Characterizing tyrosinase modulators from the roots of angelica keiskei using tyrosinase inhibition assay and UPLC-MS/MS as the combinatorial novel approach

Jia Hao Lee, Hui Ching Mei, I. Chih Kuo, Tzong Huei Lee, Yu Hsin Chen, Ching Kuo Lee

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

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 fromroots 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.

Original languageEnglish
Article number3297
JournalMolecules
Volume24
Issue number18
DOIs
Publication statusPublished - Sep 10 2019

Keywords

  • Angelica keiskei
  • Chalcone
  • Coumarins
  • Tyrosinase
  • UPLC-MS/MS

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Characterizing tyrosinase modulators from the roots of angelica keiskei using tyrosinase inhibition assay and UPLC-MS/MS as the combinatorial novel approach'. Together they form a unique fingerprint.

  • Cite this