Flavonoids from Machilus japonica stems and their inhibitory effects on LDL oxidation

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Title
Flavonoids from Machilus japonica stems and their inhibitory effects on LDL oxidation
Author(s)
S J Joo; H J Park; J H Park; J G Cho; Ji Hyun Kang; Tae Sook Jeong; H C Kang; D Y Lee; H S Kim; S Y Byun; N I Baek
Bibliographic Citation
International Journal of Molecular Sciences, vol. 15, no. 9, pp. 16418-16429
Publication Year
2014
Abstract
Stems of Machilus japonica were extracted with 80% aqueous methanol (MeOH) and the concentrated extract was successively extracted with ethyl acetate (EtOAc), normal butanol (n-BuOH), and water. Six flavonoids were isolated from the EtOAc fraction: (+)-taxifolin, afzelin, (?)-epicatechin, 5,3'-di-O-methyl-(?)-epicatechin, 5,7,3'-tri-O-methyl-(?)-epicatechin, and 5,7-di-O-methyl-3',4'-methylenedioxyflavan-3-ol. The chemical structures were identified using spectroscopic data including NMR, mass spectrometry and infrared spectroscopy. This is the first report of isolation of these six compounds from M. japonica. The compounds were evaluated for their diphenyl picryl hydrazinyl scavenging activity and inhibitory effects on low-density lipoprotein oxidation. Compounds 1 and 3?6 exhibited DPPH antioxidant activity equivalent with that of ascorbic acid, with half maximal inhibitory concentration (IC50) values of 0.16, 0.21, 0.17, 0.15 and 0.07 mM, respectively. The activity of compound 1 was similar to the positive control butylated hydroxytoluene, which had an IC50value of 1.9 μM, while compounds 3 and 5 showed little activity. Compounds 1, 3, and 5 exhibited LDL antioxidant activity with IC50values of 2.8, 7.1, and 4.6 μM, respectively.
Keyword
Diphenyl picryl hydrazinylFlavonoidLow-density lipoprotein-oxidationMachilus japonicaNMR
ISSN
1422-0067
Publisher
MDPI
DOI
http://dx.doi.org/10.3390/ijms150916418
Type
Article
Appears in Collections:
Division of Biomedical Research > Microbiome Convergence Research Center > 1. Journal Articles
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