New lignans and cytotoxic constituents from Schisandra propinqua
Abstract The CHCl 3 extract from the stems of SCHISANDRA PROPINQUA (Wall.) Baill exhibited significant cytotoxic activity against cancer cell lines. Subsequent fractionation procedures led to the isolation of four new dibenzocyclooctadiene lignans, propinquanins A - D, along with two known lignans,...
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| Veröffentlicht in: | Planta medica 2006-02, Vol.72 (2), p.169-174 |
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| container_title | Planta medica |
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| creator | Xu, L.J Huang, F Chen, S.B Zhang, Q.X Li, L.N Chen, S.L Xiao, P.G |
| description | Abstract
The CHCl
3
extract from the stems of SCHISANDRA PROPINQUA (Wall.) Baill exhibited significant cytotoxic activity against cancer cell lines. Subsequent fractionation procedures led to the isolation of four new dibenzocyclooctadiene lignans, propinquanins A - D, along with two known lignans, schisantherin I and heteroclitin A, and three known triterpenoids, isoschisandrolic acid, schisandrolic acid and schisandronic acid. Their structures, including absolute stereochemistry, were elucidated through analyses of NMR data and CD spectra. The isolated compounds were tested for their cytotoxic activity in several tumor cell lines with the MTT assay. Propinquanin B (2) was significantly cytotoxic (IC
50
values < 10μM) in HL-60 and Hep-G2 tumor cell lines. Cell cycle analysis and Hoechst 33 258 staining assay suggested that one possible mechanism of cytotoxic activity by 2 might be related to the induction of apoptosis. |
| doi_str_mv | 10.1055/s-2005-873199 |
| format | Article |
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The CHCl
3
extract from the stems of SCHISANDRA PROPINQUA (Wall.) Baill exhibited significant cytotoxic activity against cancer cell lines. Subsequent fractionation procedures led to the isolation of four new dibenzocyclooctadiene lignans, propinquanins A - D, along with two known lignans, schisantherin I and heteroclitin A, and three known triterpenoids, isoschisandrolic acid, schisandrolic acid and schisandronic acid. Their structures, including absolute stereochemistry, were elucidated through analyses of NMR data and CD spectra. The isolated compounds were tested for their cytotoxic activity in several tumor cell lines with the MTT assay. Propinquanin B (2) was significantly cytotoxic (IC
50
values < 10μM) in HL-60 and Hep-G2 tumor cell lines. Cell cycle analysis and Hoechst 33 258 staining assay suggested that one possible mechanism of cytotoxic activity by 2 might be related to the induction of apoptosis.</description><identifier>ISSN: 0032-0943</identifier><identifier>EISSN: 1439-0221</identifier><identifier>DOI: 10.1055/s-2005-873199</identifier><identifier>PMID: 16491454</identifier><identifier>CODEN: PLMEAA</identifier><language>eng</language><publisher>Stuttgart: Thieme</publisher><subject>anticarcinogenic activity ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - toxicity ; Apoptosis ; Biological and medical sciences ; Cell Line, Tumor ; chemical structure ; cultured cells ; cytotoxicity ; Cytotoxins - chemistry ; Cytotoxins - isolation & purification ; Cytotoxins - toxicity ; General pharmacology ; Humans ; lignans ; Lignans - chemistry ; Lignans - isolation & purification ; Lignans - toxicity ; Medical sciences ; Nuclear Magnetic Resonance, Biomolecular ; Original Paper ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - chemistry ; Plant Extracts - isolation & purification ; Plant Extracts - toxicity ; Plant Stems - chemistry ; propinquanins ; Schisandra ; Schisandra - chemistry ; Schisandra propinqua ; stereochemistry ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - toxicity</subject><ispartof>Planta medica, 2006-02, Vol.72 (2), p.169-174</ispartof><rights>Georg Thieme Verlag KG Stuttgart · New York</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c414t-75dafde8ea351258b327b20c135556bca6ebe791f4bce5bdce5f4213b438ea913</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-873199.