Anti-inflammatory and Cytotoxic Lignans from Potentilla anserina
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ORIGINAL ARTICLE
Anti-inflammatory and Cytotoxic Lignans from Potentilla anserina Zhixiang Wang 1 & Ling Zhang 1 & Jianping Zhao 2 & Jiangping Wu 3 Yanli Liu 1 & Qiongming Xu 1 & Shilin Yang 1 & Ikhlas A. Khan 2
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Zhiru Peng 1
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Yu Wang 1
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Received: 26 May 2020 / Accepted: 30 August 2020 / Published online: 14 September 2020 # Sociedade Brasileira de Farmacognosia 2020
Abstract Two undescribed lignans (7′R,8′R,8S)-4,4′,5,9,9′-pentahydroxy-3,3′,8-trimethoxy-2,7′-cyclolignan (1) and (8S,7′S,8′S)-4-[(4-hydroxy-3-methoxyphenyl)-methyl]-4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyltetrahydrofuran (2) were isolated from Potentilla anserina L., Rosaceae, together with three known lignans, (+)-cycloolivil (3), (+)-lyoniresinol (4), and (+)-cycloolivil-6-O-β-D-glucopyranoside (5), which were reported for the first time from Potentilla spp. Their structures were determined on the basis of various spectroscopic methods (1D and 2D NMR, MS) and by comparison with the published NMR data. In addition, the absolute configurations of 1 and 2 were confirmed by comparison of the experimental and calculated electronic circular dichroism data. Furthermore, the anti-inflammatory activities of compounds 1–5 were assayed on lipopolysaccharide (LPS)-stimulated RAW264.7 macrophage cells, and their cytotoxic activities to lung adenocarcinoma A549 tumor cell line were evaluated. It was found that compounds 2, 3, and 5 showed moderate anti-inflammatory and cytotoxic activities. Keywords Anti-inflammatory . Cytotoxicity . ECD calculation . Lignans . Spectroscopic methods . Structure elucidation
Introduction The plant Potentilla anserina L., affiliated to Rosaceae family, is a perennial herb with creeping stolons and largely distributed in western China, particularly in the extremely cold areas such as Gansu, Qinghai, and Tibet (Chen et al. 2010). As a medicinal and edible plant, its tuberous roots have not only been commonly
Electronic supplementary material The online version of this article (https://doi.org/10.1007/s43450-020-00094-6) contains supplementary material, which is available to authorized users. * Yanli Liu [email protected] * Qiongming Xu [email protected] 1
College of Pharmaceutical Science, Soochow University, Suzhou 215123, Jiangsu, People’s Republic of China
2
National Center for Natural Products Research, Research Institute of Pharmaceutical Sciences, School of Pharmacy, University of Mississippi, University, MS 38677, USA
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Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, People’s Republic of China
used as a folk medicine to treat malnutrition, anemia, spleen deficiency diarrhea, and kidney deficiency (Chen et al. 2010) but also used to make various snacks, beverages, and alcoholic products with high nutrition value (La 2013). It has been reported that P. anserine contains various chemical constituents such as polysaccharides (Chen et al. 2010), triterpenoids and glycosides (Morikawa et al. 2014), flavonoids and f
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