Protective Effect of Alpinia oxyphylla Fruit against tert-Butyl Hydroperoxide-Induced Toxicity in HepG2 Cells via Nrf2 Activation and Free Radical Scavenging and Its Active Moleculesopen access
- Authors
- Park, Chae Lee; Kim, Ji Hoon; Jeon, Je-Seung; Lee, Ju-hee; Zhang, Kaixuan; Guo, Shuo; Lee, Do-hyun; Gao, Eun Mei; Son, Rak Ho; Kim, Young-Mi; Park, Gyu Hwan; Kim, Chul Young
- Issue Date
- May-2022
- Publisher
- MDPI AG
- Keywords
- Alpinia oxyphylla; antioxidant activity; eudesma-3; 11-dien-2-one; yakuchinone A
- Citation
- Antioxidants, v.11, no.5, pp 1 - 15
- Pages
- 15
- Indexed
- SCIE
SCOPUS
- Journal Title
- Antioxidants
- Volume
- 11
- Number
- 5
- Start Page
- 1
- End Page
- 15
- URI
- https://scholarworks.bwise.kr/erica/handle/2021.sw.erica/111301
- DOI
- 10.3390/antiox11051032
- ISSN
- 2076-3921
- Abstract
- Alpinia oxyphylla Miq. (Zingiberaceae) extract exerts protective activity against tert-butyl hydroperoxide-induced toxicity in HepG2 cells, and the antioxidant response element (ARE) luciferase activity increased 6-fold at 30 mu g/mL in HepG2 cells transiently transfected with ARE-luciferase. To identify active molecules, activity-guided isolation of the crude extract led to four sesquiterpenes (1, 2, 5, 6) and two diarylheptanoids (3 and 4) from an n-hexane extract and six sesquiterpenes (7-12) from an ethyl acetate extract. Chemical structures were elucidated by one-dimensional, two-dimensional nuclear magnetic resonance (1D-, 2D-NMR), and mass (MS) spectral data. Among the isolated compounds, eudesma-3,11-dien-2-one (2) promoted the nuclear accumulation of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) and increased the promoter property of the ARE. Diarylheptanoids, yakuchinone A (3), and 5 '-hydroxyl-yakuchinone A (4) showed radical scavenging activity in 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 3-ethylbenzothiazoline-6-sulphonic acid (ABTS) assays. Furthermore, optimization of extraction solvents (ratios of water and ethanol) was performed by comparison of contents of active compounds, ARE-inducing activity, radical scavenging activity, and HepG2 cell protective activity. As a result, 75% ethanol was the best solvent for the extraction of A. oxyphylla fruit. This study demonstrated that A. oxyphylla exerted antioxidant effects via the Nrf2/HO-1 (heme oxygenase-1) pathway and radical scavenging along with active markers eudesma-3,11-dien-2-one (2) and yakuchinone A (3).
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