Cytotoxic steroidal saponins from the rhizomes of Asparagus oligoclonos
Two new steroidal saponins, aspaoligonins A (2) and B (3), were isolated from the methanolic extract of the rhizomes of Asparagus oligoclonos together with a known spirostanol saponin, asparanin A (1). Aspaoligonins A and B were characterized as (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-beta-D-g...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2005-05, Vol.68 (5), p.766-768 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | Kim, G.S Kim, H.T Seong, J.D Oh, S.R Lee, C.O Bang, J.K Seong, N.S Song, K.S |
| description | Two new steroidal saponins, aspaoligonins A (2) and B (3), were isolated from the methanolic extract of the rhizomes of Asparagus oligoclonos together with a known spirostanol saponin, asparanin A (1). Aspaoligonins A and B were characterized as (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranoside and (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-alpha-L-rhamnopyanosyl (1-->4)-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranoside, respectively, by spectrometric analyses including HRFABMS and 2D NMR. Compounds 1-3 were cytotoxic against five human tumor cell lines with IC50 values of 2.05-2.84 microg/mL. |
| doi_str_mv | 10.1021/np040128k |
| format | Article |
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Aspaoligonins A and B were characterized as (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranoside and (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-alpha-L-rhamnopyanosyl (1-->4)-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranoside, respectively, by spectrometric analyses including HRFABMS and 2D NMR. Compounds 1-3 were cytotoxic against five human tumor cell lines with IC50 values of 2.05-2.84 microg/mL.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np040128k</identifier><identifier>PMID: 15921426</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>anticarcinogenic activity ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; aspaoligonins ; Asparagus (Asparagaceae) ; Asparagus oligoclonos ; Asparagus Plant - chemistry ; asparanin ; Biological and medical sciences ; chemical structure ; cultured cells ; cytotoxicity ; General pharmacology ; Humans ; Inhibitory Concentration 50 ; Korea ; Medical sciences ; medicinal plants ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; phytochemicals ; plant extracts ; Plants, Medicinal - chemistry ; Rhizome - chemistry ; rhizomes ; Saponins - chemistry ; Saponins - isolation & purification ; Saponins - pharmacology ; spectral analysis ; Spirostans - chemistry ; Spirostans - isolation & purification ; Spirostans - pharmacology ; Stereoisomerism ; steroid saponins ; Tumor Cells, Cultured</subject><ispartof>Journal of natural products (Washington, D.C.), 2005-05, Vol.68 (5), p.766-768</ispartof><rights>2005 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=16830544$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15921426$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, G.S</creatorcontrib><creatorcontrib>Kim, H.T</creatorcontrib><creatorcontrib>Seong, J.D</creatorcontrib><creatorcontrib>Oh, S.R</creatorcontrib><creatorcontrib>Lee, C.O</creatorcontrib><creatorcontrib>Bang, J.K</creatorcontrib><creatorcontrib>Seong, N.S</creatorcontrib><creatorcontrib>Song, K.S</creatorcontrib><title>Cytotoxic steroidal saponins from the rhizomes of Asparagus oligoclonos</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Two new steroidal saponins, aspaoligonins A (2) and B (3), were isolated from the methanolic extract of the rhizomes of Asparagus oligoclonos together with a known spirostanol saponin, asparanin A (1). Aspaoligonins A and B were characterized as (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranoside and (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-alpha-L-rhamnopyanosyl (1-->4)-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranoside, respectively, by spectrometric analyses including HRFABMS and 2D NMR. Compounds 1-3 were cytotoxic against five human tumor cell lines with IC50 values of 2.05-2.84 microg/mL.</description><subject>anticarcinogenic activity</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>aspaoligonins</subject><subject>Asparagus (Asparagaceae)</subject><subject>Asparagus oligoclonos</subject><subject>Asparagus Plant - chemistry</subject><subject>asparanin</subject><subject>Biological and medical sciences</subject><subject>chemical structure</subject><subject>cultured cells</subject><subject>cytotoxicity</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>Korea</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>phytochemicals</subject><subject>plant extracts</subject><subject>Plants, Medicinal - chemistry</subject><subject>Rhizome - chemistry</subject><subject>rhizomes</subject><subject>Saponins - chemistry</subject><subject>Saponins - isolation & purification</subject><subject>Saponins - pharmacology</subject><subject>spectral analysis</subject><subject>Spirostans - chemistry</subject><subject>Spirostans - isolation & purification</subject><subject>Spirostans - pharmacology</subject><subject>Stereoisomerism</subject><subject>steroid saponins</subject><subject>Tumor Cells, Cultured</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFz0tPwkAUBeCJ0QiiC_-AduOyOu9OlwQEjPhIgHVz285Ape00MyUBf71NQF3dnNwvJzkI3RL8SDAlT3WDOSZUbc9QnwiKQ4mpOEd9TCQLmZK8h668_8IYMxyLS9QjIqaEU9lH09Ghta3dF1ngW-1skUMZeGhsXdQ-MM5WQbvRgdsU37bSPrAmGPoGHKx3XSiLtc1KW1t_jS4MlF7fnO4ArSbPy9EsnH9MX0bDeWiYjNpQcwGQgmAk5RmNgUuaGw25yoXgOk4ZF5zFKlOCKgLCaApaG4IZVypisWQDdHfsbXZppfOkcUUF7pD8LurAwwmAz6A0Duqs8P9OKoYF550Lj67odu___uC2iYxYJJLl5yJ5m8zGdPo6Tt47f3_0BmwCa9d1rhYUE4YJJkpRwn4AeapyXg</recordid><startdate>20050501</startdate><enddate>20050501</enddate><creator>Kim, G.S</creator><creator>Kim, H.T</creator><creator>Seong, J.D</creator><creator>Oh, S.R</creator><creator>Lee, C.O</creator><creator>Bang, J.K</creator><creator>Seong, N.S</creator><creator>Song, K.S</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20050501</creationdate><title>Cytotoxic steroidal saponins from the rhizomes of Asparagus oligoclonos</title><author>Kim, G.S ; Kim, H.T ; Seong, J.D ; Oh, S.R ; Lee, C.O ; Bang, J.K ; Seong, N.S ; Song, K.S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f367t-e45aaba531b4c29a462dfead8d554e9b3454398c85281a5fe2aeef10348873963</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>anticarcinogenic activity</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>aspaoligonins</topic><topic>Asparagus (Asparagaceae)</topic><topic>Asparagus oligoclonos</topic><topic>Asparagus Plant - chemistry</topic><topic>asparanin</topic><topic>Biological and medical sciences</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>cytotoxicity</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>Korea</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>phytochemicals</topic><topic>plant extracts</topic><topic>Plants, Medicinal - chemistry</topic><topic>Rhizome - chemistry</topic><topic>rhizomes</topic><topic>Saponins - chemistry</topic><topic>Saponins - isolation & purification</topic><topic>Saponins - pharmacology</topic><topic>spectral analysis</topic><topic>Spirostans - chemistry</topic><topic>Spirostans - isolation & purification</topic><topic>Spirostans - pharmacology</topic><topic>Stereoisomerism</topic><topic>steroid saponins</topic><topic>Tumor Cells, Cultured</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, G.S</creatorcontrib><creatorcontrib>Kim, H.T</creatorcontrib><creatorcontrib>Seong, J.D</creatorcontrib><creatorcontrib>Oh, S.R</creatorcontrib><creatorcontrib>Lee, C.O</creatorcontrib><creatorcontrib>Bang, J.K</creatorcontrib><creatorcontrib>Seong, N.S</creatorcontrib><creatorcontrib>Song, K.S</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, G.S</au><au>Kim, H.T</au><au>Seong, J.D</au><au>Oh, S.R</au><au>Lee, C.O</au><au>Bang, J.K</au><au>Seong, N.S</au><au>Song, K.S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic steroidal saponins from the rhizomes of Asparagus oligoclonos</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2005-05-01</date><risdate>2005</risdate><volume>68</volume><issue>5</issue><spage>766</spage><epage>768</epage><pages>766-768</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Two new steroidal saponins, aspaoligonins A (2) and B (3), were isolated from the methanolic extract of the rhizomes of Asparagus oligoclonos together with a known spirostanol saponin, asparanin A (1). Aspaoligonins A and B were characterized as (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-beta-D-glucopyranosyl (1-->2)-beta-D-glucopyranoside and (25S*)-5beta-spirostan-3beta,17alpha-diol 3-O-alpha-L-rhamnopyanosyl (1-->4)-[beta-D-xylopyranosyl-(1-->2)]-beta-D-glucopyranoside, respectively, by spectrometric analyses including HRFABMS and 2D NMR. Compounds 1-3 were cytotoxic against five human tumor cell lines with IC50 values of 2.05-2.84 microg/mL.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>15921426</pmid><doi>10.1021/np040128k</doi><tpages>3</tpages></addata></record> |
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| subjects | anticarcinogenic activity Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology aspaoligonins Asparagus (Asparagaceae) Asparagus oligoclonos Asparagus Plant - chemistry asparanin Biological and medical sciences chemical structure cultured cells cytotoxicity General pharmacology Humans Inhibitory Concentration 50 Korea Medical sciences medicinal plants Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals plant extracts Plants, Medicinal - chemistry Rhizome - chemistry rhizomes Saponins - chemistry Saponins - isolation & purification Saponins - pharmacology spectral analysis Spirostans - chemistry Spirostans - isolation & purification Spirostans - pharmacology Stereoisomerism steroid saponins Tumor Cells, Cultured |
| title | Cytotoxic steroidal saponins from the rhizomes of Asparagus oligoclonos |
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