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Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica
Six new pentacyclic triterpenoid esters (1-6) together with 3alpha- and 3beta-taraxerol were isolated from the fruits of Bruguiera cylindrica. The structures of the new compounds were characterized as 3alpha-E-feruloyltaraxerol (1), 3alpha-Z-feruloyltaraxerol (2), 3beta-E-feruloyltaraxerol (3), 3bet...
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| Published in: | Journal of natural products (Washington, D.C.) D.C.), 2004-05, Vol.67 (5), p.886-888 |
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| Main Authors: | , , , |
| Format: | Article |
| Language: | English |
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| container_end_page | 888 |
| container_issue | 5 |
| container_start_page | 886 |
| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 67 |
| creator | Laphookhieo, S Karalai, C Ponglimanont, C Chantrapromma, K |
| description | Six new pentacyclic triterpenoid esters (1-6) together with 3alpha- and 3beta-taraxerol were isolated from the fruits of Bruguiera cylindrica. The structures of the new compounds were characterized as 3alpha-E-feruloyltaraxerol (1), 3alpha-Z-feruloyltaraxerol (2), 3beta-E-feruloyltaraxerol (3), 3beta-Z-feruloyltaraxerol (4), 3alpha-E-coumaroyltaraxerol (5), and 3alpha-Z-coumaroyltaraxerol (6), respectively. Compounds 2 and 6 exhibited weak cytotoxicity against the NCI-H187 cell line. |
| doi_str_mv | 10.1021/np0305122 |
| format | article |
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The structures of the new compounds were characterized as 3alpha-E-feruloyltaraxerol (1), 3alpha-Z-feruloyltaraxerol (2), 3beta-E-feruloyltaraxerol (3), 3beta-Z-feruloyltaraxerol (4), 3alpha-E-coumaroyltaraxerol (5), and 3alpha-Z-coumaroyltaraxerol (6), respectively. Compounds 2 and 6 exhibited weak cytotoxicity against the NCI-H187 cell line.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np0305122</identifier><identifier>PMID: 15165157</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - isolation & purification ; Antineoplastic Agents, Phytogenic - pharmacology ; Biological and medical sciences ; Drug Screening Assays, Antitumor ; Esters ; Fruit - chemistry ; General pharmacology ; Humans ; Inhibitory Concentration 50 ; KB Cells ; Medical sciences ; Molecular Structure ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plants, Medicinal - chemistry ; Rhizophoraceae - chemistry ; Stereoisomerism ; Thailand ; Triterpenes - chemistry ; Triterpenes - isolation & purification ; Triterpenes - pharmacology ; Tumor Cells, Cultured</subject><ispartof>Journal of natural products (Washington, D.C.), 2004-05, Vol.67 (5), p.886-888</ispartof><rights>2004 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=15793323$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15165157$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Laphookhieo, S</creatorcontrib><creatorcontrib>Karalai, C</creatorcontrib><creatorcontrib>Ponglimanont, C</creatorcontrib><creatorcontrib>Chantrapromma, K</creatorcontrib><title>Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Six new pentacyclic triterpenoid esters (1-6) together with 3alpha- and 3beta-taraxerol were isolated from the fruits of Bruguiera cylindrica. The structures of the new compounds were characterized as 3alpha-E-feruloyltaraxerol (1), 3alpha-Z-feruloyltaraxerol (2), 3beta-E-feruloyltaraxerol (3), 3beta-Z-feruloyltaraxerol (4), 3alpha-E-coumaroyltaraxerol (5), and 3alpha-Z-coumaroyltaraxerol (6), respectively. Compounds 2 and 6 exhibited weak cytotoxicity against the NCI-H187 cell line.