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The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase
The enzyme tyrosinase plays a key role in the early stages of melanin biosynthesis. This study evaluated the inhibitory activity of anthocyanidin (1) and anthocyanins (2–6) on the catalytic reaction. Of the six derivatives examined, 1–3 showed inhibitory activity with IC(50) values of 3.7 ± 0.1, 10....
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9458148/ https://www.ncbi.nlm.nih.gov/pubmed/36080469 http://dx.doi.org/10.3390/molecules27175703 |
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author | Yang, Seo Young Kim, Jang Hoon Su, Xiangdong Kim, Jeong Ah |
author_facet | Yang, Seo Young Kim, Jang Hoon Su, Xiangdong Kim, Jeong Ah |
author_sort | Yang, Seo Young |
collection | PubMed |
description | The enzyme tyrosinase plays a key role in the early stages of melanin biosynthesis. This study evaluated the inhibitory activity of anthocyanidin (1) and anthocyanins (2–6) on the catalytic reaction. Of the six derivatives examined, 1–3 showed inhibitory activity with IC(50) values of 3.7 ± 0.1, 10.3 ± 1.0, and 41.3 ± 3.2 μM, respectively. Based on enzyme kinetics, 1–3 were confirmed to be competitive inhibitors with K(i) values of 2.8, 9.0, and 51.9 μM, respectively. Molecular docking analysis revealed the formation of a binary encounter complex between 1–3 and the tyrosinase catalytic site. Luteolinidin (1) and petunidin 3-O-glucoside (2) may serve as tyrosinase inhibitors to block melanin production. |
format | Online Article Text |
id | pubmed-9458148 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-94581482022-09-09 The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase Yang, Seo Young Kim, Jang Hoon Su, Xiangdong Kim, Jeong Ah Molecules Article The enzyme tyrosinase plays a key role in the early stages of melanin biosynthesis. This study evaluated the inhibitory activity of anthocyanidin (1) and anthocyanins (2–6) on the catalytic reaction. Of the six derivatives examined, 1–3 showed inhibitory activity with IC(50) values of 3.7 ± 0.1, 10.3 ± 1.0, and 41.3 ± 3.2 μM, respectively. Based on enzyme kinetics, 1–3 were confirmed to be competitive inhibitors with K(i) values of 2.8, 9.0, and 51.9 μM, respectively. Molecular docking analysis revealed the formation of a binary encounter complex between 1–3 and the tyrosinase catalytic site. Luteolinidin (1) and petunidin 3-O-glucoside (2) may serve as tyrosinase inhibitors to block melanin production. MDPI 2022-09-04 /pmc/articles/PMC9458148/ /pubmed/36080469 http://dx.doi.org/10.3390/molecules27175703 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Yang, Seo Young Kim, Jang Hoon Su, Xiangdong Kim, Jeong Ah The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title | The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title_full | The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title_fullStr | The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title_full_unstemmed | The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title_short | The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase |
title_sort | luteolinidin and petunidin 3-o-glucoside: a competitive inhibitor of tyrosinase |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9458148/ https://www.ncbi.nlm.nih.gov/pubmed/36080469 http://dx.doi.org/10.3390/molecules27175703 |
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