Eudesmane and eremophilane sesquiterpenes from the fruits of alpinia oxyphylla with protective effects against oxidative stress in adipose-derived mesenchymal stem cells

Punam Thapa, Yoo Jin Lee, Tiep Tien Nguyen, Donglan Piao, Hwaryeong Lee, Sujin Han, Yeon Jin Lee, Ah Reum Han, Hyukjae Choi, Jee Heon Jeong, Joo Won Nam, Eun Kyoung Seo

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

Alpinia oxyphylla Miquel (Zingiberaceae) has been reported to show antioxidant, anti-inflammatory, and neuroprotective effects. In this study, two new eudesmane sesquiterpenes, 7α-hydroperoxy eudesma-3,11-diene-2-one (1) and 7β-hydroperoxy eudesma-3,11-diene-2-one (2), and a new eremophilane sesquiterpene, 3α-hydroxynootkatone (3), were isolated from the MeOH extract of dried fruits of A. oxyphylla along with eleven known sesquiterpenes (4–14). The structures were elucidated by the analysis of 1D/2D NMR, high-resolution electrospray ionization mass spectrometry (HRESIMS), and optical rotation data. Compounds (1–3, 5–14) were evaluated for their protective effects against tert-butyl hydroperoxide (tBHP)-induced oxidative stress in adipose-derived mesenchymal stem cells (ADMSCs). As a result, treatment with isolated compounds, especially compounds 11 and 12, effectively reverted the damage of tBHP on ADMSCs in a dose-dependent manner. In particular, 11 and 12 at 50 µM improved the viability of tBHP-toxified ADMSCs by 1.69 ± 0.05-fold and 1.61 ± 0.03-fold, respectively.

Original languageEnglish
Article number1762
JournalMolecules
Volume26
Issue number6
DOIs
StatePublished - 2 Mar 2021

Keywords

  • Adipose-derived mesenchymal stem cell
  • Alpinia oxyphylla
  • Antioxidant
  • Eremophilane sesquiterpene
  • Eudesmane sesquiterpene
  • Oxidative stress

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