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Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages
The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds. Their structures were determined using spectroscopic techniques, which inclu...
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Published in: | Bioorganic & medicinal chemistry letters 2012-01, Vol.22 (1), p.706-708 |
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description | The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds. Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. All of the isolates were evaluated for their potential to inhibit the LPS-induced NO production in murine macrophage RAW 264.7 cells.
The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds, ursolic acid (1), nardosinone (2), pinoresinol (3), desoxo-narchinol A (4), kanshone B (5), epoxyconiferyl alcohol (6), debilon (7), 4α,5-dimethyl-1,3-dioxo-1,2,3,4,4α,5,6,7-octahydronaphthalene (10), p-coumaric acid (11), and isoferulic acid (12). Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. Among the isolates, compounds 2, 4, 5, 8 and 9 showed inhibitory activity against LPS-induced NO production with IC50 values of 4.6–21.6μM. |
doi_str_mv | 10.1016/j.bmcl.2011.10.043 |
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The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds, ursolic acid (1), nardosinone (2), pinoresinol (3), desoxo-narchinol A (4), kanshone B (5), epoxyconiferyl alcohol (6), debilon (7), 4α,5-dimethyl-1,3-dioxo-1,2,3,4,4α,5,6,7-octahydronaphthalene (10), p-coumaric acid (11), and isoferulic acid (12). Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. Among the isolates, compounds 2, 4, 5, 8 and 9 showed inhibitory activity against LPS-induced NO production with IC50 values of 4.6–21.6μM.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2011.10.043</identifier><identifier>PMID: 22079762</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>alcohols ; Animals ; Biological and medical sciences ; Drug Design ; fractionation ; Inhibitory Concentration 50 ; Lipopolysaccharides - chemistry ; macrophages ; Macrophages - cytology ; Magnetic Resonance Spectroscopy - methods ; Medical sciences ; Methanol - chemistry ; Mice ; Models, Chemical ; Nardostachys - metabolism ; Nardostachys chinensis ; Nardostachys grandiflora ; nitric oxide ; Nitric Oxide - antagonists & inhibitors ; Nitric Oxide - chemistry ; Nitric Oxide - metabolism ; Nitric oxide inhibitor ; p-coumaric acid ; Pharmacology. Drug treatments ; Plant Extracts - pharmacology ; Plant Roots - metabolism ; Rhizome - chemistry ; rhizomes ; roots ; Sesquiterpenoid ; sesquiterpenoids ; Spectrophotometry - methods ; spectroscopy ; ursolic acid ; Valerianaceae</subject><ispartof>Bioorganic & medicinal chemistry letters, 2012-01, Vol.22 (1), p.706-708</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2011 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c507t-f5084eb656da18726cb33b1c83266befa69f85f33c2de534f8900c9e12e0d7b03</citedby><cites>FETCH-LOGICAL-c507t-f5084eb656da18726cb33b1c83266befa69f85f33c2de534f8900c9e12e0d7b03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4021,27921,27922,27923</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25413399$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22079762$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hwang, Ji Sang</creatorcontrib><creatorcontrib>Lee, Seon A</creatorcontrib><creatorcontrib>Hong, Seong Su</creatorcontrib><creatorcontrib>Han, Xiang Hua</creatorcontrib><creatorcontrib>Lee, Chul</creatorcontrib><creatorcontrib>Lee, Dongho</creatorcontrib><creatorcontrib>Lee, Chong-Kil</creatorcontrib><creatorcontrib>Hong, Jin Tae</creatorcontrib><creatorcontrib>Kim, Youngsoo</creatorcontrib><creatorcontrib>Lee, Mi Kyeong</creatorcontrib><creatorcontrib>Hwang, Bang Yeon</creatorcontrib><title>Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds. Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. All of the isolates were evaluated for their potential to inhibit the LPS-induced NO production in murine macrophage RAW 264.7 cells.
