Steroidal saponins from Smilax china and their anti-inflammatory activities

Steroidal saponins 1, 2, 3 and 4 were isolated from Smilax china L. These compounds showed inhibition of cyclooxygenase-2 enzyme (COX-2) activity and mild inhibition of TNFα (tumor necrosis factor α) production. Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L...

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Veröffentlicht in:Phytochemistry (Oxford) 2007-03, Vol.68 (5), p.623-630
Hauptverfasser: Shao, Bo, Guo, Hongzhu, Cui, Yajun, Ye, Min, Han, Jian, Guo, Dean
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container_issue 5
container_start_page 623
container_title Phytochemistry (Oxford)
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creator Shao, Bo
Guo, Hongzhu
Cui, Yajun
Ye, Min
Han, Jian
Guo, Dean
description Steroidal saponins 1, 2, 3 and 4 were isolated from Smilax china L. These compounds showed inhibition of cyclooxygenase-2 enzyme (COX-2) activity and mild inhibition of TNFα (tumor necrosis factor α) production. Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L., along with 13 known compounds, 5– 17. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analyses and chemical evidence. In the bioassay tests, all compounds showed inhibitory effects on cyclooxygenase-2 enzyme (COX-2) activities at final concentration of 10 −5 M, and only compound 5 showed an inhibitory effect on production of TNFα (tumor necrosis factor α) in murine peritoneal macrophages at the same concentration.
doi_str_mv 10.1016/j.phytochem.2006.10.026
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These compounds showed inhibition of cyclooxygenase-2 enzyme (COX-2) activity and mild inhibition of TNFα (tumor necrosis factor α) production. Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L., along with 13 known compounds, 5– 17. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analyses and chemical evidence. 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Psychology</subject><subject>General pharmacology</subject><subject>humans</subject><subject>Kinetics</subject><subject>Liliaceae</subject><subject>macrophages</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>mice</subject><subject>Models, Molecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Components, Aerial - chemistry</subject><subject>Plant physiology and development</subject><subject>Plant Roots - chemistry</subject><subject>prostaglandin synthase</subject><subject>Saponins - chemistry</subject><subject>Saponins - isolation &amp; purification</subject><subject>Saponins - pharmacology</subject><subject>Smilacaceae</subject><subject>Smilax</subject><subject>Smilax - chemistry</subject><subject>Smilax china</subject><subject>smilaxchinoside</subject><subject>Smilaxchinoside A–D</subject><subject>spectral analysis</subject><subject>steroid saponins</subject><subject>Steroidal saponins</subject><subject>Steroids - chemistry</subject><subject>Steroids - isolation &amp; purification</subject><subject>Steroids - pharmacology</subject><subject>Tumor necrosis factor α</subject><subject>tumor necrosis factor-alpha</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1v2zAMQIVhw5pm-wurL9vNmSRasn0siu4DK7BD1rPAyNSiwLYySSmafz8FCdbjTiTIR0p4ZOxG8JXgQn_erfbbYw52S9NKcq5LdcWlfsUWomuhhpbz12zBOYi6b6S8Ytcp7TjnSmn9ll2JVmitZL9gP9aZYvADjlXCfZj9nCoXw1StJz_ic2W3fsYK56HKW_KxZNnXfnYjThPmEI8V2uyffPaU3rE3DsdE7y9xyR6_3P-6-1Y__Pz6_e72obaNhFwPQnRSKemAekkNWtW0ALrvtR02gKIDAt05IZQFGID3skexoY6UbvrWWViyT-e9-xj-HChlM_lkaRxxpnBIRvccWpCigO0ZtDGkFMmZffQTxqMR3Jw8mp3559GcPJ4axWOZ_HB54rCZaHiZu4grwMcLgMni6CLO1qcXrlMdqHKKJbs5cw6Dwd-xMI9ryQVw3irQEgpxeyaoKHvyFE2ynmZLg49ksxmC_-93_wIG8Z52</recordid><startdate>20070301</startdate><enddate>20070301</enddate><creator>Shao, Bo</creator><creator>Guo, Hongzhu</creator><creator>Cui, Yajun</creator><creator>Ye, Min</creator><creator>Han, Jian</creator><creator>Guo, Dean</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></search><sort><creationdate>20070301</creationdate><title>Steroidal saponins from Smilax china and their anti-inflammatory activities</title><author>Shao, Bo ; Guo, Hongzhu ; Cui, Yajun ; Ye, Min ; Han, Jian ; Guo, Dean</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c423t-d1182552f3e92e4ac547336996cdb3a183e368f115c33d30929a1be8e56497fc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Anti-inflammatory activities</topic><topic>anti-inflammatory activity</topic><topic>Anti-Inflammatory Agents - chemistry</topic><topic>Anti-Inflammatory Agents - isolation &amp; purification</topic><topic>Anti-Inflammatory Agents - pharmacology</topic><topic>anticarcinogenic activity</topic><topic>Biological and medical sciences</topic><topic>Carbohydrate Sequence</topic><topic>Chemical