</description><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - isolation & purification</subject><subject>Antineoplastic Agents, Phytogenic - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Esters</subject><subject>Fruit - chemistry</subject><subject>General pharmacology</subject><subject>Humans</subject><subject>Inhibitory Concentration 50</subject><subject>KB Cells</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plants, Medicinal - chemistry</subject><subject>Rhizophoraceae - chemistry</subject><subject>Stereoisomerism</subject><subject>Thailand</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><subject>Triterpenes - pharmacology</subject><subject>Tumor Cells, Cultured</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><recordid>eNpN0V1LwzAUBuAgipvTC_-A9sbLapKTj_ZSp05xw8E2vSxpmsxo15WkBffv7dgUr84L5-GFw0HonOBrgim5qWoMmBNKD1CfcIpjgSk_RH1MBMSQCNZDJyF8YtyxlB-jHuFEcMJlH42mpmqU3ujS6ajxrjG-NtXaFZEJXQ6R9etV1HyYLrSuCdHaRne-XbbOeBXpTemqwjutTtGRVWUwZ_s5QIvHh_nwKR6_jp6Ht-PYAk2aGPKEG5UKllgrgXHgOQVJpJEGckh1oTmzFFRqTc4tkwnH1rKcEShypjXAAF3seus2X5kiq71bKb_Jfi_qwNUeqKBVab2qtAv_nEwB6LYo3jnX3fn9t1f-KxMSJM_m01n2fj95I5OXWbb1lztv1TpTS991LmYUE8DdCxJBBfwA8kZyQQ</recordid><startdate>20040501</startdate><enddate>20040501</enddate><creator>Laphookhieo, S</creator><creator>Karalai, C</creator><creator>Ponglimanont, C</creator><creator>Chantrapromma, K</creator><general>American Chemical Society</general><general>American Society of Pharmacognosy</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope></search><sort><creationdate>20040501</creationdate><title>Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica</title><author>Laphookhieo, S ; Karalai, C ; Ponglimanont, C ; Chantrapromma, K</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-f328t-3b85ea9648ff734535b23717e7e3b39cdc54f23a9feb5f47850ff4b413db4cc33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2004</creationdate><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - isolation & purification</topic><topic>Antineoplastic Agents, Phytogenic - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Esters</topic><topic>Fruit - chemistry</topic><topic>General pharmacology</topic><topic>Humans</topic><topic>Inhibitory Concentration 50</topic><topic>KB Cells</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plants, Medicinal - chemistry</topic><topic>Rhizophoraceae - chemistry</topic><topic>Stereoisomerism</topic><topic>Thailand</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><topic>Triterpenes - pharmacology</topic><topic>Tumor Cells, Cultured</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Laphookhieo, S</creatorcontrib><creatorcontrib>Karalai, C</creatorcontrib><creatorcontrib>Ponglimanont, C</creatorcontrib><creatorcontrib>Chantrapromma, K</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Laphookhieo, S</au><au>Karalai, C</au><au>Ponglimanont, C</au><au>Chantrapromma, K</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2004-05-01</date><risdate>2004</risdate><volume>67</volume><issue>5</issue><spage>886</spage><epage>888</epage><pages>886-888</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Six new pentacyclic triterpenoid esters (1-6) together with 3alpha- and 3beta-taraxerol were isolated from the fruits of Bruguiera cylindrica. The structures of the new compounds were characterized as 3alpha-E-feruloyltaraxerol (1), 3alpha-Z-feruloyltaraxerol (2), 3beta-E-feruloyltaraxerol (3), 3beta-Z-feruloyltaraxerol (4), 3alpha-E-coumaroyltaraxerol (5), and 3alpha-Z-coumaroyltaraxerol (6), respectively. Compounds 2 and 6 exhibited weak cytotoxicity against the NCI-H187 cell line.</abstract><cop>Washington, DC</cop><cop>Glendale, AZ</cop><pub>American Chemical Society</pub><pmid>15165157</pmid><doi>10.1021/np0305122</doi><tpages>3</tpages></addata></record> |
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| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2004-05, Vol.67 (5), p.886-888 |
| issn | 0163-3864 1520-6025 |
| language | eng |
| recordid | cdi_pubmed_primary_15165157 |
| source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
| subjects | Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - isolation & purification Antineoplastic Agents, Phytogenic - pharmacology Biological and medical sciences Drug Screening Assays, Antitumor Esters Fruit - chemistry General pharmacology Humans Inhibitory Concentration 50 KB Cells Medical sciences Molecular Structure Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plants, Medicinal - chemistry Rhizophoraceae - chemistry Stereoisomerism Thailand Triterpenes - chemistry Triterpenes - isolation & purification Triterpenes - pharmacology Tumor Cells, Cultured |
| title | Pentacyclic triterpenoid esters from the fruits of Bruguiera cylindrica |
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