Cytotoxic turrianes of Kermadecia elliptica from the New Caledonian rainforest
Eight new cyclophanes ( 1–8), named kermadecins A-H, were isolated from the bark of Kermadecia elliptica (PROTEACEAE). A LC/APCI-MS study provided a reliable method of detection for most of the compounds. In the course of an automated screening for small molecules presenting cytotoxic activity, eigh...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2008, Vol.69 (2), p.533-540 |
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| creator | Jolly, Claire Thoison, Odile Martin, Marie-Thérèse Dumontet, Vincent Gilbert, Aline Pfeiffer, Bruno Léonce, Stéphane Sévenet, Thierry Guéritte, Françoise Litaudon, Marc |
| description | Eight new cyclophanes (
1–8), named kermadecins A-H, were isolated from the bark of
Kermadecia elliptica (PROTEACEAE). A LC/APCI-MS study provided a reliable method of detection for most of the compounds.
In the course of an automated screening for small molecules presenting cytotoxic activity, eight new cyclophanes named kermadecins A–H (
1–8), have been isolated from the bark of a New Caledonian plant,
Kermadecia elliptica, Proteaceae. A LC/APCI-MS study performed on kermadecins A, B and C, provided a reliable method for the detection of other analogues existing in small quantities in the extract. This led to the isolation of five other members of this chemical series. The structures were elucidated by extensive mono- and bi-dimensional spectroscopy and mass spectrometry. The cytotoxic activity of four of them was evaluated on various cell lines. |
| doi_str_mv | 10.1016/j.phytochem.2007.07.015 |
| format | Article |
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1–8), named kermadecins A-H, were isolated from the bark of
Kermadecia elliptica (PROTEACEAE). A LC/APCI-MS study provided a reliable method of detection for most of the compounds.
In the course of an automated screening for small molecules presenting cytotoxic activity, eight new cyclophanes named kermadecins A–H (
1–8), have been isolated from the bark of a New Caledonian plant,
Kermadecia elliptica, Proteaceae. A LC/APCI-MS study performed on kermadecins A, B and C, provided a reliable method for the detection of other analogues existing in small quantities in the extract. This led to the isolation of five other members of this chemical series. The structures were elucidated by extensive mono- and bi-dimensional spectroscopy and mass spectrometry. The cytotoxic activity of four of them was evaluated on various cell lines.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2007.07.015</identifier><identifier>PMID: 17825854</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Animals ; anticarcinogenic activity ; Biological and medical sciences ; Cell Line, Tumor ; Cell Survival - drug effects ; Cellular Biology ; Chemical constitution ; cultured cells ; Cyclophane ; Cytotoxicity ; ethers ; Fundamental and applied biological sciences. Psychology ; General pharmacology ; Humans ; Kermadecia elliptica ; Kermadecin ; LC/APCI-MS ; Life Sciences ; Macrocyclic Compounds - chemistry ; Macrocyclic Compounds - isolation & purification ; Macrocyclic Compounds - toxicity ; Magnetic Resonance Spectroscopy ; Magnoliopsida - chemistry ; Medical sciences ; medicinal properties ; Mice ; Molecular Structure ; New Caledonia ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; phytochemicals ; piperidines ; Plant physiology and development ; Proteaceae ; Rain ; rain forests ; Tropical Climate ; Turriane</subject><ispartof>Phytochemistry (Oxford), 2008, Vol.69 (2), p.533-540</ispartof><rights>2007</rights><rights>2008 INIST-CNRS</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c457t-64610f9a0a1ca44c3b5a6effe773989183d712a6b0851e1c5b7afea5dc5ac9fc3</citedby><cites>FETCH-LOGICAL-c457t-64610f9a0a1ca44c3b5a6effe773989183d712a6b0851e1c5b7afea5dc5ac9fc3</cites><orcidid>0000-0002-0877-8234</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942207004736$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>230,314,776,780,881,3537,4010,27900,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20036587$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/17825854$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00265561$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Jolly, Claire</creatorcontrib><creatorcontrib>Thoison, Odile</creatorcontrib><creatorcontrib>Martin, Marie-Thérèse</creatorcontrib><creatorcontrib>Dumontet, Vincent</creatorcontrib><creatorcontrib>Gilbert, Aline</creatorcontrib><creatorcontrib>Pfeiffer, Bruno</creatorcontrib><creatorcontrib>Léonce, Stéphane</creatorcontrib><creatorcontrib>Sévenet, Thierry</creatorcontrib><creatorcontrib>Guéritte, Françoise</creatorcontrib><creatorcontrib>Litaudon, Marc</creatorcontrib><title>Cytotoxic turrianes of Kermadecia elliptica from the New Caledonian rainforest</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Eight new cyclophanes (
1–8), named kermadecins A-H, were isolated from the bark of
Kermadecia elliptica (PROTEACEAE). A LC/APCI-MS study provided a reliable method of detection for most of the compounds.
