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Terpenoids from stigma maydis (Zea mays L.) alleviate hydrogen peroxide-induced SH-SY5Y cell injury by activating Nrf2.
- Source :
-
Bioorganic chemistry [Bioorg Chem] 2020 Sep; Vol. 102, pp. 104131. Date of Electronic Publication: 2020 Jul 23. - Publication Year :
- 2020
-
Abstract
- Five terpenoids (1-5), including three new ent-kaurane diterpenoids (1-3), one new ent-rosane type diterpenoid (4) and one known triterpenoid (5), were isolated from stigma maydis (Zea mays L.). The structures of the compounds were elucidated by comprehensive spectroscopic analyses. The relative configurations of stigmanes A-D (1-4) were determined by NOESY experiments. In addition, the relative configuration of stigmane D (4) was further established by NMR calculations. The absolute configurations of these compounds were identified by a comparison of experimental and calculated specific rotations. The neuroprotective effects of these compounds against H <subscript>2</subscript> O <subscript>2</subscript> -induced injury in human neuroblastoma SH-SY5Y cells were evaluated, and the results showed that among the compounds, 2 exhibited the most significant neuroprotection. Further study demonstrated that 2 could activate nuclear factor E2-related factor (Nrf2), downregulate apoptosis and reactive oxygen species (ROS) generation, and increase antioxidant enzyme activities in SH-SY5Y cells. However, the neuroprotective effect was reversed when Nrf2 was silenced. In conclusion, this study suggested that terpenoids from stigma maydis exerted neuroprotective effects through Nrf2 activation.<br />Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.<br /> (Copyright © 2020 Elsevier Inc. All rights reserved.)
- Subjects :
- Apoptosis drug effects
Dose-Response Relationship, Drug
Humans
Hydrogen Peroxide pharmacology
Molecular Structure
Neuroprotective Agents chemistry
Neuroprotective Agents isolation & purification
Reactive Oxygen Species antagonists & inhibitors
Reactive Oxygen Species metabolism
Structure-Activity Relationship
Terpenes chemistry
Terpenes isolation & purification
Tumor Cells, Cultured
Hydrogen Peroxide antagonists & inhibitors
NF-E2-Related Factor 2 metabolism
Neuroprotective Agents pharmacology
Terpenes pharmacology
Zea mays chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1090-2120
- Volume :
- 102
- Database :
- MEDLINE
- Journal :
- Bioorganic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 32738569
- Full Text :
- https://doi.org/10.1016/j.bioorg.2020.104131