Cytotoxic isoflavones from Erythrina indica
Bioassay-directed fractionation of the CH 2Cl 2–MeOH (1:1) extract of the stem bark of Erythrina indica, has resulted in the isolation of two new isoflavone derivatives named indicanines D and E together with 11 known compounds including: six isoflavones (genistein, wighteone, alpinumisoflavone, dim...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2001-12, Vol.58 (7), p.1113-1120 |
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| creator | Nkengfack, Augustin E Azebaze, Anatole G.B Waffo, Alain K Fomum, Zacharias T Meyer, Michelle van Heerden, Fanie R |
| description | Bioassay-directed fractionation of the CH
2Cl
2–MeOH (1:1) extract of the stem bark of
Erythrina indica, has resulted in the isolation of two new isoflavone derivatives named indicanines D and E together with 11 known compounds including: six isoflavones (genistein, wighteone, alpinumisoflavone, dimethylalpinumisoflavone, 8-prenyl erythrinin C, and erysenegalensein E), one cinnamate (erythrinassinate B), two pentacyclic triterpenes (oleanolic acid and erythrodiol), and two phytosterols (stigmasterol and its 3-
O-β-
d-glucopyranoside). The structures of the new compounds were elucidated by means of spectroscopic analysis. The in vitro cytocidal activity against KB cells of some of the isolated compounds is also reported.
In addition to eleven known compounds including six isoflavones, one ester of ferulic acid, two pentacyclic triterpenes and two phytosterols, two isoflavone derivatives, named indicanines D and E, were isolated from the stem bark of
E. indica. Their structures were determined by spectroscopic techniques. Some of the isolated compounds were also tested for their cytotoxicity activity against KB cell. |
| doi_str_mv | 10.1016/S0031-9422(01)00368-5 |
| format | Article |
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2Cl
2–MeOH (1:1) extract of the stem bark of
Erythrina indica, has resulted in the isolation of two new isoflavone derivatives named indicanines D and E together with 11 known compounds including: six isoflavones (genistein, wighteone, alpinumisoflavone, dimethylalpinumisoflavone, 8-prenyl erythrinin C, and erysenegalensein E), one cinnamate (erythrinassinate B), two pentacyclic triterpenes (oleanolic acid and erythrodiol), and two phytosterols (stigmasterol and its 3-
O-β-
d-glucopyranoside). The structures of the new compounds were elucidated by means of spectroscopic analysis. The in vitro cytocidal activity against KB cells of some of the isolated compounds is also reported.
In addition to eleven known compounds including six isoflavones, one ester of ferulic acid, two pentacyclic triterpenes and two phytosterols, two isoflavone derivatives, named indicanines D and E, were isolated from the stem bark of
E. indica. Their structures were determined by spectroscopic techniques. Some of the isolated compounds were also tested for their cytotoxicity activity against KB cell.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(01)00368-5</identifier><identifier>PMID: 11730876</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Biochemistry ; Biochemistry, Molecular Biology ; Cytotoxic activity ; Drug Screening Assays, Antitumor ; Erythrina indica ; Fabaceae - chemistry ; Ferulic acid ester ; Humans ; Indicanines D and E, Isoflavones ; Isoflavones - chemistry ; Isoflavones - isolation & purification ; Isoflavones - pharmacology ; Leguminosae ; Life Sciences ; Papilionaceae ; Pentacyclic triterpenes ; Phytosterols ; Spectrum Analysis ; Tumor Cells, Cultured</subject><ispartof>Phytochemistry (Oxford), 2001-12, Vol.58 (7), p.1113-1120</ispartof><rights>2001 Elsevier Science Ltd</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c310t-6e914de678ac4e97ac7b30fa304b8be88d80f7f9a01eef111d9900d5f6e6994c3</citedby><cites>FETCH-LOGICAL-c310t-6e914de678ac4e97ac7b30fa304b8be88d80f7f9a01eef111d9900d5f6e6994c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942201003685$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3536,27903,27904,65309</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11730876$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00086671$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Nkengfack, Augustin E</creatorcontrib><creatorcontrib>Azebaze, Anatole G.B</creatorcontrib><creatorcontrib>Waffo, Alain K</creatorcontrib><creatorcontrib>Fomum, Zacharias T</creatorcontrib><creatorcontrib>Meyer, Michelle</creatorcontrib><creatorcontrib>van Heerden, Fanie R</creatorcontrib><title>Cytotoxic isoflavones from Erythrina indica</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Bioassay-directed fractionation of the CH
2Cl
2–MeOH (1:1) extract of the stem bark of
Erythrina indica, has resulted in the isolation of two new isoflavone derivatives named indicanines D and E together with 11 known compounds including: six isoflavones (genistein, wighteone, alpinumisoflavone, dimethylalpinumisoflavone, 8-prenyl erythrinin C, and erysenegalensein E), one cinnamate (erythrinassinate B), two pentacyclic triterpenes (oleanolic acid and erythrodiol), and two phytosterols (stigmasterol and its 3-
O-β-
d-glucopyranoside). The structures of the new compounds were elucidated by means of spectroscopic analysis. The in vitro cytocidal activity against KB cells of some of the isolated compounds is also reported.
