Anti-neuroinflammatory effects of sesquiterpenoids isolated from Nardostachys jatamansi
[Display omitted] Two new nardosinone-type sesquiterpenoids, namely kanshone J (1) and kanshone K (2) along with seven known terpenoids (3–9) were isolated from the rhizomes and roots of Nardostachys jatamansi DC (Valerianaceae). The structures of these compounds were determined mainly by analysis o...
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Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2018-01, Vol.28 (2), p.140-144 |
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creator | Yoon, Chi-Su Kim, Kwan-Woo Lee, Sang-Chan Kim, Youn-Chul Oh, Hyuncheol |
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Two new nardosinone-type sesquiterpenoids, namely kanshone J (1) and kanshone K (2) along with seven known terpenoids (3–9) were isolated from the rhizomes and roots of Nardostachys jatamansi DC (Valerianaceae). The structures of these compounds were determined mainly by analysis of 1D-, 2D-NMR and MS data. In addition, the absolute configuration of compound 1 was assigned by application of the modified Mosher’s method. In an initial assay to evaluate their anti-neuroinflammatory effects, compounds 1–5 and 9 exhibited dose-dependent inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 cells, with IC50 values ranging from 2.43 to 46.54 μM. Particularly, desoxo-narchinol A (3) and narchinol B (4) significantly inhibited LPS-induced NO overproduction in BV2 cells with IC50 values of 3.48 ± 0.47 and 2.43 ± 0.23 μM, respectively. Furthermore, compounds 3 and 4 exhibited anti-neuroinflammatory effects by inhibiting the production of pro-inflammatory mediators, including prostaglandin E2 (PGE2), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) proteins, and pro-inflammatory cytokines, such as interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF)-α, in LPS-stimulated BV2 and primary microglial cells. |
doi_str_mv | 10.1016/j.bmcl.2017.11.041 |
format | Article |
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Two new nardosinone-type sesquiterpenoids, namely kanshone J (1) and kanshone K (2) along with seven known terpenoids (3–9) were isolated from the rhizomes and roots of Nardostachys jatamansi DC (Valerianaceae). The structures of these compounds were determined mainly by analysis of 1D-, 2D-NMR and MS data. In addition, the absolute configuration of compound 1 was assigned by application of the modified Mosher’s method. In an initial assay to evaluate their anti-neuroinflammatory effects, compounds 1–5 and 9 exhibited dose-dependent inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 cells, with IC50 values ranging from 2.43 to 46.54 μM. Particularly, desoxo-narchinol A (3) and narchinol B (4) significantly inhibited LPS-induced NO overproduction in BV2 cells with IC50 values of 3.48 ± 0.47 and 2.43 ± 0.23 μM, respectively. Furthermore, compounds 3 and 4 exhibited anti-neuroinflammatory effects by inhibiting the production of pro-inflammatory mediators, including prostaglandin E2 (PGE2), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) proteins, and pro-inflammatory cytokines, such as interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF)-α, in LPS-stimulated BV2 and primary microglial cells.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2017.11.041</identifier><identifier>PMID: 29221883</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Anti-neuroinflammation ; BV2 microglial cells ; Nardostachys jatamansi ; Primary microglial cells ; Sesquiterpenoids</subject><ispartof>Bioorganic & medicinal chemistry letters, 2018-01, Vol.28 (2), p.140-144</ispartof><rights>2017 Elsevier Ltd</rights><rights>Copyright © 2017 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c356t-b04c253405a26fc2d4d42e54218bca73833888337d31e149ede7bea146558edb3</citedby><cites>FETCH-LOGICAL-c356t-b04c253405a26fc2d4d42e54218bca73833888337d31e149ede7bea146558edb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.bmcl.2017.11.041$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27922,27923,45993</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29221883$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yoon, Chi-Su</creatorcontrib><creatorcontrib>Kim, Kwan-Woo</creatorcontrib><creatorcontrib>Lee, Sang-Chan</creatorcontrib><creatorcontrib>Kim, Youn-Chul</creatorcontrib><creatorcontrib>Oh, Hyuncheol</creatorcontrib><title>Anti-neuroinflammatory effects of sesquiterpenoids isolated from Nardostachys jatamansi</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>[Display omitted]