The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds, ursolic acid (1), nardosinone (2), pinoresinol (3), desoxo-narchinol A (4), kanshone B (5), epoxyconiferyl alcohol (6), debilon (7), 4α,5-dimethyl-1,3-dioxo-1,2,3,4,4α,5,6,7-octahydronaphthalene (10), p-coumaric acid (11), and isoferulic acid (12). Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. Among the isolates, compounds 2, 4, 5, 8 and 9 showed inhibitory activity against LPS-induced NO production with IC50 values of 4.6–21.6μM.</description><subject>alcohols</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Drug Design</subject><subject>fractionation</subject><subject>Inhibitory Concentration 50</subject><subject>Lipopolysaccharides - chemistry</subject><subject>macrophages</subject><subject>Macrophages - cytology</subject><subject>Magnetic Resonance Spectroscopy - methods</subject><subject>Medical sciences</subject><subject>Methanol - chemistry</subject><subject>Mice</subject><subject>Models, Chemical</subject><subject>Nardostachys - metabolism</subject><subject>Nardostachys chinensis</subject><subject>Nardostachys grandiflora</subject><subject>nitric oxide</subject><subject>Nitric Oxide - antagonists & inhibitors</subject><subject>Nitric Oxide - chemistry</subject><subject>Nitric Oxide - metabolism</subject><subject>Nitric oxide inhibitor</subject><subject>p-coumaric acid</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - pharmacology</subject><subject>Plant Roots - metabolism</subject><subject>Rhizome - chemistry</subject><subject>rhizomes</subject><subject>roots</subject><subject>Sesquiterpenoid</subject><subject>sesquiterpenoids</subject><subject>Spectrophotometry - methods</subject><subject>spectroscopy</subject><subject>ursolic acid</subject><subject>Valerianaceae</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNqNkU2LFDEQhhtR3NnVP-BBc5E9dZvv7oCXZfFjYVFQF72FdLqyk6EnGZO0OP_eDDPqTTwVvPVU5U29TfOM4I5gIl9tunFr545iQqrQYc4eNCvCJW8Zx-Jhs8JK4nZQ_NtZc57zBmPCMeePmzNKca96SVcN3IS1H32JaY9sDLn4skAoGUWHPpg0xVyMXe8zsmsfIGRfOwEFX5K3KP70E6BditNii6-6D-jT1VdEJe96tDU2xd3a3EN-0jxyZs7w9FQvmru3b75cv29vP767ub66ba3AfWmdwAOHUQo5GTL0VNqRsZHYgVEpR3BGKjcIx5ilEwjG3aAwtgoIBTz1I2YXzeVxb_X0fYFc9NZnC_NsAsQla0UGLBWh4j9IxojsBakkPZL1NzkncHqX_NakvSZYH3LQG33IQR9yOGg1hzr0_LR-Gbcw_Rn5ffgKvDwBJlszu2SC9fkvJ3g1oFTlXhw5Z6I296kyd5_rS6KGyURPeSVeHwmoh_3hIelsPQQLk09gi56i_5fTX5tLrzk</recordid><startdate>20120101</startdate><enddate>20120101</enddate><creator>Hwang, Ji Sang</creator><creator>Lee, Seon A</creator><creator>Hong, Seong Su</creator><creator>Han, Xiang Hua</creator><creator>Lee, Chul</creator><creator>Lee, Dongho</creator><creator>Lee, Chong-Kil</creator><creator>Hong, Jin Tae</creator><creator>Kim, Youngsoo</creator><creator>Lee, Mi Kyeong</creator><creator>Hwang, Bang Yeon</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><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>7QO</scope><scope>7T5</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope></search><sort><creationdate>20120101</creationdate><title>Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages</title><author>Hwang, Ji Sang ; Lee, Seon A ; Hong, Seong Su ; Han, Xiang Hua ; Lee, Chul ; Lee, Dongho ; Lee, Chong-Kil ; Hong, Jin Tae ; Kim, Youngsoo ; Lee, Mi Kyeong ; Hwang, Bang Yeon</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c507t-f5084eb656da18726cb33b1c83266befa69f85f33c2de534f8900c9e12e0d7b03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>alcohols</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Drug Design</topic><topic>fractionation</topic><topic>Inhibitory Concentration 50</topic><topic>Lipopolysaccharides - chemistry</topic><topic>macrophages</topic><topic>Macrophages - cytology</topic><topic>Magnetic Resonance Spectroscopy - methods</topic><topic>Medical sciences</topic><topic>Methanol - chemistry</topic><topic>Mice</topic><topic>Models, Chemical</topic><topic>Nardostachys - metabolism</topic><topic>Nardostachys chinensis</topic><topic>Nardostachys grandiflora</topic><topic>nitric oxide</topic><topic>Nitric Oxide - antagonists & inhibitors</topic><topic>Nitric Oxide - chemistry</topic><topic>Nitric Oxide - metabolism</topic><topic>Nitric oxide inhibitor</topic><topic>p-coumaric acid</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - pharmacology</topic><topic>Plant Roots - metabolism</topic><topic>Rhizome - chemistry</topic><topic>rhizomes</topic><topic>roots</topic><topic>Sesquiterpenoid</topic><topic>sesquiterpenoids</topic><topic>Spectrophotometry - methods</topic><topic>spectroscopy</topic><topic>ursolic acid</topic><topic>Valerianaceae</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hwang, Ji Sang</creatorcontrib><creatorcontrib>Lee, Seon A</creatorcontrib><creatorcontrib>Hong, Seong Su</creatorcontrib><creatorcontrib>Han, Xiang Hua</creatorcontrib><creatorcontrib>Lee, Chul</creatorcontrib><creatorcontrib>Lee, Dongho</creatorcontrib><creatorcontrib>Lee, Chong-Kil</creatorcontrib><creatorcontrib>Hong, Jin Tae</creatorcontrib><creatorcontrib>Kim, Youngsoo</creatorcontrib><creatorcontrib>Lee, Mi Kyeong</creatorcontrib><creatorcontrib>Hwang, Bang Yeon</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><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>Biotechnology Research Abstracts</collection><collection>Immunology Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hwang, Ji Sang</au><au>Lee, Seon A</au><au>Hong, Seong Su</au><au>Han, Xiang Hua</au><au>Lee, Chul</au><au>Lee, Dongho</au><au>Lee, Chong-Kil</au><au>Hong, Jin Tae</au><au>Kim, Youngsoo</au><au>Lee, Mi Kyeong</au><au>Hwang, Bang Yeon</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2012-01-01</date><risdate>2012</risdate><volume>22</volume><issue>1</issue><spage>706</spage><epage>708</epage><pages>706-708</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds. Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. All of the isolates were evaluated for their potential to inhibit the LPS-induced NO production in murine macrophage RAW 264.7 cells.
The activity-guided fractionation of the MeOH extract of the rhizomes and roots of Nardostachys chinensis led to the isolation of two new sesquiterpenoids, narchinol B (8) and narchinol C (9), along with 10 known compounds, ursolic acid (1), nardosinone (2), pinoresinol (3), desoxo-narchinol A (4), kanshone B (5), epoxyconiferyl alcohol (6), debilon (7), 4α,5-dimethyl-1,3-dioxo-1,2,3,4,4α,5,6,7-octahydronaphthalene (10), p-coumaric acid (11), and isoferulic acid (12). Their structures were determined using spectroscopic techniques, which included 1D- and 2D-NMR. Among the isolates, compounds 2, 4, 5, 8 and 9 showed inhibitory activity against LPS-induced NO production with IC50 values of 4.6–21.6μM.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>22079762</pmid><doi>10.1016/j.bmcl.2011.10.043</doi><tpages>3</tpages></addata></record> |
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subjects | alcohols Animals Biological and medical sciences Drug Design fractionation Inhibitory Concentration 50 Lipopolysaccharides - chemistry macrophages Macrophages - cytology Magnetic Resonance Spectroscopy - methods Medical sciences Methanol - chemistry Mice Models, Chemical Nardostachys - metabolism Nardostachys chinensis Nardostachys grandiflora nitric oxide Nitric Oxide - antagonists & inhibitors Nitric Oxide - chemistry Nitric Oxide - metabolism Nitric oxide inhibitor p-coumaric acid Pharmacology. Drug treatments Plant Extracts - pharmacology Plant Roots - metabolism Rhizome - chemistry rhizomes roots Sesquiterpenoid sesquiterpenoids Spectrophotometry - methods spectroscopy ursolic acid Valerianaceae |
title | Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages |
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