Shu-Wen Huang , Huan He , Zhi-Qiang Li , Yu-Wei Wang , Yuan-Ying Fang , Yu-Lin Feng , Zhi-Feng Li , Qi Wang
{"title":"Senecio raphanifolius 的三种新化学成分","authors":"Shu-Wen Huang , Huan He , Zhi-Qiang Li , Yu-Wei Wang , Yuan-Ying Fang , Yu-Lin Feng , Zhi-Feng Li , Qi Wang","doi":"10.1016/j.phytol.2024.07.003","DOIUrl":null,"url":null,"abstract":"<div><p>Three new constituents, 4a-hydroxy-1-methyl-4,4a,8,8a-tetrahydro-1 H-isochromene-3,7-dione (<strong>1</strong>), 1-(2-(prop-1-en-2-yl)-3-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2 H-pyran-2-yl)oxy)-2,3-dihydrobenzofuran-5-yl)ethan-1-one (<strong>2</strong>), and 5-(hydroxymethyl)-2,3-dihydro-1 H-pyrrolizin-1-one (<strong>3</strong>), together with 3 known flavonoids (<strong>4</strong>-<strong>6</strong>), 6 organic acids (<strong>7</strong>-<strong>12</strong>), 1 glycoside (<strong>13</strong>), and 2 terpenoids (<strong>14</strong>-<strong>15</strong>) were isolated from the 50 % ethanol extract of the whole plant of <em>Senecio raphanifolius</em> Wall. ex DC. The structures of these novel compounds were determined using high-resolution electrospray ionization–mass spectrometry and NMR, mainly using 2D NMR. The anti-inflammatory activities of compounds <strong>1</strong>-<strong>3</strong> were evaluated based on their ability to inhibit nitric oxide (NO) production in lipopolysaccharide-stimulated RAW264.7 cells. Compound <strong>1</strong> could reduce NO levels and had an inhibition rate of 42.86 % at 100 µM.</p></div>","PeriodicalId":20408,"journal":{"name":"Phytochemistry Letters","volume":"62 ","pages":"Pages 53-58"},"PeriodicalIF":1.3000,"publicationDate":"2024-07-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Three new chemical constituents of Senecio raphanifolius\",\"authors\":\"Shu-Wen Huang , Huan He , Zhi-Qiang Li , Yu-Wei Wang , Yuan-Ying Fang , Yu-Lin Feng , Zhi-Feng Li , Qi Wang\",\"doi\":\"10.1016/j.phytol.2024.07.003\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Three new constituents, 4a-hydroxy-1-methyl-4,4a,8,8a-tetrahydro-1 H-isochromene-3,7-dione (<strong>1</strong>), 1-(2-(prop-1-en-2-yl)-3-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2 H-pyran-2-yl)oxy)-2,3-dihydrobenzofuran-5-yl)ethan-1-one (<strong>2</strong>), and 5-(hydroxymethyl)-2,3-dihydro-1 H-pyrrolizin-1-one (<strong>3</strong>), together with 3 known flavonoids (<strong>4</strong>-<strong>6</strong>), 6 organic acids (<strong>7</strong>-<strong>12</strong>), 1 glycoside (<strong>13</strong>), and 2 terpenoids (<strong>14</strong>-<strong>15</strong>) were isolated from the 50 % ethanol extract of the whole plant of <em>Senecio raphanifolius</em> Wall. ex DC. The structures of these novel compounds were determined using high-resolution electrospray ionization–mass spectrometry and NMR, mainly using 2D NMR. The anti-inflammatory activities of compounds <strong>1</strong>-<strong>3</strong> were evaluated based on their ability to inhibit nitric oxide (NO) production in lipopolysaccharide-stimulated RAW264.7 cells. Compound <strong>1</strong> could reduce NO levels and had an inhibition rate of 42.86 % at 100 µM.</p></div>\",\"PeriodicalId\":20408,\"journal\":{\"name\":\"Phytochemistry Letters\",\"volume\":\"62 \",\"pages\":\"Pages 53-58\"},\"PeriodicalIF\":1.3000,\"publicationDate\":\"2024-07-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry Letters\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1874390024001010\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry Letters","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1874390024001010","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Three new chemical constituents of Senecio raphanifolius
Three new constituents, 4a-hydroxy-1-methyl-4,4a,8,8a-tetrahydro-1 H-isochromene-3,7-dione (1), 1-(2-(prop-1-en-2-yl)-3-((3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2 H-pyran-2-yl)oxy)-2,3-dihydrobenzofuran-5-yl)ethan-1-one (2), and 5-(hydroxymethyl)-2,3-dihydro-1 H-pyrrolizin-1-one (3), together with 3 known flavonoids (4-6), 6 organic acids (7-12), 1 glycoside (13), and 2 terpenoids (14-15) were isolated from the 50 % ethanol extract of the whole plant of Senecio raphanifolius Wall. ex DC. The structures of these novel compounds were determined using high-resolution electrospray ionization–mass spectrometry and NMR, mainly using 2D NMR. The anti-inflammatory activities of compounds 1-3 were evaluated based on their ability to inhibit nitric oxide (NO) production in lipopolysaccharide-stimulated RAW264.7 cells. Compound 1 could reduce NO levels and had an inhibition rate of 42.86 % at 100 µM.
期刊介绍:
Phytochemistry Letters invites rapid communications on all aspects of natural product research including:
• Structural elucidation of natural products
• Analytical evaluation of herbal medicines
• Clinical efficacy, safety and pharmacovigilance of herbal medicines
• Natural product biosynthesis
• Natural product synthesis and chemical modification
• Natural product metabolism
• Chemical ecology
• Biotechnology
• Bioassay-guided isolation
• Pharmacognosy
• Pharmacology of natural products
• Metabolomics
• Ethnobotany and traditional usage
• Genetics of natural products
Manuscripts that detail the isolation of just one new compound are not substantial enough to be sent out of review and are out of scope. Furthermore, where pharmacology has been performed on one new compound to increase the amount of novel data, the pharmacology must be substantial and/or related to the medicinal use of the producing organism.