Cytotoxic Flavaglines and Bisamides from Aglaia edulis
Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3‘-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and eduli...
Gespeichert in:
| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2006-12, Vol.69 (12), p.1769-1775 |
|---|---|
| Hauptverfasser: | , , , , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1775 |
|---|---|
| container_issue | 12 |
| container_start_page | 1769 |
| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 69 |
| creator | Kim, Soyoung Chin, Young-Won Su, Bao-Ning Riswan, Soedarsono Kardono, Leonardus B. S Afriastini, Johar J Chai, Heebyung Farnsworth, Norman R Cordell, Geoffrey A Swanson, Steven M Kinghorn, A. Douglas |
| description | Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3‘-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and edulirin B (9), were isolated from the bark of Aglaia edulis, along with one known cyclopenta[b]benzofuran, aglaroxin A (1). Additionally, four new amides, aglamides A−D (10−13), as well as three known compounds, aglalactone, scopoletin, and 5-hydroxy-3,6,7,4‘-tetramethoxyflavone, were isolated from the leaves and/or twigs of this species. The structures of the new compounds (2−13) were elucidated by interpretation of their spectroscopic data. All isolates obtained in this study were evaluated for cytotoxicity against both several human cancer cell lines (Lu1, LNCaP, and MCF-7) and a nontumorigenic (HUVEC) cell line. Among these isolates, the cyclopenta[b]benzofurans (1−3) exhibited potent in vitro cytotoxic activity (ED50 range 0.001 to 0.8 μg/mL). Aglaroxin A 1-O-acetate (2) was further evaluated in the in vivo P388 lymphocytic leukemia model, by intraperitoneal injection, but found to be inactive in this model. |
| doi_str_mv | 10.1021/np060428x |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_2471874</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68270850</sourcerecordid><originalsourceid>FETCH-LOGICAL-a495t-21f42230fda3a90fea30b78992b320d8a9dc4df506fcfe088cd04a570453f9783</originalsourceid><addsrcrecordid>eNpt0U1vEzEQBmALgWgoHPgDsBeQOCyMP3ZtXyqViABS-RBp1aM18drBZXcd7N0q_fcsJEpA4mRZ8-id8ZiQpxReU2D0Tb-BGgRT23tkRisGZQ2suk9mQGteclWLE_Io5xsA4KCrh-SESqpBVHJG6vndEIe4DbZYtHiL6zb0LhfYN8XbkLELzXTzKXbF-brFgIVrxjbkx-SBxza7J_vzlFwt3l3OP5QXX95_nJ9flCh0NZSMesEYB98gRw3eIYeVVFqzFWfQKNSNFY2voPbWO1DKNiCwktNs3Gup-Ck52-VuxlXnGuv6IWFrNil0mO5MxGD-rfThu1nHW8OEpEqKKeDlPiDFn6PLg-lCtq5tsXdxzKZWTIKqYIKvdtCmmHNy_tCEgvm9ZXPY8mSf_T3VUe7XOoEXe4DZYusT9jbko1Ncc_XHlTsX8uC2hzqmH6aWXFbm8uvSzK-_fV4sP2lzPfnnO-8xGlynKfNqyYByAMmVVOzYGW02N3FM_fQ9_3nCLzOqqV8</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68270850</pqid></control><display><type>article</type><title>Cytotoxic Flavaglines and Bisamides from Aglaia edulis</title><source>MEDLINE</source><source>American Chemical Society Journals</source><creator>Kim, Soyoung ; Chin, Young-Won ; Su, Bao-Ning ; Riswan, Soedarsono ; Kardono, Leonardus B. S ; Afriastini, Johar J ; Chai, Heebyung ; Farnsworth, Norman R ; Cordell, Geoffrey A ; Swanson, Steven M ; Kinghorn, A. Douglas</creator><creatorcontrib>Kim, Soyoung ; Chin, Young-Won ; Su, Bao-Ning ; Riswan, Soedarsono ; Kardono, Leonardus B. S ; Afriastini, Johar J ; Chai, Heebyung ; Farnsworth, Norman R ; Cordell, Geoffrey A ; Swanson, Steven M ; Kinghorn, A. Douglas</creatorcontrib><description>Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3‘-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and edulirin B (9), were isolated from the bark of Aglaia edulis, along with one known cyclopenta[b]benzofuran, aglaroxin A (1). Additionally, four new amides, aglamides A−D (10−13), as well as three known compounds, aglalactone, scopoletin, and 5-hydroxy-3,6,7,4‘-tetramethoxyflavone, were isolated from the leaves and/or twigs of this species. The structures of the new compounds (2−13) were elucidated by interpretation of their spectroscopic data. All isolates obtained in this study were evaluated for cytotoxicity against both several human cancer cell lines (Lu1, LNCaP, and MCF-7) and a nontumorigenic (HUVEC) cell line. Among these isolates, the cyclopenta[b]benzofurans (1−3) exhibited potent in vitro cytotoxic activity (ED50 range 0.001 to 0.8 μg/mL). Aglaroxin A 1-O-acetate (2) was further evaluated in the in vivo P388 lymphocytic leukemia model, by intraperitoneal injection, but found to be inactive in this model.