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Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay

Authors
Yang, Hyo HeeOh, Kyung-EonJo, Yang HeeAhn, Jong HoonLiu, QingTurk, AymanJang, Jae YoungHwang, Bang YeonLee, Ki YongLee, Mi Kyeong
Issue Date
15-1월-2018
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Keywords
Humulus japonicus; HPLC-MS/MS coupled online assay; Tyrosinase; Humulusides A and B
Citation
BIOORGANIC & MEDICINAL CHEMISTRY, v.26, no.2, pp.509 - 515
Indexed
SCIE
SCOPUS
Journal Title
BIOORGANIC & MEDICINAL CHEMISTRY
Volume
26
Number
2
Start Page
509
End Page
515
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/77971
DOI
10.1016/j.bmc.2017.12.011
ISSN
0968-0896
Abstract
In the screening of natural products for the development as cosmetic ingredients, the EtOAc-soluble fraction of Humulus japonicus showed tyrosinase inhibitory activity. HPLC-MS/MS coupled online tyrosinase assay of EtOAc-soluble fraction of H. japonicus characterized the twenty-eight constituents including two unknown ones and their tyrosinase inhibitory activity. Fractionation of H. japonicus using various chromatographic techniques yielded thirty-eight compounds. The chemical structures of isolated compounds were identified by spectroscopic analysis. As characterized by HPLC-MS/MS analysis, we isolated twenty-four predicted compounds and further identified two unknown ones, named humulusides A (1) and B (2). Additional ten compounds were also identified by purification. Tyrosinase inhibitory activity of isolated compounds were evaluated, which was closely correlated with the results from HPLC-MS/MS coupled online tyrosinase assay. Consistent with predicted data, two major compounds, trans-N-coumaroyltyramine (14) and cis-N-coumaroyltyramine (15) showed tyrosinase inhibition with IC50 values of 40.6 and 36.4 mu M. Taken together, H. japonicus is suggested as whitening ingredient in cosmetic products. In addition, HPLC-MS/MS coupled tyrosinase assay is powerful tool for predicting active compounds with short time and limited amounts, although identification of new compounds and verification of predicted data are also needs to be demonstrated by further experiment. (C) 2017 Elsevier Ltd. All rights reserved.
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