Bioactive Diarylheptanoids from Alpinia coriandriodora
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ORIGINAL ARTICLE
Bioactive Diarylheptanoids from Alpinia coriandriodora Xiao‑Li Cheng1,3 · Han‑Xiang Li1,2 · Juan Chen1,2 · Ping Wu1,2,3 · Jing‑Hua Xue1,2 · Zhong‑Yu Zhou1,2,3 · Nia‑He Xia1,2,3 · Xiao‑Yi Wei1,2,3 Received: 14 August 2020 / Accepted: 30 August 2020 © The Author(s) 2020
Abstract Eight new diarylheptanoids, coriandralpinins A–H (1–8), were isolated from the rhizomes of Alpinia coriandriodora, an edible plant of the ginger family. Their structures, including the absolute configurations, were established by extensive spectroscopic analysis and ECD calculations. Compounds 1–8 have a 1,5-O-bridged diarylheptanoid structure featuring polyoxygenated aryl units. When evaluated for intracellular antioxidant activity using t-BHP stressed RAW264.7 macrophages, all these compounds scavenged reactive oxygen species (ROS) in a concentration-dependent manner. Compounds 3 and 5 also showed inhibitory activity against NO release in LPS-induced RAW 264.7 cells. Six known flavonols, 7,4′-diO-methylkaempferol, 7-O-methylquercetin, 7,4′-di-O-methylquercetin, 7,3′,4′-tri-O- methylquercetin, kaempferol 3-O-β-d(6-O-α-l-rhamnopyranosyl)glucopyranoside, and 3-O-β-d-glucopyranuronosylquercetin were also isolated and characterized from the rhizomes. Keywords Alpinia coriandriodora · Diarylheptanoid · Antioxidant · Anti-inflammatory
1 Introduction Metabolism of oxygen is crucial to life for the production of energy to support biological process. As a consequence of the aerobic metabolism, reactive oxygen species (ROS) are continuously generated in all living organisms, Xiao-Li Cheng, Han-Xiang Li, and Juan Chen have contributed equally to this work. Electronic supplementary material The online version of this article (https://doi.org/10.1007/s13659-020-00264-y) contains supplementary material, which is available to authorized users. * Xiao‑Yi Wei [email protected] 1
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, Tianhe District, Xingke Road 723, Guangzhou 510650, People’s Republic of China
2
Guangdong Provincial Key Laboratory of Digital Botanical Garden, South China Botanical Garden, Chinese Academy of Sciences, Xingke Road 723, Tianhe District, Guangzhou 510650, People’s Republic of China
3
School of Life Sciences, University of Chinese Academy of Sciences, Yuquanlu 19A, Beijing 100049, People’s Republic of China
and controlled by several antioxidant mechanisms [1, 2]. However, overproduction and/or mismanagement of ROS may evade cellular antioxidant defense systems, resulting in the general phenomenon of oxidative stress. The redox imbalance leads to cellular damage, which is implicated with inflammatory process and various chronic degeneration diseases such as cancer, cardiovascular disease and diabetes [3–6]. In recent years there has been increasing interest in antioxidants of plant origin [7–10], particularly those from edible plants, and many of these naturally occurring compounds have been shown to possess protec
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