Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata
One alpha-pyrone, obolactone (1), two chalcones, kurzichalcolactone B (2) and obochalcolactone (3), and two flavanones, oboflavanones A (4) and B (5), have been isolated from the fruits and the trunk bark of Cryptocarya obovata. The structures of the new compounds were elucidated by spectroscopic in...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2004-05, Vol.67 (5), p.858-862 |
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| container_title | Journal of natural products (Washington, D.C.) |
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| creator | Dumontet, V Hung, N.V Adeline, M.T Riche, C Chiaroni, A Sevenet, T Gueritte, F |
| description | One alpha-pyrone, obolactone (1), two chalcones, kurzichalcolactone B (2) and obochalcolactone (3), and two flavanones, oboflavanones A (4) and B (5), have been isolated from the fruits and the trunk bark of Cryptocarya obovata. The structures of the new compounds were elucidated by spectroscopic interpretations. The absolute configuration of obolactone (1) was established by circular dichroism. Obolactone (1) and obochalcolactone (3) display significant activity in in vitro cytotoxic assays against the KB cell line. Biosynthetic pathways for oboflavanones and obochalcolactone are suggested. |
| doi_str_mv | 10.1021/np030510h |
| format | Article |
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The structures of the new compounds were elucidated by spectroscopic interpretations. The absolute configuration of obolactone (1) was established by circular dichroism. Obolactone (1) and obochalcolactone (3) display significant activity in in vitro cytotoxic assays against the KB cell line. Biosynthetic pathways for oboflavanones and obochalcolactone are suggested.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np030510h</identifier><identifier>PMID: 15165150</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Biological and medical sciences ; Circular Dichroism ; Crystallography, X-Ray ; Drug Screening Assays, Antitumor ; Drugs, Chinese Herbal - chemistry ; Drugs, Chinese Herbal - isolation & purification ; Drugs, Chinese Herbal - pharmacology ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; Flavonoids - pharmacology ; General pharmacology ; Humans ; KB Cells ; Lauraceae - chemistry ; Medical sciences ; Molecular Conformation ; Molecular Structure ; Pharmacognosy. 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Drug treatments ; Plant Bark - chemistry ; Plants, Medicinal - chemistry ; Pyrones - chemistry ; Pyrones - isolation & purification ; Pyrones - pharmacology</subject><ispartof>Journal of natural products (Washington, D.C.), 2004-05, Vol.67 (5), p.858-862</ispartof><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15793316$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15165150$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Dumontet, V</creatorcontrib><creatorcontrib>Hung, N.V</creatorcontrib><creatorcontrib>Adeline, M.T</creatorcontrib><creatorcontrib>Riche, C</creatorcontrib><creatorcontrib>Chiaroni, A</creatorcontrib><creatorcontrib>Sevenet, T</creatorcontrib><creatorcontrib>Gueritte, F</creatorcontrib><title>Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>One alpha-pyrone, obolactone (1), two chalcones, kurzichalcolactone B (2) and obochalcolactone (3), and two flavanones, oboflavanones A (4) and B (5), have been isolated from the fruits and the trunk bark of Cryptocarya obovata. The structures of the new compounds were elucidated by spectroscopic interpretations. The absolute configuration of obolactone (1) was established by circular dichroism. Obolactone (1) and obochalcolactone (3) display significant activity in in vitro cytotoxic assays against the KB cell line. Biosynthetic pathways for oboflavanones and obochalcolactone are suggested.