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Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex
Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone and 3,6,8,3′,4′-pentamethoxy-5,7-dihydroxyflavone were isolated from Melicope coodeana syn. Euodia simplex (Rutaceae) along with 3,6,3′-trimethoxy-5,7,4′-tr...
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Published in: | Phytochemistry (Oxford) 2002-08, Vol.60 (8), p.817-820 |
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container_title | Phytochemistry (Oxford) |
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creator | Simonsen, Henrik T Larsen, Michael D Nielsen, Merete W Adsersen, Anne Olsen, Carl Erik Strasberg, Dominique Smitt, Ulla W Jaroszewski, Jerzy W |
description | Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone and 3,6,8,3′,4′-pentamethoxy-5,7-dihydroxyflavone were isolated from
Melicope coodeana syn.
Euodia simplex (Rutaceae) along with 3,6,3′-trimethoxy-5,7,4′-trihydroxyflavone and 3,3′-dimethoxy-5,7,4′-trihydroxyflavone. The structural assignments are based on
1H and
13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus
Melicope, and the present findings support the recent transfer of
Euodia simplex to
Melicope.
The isolation and structural elucidation of several flavonols, including two methylenedioxyflavones, are presented.. |
doi_str_mv | 10.1016/S0031-9422(02)00083-3 |
format | article |
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Melicope coodeana syn.
Euodia simplex (Rutaceae) along with 3,6,3′-trimethoxy-5,7,4′-trihydroxyflavone and 3,3′-dimethoxy-5,7,4′-trihydroxyflavone. The structural assignments are based on
1H and
13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus
Melicope, and the present findings support the recent transfer of
Euodia simplex to
Melicope.
The isolation and structural elucidation of several flavonols, including two methylenedioxyflavones, are presented..</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(02)00083-3</identifier><identifier>PMID: 12150806</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>13C NMR ; Biological and medical sciences ; Chemical constitution ; Chemotaxonomy ; Euodia simplex ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; Fundamental and applied biological sciences. Psychology ; Melicope coodeana ; Methoxyflavones ; Methylenedioxyflavones ; Molecular Structure ; Plant cytology, morphology, systematics, chorology and evolution ; Plant physiology and development ; Rutaceae ; Rutaceae - chemistry ; Réunion Island ; Spectrum Analysis ; Spermatophyta ; Systematics (diagnosis, chromosome numbers)</subject><ispartof>Phytochemistry (Oxford), 2002-08, Vol.60 (8), p.817-820</ispartof><rights>2002 Elsevier Science Ltd</rights><rights>2002 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-65055b853f980bfe72304666f2415954c573178a96c2fb3bd3a45f50514d9eca3</citedby><cites>FETCH-LOGICAL-c391t-65055b853f980bfe72304666f2415954c573178a96c2fb3bd3a45f50514d9eca3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=13824797$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12150806$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Simonsen, Henrik T</creatorcontrib><creatorcontrib>Larsen, Michael D</creatorcontrib><creatorcontrib>Nielsen, Merete W</creatorcontrib><creatorcontrib>Adsersen, Anne</creatorcontrib><creatorcontrib>Olsen, Carl Erik</creatorcontrib><creatorcontrib>Strasberg, Dominique</creatorcontrib><creatorcontrib>Smitt, Ulla W</creatorcontrib><creatorcontrib>Jaroszewski, Jerzy W</creatorcontrib><title>Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone and 3,6,8,3′,4′-pentamethoxy-5,7-dihydroxyflavone were isolated from
Melicope coodeana syn.
Euodia simplex (Rutaceae) along with 3,6,3′-trimethoxy-5,7,4′-trihydroxyflavone and 3,3′-dimethoxy-5,7,4′-trihydroxyflavone. The structural assignments are based on
1H and
13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus
Melicope, and the present findings support the recent transfer of
Euodia simplex to
Melicope.
