Novel Cytotoxic Brominated Diterpenes from the Red Alga Laurencia obtusa
Five new brominated diterpenes, along with two known, have been isolated from the organic extract of the red alga Laurencia obtusa, collected from the coastal rocks of Preveza in the Ionean Sea, Greece. The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledg...
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| Veröffentlicht in: | Journal of organic chemistry 2003-10, Vol.68 (20), p.7667-7674 |
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| container_end_page | 7674 |
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| container_issue | 20 |
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| container_title | Journal of organic chemistry |
| container_volume | 68 |
| creator | ILIOPOULOU, Dimitra MIHOPOULOS, Nikos VAGIAS, Constantinos PAPAZAFIRI, Panagiota ROUSSIS, Vassilios |
| description | Five new brominated diterpenes, along with two known, have been isolated from the organic extract of the red alga Laurencia obtusa, collected from the coastal rocks of Preveza in the Ionean Sea, Greece. The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledge, unprecedented in the literature. The structures and the relative stereochemistry of the new natural products were established by means of spectral data analyses. The new metabolites were tested for their cytotoxic activity against five human cell lines. Two metabolites have exhibited significant cytotoxicity. |
| doi_str_mv | 10.1021/jo0342323 |
| format | Article |
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The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledge, unprecedented in the literature. The structures and the relative stereochemistry of the new natural products were established by means of spectral data analyses. The new metabolites were tested for their cytotoxic activity against five human cell lines. Two metabolites have exhibited significant cytotoxicity.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/jo0342323</identifier><identifier>PMID: 14510540</identifier><identifier>CODEN: JOCEAH</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; Biological and medical sciences ; Cell Line, Tumor ; Chemistry ; Diterpenes - chemistry ; Diterpenes - isolation & purification ; Diterpenes - pharmacology ; Drug Screening Assays, Antitumor ; Exact sciences and technology ; General pharmacology ; Humans ; Hydrocarbons, Brominated - chemistry ; Hydrocarbons, Brominated - isolation & purification ; Hydrocarbons, Brominated - pharmacology ; Inhibitory Concentration 50 ; Laurencia - chemistry ; Medical sciences ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Organic chemistry ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Preparations and properties ; Terpenoids</subject><ispartof>Journal of organic chemistry, 2003-10, Vol.68 (20), p.7667-7674</ispartof><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15168502$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/14510540$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>ILIOPOULOU, Dimitra</creatorcontrib><creatorcontrib>MIHOPOULOS, Nikos</creatorcontrib><creatorcontrib>VAGIAS, Constantinos</creatorcontrib><creatorcontrib>PAPAZAFIRI, Panagiota</creatorcontrib><creatorcontrib>ROUSSIS, Vassilios</creatorcontrib><title>Novel Cytotoxic Brominated Diterpenes from the Red Alga Laurencia obtusa</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>Five new brominated diterpenes, along with two known, have been isolated from the organic extract of the red alga Laurencia obtusa, collected from the coastal rocks of Preveza in the Ionean Sea, Greece. The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledge, unprecedented in the literature. The structures and the relative stereochemistry of the new natural products were established by means of spectral data analyses. The new metabolites were tested for their cytotoxic activity against five human cell lines. Two metabolites have exhibited significant cytotoxicity.</description><subject>Alicyclic compounds, terpenoids, prostaglandins, steroids</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>Chemistry</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation & purification</subject><subject>Diterpenes - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Exact sciences and technology</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Hydrocarbons, Brominated - chemistry</subject><subject>Hydrocarbons, Brominated - isolation & purification</subject><subject>Hydrocarbons, Brominated - pharmacology</subject><subject>Inhibitory Concentration 50</subject><subject>Laurencia - chemistry</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Organic chemistry</subject><subject>Pharmacognosy. 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Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Preparations and properties</topic><topic>Terpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>ILIOPOULOU, Dimitra</creatorcontrib><creatorcontrib>MIHOPOULOS, Nikos</creatorcontrib><creatorcontrib>VAGIAS, Constantinos</creatorcontrib><creatorcontrib>PAPAZAFIRI, Panagiota</creatorcontrib><creatorcontrib>ROUSSIS, Vassilios</creatorcontrib><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 organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>ILIOPOULOU, Dimitra</au><au>MIHOPOULOS, Nikos</au><au>VAGIAS, Constantinos</au><au>PAPAZAFIRI, Panagiota</au><au>ROUSSIS, Vassilios</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel Cytotoxic Brominated Diterpenes from the Red Alga Laurencia obtusa</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2003-10-03</date><risdate>2003</risdate><volume>68</volume><issue>20</issue><spage>7667</spage><epage>7674</epage><pages>7667-7674</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>Five new brominated diterpenes, along with two known, have been isolated from the organic extract of the red alga Laurencia obtusa, collected from the coastal rocks of Preveza in the Ionean Sea, Greece. The novel metabolites prevezols B-E possess two new carbon skeletons, to the best of our knowledge, unprecedented in the literature. The structures and the relative stereochemistry of the new natural products were established by means of spectral data analyses. The new metabolites were tested for their cytotoxic activity against five human cell lines. Two metabolites have exhibited significant cytotoxicity.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>14510540</pmid><doi>10.1021/jo0342323</doi><tpages>8</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | Journal of organic chemistry, 2003-10, Vol.68 (20), p.7667-7674 |
| issn | 0022-3263 1520-6904 |
| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Alicyclic compounds, terpenoids, prostaglandins, steroids Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology Biological and medical sciences Cell Line, Tumor Chemistry Diterpenes - chemistry Diterpenes - isolation & purification Diterpenes - pharmacology Drug Screening Assays, Antitumor Exact sciences and technology General pharmacology Humans Hydrocarbons, Brominated - chemistry Hydrocarbons, Brominated - isolation & purification Hydrocarbons, Brominated - pharmacology Inhibitory Concentration 50 Laurencia - chemistry Medical sciences Molecular Structure Nuclear Magnetic Resonance, Biomolecular Organic chemistry Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Preparations and properties Terpenoids |
| title | Novel Cytotoxic Brominated Diterpenes from the Red Alga Laurencia obtusa |
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