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Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity

Skin pigmentation disorders typically involve an overproduction or uneven distribution of melanin, which results in skin spots. Resveratrol can inhibit tyrosinase, the active enzyme in the synthesis of melanin, but it does not inhibit the synthesis of melanin to an extent that enables its use alone...

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Autores principales: Franco, Danielle Cristina Zimmermann, de Carvalho, Gustavo Senra Gonçalves, Rocha, Paula Rafaela, Teixeira, Raquel da Silva, da Silva, Adilson David, Raposo, Nádia Rezende Barbosa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268222/
https://www.ncbi.nlm.nih.gov/pubmed/23047482
http://dx.doi.org/10.3390/molecules171011816
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author Franco, Danielle Cristina Zimmermann
de Carvalho, Gustavo Senra Gonçalves
Rocha, Paula Rafaela
Teixeira, Raquel da Silva
da Silva, Adilson David
Raposo, Nádia Rezende Barbosa
author_facet Franco, Danielle Cristina Zimmermann
de Carvalho, Gustavo Senra Gonçalves
Rocha, Paula Rafaela
Teixeira, Raquel da Silva
da Silva, Adilson David
Raposo, Nádia Rezende Barbosa
author_sort Franco, Danielle Cristina Zimmermann
collection PubMed
description Skin pigmentation disorders typically involve an overproduction or uneven distribution of melanin, which results in skin spots. Resveratrol can inhibit tyrosinase, the active enzyme in the synthesis of melanin, but it does not inhibit the synthesis of melanin to an extent that enables its use alone as a skin whitening agent in pharmaceutical formulations, so its use as a coadjuvant in treatment of hyperpigmentation is suggested. Six resveratrol analogs were tested for tyrosinase inhibitory activity in vitro. Among the analogs tested, compound D was the most powerful tyrosinase inhibitor (IC(50) = 28.66 µg/mL), two times more active than resveratrol (IC(50) = 57.05 µg/mL), followed by the analogs A, E, B, F and C, respectively. This demonstrated that the hydroxylation at C4' on the phenolic ring was the molecular modification with most importance for the observed activity.
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spelling pubmed-62682222018-12-12 Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity Franco, Danielle Cristina Zimmermann de Carvalho, Gustavo Senra Gonçalves Rocha, Paula Rafaela Teixeira, Raquel da Silva da Silva, Adilson David Raposo, Nádia Rezende Barbosa Molecules Article Skin pigmentation disorders typically involve an overproduction or uneven distribution of melanin, which results in skin spots. Resveratrol can inhibit tyrosinase, the active enzyme in the synthesis of melanin, but it does not inhibit the synthesis of melanin to an extent that enables its use alone as a skin whitening agent in pharmaceutical formulations, so its use as a coadjuvant in treatment of hyperpigmentation is suggested. Six resveratrol analogs were tested for tyrosinase inhibitory activity in vitro. Among the analogs tested, compound D was the most powerful tyrosinase inhibitor (IC(50) = 28.66 µg/mL), two times more active than resveratrol (IC(50) = 57.05 µg/mL), followed by the analogs A, E, B, F and C, respectively. This demonstrated that the hydroxylation at C4' on the phenolic ring was the molecular modification with most importance for the observed activity. MDPI 2012-10-09 /pmc/articles/PMC6268222/ /pubmed/23047482 http://dx.doi.org/10.3390/molecules171011816 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Franco, Danielle Cristina Zimmermann
de Carvalho, Gustavo Senra Gonçalves
Rocha, Paula Rafaela
Teixeira, Raquel da Silva
da Silva, Adilson David
Raposo, Nádia Rezende Barbosa
Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title_full Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title_fullStr Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title_full_unstemmed Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title_short Inhibitory Effects of Resveratrol Analogs on Mushroom Tyrosinase Activity
title_sort inhibitory effects of resveratrol analogs on mushroom tyrosinase activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268222/
https://www.ncbi.nlm.nih.gov/pubmed/23047482
http://dx.doi.org/10.3390/molecules171011816
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