Eudesmane and Eremophilane Sesquiterpenes from the Fruits of Alpinia oxyphylla with Protective Effects against Oxidative Stress in Adipose-Derived Mesenchymal Stem Cells |
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| Authors: | 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 |
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| Affiliation: | 1.College of Pharmacy, Yeungnam University, Gyeongsan, Gyeongsangbukdo 38541, Korea; (P.T.); (T.T.N.); (H.C.); (J.-H.J.);2.College of Pharmacy, Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul 03760, Korea; (Y.J.L.); (D.P.); (H.L.); (S.H.); (Y.J.L.);3.Advanced Radiation Technology Institute, Korea Atomic Energy Research Institute, Jeollabuk-do, Jeongeup-si 56212, Korea; |
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| 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. |
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| Keywords: | Alpinia oxyphylla eudesmane sesquiterpene eremophilane sesquiterpene adipose-derived mesenchymal stem cell antioxidant oxidative stress |
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