title: Anti-melanogenic effects of resveratryl triglycolate, a novel hybrid compound derived by esterification of resveratrol with glycolic acid.
abstract: Resveratrol is known to inhibit cellular melanin synthesis by multiple mechanisms. Glycolic acid (GA) is used in skin care products for its excellent skin penetration. The purpose of this study was to examine the anti-melanogenic effects of resveratryl triglycolate (RTG), a novel hybrid compound of resveratrol and GA, in comparison with resveratrol, GA, resveratryl triacetate (RTA) and arbutin. Resveratrol, RTG, and RTA inhibited the catalytic activity human tyrosinase (TYR) more potently than arbutin or GA did. Their cytotoxic and anti-melanogenic effects were examined using murine melanoma B16/F10 cells and human epidermal melanocytes (HEMs). The cytotoxicity of RTG was similar to that of resveratrol and RTA. RTG at 3-10 μM decreased melanin levels and cellular TYR activities in α-melanocyte-stimulating hormone-stimulated B16/F10 cells, and L-tyrosine-stimulated HEMs. RTG also suppressed mRNA and protein expression of TYR, tyrosinase-related protein 1, L-3,4-dihydroxyphenylalanine chrome tautomerase, and microphthalmia-associated transcription factor (MITF) in HEMs stimulated with L-tyrosine. This study suggests that, like resveratrol and RTA, RTG can attenuate cellular melanin synthesis effectively through the suppression of MITF-dependent expression of melanogenic enzymes and the inhibition of catalytic activity of TYR enzyme. RTG therefore has potential for use as a cosmeceutical ingredient for skin whitening.
authors.affiliation: Department of Molecular Medicine, Cell and Matrix Research Institute, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University, 101 Dongin-dong 2-ga, Jung-gu, Daegu, 41944, Republic of Korea.
authors.forename: Soojin
authors.initials: S
authors.lastname: Park
authors.affiliation: Department of Molecular Medicine, Cell and Matrix Research Institute, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University, 101 Dongin-dong 2-ga, Jung-gu, Daegu, 41944, Republic of Korea.
authors.forename: Jin Kyung
authors.initials: JK
authors.lastname: Seok
authors.affiliation: Department of Molecular Medicine, Cell and Matrix Research Institute, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University, 101 Dongin-dong 2-ga, Jung-gu, Daegu, 41944, Republic of Korea.
authors.forename: Jun Yup
authors.initials: JY
authors.lastname: Kwak
authors.affiliation: Bio-Center, Gyeonggi Institute of Science and Technology Promotion, Suwon, Republic of Korea.
authors.forename: Yun-Hyeok
authors.initials: YH
authors.lastname: Choi
authors.affiliation: Bio-Center, Gyeonggi Institute of Science and Technology Promotion, Suwon, Republic of Korea.
authors.forename: Seong Su
authors.initials: SS
authors.lastname: Hong
authors.affiliation: Gyeongbuk Natural Color Industry Institute, Gyeongbuk, Republic of Korea.
authors.forename: Hwa-Jin
authors.initials: HJ
authors.lastname: Suh
authors.affiliation: DOGENBIO, Seoul, Republic of Korea.
authors.forename: Woncheol
authors.initials: W
authors.lastname: Park
authors.affiliation: Department of Molecular Medicine, Cell and Matrix Research Institute, BK21 Plus KNU Biomedical Convergence Program, School of Medicine, Kyungpook National University, 101 Dongin-dong 2-ga, Jung-gu, Daegu, 41944, Republic of Korea. ycboo@knu.ac.kr.|Ruby Crown Co. Ltd., Daegu, Republic of Korea. ycboo@knu.ac.kr.
authors.forename: Yong Chool
authors.initials: YC
authors.lastname: Boo
mesh_terms: D000818:Animals; D001104:Arbutin / Q000494:pharmacology; D018929:Cell Culture Techniques; D045744:Cell Line, Tumor; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D000078404:Epidermal Cells; D004951:Esterification; D006016:Glycolates / Q000494:pharmacology*; D006801:Humans; D019746:Intramolecular Oxidoreductases / Q000378:metabolism; D007641:Keratolytic Agents / Q000494:pharmacology*; D008543:Melanins / Q000378:metabolism*; D008544:Melanocytes / Q000187:drug effects* / Q000378:metabolism; D008562:Membrane Glycoproteins; D051379:Mice; D051739:Microphthalmia-Associated Transcription Factor / Q000378:metabolism; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors*; D010088:Oxidoreductases; D000077185:Resveratrol; D013267:Stilbenes / Q000494:pharmacology*; D000521:alpha-MSH / Q000494:pharmacology
chemical_list: D004791:Enzyme Inhibitors; D006016:Glycolates; D007641:Keratolytic Agents; C497234:MITF protein, human; D008543:Melanins; D008562:Membrane Glycoproteins; D051739:Microphthalmia-Associated Transcription Factor; D013267:Stilbenes; C000603669:resveratryl triacetate; C031149:glycolic acid; D000521:alpha-MSH; D001104:Arbutin; D010088:Oxidoreductases; C489799:TYRP1 protein, human; D014442:Monophenol Monooxygenase; D019746:Intramolecular Oxidoreductases; C042501:dopachrome isomerase; D000077185:Resveratrol
keywords: Glycolic acid; Melanin; Resveratrol; Resveratryl triglycolate