Citbismine-A, -B and -C, New Binary Acridone Alkaloids from Citrus Plants
Three novel dimeric acridone alkaloids named citbismine-A (1), -B (3) and -C (5) have been isolated from the roots of Marsh grapefruit (Citrus paradisi) and Hirado-buntan (C. grandis). The structure of citbismine-A was elucidated as 1 by spectroscopic studies and single crystal X-ray analysis. Struc...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1995/08/15, Vol.43(8), pp.1340-1345 |
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| container_title | Chemical & pharmaceutical bulletin |
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| creator | TAKEMURA, Yuko MATSUSHITA, Yoko NAGAREYA, Noriko ABE, Masami TAKAYA, Junko JU-ICHI, Motoharu HASHIMOTO, Toshihiro KAN, Yukiko TAKAOKA, Shigeru ASAKAWA, Yoshinori OMURA, Mitsuo ITO, Chihiro FURUKAWA, Hiroshi |
| description | Three novel dimeric acridone alkaloids named citbismine-A (1), -B (3) and -C (5) have been isolated from the roots of Marsh grapefruit (Citrus paradisi) and Hirado-buntan (C. grandis). The structure of citbismine-A was elucidated as 1 by spectroscopic studies and single crystal X-ray analysis. Structure assignments of citbismine-B (3) and -C (5) were based on spectroscopic data including two dimensional (2D)-NMR (correlation spectroscopy (COSY) and heteronuclear multiple bond correlation (HMBC)) experiments. The common structural characteristic is the presence of a C-C bond between the aromatic ring and the dihydrofuran ring of each acridone nucleus. |
| doi_str_mv | 10.1248/cpb.43.1340 |
| format | Article |
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The structure of citbismine-A was elucidated as 1 by spectroscopic studies and single crystal X-ray analysis. Structure assignments of citbismine-B (3) and -C (5) were based on spectroscopic data including two dimensional (2D)-NMR (correlation spectroscopy (COSY) and heteronuclear multiple bond correlation (HMBC)) experiments. The common structural characteristic is the presence of a C-C bond between the aromatic ring and the dihydrofuran ring of each acridone nucleus.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.43.1340</identifier><identifier>CODEN: CPBTAL</identifier><language>eng</language><publisher>Tokyo: The Pharmaceutical Society of Japan</publisher><subject>Alcaloids ; Analytical, structural and metabolic biochemistry ; Biological and medical sciences ; bisacridone alkaloid ; citbismine-A ; citbismine-B ; citbismine-C ; Citrus grandis ; Citrus paradisi ; Fundamental and applied biological sciences. Psychology ; Heterocyclic compounds, pigments ; Other biological molecules</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1995/08/15, Vol.43(8), pp.1340-1345</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>1995 INIST-CNRS</rights><rights>Copyright Japan Science and Technology Agency 1995</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,27901,27902</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=3673480$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>TAKEMURA, Yuko</creatorcontrib><creatorcontrib>MATSUSHITA, Yoko</creatorcontrib><creatorcontrib>NAGAREYA, Noriko</creatorcontrib><creatorcontrib>ABE, Masami</creatorcontrib><creatorcontrib>TAKAYA, Junko</creatorcontrib><creatorcontrib>JU-ICHI, Motoharu</creatorcontrib><creatorcontrib>HASHIMOTO, Toshihiro</creatorcontrib><creatorcontrib>KAN, Yukiko</creatorcontrib><creatorcontrib>TAKAOKA, Shigeru</creatorcontrib><creatorcontrib>ASAKAWA, Yoshinori</creatorcontrib><creatorcontrib>OMURA, Mitsuo</creatorcontrib><creatorcontrib>ITO, Chihiro</creatorcontrib><creatorcontrib>FURUKAWA, Hiroshi</creatorcontrib><title>Citbismine-A, -B and -C, New Binary Acridone Alkaloids from Citrus Plants</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Three novel dimeric acridone alkaloids named citbismine-A (1), -B (3) and -C (5) have been isolated from the roots of Marsh grapefruit (Citrus paradisi) and Hirado-buntan (C. grandis). The structure of citbismine-A was elucidated as 1 by spectroscopic studies and single crystal X-ray analysis. Structure assignments of citbismine-B (3) and -C (5) were based on spectroscopic data including two dimensional (2D)-NMR (correlation spectroscopy (COSY) and heteronuclear multiple bond correlation (HMBC)) experiments. The common structural characteristic is the presence of a C-C bond between the aromatic ring and the dihydrofuran ring of each acridone nucleus.