The effect of chlorophorin and its derivative on melanin biosynthesis

Holzforschung ◽  
2005 ◽  
Vol 59 (5) ◽  
pp. 514-518 ◽  
Author(s):  
Enos Tangke Arung ◽  
Keisuke Yoshikawa ◽  
Kuniyoshi Shimizu ◽  
Ryuichiro Kondo
Keyword(s):  
Inhibitory Activity ◽  
Melanoma Cells ◽  
B16 Melanoma ◽  
Mushroom Tyrosinase ◽  
Tyrosinase Inhibitor ◽  
Melanin Biosynthesis ◽  
B16 Melanoma Cells ◽  
Bioassay Guided Fractionation ◽  
Unstable Compound ◽  
Potent Inhibitory Activity

Abstract By means of bioassay-guided fractionation using mushroom tyrosinase, a geranylated stilbene, chlorophorin, was characterized as the principal tyrosinase inhibitor in the heartwood of Chlorophora excelsa (Moraceae). It inhibited the oxidation of L-tyrosine and DL-3,4-dihydroxyphenylalanine (DL-DOPA) due to mushroom tyrosinase and melanin biosynthesis on B16 melanoma cells. Chlorophorin, which is a slight yellowish compound, has previously been reported as an unstable compound in light. On the basis of this finding, a chlorophorin derivative [4-(3″,7″-dimethyloctyl)-2′,3,4′,5-tetrahydroxydihydrostilbene; hexahydrochlorophorin] which is colorless, obtained by the hydrogenation of chlorophorin with Pd/C, was also tested to develop a superior material for practical use. Hexahydrochlorophorin showed more potent inhibitory activity on tyrosinase and melanin biosynthesis, and lower cytotoxicity towards B16 melanoma cells than chlorophorin.

Melanin Biosynthesis Inhibitory and Antioxidant Activities of Quercetin-3’-O-β-D-glucoside Isolated from Allium cepa

2011 ◽  
Vol 66 (5-6) ◽  
pp. 209-214 ◽  
Author(s):  
Enos Tangke Arung ◽  
Shoko Furuta ◽  
Hiroya Ishikawa ◽  
Hiroyuki Tanaka ◽  
Kuniyoshi Shimizu
Keyword(s):  
Allium Cepa ◽  
Methanol Extract ◽  
Antioxidant Activities ◽  
Melanoma Cells ◽  
Oxygen Radical ◽  
B16 Melanoma ◽  
Mushroom Tyrosinase ◽  
Melanin Biosynthesis ◽  
B16 Melanoma Cells ◽  
Bioassay Guided Fractionation

In the course of searching for new whitening agents, we have found that the methanol extract of dried skin of Allium cepa shows potent melanin biosynthesis inhibitory activity in B16 melanoma cells. Bioassay-guided fractionation led to the isolation of quercetin-3’-O-β- D-glucoside (1) from the methanol extract of dried skin of A. cepa, which inhibited melanin formation in B16 melanoma cells with an IC50 value of 38.8 μM and mushroom tyrosinase with an IC50 value of 6.5 μM using L-tyrosine and 48.5 μM using L-dihydroxyphenylalanine as substrates, respectively. In addition, the antioxidant activity of 1 was evaluated in the oxygen radical absorbance capacity assay; it showed 3.04 μmol Trolox equivalents/mmol. 1 was shown to be a promising ingredient that could be useful for treating hyperpigmentation and for protecting against oxidative stress.

scholarly journals Elucidation of Melanogenesis-Associated Signaling Pathways Regulated by Argan Press Cake in B16 Melanoma Cells

Nutrients ◽  
2021 ◽  
Vol 13 (8) ◽  
pp. 2697
Author(s):  
Thouria Bourhim ◽  
Myra O. Villareal ◽  
Chemseddoha Gadhi ◽  
Hiroko Isoda
Keyword(s):  
Signaling Pathways ◽  
Press Cake ◽  
Global Gene Expression ◽  
Melanoma Cells ◽  
B16 Melanoma ◽  
Dependent Manner ◽  
Melanin Biosynthesis ◽  
B16 Melanoma Cells ◽  
Pigmentary Disorders ◽  
Argan Oil

The beneficial effect on health of argan oil is recognized worldwide. We have previously reported that the cake that remains after argan oil extraction (argan press-cake or APC) inhibits melanogenesis in B16 melanoma cells in a time-dependent manner without cytotoxicity. In this study, the global gene expression profile of B16 melanoma cells treated with APC extract was determined in order to gain an understanding of the possible mechanisms of action of APC. The results suggest that APC extract inhibits melanin biosynthesis by down-regulating microphthalmia-associated transcription factor (Mitf) and its downstream signaling pathway through JNK signaling activation, and the inhibition of Wnt/β-catenin and cAMP/PKA signaling pathways. APC extract also prevented the transport of melanosomes by down-regulating Rab27a expression. These results suggest that APC may be an important natural skin whitening product and pharmacological agent used for clinical treatment of pigmentary disorders.