constitution</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>Cyclooxygenase 1</topic><topic>Cyclooxygenase 2 - metabolism</topic><topic>Cyclooxygenase 2 Inhibitors - pharmacology</topic><topic>Cyclooxygenase Inhibitors - chemistry</topic><topic>Cyclooxygenase Inhibitors - isolation &amp; purification</topic><topic>Cyclooxygenase Inhibitors - pharmacology</topic><topic>Cyclooxygenase-2 enzyme</topic><topic>cytotoxicity</topic><topic>enzyme inhibition</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>humans</topic><topic>Kinetics</topic><topic>Liliaceae</topic><topic>macrophages</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>mice</topic><topic>Models, Molecular</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Components, Aerial - chemistry</topic><topic>Plant physiology and development</topic><topic>Plant Roots - chemistry</topic><topic>prostaglandin synthase</topic><topic>Saponins - chemistry</topic><topic>Saponins - isolation &amp; purification</topic><topic>Saponins - pharmacology</topic><topic>Smilacaceae</topic><topic>Smilax</topic><topic>Smilax - chemistry</topic><topic>Smilax china</topic><topic>smilaxchinoside</topic><topic>Smilaxchinoside A–D</topic><topic>spectral analysis</topic><topic>steroid saponins</topic><topic>Steroidal saponins</topic><topic>Steroids - chemistry</topic><topic>Steroids - isolation &amp; purification</topic><topic>Steroids - pharmacology</topic><topic>Tumor necrosis factor α</topic><topic>tumor necrosis factor-alpha</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shao, Bo</creatorcontrib><creatorcontrib>Guo, Hongzhu</creatorcontrib><creatorcontrib>Cui, Yajun</creatorcontrib><creatorcontrib>Ye, Min</creatorcontrib><creatorcontrib>Han, Jian</creatorcontrib><creatorcontrib>Guo, Dean</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><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shao, Bo</au><au>Guo, Hongzhu</au><au>Cui, Yajun</au><au>Ye, Min</au><au>Han, Jian</au><au>Guo, Dean</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Steroidal saponins from Smilax china and their anti-inflammatory activities</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2007-03-01</date><risdate>2007</risdate><volume>68</volume><issue>5</issue><spage>623</spage><epage>630</epage><pages>623-630</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Steroidal saponins 1, 2, 3 and 4 were isolated from Smilax china L. These compounds showed inhibition of cyclooxygenase-2 enzyme (COX-2) activity and mild inhibition of TNFα (tumor necrosis factor α) production. Steroidal saponins, 1, 2, 3 and 4, were isolated from the BuOH extract of Smilax china L., along with 13 known compounds, 5– 17. Their structures were elucidated on the basis of MS, 1D and 2D NMR spectroscopic analyses and chemical evidence. In the bioassay tests, all compounds showed inhibitory effects on cyclooxygenase-2 enzyme (COX-2) activities at final concentration of 10 −5 M, and only compound 5 showed an inhibitory effect on production of TNFα (tumor necrosis factor α) in murine peritoneal macrophages at the same concentration.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>17166529</pmid><doi>10.1016/j.phytochem.2006.10.026</doi><tpages>8</tpages></addata></record>
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subjects Anti-inflammatory activities
anti-inflammatory activity
Anti-Inflammatory Agents - chemistry
Anti-Inflammatory Agents - isolation & purification
Anti-Inflammatory Agents - pharmacology
anticarcinogenic activity
Biological and medical sciences
Carbohydrate Sequence
Chemical constitution
chemical structure
cultured cells
Cyclooxygenase 1
Cyclooxygenase 2 - metabolism
Cyclooxygenase 2 Inhibitors - pharmacology
Cyclooxygenase Inhibitors - chemistry
Cyclooxygenase Inhibitors - isolation & purification
Cyclooxygenase Inhibitors - pharmacology
Cyclooxygenase-2 enzyme
cytotoxicity
enzyme inhibition
Fundamental and applied biological sciences. Psychology
General pharmacology
humans
Kinetics
Liliaceae
macrophages
Magnetic Resonance Spectroscopy
Medical sciences
mice
Models, Molecular
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Plant Components, Aerial - chemistry
Plant physiology and development
Plant Roots - chemistry
prostaglandin synthase
Saponins - chemistry
Saponins - isolation & purification
Saponins - pharmacology
Smilacaceae
Smilax
Smilax - chemistry
Smilax china
smilaxchinoside
Smilaxchinoside A–D
spectral analysis
steroid saponins
Steroidal saponins
Steroids - chemistry
Steroids - isolation & purification
Steroids - pharmacology
Tumor necrosis factor α
tumor necrosis factor-alpha
title Steroidal saponins from Smilax china and their anti-inflammatory activities
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