Flavonoid glycosides from the aerial parts of Acacia pennata in Myanmar
Five flavonoid glycoside (1–5) together with six known compounds were isolated from the aerial parts of Acacia pennata in Myamar. Their structures were determined by 1D, 2D NMR, UV, MS and CD data. [Display omitted] •Phytochemical study of Acacia pennata has been performed.•Five flavonoid glycosides...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2015-10, Vol.118, p.17-22 |
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| creator | Kim, Anna Choi, Janggyoo Htwe, Khin Myo Chin, Young-Won Kim, Jinwoong Yoon, Kee Dong |
| description | Five flavonoid glycoside (1–5) together with six known compounds were isolated from the aerial parts of Acacia pennata in Myamar. Their structures were determined by 1D, 2D NMR, UV, MS and CD data. [Display omitted]
•Phytochemical study of Acacia pennata has been performed.•Five flavonoid glycosides were determined by spectroscopic data.•The flavonoid glycosides feature a non-substituted B-ring in the flavonoid aglycone.
Phytochemical investigations of the aerial parts of Acacia pennata (Mimosaceae) from Myanmar led to the isolation of five flavonoid glycosides and six known compounds. The new compounds were identified as (2R,3S)-3,5,7-trihdyroxyflavan-3-O-α-l-rhamnopyranoside, (2S)-5,7-dihydroxyflavan-7-O-β-d-glucopyranoside-(4α→8)-epiafzelechin-3-O-gallate, (2R)-4′,7-dihydroxyflavan-(4α→8)-(2R,3S)-3,5,7-trihdyroxyflavan-3″-O-α-l-rhamnopyranoside, 5,7-dihydroxyflavone 6-C-β-boivinopyranosyl-7-O-β-d-glucopyranoside, and 5,7-dihydroxyflavone 7-O-β-d-glucopyranosyl-8-C-β-boivinopyranoside based on interpretation of spectroscopic data. |
| doi_str_mv | 10.1016/j.phytochem.2015.08.001 |
| format | Article |
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•Phytochemical study of Acacia pennata has been performed.•Five flavonoid glycosides were determined by spectroscopic data.•The flavonoid glycosides feature a non-substituted B-ring in the flavonoid aglycone.
Phytochemical investigations of the aerial parts of Acacia pennata (Mimosaceae) from Myanmar led to the isolation of five flavonoid glycosides and six known compounds. The new compounds were identified as (2R,3S)-3,5,7-trihdyroxyflavan-3-O-α-l-rhamnopyranoside, (2S)-5,7-dihydroxyflavan-7-O-β-d-glucopyranoside-(4α→8)-epiafzelechin-3-O-gallate, (2R)-4′,7-dihydroxyflavan-(4α→8)-(2R,3S)-3,5,7-trihdyroxyflavan-3″-O-α-l-rhamnopyranoside, 5,7-dihydroxyflavone 6-C-β-boivinopyranosyl-7-O-β-d-glucopyranoside, and 5,7-dihydroxyflavone 7-O-β-d-glucopyranosyl-8-C-β-boivinopyranoside based on interpretation of spectroscopic data.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/j.phytochem.2015.08.001</identifier><identifier>PMID: 26256031</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Acacia - chemistry ; Acacia pennata ; Flavonoid glycosides ; Flavonoids - chemistry ; Flavonoids - isolation & purification ; Glycosides - chemistry ; Glycosides - isolation & purification ; Mimosaceae ; Molecular Structure ; Myanmar ; Nuclear Magnetic Resonance, Biomolecular ; Plant Components, Aerial - chemistry ; Stereoisomerism</subject><ispartof>Phytochemistry (Oxford), 2015-10, Vol.118, p.17-22</ispartof><rights>2015 Elsevier Ltd</rights><rights>Copyright © 2015 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c371t-ddff03886de8f80fbb014aaf49f620c435fd20e614cd8aed6260f43c128e33</citedby><cites>FETCH-LOGICAL-c371t-ddff03886de8f80fbb014aaf49f620c435fd20e614cd8aed6260f43c128e33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.phytochem.2015.08.001$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,778,782,3539,27907,27908,45978</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26256031$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, Anna</creatorcontrib><creatorcontrib>Choi, Janggyoo</creatorcontrib><creatorcontrib>Htwe, Khin Myo</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Kim, Jinwoong</creatorcontrib><creatorcontrib>Yoon, Kee Dong</creatorcontrib><title>Flavonoid glycosides from the aerial parts of Acacia pennata in Myanmar</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Five flavonoid glycoside (1–5) together with six known compounds were isolated from the aerial parts of Acacia pennata in Myamar. Their structures were determined by 1D, 2D NMR, UV, MS and CD data. [Display omitted]
•Phytochemical study of Acacia pennata has been performed.•Five flavonoid glycosides were determined by spectroscopic data.•The flavonoid glycosides feature a non-substituted B-ring in the flavonoid aglycone.