Two new nardosinone-type sesquiterpenoids, namely kanshone J (1) and kanshone K (2) along with seven known terpenoids (3–9) were isolated from the rhizomes and roots of Nardostachys jatamansi DC (Valerianaceae). The structures of these compounds were determined mainly by analysis of 1D-, 2D-NMR and MS data. In addition, the absolute configuration of compound 1 was assigned by application of the modified Mosher’s method. In an initial assay to evaluate their anti-neuroinflammatory effects, compounds 1–5 and 9 exhibited dose-dependent inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 cells, with IC50 values ranging from 2.43 to 46.54 μM. Particularly, desoxo-narchinol A (3) and narchinol B (4) significantly inhibited LPS-induced NO overproduction in BV2 cells with IC50 values of 3.48 ± 0.47 and 2.43 ± 0.23 μM, respectively. Furthermore, compounds 3 and 4 exhibited anti-neuroinflammatory effects by inhibiting the production of pro-inflammatory mediators, including prostaglandin E2 (PGE2), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) proteins, and pro-inflammatory cytokines, such as interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF)-α, in LPS-stimulated BV2 and primary microglial cells.</description><subject>Anti-neuroinflammation</subject><subject>BV2 microglial cells</subject><subject>Nardostachys jatamansi</subject><subject>Primary microglial cells</subject><subject>Sesquiterpenoids</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNp9kEtLxDAUhYMoOj7-gAvp0k1rXn2BGxFfILpRdBfS5BYztM2Ymwrz780w6tLV3Xz3cM5HyCmjBaOsulgW3WiGglNWF4wVVLIdsmCykrmQtNwlC9pWNG9a-X5ADhGXlDJJpdwnB7zlnDWNWJC3qym6fII5eDf1gx5HHX1YZ9D3YCJmvs8Q8HN2EcIKJu8sZg79oCPYrA9-zJ50sB6jNh9rzJY66lFP6I7JXq8HhJOfe0Reb29eru_zx-e7h-urx9yIsop5R6Xh5aau5lVvuJVWcihlatcZXYtGiCb1FLUVDJhswULdgU4jy7IB24kjcr7NXQX_OQNGNTo0MAx6Aj-jYm1dUkF5LRPKt6gJHjFAr1bBjTqsFaNqI1Qt1Uao2ghVjKkkND2d_eTP3Qj27-XXYAIutwCklV8OgkLjYDJgXUgGlfXuv_xvhcKIXw</recordid><startdate>20180115</startdate><enddate>20180115</enddate><creator>Yoon, Chi-Su</creator><creator>Kim, Kwan-Woo</creator><creator>Lee, Sang-Chan</creator><creator>Kim, Youn-Chul</creator><creator>Oh, Hyuncheol</creator><general>Elsevier Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20180115</creationdate><title>Anti-neuroinflammatory effects of sesquiterpenoids isolated from Nardostachys jatamansi</title><author>Yoon, Chi-Su ; Kim, Kwan-Woo ; Lee, Sang-Chan ; Kim, Youn-Chul ; Oh, Hyuncheol</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c356t-b04c253405a26fc2d4d42e54218bca73833888337d31e149ede7bea146558edb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Anti-neuroinflammation</topic><topic>BV2 microglial cells</topic><topic>Nardostachys jatamansi</topic><topic>Primary microglial cells</topic><topic>Sesquiterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yoon, Chi-Su</creatorcontrib><creatorcontrib>Kim, Kwan-Woo</creatorcontrib><creatorcontrib>Lee, Sang-Chan</creatorcontrib><creatorcontrib>Kim, Youn-Chul</creatorcontrib><creatorcontrib>Oh, Hyuncheol</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yoon, Chi-Su</au><au>Kim, Kwan-Woo</au><au>Lee, Sang-Chan</au><au>Kim, Youn-Chul</au><au>Oh, Hyuncheol</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-neuroinflammatory effects of sesquiterpenoids isolated from Nardostachys jatamansi</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2018-01-15</date><risdate>2018</risdate><volume>28</volume><issue>2</issue><spage>140</spage><epage>144</epage><pages>140-144</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>[Display omitted]
Two new nardosinone-type sesquiterpenoids, namely kanshone J (1) and kanshone K (2) along with seven known terpenoids (3–9) were isolated from the rhizomes and roots of Nardostachys jatamansi DC (Valerianaceae). The structures of these compounds were determined mainly by analysis of 1D-, 2D-NMR and MS data. In addition, the absolute configuration of compound 1 was assigned by application of the modified Mosher’s method. In an initial assay to evaluate their anti-neuroinflammatory effects, compounds 1–5 and 9 exhibited dose-dependent inhibitory effects on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 cells, with IC50 values ranging from 2.43 to 46.54 μM. Particularly, desoxo-narchinol A (3) and narchinol B (4) significantly inhibited LPS-induced NO overproduction in BV2 cells with IC50 values of 3.48 ± 0.47 and 2.43 ± 0.23 μM, respectively. Furthermore, compounds 3 and 4 exhibited anti-neuroinflammatory effects by inhibiting the production of pro-inflammatory mediators, including prostaglandin E2 (PGE2), inducible nitric oxide synthase (iNOS), and cyclooxygenase-2 (COX-2) proteins, and pro-inflammatory cytokines, such as interleukin (IL)-1β, IL-6, and tumor necrosis factor-α (TNF)-α, in LPS-stimulated BV2 and primary microglial cells.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>29221883</pmid><doi>10.1016/j.bmcl.2017.11.041</doi><tpages>5</tpages></addata></record> |
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subjects | Anti-neuroinflammation BV2 microglial cells Nardostachys jatamansi Primary microglial cells Sesquiterpenoids |
title | Anti-neuroinflammatory effects of sesquiterpenoids isolated from Nardostachys jatamansi |
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