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2005-873199$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=17509355$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16491454$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Xu, L.J</creatorcontrib><creatorcontrib>Huang, F</creatorcontrib><creatorcontrib>Chen, S.B</creatorcontrib><creatorcontrib>Zhang, Q.X</creatorcontrib><creatorcontrib>Li, L.N</creatorcontrib><creatorcontrib>Chen, S.L</creatorcontrib><creatorcontrib>Xiao, P.G</creatorcontrib><title>New lignans and cytotoxic constituents from Schisandra propinqua</title><title>Planta medica</title><addtitle>Planta Med</addtitle><description>Abstract
The CHCl
3
extract from the stems of SCHISANDRA PROPINQUA (Wall.) Baill exhibited significant cytotoxic activity against cancer cell lines. Subsequent fractionation procedures led to the isolation of four new dibenzocyclooctadiene lignans, propinquanins A - D, along with two known lignans, schisantherin I and heteroclitin A, and three known triterpenoids, isoschisandrolic acid, schisandrolic acid and schisandronic acid. Their structures, including absolute stereochemistry, were elucidated through analyses of NMR data and CD spectra. The isolated compounds were tested for their cytotoxic activity in several tumor cell lines with the MTT assay. Propinquanin B (2) was significantly cytotoxic (IC
50
values < 10μM) in HL-60 and Hep-G2 tumor cell lines. Cell cycle analysis and Hoechst 33 258 staining assay suggested that one possible mechanism of cytotoxic activity by 2 might be related to the induction of apoptosis.</description><subject>anticarcinogenic activity</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - toxicity</subject><subject>Apoptosis</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>chemical structure</subject><subject>cultured cells</subject><subject>cytotoxicity</subject><subject>Cytotoxins - chemistry</subject><subject>Cytotoxins - isolation & purification</subject><subject>Cytotoxins - toxicity</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>lignans</subject><subject>Lignans - chemistry</subject><subject>Lignans - isolation & purification</subject><subject>Lignans - toxicity</subject><subject>Medical sciences</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Original Paper</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Extracts - toxicity</subject><subject>Plant Stems - chemistry</subject><subject>propinquanins</subject><subject>Schisandra</subject><subject>Schisandra - chemistry</subject><subject>Schisandra propinqua</subject><subject>stereochemistry</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - toxicity</subject><issn>0032-0943</issn><issn>1439-0221</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp10E1P3DAQBmCrKipbyrHXNhfUS0Nn_JHENxBqCxKCw7Jny3Ec8Cqxd-1ELf8eo6zEicv48vgdzUvIV4RzBCF-pZICiLKpGUr5gayQM1kCpfiRrAAYLUFydkw-p7QFQC4BPpFjrLhELviKXNzZf8XgHr32qdC-K8zzFKbw35nCBJ8mN83WT6noYxiLtXlyKaOoi10MO-f3s_5Cjno9JHt6eE_I5s_vh6vr8vb-783V5W1pOPKprEWn-842VjOBVDQto3VLwSATQlSt0ZVtbS2x562xou3y6DlF1nKW_0hkJ-THkps372ebJjW6ZOwwaG_DnFRdY80gZ2dZLtLEkFK0vdpFN-r4rBDUa2cqqdfO1NJZ9t8OyXM72u5NH0rK4OwAdDJ66KP2xqU3VwuQ-Yzsfi5uenJ2tGob5uhzJ-_u_b7wXgelH2OO3KwpIAOESlZNw14AEf-LSQ</recordid><startdate>20060201</startdate><enddate>20060201</enddate><creator>Xu, L.J</creator><creator>Huang, F</creator><creator>Chen, S.B</creator><creator>Zhang, Q.X</creator><creator>Li, L.N</creator><creator>Chen, S.L</creator><creator>Xiao, P.G</creator><general>Thieme</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></search><sort><creationdate>20060201</creationdate><title>New lignans and cytotoxic constituents from Schisandra propinqua</title><author>Xu, L.J ; Huang, F ; Chen, S.B ; Zhang, Q.X ; Li, L.N ; Chen, S.L ; Xiao, P.G</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c414t-75dafde8ea351258b327b20c135556bca6ebe791f4bce5bdce5f4213b438ea913</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>anticarcinogenic