Phytochemical investigations of the aerial parts of Acacia pennata (Mimosaceae) from Myanmar led to the isolation of five flavonoid glycosides and six known compounds. The new compounds were identified as (2R,3S)-3,5,7-trihdyroxyflavan-3-O-α-l-rhamnopyranoside, (2S)-5,7-dihydroxyflavan-7-O-β-d-glucopyranoside-(4α→8)-epiafzelechin-3-O-gallate, (2R)-4′,7-dihydroxyflavan-(4α→8)-(2R,3S)-3,5,7-trihdyroxyflavan-3″-O-α-l-rhamnopyranoside, 5,7-dihydroxyflavone 6-C-β-boivinopyranosyl-7-O-β-d-glucopyranoside, and 5,7-dihydroxyflavone 7-O-β-d-glucopyranosyl-8-C-β-boivinopyranoside based on interpretation of spectroscopic data.</description><subject>Acacia - chemistry</subject><subject>Acacia pennata</subject><subject>Flavonoid glycosides</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - isolation & purification</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Mimosaceae</subject><subject>Molecular Structure</subject><subject>Myanmar</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Plant Components, Aerial - chemistry</subject><subject>Stereoisomerism</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkMtOwzAQRS0EgvL4BfCSTcLYThx3WSEKSCAkxN5y7TF1lcTBTpH69wQV2LKaxZw7j0PIFYOSAZM3m3JY78Zo19iVHFhdgioB2AGZMdWIQjQAh2QGIFgxrzg_Iac5bwCgrqU8Jidc8lpOzRm5X7bmM_YxOPre7mzMwWGmPsWOjmukBlMwLR1MGjONni6sscHQAfvejIaGnj7vTN-ZdE6OvGkzXvzUM_K6vHu7fSieXu4fbxdPhRUNGwvnvAehlHSovAK_WgGrjPHV3EsOthK1dxxQsso6ZdBJLsFXwjKuUIgzcr0fOqT4scU86i5ki21reozbrFnD1JwJLpsJbfaoTTHnhF4PKUx37jQD_a1Qb_SfQv2tUIPSk8IpefmzZLvq0P3lfp1NwGIP4PTnZ8Cksw3YW3QhoR21i-HfJV_l2YcH</recordid><startdate>20151001</startdate><enddate>20151001</enddate><creator>Kim, Anna</creator><creator>Choi, Janggyoo</creator><creator>Htwe, Khin Myo</creator><creator>Chin, Young-Won</creator><creator>Kim, Jinwoong</creator><creator>Yoon, Kee Dong</creator><general>Elsevier Ltd</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>7X8</scope></search><sort><creationdate>20151001</creationdate><title>Flavonoid glycosides from the aerial parts of Acacia pennata in Myanmar</title><author>Kim, Anna ; Choi, Janggyoo ; Htwe, Khin Myo ; Chin, Young-Won ; Kim, Jinwoong ; Yoon, Kee Dong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c371t-ddff03886de8f80fbb014aaf49f620c435fd20e614cd8aed6260f43c128e33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Acacia - chemistry</topic><topic>Acacia pennata</topic><topic>Flavonoid glycosides</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - isolation & purification</topic><topic>Glycosides - chemistry</topic><topic>Glycosides - isolation & purification</topic><topic>Mimosaceae</topic><topic>Molecular Structure</topic><topic>Myanmar</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Plant Components, Aerial - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Anna</creatorcontrib><creatorcontrib>Choi, Janggyoo</creatorcontrib><creatorcontrib>Htwe, Khin Myo</creatorcontrib><creatorcontrib>Chin, Young-Won</creatorcontrib><creatorcontrib>Kim, Jinwoong</creatorcontrib><creatorcontrib>Yoon, Kee Dong</creatorcontrib><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>Kim, Anna</au><au>Choi, Janggyoo</au><au>Htwe, Khin Myo</au><au>Chin, Young-Won</au><au>Kim, Jinwoong</au><au>Yoon, Kee Dong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Flavonoid glycosides from the aerial parts of Acacia pennata in Myanmar</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2015-10-01</date><risdate>2015</risdate><volume>118</volume><spage>17</spage><epage>22</epage><pages>17-22</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Five flavonoid glycoside (1–5) together with six known compounds were isolated from the aerial parts of Acacia pennata in Myamar. Their structures were determined by 1D, 2D NMR, UV, MS and CD data. [Display omitted]
•Phytochemical study of Acacia pennata has been performed.•Five flavonoid glycosides were determined by spectroscopic data.•The flavonoid glycosides feature a non-substituted B-ring in the flavonoid aglycone.
Phytochemical investigations of the aerial parts of Acacia pennata (Mimosaceae) from Myanmar led to the isolation of five flavonoid glycosides and six known compounds. The new compounds were identified as (2R,3S)-3,5,7-trihdyroxyflavan-3-O-α-l-rhamnopyranoside, (2S)-5,7-dihydroxyflavan-7-O-β-d-glucopyranoside-(4α→8)-epiafzelechin-3-O-gallate, (2R)-4′,7-dihydroxyflavan-(4α→8)-(2R,3S)-3,5,7-trihdyroxyflavan-3″-O-α-l-rhamnopyranoside, 5,7-dihydroxyflavone 6-C-β-boivinopyranosyl-7-O-β-d-glucopyranoside, and 5,7-dihydroxyflavone 7-O-β-d-glucopyranosyl-8-C-β-boivinopyranoside based on interpretation of spectroscopic data.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>26256031</pmid><doi>10.1016/j.phytochem.2015.08.001</doi><tpages>6</tpages></addata></record> |
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| subjects | Acacia - chemistry Acacia pennata Flavonoid glycosides Flavonoids - chemistry Flavonoids - isolation & purification Glycosides - chemistry Glycosides - isolation & purification Mimosaceae Molecular Structure Myanmar Nuclear Magnetic Resonance, Biomolecular Plant Components, Aerial - chemistry Stereoisomerism |
| title | Flavonoid glycosides from the aerial parts of Acacia pennata in Myanmar |
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