ROS-scavenging and Anti-tyrosinase Properties of Crocetin on B16F10 Murine Melanoma Cells

2018 ◽  
Vol 18 (7) ◽  
pp. 1064-1069 ◽  
Author(s):  
Seyed H. Hashemi-Shahri ◽  
Alireza Golshan ◽  
Seyed A. Mohajeri ◽  
Javad Baharara ◽  
Elaheh Amini ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Melanoma Cells ◽  
Biological Properties ◽  
B16 Melanoma ◽  
Tyrosinase Activity ◽  
Crocus Sativus ◽  
Mushroom Tyrosinase ◽  
Ros Scavenging ◽  
Protein Levels ◽  
B16 Melanoma Cells

Background: Crocus sativus (Iridaceae) has been traditionally used in the Iranian folk medicine and as a culinary additive. Major components of the plant that are responsible for biological properties are saffranal, crocin, picrocrocin and crocetin. Although the level of crocetin is not high, some of the important activities of saffron such as antioxidant activity have been attributed to crocetin. Objective: In the present study, we investigated the effects of crocetin on melanogenesis in B16 melanoma cells. Methods: The effect of crocetin on intracellular and mushroom tyrosinase activity and the content of melanin was evaluated spectrophotometrically. Tyrosinase and Microphthalmia-Associated Transcription Factor (MITF) protein levels were compared between Crocetin-treated and control cells after western blot analysis. The antioxidative activity of crocetin was also investigated. Results: Crocetin could inhibit mushroom tyrosinase activity and lower the amount of melanin in B16 melanoma cells. Protein levels of tyrosinase and MITF were also decreased by crocetin. Crocetin also showed antioxidant activity and depleted cellular Reactive Oxygen Species (ROS) content but had no cytotoxicity in alamarBlue® assay. Conclusion: Taken together, decreased tyrosinase activity, melanin content, tyrosinase and MITF proteins levels, and ROS production showed the inhibition of melanogenesis in B16F10 cells by crocetin. Hence, crocetin could be suggested as a potential dermatological whitening agent in skin care products.

Effects of Salicylic Acid on Mushroom Tyrosinase and B16 Melanoma Cells

2007 ◽  
Vol 62 (3-4) ◽  
pp. 227-233 ◽  
Author(s):  
Sadaaki Tamura ◽  
Teruhiko Nitoda ◽  
Isao Kubo
Keyword(s):  
Salicylic Acid ◽  
Reaction Time ◽  
Initial Rate ◽  
Melanoma Cells ◽  
B16 Melanoma ◽  
Enzymatic Oxidation ◽  
Hydroxybenzoic Acid ◽  
Mushroom Tyrosinase ◽  
B16 Melanoma Cells

Abstract Salicylic acid slightly inhibited the oxidation of L-3,4-dihydroxyphenylalanine (L-DOPA) catalyzed by mushroom tyrosinase noncompetitively without being oxidized. In contrast, 4-hydroxybenzoic acid did not inhibit this enzymatic oxidation if a longer reaction time was observed, although it suppressed the initial rate of the oxidation to a certain extent. Neither acid showed noticeable effects on cultured murine B16-F10 melanoma cells except weak cytotoxicity.

scholarly journals Anti-proliferative Activity of Some Oleanolic Acid Derivatives with Potent Topoisomerase Inhibitory Activity on B16 Melanoma Cells

2020 ◽  
Vol 9 (1) ◽  
pp. 26-28
Author(s):  
Ahmed Ashour ◽  
Ryuichiro Kondo ◽  
Kuniyoshi Shimizu
Keyword(s):  
Cytotoxic Activity ◽  
Oleanolic Acid ◽  
Anticancer Agents ◽  
Inhibitory Activity ◽  
Topoisomerase I ◽  
Melanoma Cells ◽  
Docking Studies ◽  
B16 Melanoma ◽  
Melanoma Cancer ◽  
B16 Melanoma Cells

Our previous study included the semisynthetic reactions on oleanolic acid, a common wood-derived oleanane-type triterpene. Ten rationally designed derivatives of oleanolic acid were synthesized based on docking studies and tested for their topoisomerase I and IIα inhibitory activity. Semisynthetic reactions targeted C-3, C-12, C-13 and C-17. Some of these compounds act as dual inhibitors for both topoisomerase I and IIα giving new anticancer agents. The cytotoxic activity of these compounds on B16 melanoma cancer cells was evaluated. Results showed that most of these compounds have a higher cytotoxic activity on B16 melanoma cells.

scholarly journals The Inhibitory Effects of Representative Chalcones Contained in Angelica keiskei on Melanin Biosynthesis in B16 Melanoma Cells

2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Enos Tangke Arung ◽  
Shoko Furuta ◽  
Kazuhiro Sugamoto ◽  
Kuniyoshi Shimizu ◽  
Hiroya Ishikawa ◽  
...  
Keyword(s):  
Melanoma Cells ◽  
B16 Melanoma ◽  
Inhibitory Effects ◽  
Melanin Biosynthesis ◽  
Melanin Formation ◽  
B16 Melanoma Cells ◽  
Angelica Keiskei ◽  
Low Cytotoxicity ◽  
Antioxidant Effects

In our effort to find new whitening agents, we evaluated the effects of representative chalcones [4-hydroxyderricin (1), xanthoangelol (2), xanthoangelol H (3), deoxyxanthoangelol H (4), and deoxydihydroxanthoangelol H (5)] contained in the stem of Angelica keiskei on tyrosinase and melanin formation in B16 melanoma cells. In addition, the antioxidant effects of these chalcones in ORAC and DPPH assays were also determined. Interestingly, all chalcones (1–5) inhibit melanin formation in B16 melanoma cells, with low cytotoxicity.

scholarly journals Melanogenesis Inhibitory Activity of Rhododendron Weyrichii in Mouse B16 Melanoma Cells.

2016 ◽  
Vol 32 (4) ◽  
pp. 1899-1907
Author(s):  
Min-Jin Kim ◽  
Sang Kim ◽  
Suk Yun ◽  
Seung-Young Kim ◽  
Kwang Hyun ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Melanoma Cells ◽  
B16 Melanoma ◽  
B16 Melanoma Cells
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