Anti-inflammatory flavone and chalcone derivatives from the roots of Pongamia pinnata (L.) Pierre
A phytochemical study on the roots of Pongamia pinnata (L.) Pierre yielded 52 flavonoids, including four previously undescribed flavone and four previously undescribed chalcone derivatives. The structures of the isolated compounds were determined on the basis of the 1D, 2D NMR, and mass spectroscopi...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2018-05, Vol.149, p.56-63 |
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| creator | Wen, Ran Lv, Hai-Ning Jiang, Yong Tu, Peng-Fei |
| description | A phytochemical study on the roots of Pongamia pinnata (L.) Pierre yielded 52 flavonoids, including four previously undescribed flavone and four previously undescribed chalcone derivatives. The structures of the isolated compounds were determined on the basis of the 1D, 2D NMR, and mass spectroscopic data. The absolute configurations of the compounds were assigned via the specific rotation, Mosher's method, as well as the electronic circular dichroism (ECD) spectra. All the isolates were evaluated for their inhibitory effects on NO production in LPS-stimulated BV-2 microglial cells. Ten compounds showed significant inhibitory effects against NO production, comparable to the positive control, dexamethasone.
Eight previously undescribed flavone and chalcone derivatives, together with 44 known compounds, were isolated from the roots of Pongamia pinnata (L.) Pierre (Fabaceae). [Display omitted]
•Eight previously undescribed flavone and chalcone derivatives were obtained from of P. pinnata.•35 flavonoids showed different levels of anti-inflammatory activity.•Ten compounds displayed significant anti-inflammatory activity comparable to dexamethasone. |
| doi_str_mv | 10.1016/j.phytochem.2018.02.005 |
| format | Article |
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Eight previously undescribed flavone and chalcone derivatives, together with 44 known compounds, were isolated from the roots of Pongamia pinnata (L.) Pierre (Fabaceae). [Display omitted]
•Eight previously undescribed flavone and chalcone derivatives were obtained from of P. pinnata.•35 flavonoids showed different levels of anti-inflammatory activity.•Ten compounds displayed significant anti-inflammatory activity comparable to dexamethasone.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2018.02.005</identifier><identifier>PMID: 29459216</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Animals ; Anti-inflammatory ; Anti-Inflammatory Agents - chemistry ; Anti-Inflammatory Agents - isolation & purification ; Anti-Inflammatory Agents - pharmacology ; Chalcone ; Chalcones - chemistry ; Chalcones - isolation & purification ; Chalcones - pharmacology ; circular dichroism spectroscopy ; dexamethasone ; Drugs, Chinese Herbal - chemistry ; Drugs, Chinese Herbal - isolation & purification ; Drugs, Chinese Herbal - pharmacology ; Fabaceae ; Flavone ; flavones ; Flavones - chemistry ; Flavones - isolation & purification ; Flavones - pharmacology ; Lipopolysaccharides - pharmacology ; Mice ; Millettia - chemistry ; Millettia pinnata ; Molecular Structure ; neuroglia ; nitric oxide ; Nitric Oxide - biosynthesis ; Nitric oxide inhibition ; nuclear magnetic resonance spectroscopy ; Nuclear Magnetic Resonance, Biomolecular ; Plant Bark - chemistry ; Plant Roots - chemistry ; Pongamia pinnata ; roots ; spectral analysis</subject><ispartof>Phytochemistry (Oxford), 2018-05, Vol.149, p.56-63</ispartof><rights>2018</rights><rights>Copyright © 2018. Published by Elsevier Ltd.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c404t-f88789be1e0f071d45aa80c3d6581408c6aeeb68f0811e32043199961655643a3</citedby><cites>FETCH-LOGICAL-c404t-f88789be1e0f071d45aa80c3d6581408c6aeeb68f0811e32043199961655643a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942218300360$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29459216$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wen, Ran</creatorcontrib><creatorcontrib>Lv, Hai-Ning</creatorcontrib><creatorcontrib>Jiang, Yong</creatorcontrib><creatorcontrib>Tu, Peng-Fei</creatorcontrib><title>Anti-inflammatory flavone and chalcone derivatives from the roots of Pongamia pinnata (L.) Pierre</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>A phytochemical study on the roots of Pongamia pinnata (L.) Pierre yielded 52 flavonoids, including four previously undescribed flavone and four previously undescribed chalcone derivatives. The structures of the isolated compounds were determined on the basis of the 1D, 2D NMR, and mass spectroscopic data. The absolute configurations of the compounds were assigned via the specific rotation, Mosher's method, as well as the electronic circular dichroism (ECD) spectra. All the isolates were evaluated for their inhibitory effects on NO production in LPS-stimulated BV-2 microglial cells. Ten compounds showed significant inhibitory effects against NO production, comparable to the positive control, dexamethasone.