In addition to eleven known compounds including six isoflavones, one ester of ferulic acid, two pentacyclic triterpenes and two phytosterols, two isoflavone derivatives, named indicanines D and E, were isolated from the stem bark of
E. indica. Their structures were determined by spectroscopic techniques. Some of the isolated compounds were also tested for their cytotoxicity activity against KB cell.</description><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Biochemistry</subject><subject>Biochemistry, Molecular Biology</subject><subject>Cytotoxic activity</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Erythrina indica</subject><subject>Fabaceae - chemistry</subject><subject>Ferulic acid ester</subject><subject>Humans</subject><subject>Indicanines D and E, Isoflavones</subject><subject>Isoflavones - chemistry</subject><subject>Isoflavones - isolation & purification</subject><subject>Isoflavones - pharmacology</subject><subject>Leguminosae</subject><subject>Life Sciences</subject><subject>Papilionaceae</subject><subject>Pentacyclic triterpenes</subject><subject>Phytosterols</subject><subject>Spectrum Analysis</subject><subject>Tumor Cells, Cultured</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkE1LAzEQhoMotn78BKUnUWR1ptlNsieRolYoeFDPIc1OMLLd1GRb7L93a0s9ehpmeN4Z5mHsDOEGAcXtKwDHrMyHw0vAq64RKiv2WB-V5BmXAPusv0N67CilTwAoCiEOWQ9RclBS9Nn1aNWGNnx7O_ApuNosQ0Np4GKYDR7iqv2IvjED31TemhN24Eyd6HRbj9n748PbaJxNXp6eR_eTzHKENhNUYl6RkMrYnEpprJxycIZDPlVTUqpS4KQrDSCRQ8SqLAGqwgkSZZlbfsyuNns_TK3n0c9MXOlgvB7fT_R61j2ihJC4xI692LDzGL4WlFo988lSXZuGwiJpOeRDjnnRgcUGtDGkFMntNiPotVH9a1SvdWlA_WtUr3Pn2wOL6Yyqv9RWYQfcbQDqlCw9RZ2sp8ZS5SPZVlfB_3PiB33kg88</recordid><startdate>200112</startdate><enddate>200112</enddate><creator>Nkengfack, Augustin E</creator><creator>Azebaze, Anatole G.B</creator><creator>Waffo, Alain K</creator><creator>Fomum, Zacharias T</creator><creator>Meyer, Michelle</creator><creator>van Heerden, Fanie R</creator><general>Elsevier Ltd</general><general>Elsevier</general><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>1XC</scope></search><sort><creationdate>200112</creationdate><title>Cytotoxic isoflavones from Erythrina indica</title><author>Nkengfack, Augustin E ; Azebaze, Anatole G.B ; Waffo, Alain K ; Fomum, Zacharias T ; Meyer, Michelle ; van Heerden, Fanie R</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c310t-6e914de678ac4e97ac7b30fa304b8be88d80f7f9a01eef111d9900d5f6e6994c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Biochemistry</topic><topic>Biochemistry, Molecular Biology</topic><topic>Cytotoxic activity</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Erythrina indica</topic><topic>Fabaceae - chemistry</topic><topic>Ferulic acid ester</topic><topic>Humans</topic><topic>Indicanines D and E, Isoflavones</topic><topic>Isoflavones - chemistry</topic><topic>Isoflavones - isolation & purification</topic><topic>Isoflavones - pharmacology</topic><topic>Leguminosae</topic><topic>Life Sciences</topic><topic>Papilionaceae</topic><topic>Pentacyclic triterpenes</topic><topic>Phytosterols</topic><topic>Spectrum Analysis</topic><topic>Tumor Cells, Cultured</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nkengfack, Augustin E</creatorcontrib><creatorcontrib>Azebaze, Anatole G.B</creatorcontrib><creatorcontrib>Waffo, Alain K</creatorcontrib><creatorcontrib>Fomum, Zacharias T</creatorcontrib><creatorcontrib>Meyer, Michelle</creatorcontrib><creatorcontrib>van Heerden, Fanie R</creatorcontrib><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>Hyper Article en Ligne (HAL)</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nkengfack, Augustin E</au><au>Azebaze, Anatole G.B</au><au>Waffo, Alain K</au><au>Fomum, Zacharias T</au><au>Meyer, Michelle</au><au>van Heerden, Fanie R</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cytotoxic isoflavones from Erythrina indica</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2001-12</date><risdate>2001</risdate><volume>58</volume><issue>7</issue><spage>1113</spage><epage>1120</epage><pages>1113-1120</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Bioassay-directed fractionation of the CH
2Cl
2–MeOH (1:1) extract of the stem bark of
Erythrina indica, has resulted in the isolation of two new isoflavone derivatives named indicanines D and E together with 11 known compounds including: six isoflavones (genistein, wighteone, alpinumisoflavone, dimethylalpinumisoflavone, 8-prenyl erythrinin C, and erysenegalensein E), one cinnamate (erythrinassinate B), two pentacyclic triterpenes (oleanolic acid and erythrodiol), and two phytosterols (stigmasterol and its 3-
O-β-
d-glucopyranoside). The structures of the new compounds were elucidated by means of spectroscopic analysis. The in vitro cytocidal activity against KB cells of some of the isolated compounds is also reported.
In addition to eleven known compounds including six isoflavones, one ester of ferulic acid, two pentacyclic triterpenes and two phytosterols, two isoflavone derivatives, named indicanines D and E, were isolated from the stem bark of
E. indica. Their structures were determined by spectroscopic techniques. Some of the isolated compounds were also tested for their cytotoxicity activity against KB cell.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>11730876</pmid><doi>10.1016/S0031-9422(01)00368-5</doi><tpages>8</tpages></addata></record> |
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| subjects | Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Biochemistry Biochemistry, Molecular Biology Cytotoxic activity Drug Screening Assays, Antitumor Erythrina indica Fabaceae - chemistry Ferulic acid ester Humans Indicanines D and E, Isoflavones Isoflavones - chemistry Isoflavones - isolation & purification Isoflavones - pharmacology Leguminosae Life Sciences Papilionaceae Pentacyclic triterpenes Phytosterols Spectrum Analysis Tumor Cells, Cultured |
| title | Cytotoxic isoflavones from Erythrina indica |
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