Yingjie Wang , Di Zhou , Xiaolin Bai , Qingqi Meng , Haihui Xie , Guojiang Wu , Gang Chen , Yue Hou , Ning Li
{"title":"麻疯树叶的化学成分","authors":"Yingjie Wang , Di Zhou , Xiaolin Bai , Qingqi Meng , Haihui Xie , Guojiang Wu , Gang Chen , Yue Hou , Ning Li","doi":"10.1016/j.chmed.2022.08.010","DOIUrl":null,"url":null,"abstract":"<div><h3>Objective</h3><p>To investigate the chemical constituents from the leaves of <em>Jatropha curcas</em> and evaluate their inhibition on lipopolysaccharide (LPS)-activated BV-2 microglia cells.</p></div><div><h3>Methods</h3><p>The <em>n</em>-BuOH extract of the leaves of <em>J. curcas</em> was isolated by macroporous adsorption resin, silica gel, ODS, column chromatography and semi-preparative HPLC. The structures of the compounds were identified by MS, NMR, ECD, and other spectroscopic methods. In addition, anti-neuroinflammatory effects of isolated compounds were evaluated by measuring the production of nitric oxide (NO) in over-activated BV-2 cells.</p></div><div><h3>Results</h3><p>Seventeen compounds, including (7<em>R</em>,8<em>S</em>)-crataegifin A-4-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>1</strong>), (8<em>R</em>,8′<em>R</em>)-arctigenin (<strong>2</strong>), arctigenin-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>3</strong>), (-)-syringaresinol (<strong>4</strong>), syringaresinol-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>5</strong>), (-)-pinoresinol (<strong>6</strong>), pinoresinol-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>7</strong>), buddlenol D (<strong>8</strong>), (2<em>R</em>,3<em>R</em>)-dihydroquercetin (<strong>9</strong>), (2<em>S</em>,3<em>S</em>)-epicatechin (<strong>10</strong>), (2<em>R</em>,3<em>S</em>)-catechin (<strong>11</strong>), isovitexin (<strong>12</strong>), naringenin-7-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>13</strong>), chamaejasmin (<strong>14</strong>), neochamaejasmin B (<strong>15</strong>), isoneochamaejasmin A (<strong>16</strong>), and tomentin-5-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>17</strong>) were isolated and identified. Compounds <strong>2</strong>, <strong>4</strong> and <strong>8</strong> significantly inhibited the release of NO in BV-2 microglia activated by LPS, with IC<sub>50</sub> values of 18.34, 29.33 and 26.30 μmol/L, respectively.</p></div><div><h3>Conclusion</h3><p>Compound <strong>1</strong> is a novel compound, and compounds <strong>2</strong>, <strong>3</strong>, <strong>8</strong>, <strong>14</strong>–<strong>17</strong> are isolated from <em>Jatropha</em> genus for the first time. In addition, the lignans significantly inhibited NO release and the inhibitory activity was decreased after glycosylation.</p></div>","PeriodicalId":9916,"journal":{"name":"Chinese Herbal Medicines","volume":"15 3","pages":"Pages 463-469"},"PeriodicalIF":4.7000,"publicationDate":"2023-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Chemical constituents from leaves of Jatropha curcas\",\"authors\":\"Yingjie Wang , Di Zhou , Xiaolin Bai , Qingqi Meng , Haihui Xie , Guojiang Wu , Gang Chen , Yue Hou , Ning Li\",\"doi\":\"10.1016/j.chmed.2022.08.010\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><h3>Objective</h3><p>To investigate the chemical constituents from the leaves of <em>Jatropha curcas</em> and evaluate their inhibition on lipopolysaccharide (LPS)-activated BV-2 microglia cells.</p></div><div><h3>Methods</h3><p>The <em>n</em>-BuOH extract of the leaves of <em>J. curcas</em> was isolated by macroporous adsorption resin, silica gel, ODS, column chromatography and semi-preparative HPLC. The structures of the compounds were identified by MS, NMR, ECD, and other spectroscopic methods. In addition, anti-neuroinflammatory effects of isolated compounds were evaluated by measuring the production of nitric oxide (NO) in over-activated BV-2 cells.