</description><subject>Alcaloids</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>Biological and medical sciences</subject><subject>bisacridone alkaloid</subject><subject>citbismine-A</subject><subject>citbismine-B</subject><subject>citbismine-C</subject><subject>Citrus grandis</subject><subject>Citrus paradisi</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Heterocyclic compounds, pigments</subject><subject>Other biological molecules</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1995</creationdate><recordtype>article</recordtype><recordid>eNpFkMtOwzAQRS0EEqWw4gcswRIXv2I7yzS8KlXAAtaW6zjgkDrFToX4e4xawWbuSPfMjOYCcE7wjFCuru1mNeNsRhjHB2CSRaKCUnYIJhjjElEm2DE4SanDmBZYsglY1H5c-bT2waHqCqI5NKGBqL6Cj-4Lzn0w8RtWNvpmCA5W_YfpB98k2MZhDfNs3Cb43JswplNw1Jo-ubO9TsHr3e1L_YCWT_eLulqijigxIrrCnBSWOisko7K0UpiiKYhQLcHYKmKlakqpiJPCMssLy1xuJCswdg0XbAoudns3cfjcujTqbtjGkE9qwgWmSlFVZupyT5lkTd9GE6xPehP9On-kWT7OFc7YzQ7r0mje3J9v4uht73QOlJSF0pzpffnN9t9-N1G7wH4ALdJvJg</recordid><startdate>19950815</startdate><enddate>19950815</enddate><creator>TAKEMURA, Yuko</creator><creator>MATSUSHITA, Yoko</creator><creator>NAGAREYA, Noriko</creator><creator>ABE, Masami</creator><creator>TAKAYA, Junko</creator><creator>JU-ICHI, Motoharu</creator><creator>HASHIMOTO, Toshihiro</creator><creator>KAN, Yukiko</creator><creator>TAKAOKA, Shigeru</creator><creator>ASAKAWA, Yoshinori</creator><creator>OMURA, Mitsuo</creator><creator>ITO, Chihiro</creator><creator>FURUKAWA, Hiroshi</creator><general>The Pharmaceutical Society of Japan</general><general>Maruzen</general><general>Japan Science and Technology Agency</general><scope>IQODW</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope></search><sort><creationdate>19950815</creationdate><title>Citbismine-A, -B and -C, New Binary Acridone Alkaloids from Citrus Plants</title><author>TAKEMURA, Yuko ; MATSUSHITA, Yoko ; NAGAREYA, Noriko ; ABE, Masami ; TAKAYA, Junko ; JU-ICHI, Motoharu ; HASHIMOTO, Toshihiro ; KAN, Yukiko ; TAKAOKA, Shigeru ; ASAKAWA, Yoshinori ; OMURA, Mitsuo ; ITO, Chihiro ; FURUKAWA, Hiroshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j186t-2b0415c2ec673279c76a5d5168f100c81c78d9781e76c3c45c3e6c373500ed463</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1995</creationdate><topic>Alcaloids</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>Biological and medical sciences</topic><topic>bisacridone alkaloid</topic><topic>citbismine-A</topic><topic>citbismine-B</topic><topic>citbismine-C</topic><topic>Citrus grandis</topic><topic>Citrus paradisi</topic><topic>Fundamental and applied biological sciences. 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Pharm. Bull.</addtitle><date>1995-08-15</date><risdate>1995</risdate><volume>43</volume><issue>8</issue><spage>1340</spage><epage>1345</epage><pages>1340-1345</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><coden>CPBTAL</coden><abstract>Three novel dimeric acridone alkaloids named citbismine-A (1), -B (3) and -C (5) have been isolated from the roots of Marsh grapefruit (Citrus paradisi) and Hirado-buntan (C. grandis). The structure of citbismine-A was elucidated as 1 by spectroscopic studies and single crystal X-ray analysis. Structure assignments of citbismine-B (3) and -C (5) were based on spectroscopic data including two dimensional (2D)-NMR (correlation spectroscopy (COSY) and heteronuclear multiple bond correlation (HMBC)) experiments. The common structural characteristic is the presence of a C-C bond between the aromatic ring and the dihydrofuran ring of each acridone nucleus.</abstract><cop>Tokyo</cop><pub>The Pharmaceutical Society of Japan</pub><doi>10.1248/cpb.43.1340</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| subjects | Alcaloids Analytical, structural and metabolic biochemistry Biological and medical sciences bisacridone alkaloid citbismine-A citbismine-B citbismine-C Citrus grandis Citrus paradisi Fundamental and applied biological sciences. Psychology Heterocyclic compounds, pigments Other biological molecules |
| title | Citbismine-A, -B and -C, New Binary Acridone Alkaloids from Citrus Plants |
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