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Open AccessArticle

Characterizing Tyrosinase Modulators from the Roots of Angelica keiskei Using Tyrosinase Inhibition Assay and UPLC-MS/MS as the Combinatorial Novel Approach

School of Pharmacy, Taipei Medical University, Taipei 11031, Taiwan
Department of Science Education, National Taipei University of Education, Taipei 10671, Taiwan
Department of Microbiology and Immunology, University of British Columbia, Vancouver, BC V6T 1Z3, Canada
Institute of Fisheries Science, National Taiwan University, Taipei 10617, Taiwan
Taichung District Agricultural Research and Extension Station, Council of Agriculture, Executive Yuan, Taichung 42081, Taiwan
Author to whom correspondence should be addressed.
Academic Editor: Ping-Chung Kuo
Molecules 2019, 24(18), 3297;
Received: 20 August 2019 / Revised: 7 September 2019 / Accepted: 8 September 2019 / Published: 10 September 2019
(This article belongs to the Special Issue Food and Drug Analysis)
In this study, an in vitro tyrosinase inhibition assay in combination with ultra performance liquid chromatography-orbitrap mass spectrometry (UPLC-orbitrap-MS) was developed for the rapid screening and identification of tyrosinase modulators from roots of Angelica keiskei. Of the 15 candidates considered, nine chalcones, xanthoangelols (1), B (2), D (3), E (4), G (5), H (6), 4-hydroxyderricin (7), xanthokeismin B (8) and (2E)-1-[4-hydroxy-2-(2-hydroxy-2-propanyl)-2,3-dihydro-1-benzofuran-7-yl]-3-(4-hydroxyphenyl)-2-propen-1-one (9), five coumarins, umbelliferone (10), selinidin (11), isopimpinellin (12), phellopterin (13) and xanthyletin (14), and one other compound, ashitabaol A (15), were distinguished between the test samples and the controls with statistical significance, and the structure of each compound was determined by comparing with in-house standards and the literature. Among these, six compounds, xanthoangelol (1), xanthoangelol D (3), xanthoangelol H (6), 4-hydroxyderricin (7), laserpitin (16) and isolaserpitin (17), were isolated from roots of A. keiskei. Of the compounds isolated, compounds 1, 7 and 16 were subjected to tyrosinase inhibitory assay, and the IC50 values were 15.87 ± 1.21, 60.14 ± 2.29 and >100 μM, respectively. The present study indicated that the combination of in vitro tyrosinase inhibition assay coupled with UPLC-MS/MS could be widely applied to the rapid screening of active substances from various natural resources. View Full-Text
Keywords: Angelica keiskei; tyrosinase; UPLC-MS/MS; chalcone; coumarins Angelica keiskei; tyrosinase; UPLC-MS/MS; chalcone; coumarins
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MDPI and ACS Style

Lee, J.-H.; Mei, H.-C.; Kuo, I.-C.; Lee, T.-H.; Chen, Y.-H.; Lee, C.-K. Characterizing Tyrosinase Modulators from the Roots of Angelica keiskei Using Tyrosinase Inhibition Assay and UPLC-MS/MS as the Combinatorial Novel Approach. Molecules 2019, 24, 3297.

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