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np060428x</identifier><identifier>PMID: 17190457</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Aglaia ; Aglaia edulis ; aglaroxin ; amides ; Amides - chemistry ; Amides - isolation & purification ; Amides - pharmacology ; Animals ; anticarcinogenic activity ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; benzofuran ; Benzofurans - chemistry ; Benzofurans - isolation & purification ; Benzofurans - pharmacology ; Biological and medical sciences ; bisamide ; Cell Line, Tumor ; chemical structure ; cultured cells ; cytotoxicity ; dehydroedulisone ; Drug Screening Assays, Antitumor ; edulirin ; flavagline ; furans ; General pharmacology ; Humans ; Indonesia ; Leukemia P388 ; Medical sciences ; Meliaceae - chemistry ; Mice ; Models, Animal ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Bark - chemistry ; Plant Leaves - chemistry ; Plant Stems - chemistry ; Plants, Medicinal - chemistry ; spectral analysis</subject><ispartof>Journal of natural products (Washington, D.C.), 2006-12, Vol.69 (12), p.1769-1775</ispartof><rights>Copyright © 2006 American Chemical Society and American Society of Pharmacognosy</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a495t-21f42230fda3a90fea30b78992b320d8a9dc4df506fcfe088cd04a570453f9783</citedby><cites>FETCH-LOGICAL-a495t-21f42230fda3a90fea30b78992b320d8a9dc4df506fcfe088cd04a570453f9783</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/np060428x$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np060428x$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>230,314,780,784,885,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18393857$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17190457$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, Soyoung</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Su, Bao-Ning</creatorcontrib><creatorcontrib>Riswan, Soedarsono</creatorcontrib><creatorcontrib>Kardono, Leonardus B. S</creatorcontrib><creatorcontrib>Afriastini, Johar J</creatorcontrib><creatorcontrib>Chai, Heebyung</creatorcontrib><creatorcontrib>Farnsworth, Norman R</creatorcontrib><creatorcontrib>Cordell, Geoffrey A</creatorcontrib><creatorcontrib>Swanson, Steven M</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</creatorcontrib><title>Cytotoxic Flavaglines and Bisamides from Aglaia edulis</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3‘-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and edulirin B (9), were isolated from the bark of Aglaia edulis, along with one known cyclopenta[b]benzofuran, aglaroxin A (1). Additionally, four new amides, aglamides A−D (10−13), as well as three known compounds, aglalactone, scopoletin, and 5-hydroxy-3,6,7,4‘-tetramethoxyflavone, were isolated from the leaves and/or twigs of this species. The structures of the new compounds (2−13) were elucidated by interpretation of their spectroscopic data. All isolates obtained in this study were evaluated for cytotoxicity against both several human cancer cell lines (Lu1, LNCaP, and MCF-7) and a nontumorigenic (HUVEC) cell line. Among these isolates, the cyclopenta[b]benzofurans (1−3) exhibited potent in vitro cytotoxic activity (ED50 range 0.001 to 0.8 μg/mL). Aglaroxin A 1-O-acetate (2) was further evaluated in the in vivo P388 lymphocytic leukemia model, by intraperitoneal injection, but found to be inactive in this model.