Ceramicines E—I, New Limonoids from Chisocheton ceramicus
Five new limonoids, ceramicines E—I (1—5), have been isolated from the bark of Chisocheton ceramicus. The structures and relative stereochemistry of them were fully elucidated based on 1D- and 2D-NMR data. Ceramicines E—I (1—5) exhibited moderate cell growth inhibitory activities on a range of cell...
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| Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2011/03/01, Vol.59(3), pp.407-411 |
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| creator | Wong, Chin Piow Shimada, Misae Nagakura, Yuta Nugroho, Alfarius Eko Hirasawa, Yusuke Kaneda, Toshio Awang, Khalijah Hadi, A. Hamid A. Mohamad, Khalit Shiro, Motoo Morita, Hiroshi |
| description | Five new limonoids, ceramicines E—I (1—5), have been isolated from the bark of Chisocheton ceramicus. The structures and relative stereochemistry of them were fully elucidated based on 1D- and 2D-NMR data. Ceramicines E—I (1—5) exhibited moderate cell growth inhibitory activities on a range of cell lines (HL-60, A549, MCF7, and HCT116). The absolute structure of previously isolated ceramicine B (6) was also elucidated by circular dichroism (CD) and X-ray analysis. |
| doi_str_mv | 10.1248/cpb.59.407 |
| format | Article |
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Hamid A. ; Mohamad, Khalit ; Shiro, Motoo ; Morita, Hiroshi</creator><creatorcontrib>Wong, Chin Piow ; Shimada, Misae ; Nagakura, Yuta ; Nugroho, Alfarius Eko ; Hirasawa, Yusuke ; Kaneda, Toshio ; Awang, Khalijah ; Hadi, A. Hamid A. ; Mohamad, Khalit ; Shiro, Motoo ; Morita, Hiroshi ; Faculty of Medicine ; cDepartment of Pharmacy ; dX-Ray Research Laboratory ; bDepartment of Chemistry ; Hoshi University ; Rigaku Corporation ; University of Malaya ; aFaculty of Pharmaceutical Sciences ; Faculty of Science ; University Malaya</creatorcontrib><description>Five new limonoids, ceramicines E—I (1—5), have been isolated from the bark of Chisocheton ceramicus. The structures and relative stereochemistry of them were fully elucidated based on 1D- and 2D-NMR data. Ceramicines E—I (1—5) exhibited moderate cell growth inhibitory activities on a range of cell lines (HL-60, A549, MCF7, and HCT116). The absolute structure of previously isolated ceramicine B (6) was also elucidated by circular dichroism (CD) and X-ray analysis.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.59.407</identifier><identifier>PMID: 21372428</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Cell Line, Tumor ; ceramicine ; Chisocheton ceramicus ; Circular Dichroism ; Crystallography, X-Ray ; cytotoxic activity ; Humans ; Limonins - chemistry ; Limonins - isolation & purification ; Limonins - toxicity ; limonoid ; Magnetic Resonance Spectroscopy ; Meliaceae - chemistry ; Molecular Conformation ; Plant Bark - chemistry</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2011/03/01, Vol.59(3), pp.407-411</ispartof><rights>2011 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2011</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c662t-ea1744665c32719a6de032e5086021ffad648009211a4e1f95f5d129d2203cac3</citedby><cites>FETCH-LOGICAL-c662t-ea1744665c32719a6de032e5086021ffad648009211a4e1f95f5d129d2203cac3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,4009,27901,27902,27903</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/21372428$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wong, Chin Piow</creatorcontrib><creatorcontrib>Shimada, Misae</creatorcontrib><creatorcontrib>Nagakura, Yuta</creatorcontrib><creatorcontrib>Nugroho, Alfarius Eko</creatorcontrib><creatorcontrib>Hirasawa, Yusuke</creatorcontrib><creatorcontrib>Kaneda, Toshio</creatorcontrib><creatorcontrib>Awang, Khalijah</creatorcontrib><creatorcontrib>Hadi, A. 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The structures and relative stereochemistry of them were fully elucidated based on 1D- and 2D-NMR data. Ceramicines E—I (1—5) exhibited moderate cell growth inhibitory activities on a range of cell lines (HL-60, A549, MCF7, and HCT116). The absolute structure of previously isolated ceramicine B (6) was also elucidated by circular dichroism (CD) and X-ray analysis.</description><subject>Cell Line, Tumor</subject><subject>ceramicine</subject><subject>Chisocheton ceramicus</subject><subject>Circular Dichroism</subject><subject>Crystallography, X-Ray</subject><subject>cytotoxic activity</subject><subject>Humans</subject><subject>Limonins - chemistry</subject><subject>Limonins - isolation & purification</subject><subject>Limonins - toxicity</subject><subject>limonoid</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Meliaceae - chemistry</subject><subject>Molecular Conformation</subject><subject>Plant Bark - chemistry</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkM9u1DAQhy0EokvhwgOgSBwqoWaZGf9Joh4QWrVQaQUXOFuu47BeJfFiJ0K98RA8IU9SV2kXicv4MN_8Zvwx9hphjSTq9_Zws5bNWkD1hK2Qi6qURPwpWwFAUxJX_IS9SGkPQBIq_pydEPKKBNUrdrFx0Qze-tGl4vLv7z_X58UX96vY-iGMwbep6GIYis3Op2B3bgpjYZeJOb1kzzrTJ_fq4T1l368uv20-l9uvn643H7elVYqm0hmshFBKWk4VNka1Djg5CbUCwq4zrRJ1vpQQjXDYNbKTLVLTEgG3xvJTdrbkHmL4Obs06cEn6_rejC7MSddSEpBSIpNv_yP3YY5jPk6jUCBEFtNk6t1C2RhSiq7Th-gHE281gr43qrNRLRudjWb4zUPkfDO49og-KszA1QLkrremD2OfZf5bbFOVxQ1eEyBqANkA1_njGnJ8LogoAWqZgz4sQfs0mR_uuMnEydvePR7Fl3I_fOzsTNRu5HcODZvb</recordid><startdate>2011</startdate><enddate>2011</enddate><creator>Wong, Chin Piow</creator><creator>Shimada, Misae</creator><creator>Nagakura, Yuta</creator><creator>Nugroho, Alfarius Eko</creator><creator>Hirasawa, Yusuke</creator><creator>Kaneda, Toshio</creator><creator>Awang, Khalijah</creator><creator>Hadi, A. Hamid A.</creator><creator>Mohamad, Khalit</creator><creator>Shiro, Motoo</creator><creator>Morita, Hiroshi</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>2011</creationdate><title>Ceramicines E—I, New Limonoids from Chisocheton ceramicus</title><author>Wong, Chin Piow ; Shimada, Misae ; Nagakura, Yuta ; Nugroho, Alfarius Eko ; Hirasawa, Yusuke ; Kaneda, Toshio ; Awang, Khalijah ; Hadi, A. 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| subjects | Cell Line, Tumor ceramicine Chisocheton ceramicus Circular Dichroism Crystallography, X-Ray cytotoxic activity Humans Limonins - chemistry Limonins - isolation & purification Limonins - toxicity limonoid Magnetic Resonance Spectroscopy Meliaceae - chemistry Molecular Conformation Plant Bark - chemistry |
| title | Ceramicines E—I, New Limonoids from Chisocheton ceramicus |
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