The isolation and structural elucidation of several flavonols, including two methylenedioxyflavones, are presented..</description><subject>13C NMR</subject><subject>Biological and medical sciences</subject><subject>Chemical constitution</subject><subject>Chemotaxonomy</subject><subject>Euodia simplex</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Melicope coodeana</subject><subject>Methoxyflavones</subject><subject>Methylenedioxyflavones</subject><subject>Molecular Structure</subject><subject>Plant cytology, morphology, systematics, chorology and evolution</subject><subject>Plant physiology and development</subject><subject>Rutaceae</subject><subject>Rutaceae - chemistry</subject><subject>Réunion Island</subject><subject>Spectrum Analysis</subject><subject>Spermatophyta</subject><subject>Systematics (diagnosis, chromosome numbers)</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2002</creationdate><recordtype>article</recordtype><recordid>eNqFkE1rGzEQhkVpaJyPn5Cyl4b0sM5otZJWp1KMkxbs5JD2LLTaEVHZXbmSHex_Hzk2zbEg0MzwvNLwEHJFYUqBitsnAEZLVVfVDVRfAaBhJftAJrSRuZAAH8nkH3JKzlL6kyHOhfhETmlFOTQgJuRhievnXY8jdj5sd2Vhxq4Y8iw3rjcvYcRUuBiGYom9t2GFhQ2hQzOaIu3GaTHfhM7n2g-rHrcX5MSZPuHl8T4nv-_mv2Y_ysXj_c_Z90VpmaLrUvC8Sdtw5lQDrUNZMaiFEK6qKVe8tlwyKhujhK1cy9qOmZq7HKJ1p9Aadk6uD--uYvi7wbTWg08W-96MGDZJS6qkAlFnkB9AG0NKEZ1eRT-YuNMU9F6kfhOp95Y05LMXqVnOfT5-sGkH7N5TR3MZ-HIETLKmd9GM1qd3jjVVLZXM3LcDh1nHi8eok_U42uw7ol3rLvj_rPIKMp6Oiw</recordid><startdate>20020801</startdate><enddate>20020801</enddate><creator>Simonsen, Henrik T</creator><creator>Larsen, Michael D</creator><creator>Nielsen, Merete W</creator><creator>Adsersen, Anne</creator><creator>Olsen, Carl Erik</creator><creator>Strasberg, Dominique</creator><creator>Smitt, Ulla W</creator><creator>Jaroszewski, Jerzy W</creator><general>Elsevier Ltd</general><general>Elsevier</general><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>7X8</scope></search><sort><creationdate>20020801</creationdate><title>Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex</title><author>Simonsen, Henrik T ; Larsen, Michael D ; Nielsen, Merete W ; Adsersen, Anne ; Olsen, Carl Erik ; Strasberg, Dominique ; Smitt, Ulla W ; Jaroszewski, Jerzy W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-65055b853f980bfe72304666f2415954c573178a96c2fb3bd3a45f50514d9eca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2002</creationdate><topic>13C NMR</topic><topic>Biological and medical sciences</topic><topic>Chemical constitution</topic><topic>Chemotaxonomy</topic><topic>Euodia simplex</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Melicope coodeana</topic><topic>Methoxyflavones</topic><topic>Methylenedioxyflavones</topic><topic>Molecular Structure</topic><topic>Plant cytology, morphology, systematics, chorology and evolution</topic><topic>Plant physiology and development</topic><topic>Rutaceae</topic><topic>Rutaceae - chemistry</topic><topic>Réunion Island</topic><topic>Spectrum Analysis</topic><topic>Spermatophyta</topic><topic>Systematics (diagnosis, chromosome numbers)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Simonsen, Henrik T</creatorcontrib><creatorcontrib>Larsen, Michael D</creatorcontrib><creatorcontrib>Nielsen, Merete W</creatorcontrib><creatorcontrib>Adsersen, Anne</creatorcontrib><creatorcontrib>Olsen, Carl Erik</creatorcontrib><creatorcontrib>Strasberg, Dominique</creatorcontrib><creatorcontrib>Smitt, Ulla W</creatorcontrib><creatorcontrib>Jaroszewski, Jerzy W</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Simonsen, Henrik T</au><au>Larsen, Michael D</au><au>Nielsen, Merete W</au><au>Adsersen, Anne</au><au>Olsen, Carl Erik</au><au>Strasberg, Dominique</au><au>Smitt, Ulla W</au><au>Jaroszewski, Jerzy W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2002-08-01</date><risdate>2002</risdate><volume>60</volume><issue>8</issue><spage>817</spage><epage>820</epage><pages>817-820</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Three new natural products, 3,8-dimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone, 3,6,8-trimethoxy-5,7-dihydroxy-3′,4′-methylenedioxyflavone and 3,6,8,3′,4′-pentamethoxy-5,7-dihydroxyflavone were isolated from
Melicope coodeana syn.
Euodia simplex (Rutaceae) along with 3,6,3′-trimethoxy-5,7,4′-trihydroxyflavone and 3,3′-dimethoxy-5,7,4′-trihydroxyflavone. The structural assignments are based on
1H and
13C NMR data, including discussion of the chemical shifts of C-2 in 3,5-dihydroxy- and 3-methoxy-5-hydroxyflavones. The presence of highly methoxylated and methylenedioxyflavones is characteristic of the genus
Melicope, and the present findings support the recent transfer of
Euodia simplex to
Melicope.
The isolation and structural elucidation of several flavonols, including two methylenedioxyflavones, are presented..</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>12150806</pmid><doi>10.1016/S0031-9422(02)00083-3</doi><tpages>4</tpages></addata></record> |
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subjects | 13C NMR Biological and medical sciences Chemical constitution Chemotaxonomy Euodia simplex Flavonoids - chemistry Flavonoids - isolation & purification Fundamental and applied biological sciences. Psychology Melicope coodeana Methoxyflavones Methylenedioxyflavones Molecular Structure Plant cytology, morphology, systematics, chorology and evolution Plant physiology and development Rutaceae Rutaceae - chemistry Réunion Island Spectrum Analysis Spermatophyta Systematics (diagnosis, chromosome numbers) |
title | Methylenedioxy- and methoxyflavones from Melicope coodeana syn. Euodia simplex |
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