</description><subject>Aglaia</subject><subject>Aglaia edulis</subject><subject>aglaroxin</subject><subject>amides</subject><subject>Amides - chemistry</subject><subject>Amides - isolation & purification</subject><subject>Amides - pharmacology</subject><subject>Animals</subject><subject>anticarcinogenic activity</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>benzofuran</subject><subject>Benzofurans - chemistry</subject><subject>Benzofurans - isolation & purification</subject><subject>Benzofurans - pharmacology</subject><subject>Biological and medical sciences</subject><subject>bisamide</subject><subject>Cell Line, Tumor</subject><subject>chemical structure</subject><subject>cultured cells</subject><subject>cytotoxicity</subject><subject>dehydroedulisone</subject><subject>Drug Screening Assays, Antitumor</subject><subject>edulirin</subject><subject>flavagline</subject><subject>furans</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Indonesia</subject><subject>Leukemia P388</subject><subject>Medical sciences</subject><subject>Meliaceae - chemistry</subject><subject>Mice</subject><subject>Models, Animal</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Bark - chemistry</subject><subject>Plant Leaves - chemistry</subject><subject>Plant Stems - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>spectral analysis</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0U1vEzEQBmALgWgoHPgDsBeQOCyMP3ZtXyqViABS-RBp1aM18drBZXcd7N0q_fcsJEpA4mRZ8-id8ZiQpxReU2D0Tb-BGgRT23tkRisGZQ2suk9mQGteclWLE_Io5xsA4KCrh-SESqpBVHJG6vndEIe4DbZYtHiL6zb0LhfYN8XbkLELzXTzKXbF-brFgIVrxjbkx-SBxza7J_vzlFwt3l3OP5QXX95_nJ9flCh0NZSMesEYB98gRw3eIYeVVFqzFWfQKNSNFY2voPbWO1DKNiCwktNs3Gup-Ck52-VuxlXnGuv6IWFrNil0mO5MxGD-rfThu1nHW8OEpEqKKeDlPiDFn6PLg-lCtq5tsXdxzKZWTIKqYIKvdtCmmHNy_tCEgvm9ZXPY8mSf_T3VUe7XOoEXe4DZYusT9jbko1Ncc_XHlTsX8uC2hzqmH6aWXFbm8uvSzK-_fV4sP2lzPfnnO-8xGlynKfNqyYByAMmVVOzYGW02N3FM_fQ9_3nCLzOqqV8</recordid><startdate>20061201</startdate><enddate>20061201</enddate><creator>Kim, Soyoung</creator><creator>Chin, Young-Won</creator><creator>Su, Bao-Ning</creator><creator>Riswan, Soedarsono</creator><creator>Kardono, Leonardus B. S</creator><creator>Afriastini, Johar J</creator><creator>Chai, Heebyung</creator><creator>Farnsworth, Norman R</creator><creator>Cordell, Geoffrey A</creator><creator>Swanson, Steven M</creator><creator>Kinghorn, A. Douglas</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><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20061201</creationdate><title>Cytotoxic Flavaglines and Bisamides from Aglaia edulis</title><author>Kim, Soyoung ; Chin, Young-Won ; Su, Bao-Ning ; Riswan, Soedarsono ; Kardono, Leonardus B. S ; Afriastini, Johar J ; Chai, Heebyung ; Farnsworth, Norman R ; Cordell, Geoffrey A ; Swanson, Steven M ; Kinghorn, A. Douglas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a495t-21f42230fda3a90fea30b78992b320d8a9dc4df506fcfe088cd04a570453f9783</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Aglaia</topic><topic>Aglaia edulis</topic><topic>aglaroxin</topic><topic>amides</topic><topic>Amides - chemistry</topic><topic>Amides - isolation & purification</topic><topic>Amides - pharmacology</topic><topic>Animals</topic><topic>anticarcinogenic activity</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>benzofuran</topic><topic>Benzofurans - chemistry</topic><topic>Benzofurans - isolation & purification</topic><topic>Benzofurans - pharmacology</topic><topic>Biological and medical sciences</topic><topic>bisamide</topic><topic>Cell Line, Tumor</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>cytotoxicity</topic><topic>dehydroedulisone</topic><topic>Drug Screening Assays, Antitumor</topic><topic>edulirin</topic><topic>flavagline</topic><topic>furans</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Indonesia</topic><topic>Leukemia P388</topic><topic>Medical sciences</topic><topic>Meliaceae - chemistry</topic><topic>Mice</topic><topic>Models, Animal</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Bark - chemistry</topic><topic>Plant Leaves - chemistry</topic><topic>Plant Stems - chemistry</topic><topic>Plants, Medicinal - chemistry</topic><topic>spectral analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Soyoung</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Su, Bao-Ning</creatorcontrib><creatorcontrib>Riswan, Soedarsono</creatorcontrib><creatorcontrib>Kardono, Leonardus