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Morgan, Jeon, Jeong, Yang, and Kim: Chemical Components from the Stems of Pueraria lobata and Their Tyrosinase Inhibitory Activity
Original Article

Natural Product Sciences 2016;22(2):111-116.

Published online: 17 December 2016

DOI: https://doi.org/10.20307/nps.2016.22.2.111

Chemical Components from the Stems of Pueraria lobata and Their Tyrosinase Inhibitory Activity

Abubaker M. A. Morgan, Mi Ni Jeon, Min Hye Jeong, Seo Young Yang, Young Ho Kim∗

College of Pharmacy, Chungnam National University, Daejeon 305-764, Korea

∗Author for correspondence Young Ho Kim, College of Pharmacy, Chungnam National University, Daejeon 305-764, Korea Tel: +82-42-821-5933; E-mail: yhk@cnu.ac.kr

Received 28 October 2015       Revised 7 January 2016       Accepted 7 January 2016

Copyright © 2016 The Korean Society of Pharmacognosy

This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Phytochemical investigation of the stems of Pueraria lobata (Wild) Ohwi (Leguminosae), led to the isolation of eighteen known compounds: β-amyrone (1), (+)-pinoresinol (2), (+)-syringaresinol (3) (+)-syringaresinol-O-β-D-glucoside (4), (+)-lariciresinol (5), (−)-tuberosin (6), naringenin (7), liquiritigenin (8), isoliquiritigenin (9) genistein (10), daidzein (11) daidzin (12) daidzein 4',7-diglucoside (13) 2,4,4'-trihydroxy deoxybenzoin (14), S-(+)-1-hydroxy-3-(4-hydroxyphenyl)-1-(4-hydroxy-2-methoxy-phenyl)propan-2-one (15), methyl 2-O-β-D-glucopyra-nosylbenzoate (16), pyromeconic acid 3-O-β-D-glucopyranoside 6'- (O-4″-hydroxy-3-methoxybenzoate) (17), and allantion (18). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of those data with previously published results. The effects of isolated compounds on mushroom tyrosinase enzymatic activity were screened. The results indicated that, chloroform extract of P. lobata stems turned out to be having tyrosinase inhibitory effect, and only compounds 5, 8, 9, and 11 showed enzyme inhibitory activity, with IC50 values of 21.49 ± 4.44, 25.24 ± 6.79, 4.85 ± 2.29, and 17.50 ± 1.29 μM, respectively, in comparison with these of positive control, kojic acid (IC50 12.28 ± 2.72 μ M). The results suggest that P. lobata stems extract as well as its chemical components may represent as potential candidates for tyrosinase inhibitors.

Keywords: Pueraria lobata, Leguminosae, Tyrosinase, Enzymatic activity, Inhibition

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Fig. 1.
Chemical structures of isolated compounds (1–18).
nps-22-111f1.tif
Fig. 2.
Tyrosinase inhibitory activity of extracts obtained from stems of P. lobata.
nps-22-111f2.tif
Fig. 3.
Tyrosinase inhibitory activity of isolated compounds (1–18).
nps-22-111f3.tif
Table 1.
In vitro tyrosinase inhibitory activity of compounds 5, 8,9 and 11
Compound IC50 a (mM)
(+)-lariciresinol (5) 21.49 ± 4.44
liquiritigenin (8) 25.24 ± 6.79
isoliquiritigenin (9) 4.85 ± 2.29
daidzein (11) 17.5 ± 1.29
Kojic acidb 12.27 ± 2.72

a All compounds were examined in a set of experiments three times.

b Positive control

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