1-(2,4-Dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylpheny)propane inhibits melanin synthesis by dual mechanisms

Niki, Yoko; Yoshida, Masaki; Ando, Hironori; Wakamatsu, Kazumasa; Ito, Shosuke; Harada, Nobuhiro; Matsui, Mary S.; Yarosh, Daniel B.; Ichihashi, Masamitsu

doi:10.1016/j.jdermsci.2011.04.002

Cited by 3 publications

(1 citation statement)

References 33 publications

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“…The stimulation of tyrosinase degradation has been become a new target in discovering skin-whitening agents [8,11]. Substances such as phenylthiourea [10], phospholipase D2 [12], inulavosin [13], terrein [14], and dimethoxytolyl propylresorcinol [15] can induce tyrosinase degradation, resulting in reduced melanin synthesis.…”

Section: Introductionmentioning

confidence: 99%

Depigmentation Effect of Kadsuralignan F on Melan-A Murine Melanocytes and Human Skin Equivalents

Goh

Lee

Cheng

et al. 2013

IJMS

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The development of melanogenic inhibitors is important for the prevention of hyperpigmentation, and, recently, consideration has been given to natural materials or traditionally used ingredients such as Chinese medicine. The aim of this study is the evaluation of a new anti-melanogenic candidate, kadsuralignan F, from the natural plant Kadsura coccinea, as well as the determination of mechanisms of melanogenesis inhibition at a molecular level. Kadsuralignan F significantly reduced melanin synthesis in a dose-dependent manner in a murine melanocyte cell line and human skin equivalents. There was no direct inhibition on mushroom tyrosinase or cell-extract tyrosinase activity, and mRNA expression of tyrosinase and other melanogenic genes such as tyrosinase-related protein-1 (trp-1) or trp-2 were not affected by kadsuralignan F. Interestingly, the protein level of tyrosinase was dramatically downregulated with kadsuralignan F treatment. We found that a decrease of tyrosinase protein by kadsuralignan F was fully recovered by MG132, a proteasome inhibitor, but not by chloroquine, a lysosome inhibitor. In this study, we found that kadsuralignan F, a lignan from an extract of Kadsura coccinea, has an inhibitory activity on melanin synthesis through tyrosinase degradation. These findings suggest that kadsuralignan F can be used as an active ingredient for hyperpigmentation treatment.

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Section: Introductionmentioning

confidence: 99%

Depigmentation Effect of Kadsuralignan F on Melan-A Murine Melanocytes and Human Skin Equivalents

Goh

Lee

Cheng

et al. 2013

IJMS

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Anti-inflammatory activity of phenolics from Dianella ensifolia

Xu,

Chen,

Cao

et al. 2024

Phytochemistry Letters

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Tyrosinase Inhibitors Derived from Chemical Constituents of Dianella ensifolia

Chen

Huang

et al. 2022

Plants

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Dianella ensifolia is a perennial herb with thickened rhizome and is widely distributed in tropical and subtropical regions of Asia, Australia, and the Pacific islands. This plant has the potential to be used as a source of herbal medicine. This study investigated further phytochemistry and tyrosinase inhibitory effect of some constituents isolated from D. ensifolia. Four new flavans, (2S)-4’-hydroxy-6,7-dimethoxyflavan (1), (2S)-3’,4’-dihydroxy-7-methoxy-8-methylflavan (2), (2S)-2’-hydroxy-7-methoxyflavan (3), and (2S,1′S)-4-hydroxy-4-(7-methoxy-8-methylchroman-2-yl)-cyclohex-2-enone (4), together with 67 known compounds, including 10 flavans (5–14), 5 flavanones (15–19), 3 flavone (20–22), 5 chalcones (23–27), 3 chromones (28–30), 15 aromatics (31–45), 7 phenylpropanoids (46–52), one lignan (53), 7 steroids (54–60), one monoterpene (61), one diterpene (62), 4 triterpenes (63–66), a carotenoid (67), 2 alkaloids (68 and 69), and 2 fatty acids (70 and 71) were isolated from D. ensifolia. Their structures were elucidated on the basis of physical and spectroscopic data analyses. Moreover, compounds 1–4, 8, 10–15, 20, 21, and 41 were evaluated for their mushroom tyrosinase inhibitory effect. Compounds 11 and 14 strongly inhibited mushroom tyrosinase activity with IC50 values of 8.6 and 14.5 μM, respectively.

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1-(2,4-Dihydroxyphenyl)-3-(2,4-dimethoxy-3-methylpheny)propane inhibits melanin synthesis by dual mechanisms

Cited by 3 publications

References 33 publications

Depigmentation Effect of Kadsuralignan F on Melan-A Murine Melanocytes and Human Skin Equivalents

Depigmentation Effect of Kadsuralignan F on Melan-A Murine Melanocytes and Human Skin Equivalents

Anti-inflammatory activity of phenolics from Dianella ensifolia

Tyrosinase Inhibitors Derived from Chemical Constituents of Dianella ensifolia

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