In the course of an automated screening for small molecules presenting cytotoxic activity, eight new cyclophanes named kermadecins A–H (
1–8), have been isolated from the bark of a New Caledonian plant,
Kermadecia elliptica, Proteaceae. A LC/APCI-MS study performed on kermadecins A, B and C, provided a reliable method for the detection of other analogues existing in small quantities in the extract. This led to the isolation of five other members of this chemical series. The structures were elucidated by extensive mono- and bi-dimensional spectroscopy and mass spectrometry. The cytotoxic activity of four of them was evaluated on various cell lines.</description><subject>Animals</subject><subject>anticarcinogenic activity</subject><subject>Biological and medical sciences</subject><subject>Cell Line, Tumor</subject><subject>Cell Survival - drug effects</subject><subject>Cellular Biology</subject><subject>Chemical constitution</subject><subject>cultured cells</subject><subject>Cyclophane</subject><subject>Cytotoxicity</subject><subject>ethers</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Kermadecia elliptica</subject><subject>Kermadecin</subject><subject>LC/APCI-MS</subject><subject>Life Sciences</subject><subject>Macrocyclic Compounds - chemistry</subject><subject>Macrocyclic Compounds - isolation & purification</subject><subject>Macrocyclic Compounds - toxicity</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Magnoliopsida - chemistry</subject><subject>Medical sciences</subject><subject>medicinal properties</subject><subject>Mice</subject><subject>Molecular Structure</subject><subject>New Caledonia</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>phytochemicals</subject><subject>piperidines</subject><subject>Plant physiology and development</subject><subject>Proteaceae</subject><subject>Rain</subject><subject>rain forests</subject><subject>Tropical Climate</subject><subject>Turriane</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUFr2zAUx8XYaNOsX2H1ZYcdnD3ZlmQfQ9jastAdtp7Fi_y0KNhWkNx2_faVcciOgwcC8fv_0fuJsRsOKw5cfj2sjvvX0Zs99asCQK2m4eIdW_BalXmpAN6zBUDJ86Yqikt2FeMBAISQ8oJdclUXohbVgj1sUs3o_zqTjU8hOBwoZt5mPyj02JJxmFHXuePoDGY2-D4b95Q90Eu2wY5aP6REFtAN1geK40f2wWIX6fp0Ltnj92-_N3f59uft_Wa9zU0l1JjLSnKwDQJyg1Vlyp1ASdaSUmVTN7wuW8ULlDuoBSduxE6hJRStEWgaa8ol-zL37rHTx-B6DK_ao9N3662e7gAKmZblzzyxamZN8DEGsucABz3Z1Ad9tqknm3oaLlLy05w8Pu16av_lTvoS8PkEYDTY2YCDcfHMpa5SivQhS3Yzcxa9xj8hMY-_CuAlQF3JikMi1jNBydqzo6CjcTQYal0gM-rWu_8-9w3T2qEO</recordid><startdate>2008</startdate><enddate>2008</enddate><creator>Jolly, Claire</creator><creator>Thoison, Odile</creator><creator>Martin, Marie-Thérèse</creator><creator>Dumontet, Vincent</creator><creator>Gilbert, Aline</creator><creator>Pfeiffer, Bruno</creator><creator>Léonce, Stéphane</creator><creator>Sévenet, Thierry</creator><creator>Guéritte, Françoise</creator><creator>Litaudon, Marc</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</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>1XC</scope><orcidid>https://orcid.org/0000-0002-0877-8234</orcidid></search><sort><creationdate>2008</creationdate><title>Cytotoxic turrianes of Kermadecia elliptica from the New Caledonian rainforest</title><author>Jolly, Claire ; Thoison, Odile ; Martin, Marie-Thérèse ; Dumontet, Vincent ; Gilbert, Aline ; Pfeiffer, Bruno ; Léonce, Stéphane ; Sévenet, Thierry ; Guéritte, Françoise ; Litaudon, Marc</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c457t-64610f9a0a1ca44c3b5a6effe773989183d712a6b0851e1c5b7afea5dc5ac9fc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Animals</topic><topic>anticarcinogenic activity</topic><topic>Biological and medical sciences</topic><topic>Cell Line, Tumor</topic><topic>Cell Survival - drug effects</topic><topic>Cellular Biology</topic><topic>Chemical constitution</topic><topic>cultured cells</topic><topic>Cyclophane</topic><topic>Cytotoxicity</topic><topic>ethers</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Kermadecia elliptica</topic><topic>Kermadecin</topic><topic>LC/APCI-MS</topic><topic>Life Sciences</topic><topic>Macrocyclic Compounds - chemistry</topic><topic>Macrocyclic Compounds - isolation & purification</topic><topic>Macrocyclic Compounds - toxicity</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Magnoliopsida - chemistry</topic><topic>Medical sciences</topic><topic>medicinal properties</topic><topic>Mice</topic><topic>Molecular Structure</topic><topic>New Caledonia</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. 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1–8), named kermadecins A-H, were isolated from the bark of
Kermadecia elliptica (PROTEACEAE). A LC/APCI-MS study provided a reliable method of detection for most of the compounds.
In the course of an automated screening for small molecules presenting cytotoxic activity, eight new cyclophanes named kermadecins A–H (
1–8), have been isolated from the bark of a New Caledonian plant,
Kermadecia elliptica, Proteaceae. A LC/APCI-MS study performed on kermadecins A, B and C, provided a reliable method for the detection of other analogues existing in small quantities in the extract. This led to the isolation of five other members of this chemical series. The structures were elucidated by extensive mono- and bi-dimensional spectroscopy and mass spectrometry. The cytotoxic activity of four of them was evaluated on various cell lines.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>17825854</pmid><doi>10.1016/j.phytochem.2007.07.015</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-0877-8234</orcidid></addata></record> |
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| ispartof | Phytochemistry (Oxford), 2008, Vol.69 (2), p.533-540 |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals anticarcinogenic activity Biological and medical sciences Cell Line, Tumor Cell Survival - drug effects Cellular Biology Chemical constitution cultured cells Cyclophane Cytotoxicity ethers Fundamental and applied biological sciences. Psychology General pharmacology Humans Kermadecia elliptica Kermadecin LC/APCI-MS Life Sciences Macrocyclic Compounds - chemistry Macrocyclic Compounds - isolation & purification Macrocyclic Compounds - toxicity Magnetic Resonance Spectroscopy Magnoliopsida - chemistry Medical sciences medicinal properties Mice Molecular Structure New Caledonia Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments phytochemicals piperidines Plant physiology and development Proteaceae Rain rain forests Tropical Climate Turriane |
| title | Cytotoxic turrianes of Kermadecia elliptica from the New Caledonian rainforest |
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