Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.

The objective of this study was to assess the structure, anti-tyrosinase activity, and mechanism of proanthocyanidins extracted from Rhododendron pulchrum leaves. Results obtained from mass spectra of matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and hig...

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Main Authors: Wei-Ming Chai, Rui Wang, Man-Kun Wei, Zheng-Rong Zou, Rong-Gen Deng, Wei-Sheng Liu, Yi-Yuan Peng
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2015-01-01
Series:PLoS ONE
Online Access:http://europepmc.org/articles/PMC4700988?pdf=render
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author Wei-Ming Chai
Rui Wang
Man-Kun Wei
Zheng-Rong Zou
Rong-Gen Deng
Wei-Sheng Liu
Yi-Yuan Peng
author_facet Wei-Ming Chai
Rui Wang
Man-Kun Wei
Zheng-Rong Zou
Rong-Gen Deng
Wei-Sheng Liu
Yi-Yuan Peng
author_sort Wei-Ming Chai
collection DOAJ
description The objective of this study was to assess the structure, anti-tyrosinase activity, and mechanism of proanthocyanidins extracted from Rhododendron pulchrum leaves. Results obtained from mass spectra of matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and high performance liquid chromatography electrospray ionization mass spectrometry (HPLC-ESI-MS) revealed that proanthocyanidins were complex mixtures of procyanidins, prodelphinidins, propelargonidins, and their derivatives, among which procyanidins were the main components. The anti-tyrosinase analysis results indicated that the mixtures were reversible and mixed competitive inhibitors of tyrosinase. Interactions between proanthocyanidins with substrate (L-tyrosine and 3,4-dihydroxyphenylalanine) and with copper ions were the important molecular mechanisms for explaining their efficient inhibition. This research would provide scientific evidence for the use of R. pulchrum leaf proanthocyanidins as new novel tyrosinase inhibitors.
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spelling doaj.art-eb2265ac8c8c4ba1b0be93be85e9e9782022-12-22T01:54:58ZengPublic Library of Science (PLoS)PLoS ONE1932-62032015-01-011012e014548310.1371/journal.pone.0145483Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.Wei-Ming ChaiRui WangMan-Kun WeiZheng-Rong ZouRong-Gen DengWei-Sheng LiuYi-Yuan PengThe objective of this study was to assess the structure, anti-tyrosinase activity, and mechanism of proanthocyanidins extracted from Rhododendron pulchrum leaves. Results obtained from mass spectra of matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and high performance liquid chromatography electrospray ionization mass spectrometry (HPLC-ESI-MS) revealed that proanthocyanidins were complex mixtures of procyanidins, prodelphinidins, propelargonidins, and their derivatives, among which procyanidins were the main components. The anti-tyrosinase analysis results indicated that the mixtures were reversible and mixed competitive inhibitors of tyrosinase. Interactions between proanthocyanidins with substrate (L-tyrosine and 3,4-dihydroxyphenylalanine) and with copper ions were the important molecular mechanisms for explaining their efficient inhibition. This research would provide scientific evidence for the use of R. pulchrum leaf proanthocyanidins as new novel tyrosinase inhibitors.http://europepmc.org/articles/PMC4700988?pdf=render
spellingShingle Wei-Ming Chai
Rui Wang
Man-Kun Wei
Zheng-Rong Zou
Rong-Gen Deng
Wei-Sheng Liu
Yi-Yuan Peng
Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
PLoS ONE
title Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
title_full Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
title_fullStr Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
title_full_unstemmed Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
title_short Proanthocyanidins Extracted from Rhododendron pulchrum Leaves as Source of Tyrosinase Inhibitors: Structure, Activity, and Mechanism.
title_sort proanthocyanidins extracted from rhododendron pulchrum leaves as source of tyrosinase inhibitors structure activity and mechanism
url http://europepmc.org/articles/PMC4700988?pdf=render
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