Eight previously undescribed flavone and chalcone derivatives, together with 44 known compounds, were isolated from the roots of Pongamia pinnata (L.) Pierre (Fabaceae). [Display omitted]
•Eight previously undescribed flavone and chalcone derivatives were obtained from of P. pinnata.•35 flavonoids showed different levels of anti-inflammatory activity.•Ten compounds displayed significant anti-inflammatory activity comparable to dexamethasone.</description><subject>Animals</subject><subject>Anti-inflammatory</subject><subject>Anti-Inflammatory Agents - chemistry</subject><subject>Anti-Inflammatory Agents - isolation & purification</subject><subject>Anti-Inflammatory Agents - pharmacology</subject><subject>Chalcone</subject><subject>Chalcones - chemistry</subject><subject>Chalcones - isolation & purification</subject><subject>Chalcones - pharmacology</subject><subject>circular dichroism spectroscopy</subject><subject>dexamethasone</subject><subject>Drugs, Chinese Herbal - chemistry</subject><subject>Drugs, Chinese Herbal - isolation & purification</subject><subject>Drugs, Chinese Herbal - pharmacology</subject><subject>Fabaceae</subject><subject>Flavone</subject><subject>flavones</subject><subject>Flavones - chemistry</subject><subject>Flavones - isolation & purification</subject><subject>Flavones - pharmacology</subject><subject>Lipopolysaccharides - pharmacology</subject><subject>Mice</subject><subject>Millettia - chemistry</subject><subject>Millettia pinnata</subject><subject>Molecular Structure</subject><subject>neuroglia</subject><subject>nitric oxide</subject><subject>Nitric Oxide - biosynthesis</subject><subject>Nitric oxide inhibition</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Plant Bark - chemistry</subject><subject>Plant Roots - chemistry</subject><subject>Pongamia pinnata</subject><subject>roots</subject><subject>spectral analysis</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkU2P0zAQhi0EYsvCXwAfl0PCjJM4zrFaLR9SJfYAZ8t1JtRVYhfbrdR_j6sue4XTzEjPfL0vYx8QagSUn_b1YXfOwe5oqQWgqkHUAN0LtkLVN1XTA7xkK4AGq6EV4oa9SWkPheikfM1uxNB2g0C5Ymbts6ucn2azLCaHeOYlPQVP3PiR252Z7aUYKbqTye5EiU8xLDzviMcQcuJh4o_B_zKLM_zgvDfZ8LtN_ZE_OoqR3rJXk5kTvXuKt-zn54cf91-rzfcv3-7Xm8q20OZqUqpXw5aQYIIex7YzRoFtRtkpbEFZaYi2Uk2gEKkR0DY4DINEWX5qG9Pcsrvr3EMMv4-Usl5csjTPxlM4Ji1A9mLA8vp_oOUC7CViQfsramNIKdKkD9EtJp41gr5Yoff62Qp9sUKD0EXo0vn-aclxu9D43PdX-wKsrwAVVU5FK52sI29pdJFs1mNw_1zyB469nWw</recordid><startdate>201805</startdate><enddate>201805</enddate><creator>Wen, Ran</creator><creator>Lv, Hai-Ning</creator><creator>Jiang, Yong</creator><creator>Tu, Peng-Fei</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7S9</scope><scope>L.6</scope></search><sort><creationdate>201805</creationdate><title>Anti-inflammatory flavone and chalcone derivatives from the roots of Pongamia pinnata (L.) Pierre</title><author>Wen, Ran ; Lv, Hai-Ning ; Jiang, Yong ; Tu, Peng-Fei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c404t-f88789be1e0f071d45aa80c3d6581408c6aeeb68f0811e32043199961655643a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Animals</topic><topic>Anti-inflammatory</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - isolation & purification</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>Chalcone</topic><topic>Chalcones - chemistry</topic><topic>Chalcones - isolation & purification</topic><topic>Chalcones - pharmacology</topic><topic>circular dichroism spectroscopy</topic><topic>dexamethasone</topic><topic>Drugs, Chinese Herbal - chemistry</topic><topic>Drugs, Chinese Herbal - isolation & purification</topic><topic>Drugs, Chinese Herbal - pharmacology</topic><topic>Fabaceae</topic><topic>Flavone</topic><topic>flavones</topic><topic>Flavones - chemistry</topic><topic>Flavones - isolation & purification</topic><topic>Flavones - pharmacology</topic><topic>Lipopolysaccharides - pharmacology</topic><topic>Mice</topic><topic>Millettia - chemistry</topic><topic>Millettia pinnata</topic><topic>Molecular Structure</topic><topic>neuroglia</topic><topic>nitric oxide</topic><topic>Nitric Oxide - biosynthesis</topic><topic>Nitric oxide inhibition</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Plant Bark - chemistry</topic><topic>Plant Roots - chemistry</topic><topic>Pongamia pinnata</topic><topic>roots</topic><topic>spectral analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wen, Ran</creatorcontrib><creatorcontrib>Lv, Hai-Ning</creatorcontrib><creatorcontrib>Jiang, Yong</creatorcontrib><creatorcontrib>Tu, Peng-Fei</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wen, Ran</au><au>Lv, Hai-Ning</au><au>Jiang, Yong</au><au>Tu, Peng-Fei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-inflammatory flavone and chalcone derivatives from the roots of Pongamia pinnata (L.) Pierre</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2018-05</date><risdate>2018</risdate><volume>149</volume><spage>56</spage><epage>63</epage><pages>56-63</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>A phytochemical study on the roots of Pongamia pinnata (L.) Pierre yielded 52 flavonoids, including four previously undescribed flavone and four previously undescribed chalcone derivatives. The structures of the isolated compounds were determined on the basis of the 1D, 2D NMR, and mass spectroscopic data. The absolute configurations of the compounds were assigned via the specific rotation, Mosher's method, as well as the electronic circular dichroism (ECD) spectra. All the isolates were evaluated for their inhibitory effects on NO production in LPS-stimulated BV-2 microglial cells. Ten compounds showed significant inhibitory effects against NO production, comparable to the positive control, dexamethasone.
Eight previously undescribed flavone and chalcone derivatives, together with 44 known compounds, were isolated from the roots of Pongamia pinnata (L.) Pierre (Fabaceae). [Display omitted]
•Eight previously undescribed flavone and chalcone derivatives were obtained from of P. pinnata.•35 flavonoids showed different levels of anti-inflammatory activity.•Ten compounds displayed significant anti-inflammatory activity comparable to dexamethasone.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>29459216</pmid><doi>10.1016/j.phytochem.2018.02.005</doi><tpages>8</tpages></addata></record> |
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| subjects | Animals Anti-inflammatory Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - isolation & purification Anti-Inflammatory Agents - pharmacology Chalcone Chalcones - chemistry Chalcones - isolation & purification Chalcones - pharmacology circular dichroism spectroscopy dexamethasone Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology Fabaceae Flavone flavones Flavones - chemistry Flavones - isolation & purification Flavones - pharmacology Lipopolysaccharides - pharmacology Mice Millettia - chemistry Millettia pinnata Molecular Structure neuroglia nitric oxide Nitric Oxide - biosynthesis Nitric oxide inhibition nuclear magnetic resonance spectroscopy Nuclear Magnetic Resonance, Biomolecular Plant Bark - chemistry Plant Roots - chemistry Pongamia pinnata roots spectral analysis |
| title | Anti-inflammatory flavone and chalcone derivatives from the roots of Pongamia pinnata (L.) Pierre |
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