</description><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Circular Dichroism</subject><subject>Crystallography, X-Ray</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Drugs, Chinese Herbal - chemistry</subject><subject>Drugs, Chinese Herbal - isolation & purification</subject><subject>Drugs, Chinese Herbal - pharmacology</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>Flavonoids - pharmacology</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>KB Cells</subject><subject>Lauraceae - chemistry</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Molecular Structure</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Bark - chemistry</subject><subject>Plants, Medicinal - chemistry</subject><subject>Pyrones - chemistry</subject><subject>Pyrones - isolation & purification</subject><subject>Pyrones - pharmacology</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpN0Utv2zAMAGCh2NCmaQ_9A50v7c0baVmSfRoWo48BGVag6VlgZKn15lie5BTNv6-AZMPAAw_8QPDB2AXCZ4QCvwwjcBAIL0dshqKAXEIhPrAZoOQ5r2R5wk5j_AWQWC2O2QkKlAIFzNjXZjf5yb91JnM9vfrBd23MaGgz6scXysdd8IONmQt-kzVhN07eUNhR5tf-lSY6Yx8d9dGeH_KcPd3erJr7fPnz7nvzbZm7oq6nXJrStq7klWmprox1ZFsFUhgnbakkiFa5dZFi7WqkQoErDbaqsqXgDhTyObve9x2D_7O1cdKbLhrb9zRYv41aYS0rgXWClwe4XW9sq8fQbdLA-u_KCVwdAEVDvQs0mC7-51TNeTrcnOV718XJvv2rU_itpeJK6NXDo_6BzeJ-ebvQq-Q_7b0jr-k5pJ5PjwUgh_SjSiLyd1o-fXM</recordid><startdate>20040501</startdate><enddate>20040501</enddate><creator>Dumontet, V</creator><creator>Hung, N.V</creator><creator>Adeline, M.T</creator><creator>Riche, C</creator><creator>Chiaroni, A</creator><creator>Sevenet, T</creator><creator>Gueritte, F</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>7X8</scope></search><sort><creationdate>20040501</creationdate><title>Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata</title><author>Dumontet, V ; Hung, N.V ; Adeline, M.T ; Riche, C ; Chiaroni, A ; Sevenet, T ; Gueritte, F</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f299t-6c4edf438cda98cefaed7065cf6e47605d7fb2b2bbf91a270f4c1d78e453f0713</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Circular Dichroism</topic><topic>Crystallography, X-Ray</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Drugs, Chinese Herbal - chemistry</topic><topic>Drugs, Chinese Herbal - isolation & purification</topic><topic>Drugs, Chinese Herbal - pharmacology</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>Flavonoids - pharmacology</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>KB Cells</topic><topic>Lauraceae - chemistry</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Molecular Structure</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. 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Nat. Prod</addtitle><date>2004-05-01</date><risdate>2004</risdate><volume>67</volume><issue>5</issue><spage>858</spage><epage>862</epage><pages>858-862</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>One alpha-pyrone, obolactone (1), two chalcones, kurzichalcolactone B (2) and obochalcolactone (3), and two flavanones, oboflavanones A (4) and B (5), have been isolated from the fruits and the trunk bark of Cryptocarya obovata. The structures of the new compounds were elucidated by spectroscopic interpretations. The absolute configuration of obolactone (1) was established by circular dichroism. Obolactone (1) and obochalcolactone (3) display significant activity in in vitro cytotoxic assays against the KB cell line. Biosynthetic pathways for oboflavanones and obochalcolactone are suggested.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>15165150</pmid><doi>10.1021/np030510h</doi><tpages>5</tpages></addata></record> |
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| source | American Chemical Society; MEDLINE |
| subjects | Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Biological and medical sciences Circular Dichroism Crystallography, X-Ray Drug Screening Assays, Antitumor Drugs, Chinese Herbal - chemistry Drugs, Chinese Herbal - isolation & purification Drugs, Chinese Herbal - pharmacology Flavonoids - chemistry Flavonoids - isolation & purification Flavonoids - pharmacology General pharmacology Humans KB Cells Lauraceae - chemistry Medical sciences Molecular Conformation Molecular Structure Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Bark - chemistry Plants, Medicinal - chemistry Pyrones - chemistry Pyrones - isolation & purification Pyrones - pharmacology |
| title | Cytotoxic flavonoids and alpha-pyrones from Cryptocarya obovata |
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