activity</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - toxicity</topic><topic>Apoptosis</topic><topic>Biological and medical sciences</topic><topic>Cell Line, Tumor</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>cytotoxicity</topic><topic>Cytotoxins - chemistry</topic><topic>Cytotoxins - isolation & purification</topic><topic>Cytotoxins - toxicity</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>lignans</topic><topic>Lignans - chemistry</topic><topic>Lignans - isolation & purification</topic><topic>Lignans - toxicity</topic><topic>Medical sciences</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Original Paper</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - isolation & purification</topic><topic>Plant Extracts - toxicity</topic><topic>Plant Stems - chemistry</topic><topic>propinquanins</topic><topic>Schisandra</topic><topic>Schisandra - chemistry</topic><topic>Schisandra propinqua</topic><topic>stereochemistry</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xu, L.J</creatorcontrib><creatorcontrib>Huang, F</creatorcontrib><creatorcontrib>Chen, S.B</creatorcontrib><creatorcontrib>Zhang, Q.X</creatorcontrib><creatorcontrib>Li, L.N</creatorcontrib><creatorcontrib>Chen, S.L</creatorcontrib><creatorcontrib>Xiao, P.G</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><jtitle>Planta medica</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xu, L.J</au><au>Huang, F</au><au>Chen, S.B</au><au>Zhang, Q.X</au><au>Li, L.N</au><au>Chen, S.L</au><au>Xiao, P.G</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New lignans and cytotoxic constituents from Schisandra propinqua</atitle><jtitle>Planta medica</jtitle><addtitle>Planta Med</addtitle><date>2006-02-01</date><risdate>2006</risdate><volume>72</volume><issue>2</issue><spage>169</spage><epage>174</epage><pages>169-174</pages><issn>0032-0943</issn><eissn>1439-0221</eissn><coden>PLMEAA</coden><abstract>Abstract
The CHCl
3
extract from the stems of SCHISANDRA PROPINQUA (Wall.) Baill exhibited significant cytotoxic activity against cancer cell lines. Subsequent fractionation procedures led to the isolation of four new dibenzocyclooctadiene lignans, propinquanins A - D, along with two known lignans, schisantherin I and heteroclitin A, and three known triterpenoids, isoschisandrolic acid, schisandrolic acid and schisandronic acid. Their structures, including absolute stereochemistry, were elucidated through analyses of NMR data and CD spectra. The isolated compounds were tested for their cytotoxic activity in several tumor cell lines with the MTT assay. Propinquanin B (2) was significantly cytotoxic (IC
50
values < 10μM) in HL-60 and Hep-G2 tumor cell lines. Cell cycle analysis and Hoechst 33 258 staining assay suggested that one possible mechanism of cytotoxic activity by 2 might be related to the induction of apoptosis.</abstract><cop>Stuttgart</cop><cop>New York, NY</cop><pub>Thieme</pub><pmid>16491454</pmid><doi>10.1055/s-2005-873199</doi><tpages>6</tpages></addata></record> |
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| ispartof | Planta medica, 2006-02, Vol.72 (2), p.169-174 |
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| subjects | anticarcinogenic activity Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - toxicity Apoptosis Biological and medical sciences Cell Line, Tumor chemical structure cultured cells cytotoxicity Cytotoxins - chemistry Cytotoxins - isolation & purification Cytotoxins - toxicity General pharmacology Humans lignans Lignans - chemistry Lignans - isolation & purification Lignans - toxicity Medical sciences Nuclear Magnetic Resonance, Biomolecular Original Paper Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Extracts - toxicity Plant Stems - chemistry propinquanins Schisandra Schisandra - chemistry Schisandra propinqua stereochemistry Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - toxicity |
| title | New lignans and cytotoxic constituents from Schisandra propinqua |
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