Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum
Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their anti-inflammatory activity was evaluated against LPS-induced NO...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2013-03, Vol.23 (5), p.1428-1432 |
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| creator | Tung, Nguyen The Cuong, To Dao Hung, Tran Manh Lee, Jeong Hyung Woo, Mi Hee Choi, Jae Sue Kim, Jaewang Ryu, Sung Ho Min, Byung Sun |
| description | Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their anti-inflammatory activity was evaluated against LPS-induced NO and COX-2 productions in macrophage RAW 264.7 cells.
Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW 264.7 cells. Compounds 1, 3, 4, 9, 10 and 15 showed inhibitory potency with IC50 values of 7.4, 6.4, 4.3, 9.4, 9.2 and 4.5μM, respectively. Compounds 1, 3 and 15 dose-dependently reduced the LPS-induced iNOS expressions. Preincubation of cell with 1, 3 and 15 significantly suppressed LPS-induced expression of COX-2 protein. |
| doi_str_mv | 10.1016/j.bmcl.2012.12.066 |
| format | Article |
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Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW 264.7 cells. Compounds 1, 3, 4, 9, 10 and 15 showed inhibitory potency with IC50 values of 7.4, 6.4, 4.3, 9.4, 9.2 and 4.5μM, respectively. Compounds 1, 3 and 15 dose-dependently reduced the LPS-induced iNOS expressions. Preincubation of cell with 1, 3 and 15 significantly suppressed LPS-induced expression of COX-2 protein.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2012.12.066</identifier><identifier>PMID: 23357630</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>anti-inflammatory activity ; Anti-Inflammatory Agents - chemistry ; Anti-Inflammatory Agents - pharmacology ; Cell Line, Tumor ; chemical structure ; Cyclooxygenase 2 - biosynthesis ; Cyclooxygenase 2 - metabolism ; Enzyme Induction - drug effects ; fruiting bodies ; Fruiting Bodies, Fungal - chemistry ; Ganoderma lucidum ; Humans ; inducible nitric oxide synthase ; Inflammatory ; inhibitory concentration 50 ; Lanostane triterpenes ; Lipopolysaccharides - pharmacology ; macrophages ; Macrophages - drug effects ; Macrophages - metabolism ; mass spectrometry ; nitric oxide ; Nitric Oxide - antagonists & inhibitors ; Nitric Oxide - biosynthesis ; Nitric Oxide - metabolism ; Nitric Oxide Synthase Type II - antagonists & inhibitors ; Nitric Oxide Synthase Type II - biosynthesis ; Nitric Oxide Synthase Type II - metabolism ; nuclear magnetic resonance spectroscopy ; Nuclear Magnetic Resonance, Biomolecular ; RAW 264.7 cells ; Reishi - chemistry ; Triterpenes - chemistry ; Triterpenes - pharmacology ; triterpenoids</subject><ispartof>Bioorganic & medicinal chemistry letters, 2013-03, Vol.23 (5), p.1428-1432</ispartof><rights>2012 Elsevier Ltd</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c380t-c589c5614b3e0d3a4a27636e665f61fca86abf2750d25a45da08c477853ac4503</citedby><cites>FETCH-LOGICAL-c380t-c589c5614b3e0d3a4a27636e665f61fca86abf2750d25a45da08c477853ac4503</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X12016617$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/23357630$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tung, Nguyen The</creatorcontrib><creatorcontrib>Cuong, To Dao</creatorcontrib><creatorcontrib>Hung, Tran Manh</creatorcontrib><creatorcontrib>Lee, Jeong Hyung</creatorcontrib><creatorcontrib>Woo, Mi Hee</creatorcontrib><creatorcontrib>Choi, Jae Sue</creatorcontrib><creatorcontrib>Kim, Jaewang</creatorcontrib><creatorcontrib>Ryu, Sung Ho</creatorcontrib><creatorcontrib>Min, Byung Sun</creatorcontrib><title>Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their anti-inflammatory activity was evaluated against LPS-induced NO and COX-2 productions in macrophage RAW 264.7 cells.
Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW 264.7 cells. Compounds 1, 3, 4, 9, 10 and 15 showed inhibitory potency with IC50 values of 7.4, 6.4, 4.3, 9.4, 9.2 and 4.5μM, respectively. Compounds 1, 3 and 15 dose-dependently reduced the LPS-induced iNOS expressions. Preincubation of cell with 1, 3 and 15 significantly suppressed LPS-induced expression of COX-2 protein.</description><subject>anti-inflammatory activity</subject><subject>Anti-Inflammatory Agents - chemistry</subject><subject>Anti-Inflammatory Agents - pharmacology</subject><subject>Cell Line, Tumor</subject><subject>chemical structure</subject><subject>Cyclooxygenase 2 - biosynthesis</subject><subject>Cyclooxygenase 2 - metabolism</subject><subject>Enzyme Induction - drug effects</subject><subject>fruiting bodies</subject><subject>Fruiting Bodies, Fungal - chemistry</subject><subject>Ganoderma lucidum</subject><subject>Humans</subject><subject>inducible nitric oxide synthase</subject><subject>Inflammatory</subject><subject>inhibitory concentration 50</subject><subject>Lanostane triterpenes</subject><subject>Lipopolysaccharides - pharmacology</subject><subject>macrophages</subject><subject>Macrophages - drug effects</subject><subject>Macrophages - metabolism</subject><subject>mass spectrometry</subject><subject>nitric oxide</subject><subject>Nitric Oxide - antagonists & inhibitors</subject><subject>Nitric Oxide - biosynthesis</subject><subject>Nitric Oxide - metabolism</subject><subject>Nitric Oxide Synthase Type II - antagonists & inhibitors</subject><subject>Nitric Oxide Synthase Type II - biosynthesis</subject><subject>Nitric Oxide Synthase Type II - metabolism</subject><subject>nuclear magnetic resonance spectroscopy</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>RAW 264.7 cells</subject><subject>Reishi - chemistry</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - pharmacology</subject><subject>triterpenoids</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE9rFDEYh4NU7Fr9Aj3UHHuZNf8nC17KUmuh2IMWvIVM8qbNMjNZk4zQb98sWz0KgeQlz_vjx4PQOSVrSqj6vFsPkxvXjFC2boco9QatqFCi44LIE7QiG0U6vRG_TtH7UnaEUEGEeIdOGeeyV5yskLmdn-IQa8rPGEIAV3Ga8fd7vM_JL67GNqWAa44V8h5mKDjkNOH6BO2xxBrnRzwkH9tH427snDzkyeJxcdEv0wf0NtixwMfX-ww9fL3-uf3W3d3f3G6v7jrHNamdk3rjpKJi4EA8t8Ky1k-BUjIoGpzVyg6B9ZJ4Jq2Q3hLtRN9rya0TkvAzdHnMbb1_L1CqmWJxMI52hrQUQ5nWnEomdUPZEXU5lZIhmH2Ok83PhhJzEGt25iDWHMS2RdPEtqWL1_xlmMD_W_lrsgGfjkCwydjHHIt5-NESZLPOac9pI74cCWge_kTIprgIswMfc_NufIr_a_ACK0mS9A</recordid><startdate>20130301</startdate><enddate>20130301</enddate><creator>Tung, Nguyen The</creator><creator>Cuong, To Dao</creator><creator>Hung, Tran Manh</creator><creator>Lee, Jeong Hyung</creator><creator>Woo, Mi Hee</creator><creator>Choi, Jae Sue</creator><creator>Kim, Jaewang</creator><creator>Ryu, Sung Ho</creator><creator>Min, Byung Sun</creator><general>Elsevier Ltd</general><scope>FBQ</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></search><sort><creationdate>20130301</creationdate><title>Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum</title><author>Tung, Nguyen The ; Cuong, To Dao ; Hung, Tran Manh ; Lee, Jeong Hyung ; Woo, Mi Hee ; Choi, Jae Sue ; Kim, Jaewang ; Ryu, Sung Ho ; Min, Byung Sun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c380t-c589c5614b3e0d3a4a27636e665f61fca86abf2750d25a45da08c477853ac4503</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>anti-inflammatory activity</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>Cell Line, Tumor</topic><topic>chemical structure</topic><topic>Cyclooxygenase 2 - biosynthesis</topic><topic>Cyclooxygenase 2 - metabolism</topic><topic>Enzyme Induction - drug effects</topic><topic>fruiting bodies</topic><topic>Fruiting Bodies, Fungal - chemistry</topic><topic>Ganoderma lucidum</topic><topic>Humans</topic><topic>inducible nitric oxide synthase</topic><topic>Inflammatory</topic><topic>inhibitory concentration 50</topic><topic>Lanostane triterpenes</topic><topic>Lipopolysaccharides - pharmacology</topic><topic>macrophages</topic><topic>Macrophages - drug effects</topic><topic>Macrophages - metabolism</topic><topic>mass spectrometry</topic><topic>nitric oxide</topic><topic>Nitric Oxide - antagonists & inhibitors</topic><topic>Nitric Oxide - biosynthesis</topic><topic>Nitric Oxide - metabolism</topic><topic>Nitric Oxide Synthase Type II - antagonists & inhibitors</topic><topic>Nitric Oxide Synthase Type II - biosynthesis</topic><topic>Nitric Oxide Synthase Type II - metabolism</topic><topic>nuclear magnetic resonance spectroscopy</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>RAW 264.7 cells</topic><topic>Reishi - chemistry</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - pharmacology</topic><topic>triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tung, Nguyen The</creatorcontrib><creatorcontrib>Cuong, To Dao</creatorcontrib><creatorcontrib>Hung, Tran Manh</creatorcontrib><creatorcontrib>Lee, Jeong Hyung</creatorcontrib><creatorcontrib>Woo, Mi Hee</creatorcontrib><creatorcontrib>Choi, Jae Sue</creatorcontrib><creatorcontrib>Kim, Jaewang</creatorcontrib><creatorcontrib>Ryu, Sung Ho</creatorcontrib><creatorcontrib>Min, Byung Sun</creatorcontrib><collection>AGRIS</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><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tung, Nguyen The</au><au>Cuong, To Dao</au><au>Hung, Tran Manh</au><au>Lee, Jeong Hyung</au><au>Woo, Mi Hee</au><au>Choi, Jae Sue</au><au>Kim, Jaewang</au><au>Ryu, Sung Ho</au><au>Min, Byung Sun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2013-03-01</date><risdate>2013</risdate><volume>23</volume><issue>5</issue><spage>1428</spage><epage>1432</epage><pages>1428-1432</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their anti-inflammatory activity was evaluated against LPS-induced NO and COX-2 productions in macrophage RAW 264.7 cells.
Four new lanostane triterpenes, butyl lucidenate P (1), butyl lucidenate D2 (2), butyl lucidenate E2 (3) and butyl lucidenate Q (4) along with 11 known compounds (5–15) were isolated from the fruiting bodies of Ganoderma lucidum. Their chemical structures were established mainly by 1D and 2D NMR techniques and mass spectrometry. Their anti-inflammatory activity was evaluated against LPS-induced NO production in macrophage RAW 264.7 cells. Compounds 1, 3, 4, 9, 10 and 15 showed inhibitory potency with IC50 values of 7.4, 6.4, 4.3, 9.4, 9.2 and 4.5μM, respectively. Compounds 1, 3 and 15 dose-dependently reduced the LPS-induced iNOS expressions. Preincubation of cell with 1, 3 and 15 significantly suppressed LPS-induced expression of COX-2 protein.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>23357630</pmid><doi>10.1016/j.bmcl.2012.12.066</doi><tpages>5</tpages></addata></record> |
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| subjects | anti-inflammatory activity Anti-Inflammatory Agents - chemistry Anti-Inflammatory Agents - pharmacology Cell Line, Tumor chemical structure Cyclooxygenase 2 - biosynthesis Cyclooxygenase 2 - metabolism Enzyme Induction - drug effects fruiting bodies Fruiting Bodies, Fungal - chemistry Ganoderma lucidum Humans inducible nitric oxide synthase Inflammatory inhibitory concentration 50 Lanostane triterpenes Lipopolysaccharides - pharmacology macrophages Macrophages - drug effects Macrophages - metabolism mass spectrometry nitric oxide Nitric Oxide - antagonists & inhibitors Nitric Oxide - biosynthesis Nitric Oxide - metabolism Nitric Oxide Synthase Type II - antagonists & inhibitors Nitric Oxide Synthase Type II - biosynthesis Nitric Oxide Synthase Type II - metabolism nuclear magnetic resonance spectroscopy Nuclear Magnetic Resonance, Biomolecular RAW 264.7 cells Reishi - chemistry Triterpenes - chemistry Triterpenes - pharmacology triterpenoids |
| title | Inhibitory effect on NO production of triterpenes from the fruiting bodies of Ganoderma lucidum |
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