B. S</creatorcontrib><creatorcontrib>Afriastini, Johar J</creatorcontrib><creatorcontrib>Chai, Heebyung</creatorcontrib><creatorcontrib>Farnsworth, Norman R</creatorcontrib><creatorcontrib>Cordell, Geoffrey A</creatorcontrib><creatorcontrib>Swanson, Steven M</creatorcontrib><creatorcontrib>Kinghorn, A. Douglas</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><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Soyoung</au><au>Chin, Young-Won</au><au>Su, Bao-Ning</au><au>Riswan, Soedarsono</au><au>Kardono, Leonardus B. S</au><au>Afriastini, Johar J</au><au>Chai, Heebyung</au><au>Farnsworth, Norman R</au><au>Cordell, Geoffrey A</au><au>Swanson, Steven M</au><au>Kinghorn, A. Douglas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic Flavaglines and Bisamides from Aglaia edulis</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2006-12-01</date><risdate>2006</risdate><volume>69</volume><issue>12</issue><spage>1769</spage><epage>1775</epage><pages>1769-1775</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Two new cyclopenta[b]benzofurans, aglaroxin A 1-O-acetate (2) and 3‘-methoxyaglaroxin A 1-O-acetate (3), a new benzo[b]oxepine, 19,20-dehydroedulisone A (4), and five new cyclopenta[bc]benzopyrans, edulirin A (5), edulirin A 10-O-acetate (6), 19,20-dehydroedulirin A (7), isoedulirin A (8), and edulirin B (9), were isolated from the bark of Aglaia edulis, along with one known cyclopenta[b]benzofuran, aglaroxin A (1). Additionally, four new amides, aglamides A−D (10−13), as well as three known compounds, aglalactone, scopoletin, and 5-hydroxy-3,6,7,4‘-tetramethoxyflavone, were isolated from the leaves and/or twigs of this species. The structures of the new compounds (2−13) were elucidated by interpretation of their spectroscopic data. All isolates obtained in this study were evaluated for cytotoxicity against both several human cancer cell lines (Lu1, LNCaP, and MCF-7) and a nontumorigenic (HUVEC) cell line. Among these isolates, the cyclopenta[b]benzofurans (1−3) exhibited potent in vitro cytotoxic activity (ED50 range 0.001 to 0.8 μg/mL). Aglaroxin A 1-O-acetate (2) was further evaluated in the in vivo P388 lymphocytic leukemia model, by intraperitoneal injection, but found to be inactive in this model.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>17190457</pmid><doi>10.1021/np060428x</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2006-12, Vol.69 (12), p.1769-1775 |
| issn | 0163-3864 1520-6025 |
| language | eng |
| recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_2471874 |
| source | MEDLINE; American Chemical Society Journals |
| subjects | Aglaia Aglaia edulis aglaroxin amides Amides - chemistry Amides - isolation & purification Amides - pharmacology Animals anticarcinogenic activity Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology benzofuran Benzofurans - chemistry Benzofurans - isolation & purification Benzofurans - pharmacology Biological and medical sciences bisamide Cell Line, Tumor chemical structure cultured cells cytotoxicity dehydroedulisone Drug Screening Assays, Antitumor edulirin flavagline furans General pharmacology Humans Indonesia Leukemia P388 Medical sciences Meliaceae - chemistry Mice Models, Animal Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Bark - chemistry Plant Leaves - chemistry Plant Stems - chemistry Plants, Medicinal - chemistry spectral analysis |
| title | Cytotoxic Flavaglines and Bisamides from Aglaia edulis |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-24T03%3A59%3A43IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cytotoxic%20Flavaglines%20and%20Bisamides%20from%20Aglaia%20edulis&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Kim,%20Soyoung&rft.date=2006-12-01&rft.volume=69&rft.issue=12&rft.spage=1769&rft.epage=1775&rft.pages=1769-1775&rft.issn=0163-3864&rft.eissn=1520-6025&rft.coden=JNPRDF&rft_id=info:doi/10.1021/np060428x&rft_dat=%3Cproquest_pubme%3E68270850%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=68270850&rft_id=info:pmid/17190457&rfr_iscdi=true |