</p></div><div><h3>Results</h3><p>Seventeen compounds, including (7<em>R</em>,8<em>S</em>)-crataegifin A-4-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>1</strong>), (8<em>R</em>,8′<em>R</em>)-arctigenin (<strong>2</strong>), arctigenin-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>3</strong>), (-)-syringaresinol (<strong>4</strong>), syringaresinol-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>5</strong>), (-)-pinoresinol (<strong>6</strong>), pinoresinol-4′-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>7</strong>), buddlenol D (<strong>8</strong>), (2<em>R</em>,3<em>R</em>)-dihydroquercetin (<strong>9</strong>), (2<em>S</em>,3<em>S</em>)-epicatechin (<strong>10</strong>), (2<em>R</em>,3<em>S</em>)-catechin (<strong>11</strong>), isovitexin (<strong>12</strong>), naringenin-7-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>13</strong>), chamaejasmin (<strong>14</strong>), neochamaejasmin B (<strong>15</strong>), isoneochamaejasmin A (<strong>16</strong>), and tomentin-5-<em>O</em>-<em>β</em>-<em>D</em>-glucopyranoside (<strong>17</strong>) were isolated and identified. Compounds <strong>2</strong>, <strong>4</strong> and <strong>8</strong> significantly inhibited the release of NO in BV-2 microglia activated by LPS, with IC<sub>50</sub> values of 18.34, 29.33 and 26.30 μmol/L, respectively.</p></div><div><h3>Conclusion</h3><p>Compound <strong>1</strong> is a novel compound, and compounds <strong>2</strong>, <strong>3</strong>, <strong>8</strong>, <strong>14</strong>–<strong>17</strong> are isolated from <em>Jatropha</em> genus for the first time. In addition, the lignans significantly inhibited NO release and the inhibitory activity was decreased after glycosylation.</p></div>\",\"PeriodicalId\":9916,\"journal\":{\"name\":\"Chinese Herbal Medicines\",\"volume\":\"15 3\",\"pages\":\"Pages 463-469\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2023-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chinese Herbal Medicines\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1674638423000114\",\"RegionNum\":4,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Herbal Medicines","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1674638423000114","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Chemical constituents from leaves of Jatropha curcas
Objective
To investigate the chemical constituents from the leaves of Jatropha curcas and evaluate their inhibition on lipopolysaccharide (LPS)-activated BV-2 microglia cells.
Methods
The n-BuOH extract of the leaves of J. curcas was isolated by macroporous adsorption resin, silica gel, ODS, column chromatography and semi-preparative HPLC. The structures of the compounds were identified by MS, NMR, ECD, and other spectroscopic methods. In addition, anti-neuroinflammatory effects of isolated compounds were evaluated by measuring the production of nitric oxide (NO) in over-activated BV-2 cells.
Results
Seventeen compounds, including (7R,8S)-crataegifin A-4-O-β-D-glucopyranoside (1), (8R,8′R)-arctigenin (2), arctigenin-4′-O-β-D-glucopyranoside (3), (-)-syringaresinol (4), syringaresinol-4′-O-β-D-glucopyranoside (5), (-)-pinoresinol (6), pinoresinol-4′-O-β-D-glucopyranoside (7), buddlenol D (8), (2R,3R)-dihydroquercetin (9), (2S,3S)-epicatechin (10), (2R,3S)-catechin (11), isovitexin (12), naringenin-7-O-β-D-glucopyranoside (13), chamaejasmin (14), neochamaejasmin B (15), isoneochamaejasmin A (16), and tomentin-5-O-β-D-glucopyranoside (17) were isolated and identified. Compounds 2, 4 and 8 significantly inhibited the release of NO in BV-2 microglia activated by LPS, with IC50 values of 18.34, 29.33 and 26.30 μmol/L, respectively.
Conclusion
Compound 1 is a novel compound, and compounds 2, 3, 8, 14–17 are isolated from Jatropha genus for the first time. In addition, the lignans significantly inhibited NO release and the inhibitory activity was decreased after glycosylation.
期刊介绍：
Chinese Herbal Medicines is intended to disseminate the latest developments and research progress in traditional and herbal medical sciences to researchers, practitioners, academics and administrators worldwide in the field of traditional and herbal medicines. The journal's international coverage ensures that research and progress from all regions of the world are widely included.
CHM is a core journal of Chinese science and technology. The journal entered into the ESCI database in 2017, and then was included in PMC, Scopus and other important international search systems. In 2019, CHM was successfully selected for the “China Science and Technology Journal Excellence Action Plan” project, which has markedly improved its international influence and industry popularity. CHM obtained the first impact factor of 3.8 in Journal Citation Reports (JCR) in 2023.
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