulating hormone; PKA: protein kinase A; PVDF: polyvinylidene difluoride; SDS: sodium dodecyl sulfate; TRP1: tyrosinase-related protein 1; TRP2: tyrosinase-related protein 2.
Volume 84(11)
Pages 2374-2384
Published 2020-11-1
DOI 10.1080/09168451.2020.1792762
PMID 32674671
MeSH Animals Cell Line, Tumor Fruit and Vegetable Juices / analysis* Furaldehyde / analogs & derivatives* Furaldehyde / isolation & purification Furaldehyde / pharmacology Melanins / biosynthesis* Melanoma, Experimental / pathology* Mice Monophenol Monooxygenase / antagonists & inhibitors Oxidoreductases / antagonists & inhibitors Pyrus / chemistry*
IF 1.516
Resource
Human and Animal Cells B16 melanoma(RCB1283)