The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase

Seo Young Yang; Jang Hoon Kim; Xiangdong Su; Jeong Ah Kim

doi:10.3390/molecules27175703

The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase

Seo Young Yang, Jang Hoon Kim, Xiangdong Su, Jeong Ah Kim

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

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 IC₅₀ 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.

Original language	English
Article number	5703
Journal	Molecules
Volume	27
Issue number	17
DOIs	https://doi.org/10.3390/molecules27175703
State	Published - Sep 2022

Keywords

anthocyanins
competitive inhibitor
melanin
molecular docking
tyrosinase

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10.3390/molecules27175703

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title = "The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase",

abstract = "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 IC50 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 Ki 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.",

keywords = "anthocyanins, competitive inhibitor, melanin, molecular docking, tyrosinase",

author = "Yang, {Seo Young} and Kim, {Jang Hoon} and Xiangdong Su and Kim, {Jeong Ah}",

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year = "2022",

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doi = "10.3390/molecules27175703",

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volume = "27",

journal = "Molecules",

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TY - JOUR

T1 - The Luteolinidin and Petunidin 3-O-Glucoside

T2 - A Competitive Inhibitor of Tyrosinase

AU - Yang, Seo Young

AU - Kim, Jang Hoon

AU - Su, Xiangdong

AU - Kim, Jeong Ah

PY - 2022/9

Y1 - 2022/9

N2 - 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 IC50 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 Ki 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.

AB - 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 IC50 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 Ki 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.

KW - anthocyanins

KW - competitive inhibitor

KW - melanin

KW - molecular docking

KW - tyrosinase

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DO - 10.3390/molecules27175703

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SN - 1420-3049

VL - 27

JO - Molecules

JF - Molecules

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ER -

The Luteolinidin and Petunidin 3-O-Glucoside: A Competitive Inhibitor of Tyrosinase

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