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A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides
New cycloartane-type triterpene 23 R/S-3β-hydroxycycloart-24-ene-23-methyl ether 1a,b (as an C-23 epimeric mixture), along with ten known compounds, including 1 steroid, 3 fatty acids and 6 triterpenoids were isolated from the aerial parts of Euphorbia dendroides L. (Euphorbiaceae). The known compou...
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Published in: | Natural product research 2022-02, Vol.36 (3), p.828-836 |
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creator | Hassan, Ahmed R. Ashour, Ahmed Amen, Yhiya Nagata, Maki El-Toumy, Sayed A. Shimizu, Kuniyoshi |
description | New cycloartane-type triterpene 23 R/S-3β-hydroxycycloart-24-ene-23-methyl ether 1a,b (as an C-23 epimeric mixture), along with ten known compounds, including 1 steroid, 3 fatty acids and 6 triterpenoids were isolated from the aerial parts of Euphorbia dendroides L. (Euphorbiaceae). The known compounds (2-11) were identified using 1 D & 2 D-NMR spectra and by comparison with data reported in the literature as well as using GC-MS for the isolated fatty acids. The new compound 1 (a,b) was elucidated by comprehensive 1 D & 2 D NMR experiments as well as LR & HR-FAB-MS. In addition, the isolated cycloartane-type triterpenoids have been tested for in vitro cytotoxicity against different cell lines. The new compound 1 (a,b) exhibited good to weak selective cytotoxic activities against HepG2, Huh-7, KLM-1, 1321N1 and HeLa cell lines with IC
50
values of 20.67 ± 0.72, 16.24 ± 0.53, 22.59 ± 0.94, 25.99 ± 0.31 and 40.50 ± 3.14 μM, respectively. |
doi_str_mv | 10.1080/14786419.2020.1800693 |
format | article |
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50
values of 20.67 ± 0.72, 16.24 ± 0.53, 22.59 ± 0.94, 25.99 ± 0.31 and 40.50 ± 3.14 μM, respectively.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2020.1800693</identifier><identifier>PMID: 32722993</identifier><language>eng</language><publisher>England: Taylor & Francis</publisher><subject>cycloartanes ; cytotoxic activity ; Euphorbia ; Euphorbia dendroides ; Euphorbiaceae ; HeLa Cells ; Humans ; Molecular Structure ; Plant Components, Aerial ; Triterpenes - pharmacology ; triterpenoids</subject><ispartof>Natural product research, 2022-02, Vol.36 (3), p.828-836</ispartof><rights>2020 Informa UK Limited, trading as Taylor & Francis Group 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-bbe5e9d774bbf58388d3c4ce6be6eeb3eecde777d99266f1a3451d26d197aa733</citedby><cites>FETCH-LOGICAL-c281t-bbe5e9d774bbf58388d3c4ce6be6eeb3eecde777d99266f1a3451d26d197aa733</cites><orcidid>0000-0002-1060-2326 ; 0000-0001-5960-1503</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32722993$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hassan, Ahmed R.</creatorcontrib><creatorcontrib>Ashour, Ahmed</creatorcontrib><creatorcontrib>Amen, Yhiya</creatorcontrib><creatorcontrib>Nagata, Maki</creatorcontrib><creatorcontrib>El-Toumy, Sayed A.</creatorcontrib><creatorcontrib>Shimizu, Kuniyoshi</creatorcontrib><title>A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>New cycloartane-type triterpene 23 R/S-3β-hydroxycycloart-24-ene-23-methyl ether 1a,b (as an C-23 epimeric mixture), along with ten known compounds, including 1 steroid, 3 fatty acids and 6 triterpenoids were isolated from the aerial parts of Euphorbia dendroides L. (Euphorbiaceae). The known compounds (2-11) were identified using 1 D & 2 D-NMR spectra and by comparison with data reported in the literature as well as using GC-MS for the isolated fatty acids. The new compound 1 (a,b) was elucidated by comprehensive 1 D & 2 D NMR experiments as well as LR & HR-FAB-MS. In addition, the isolated cycloartane-type triterpenoids have been tested for in vitro cytotoxicity against different cell lines. The new compound 1 (a,b) exhibited good to weak selective cytotoxic activities against HepG2, Huh-7, KLM-1, 1321N1 and HeLa cell lines with IC
50
values of 20.67 ± 0.72, 16.24 ± 0.53, 22.59 ± 0.94, 25.99 ± 0.31 and 40.50 ± 3.14 μM, respectively.</description><subject>cycloartanes</subject><subject>cytotoxic activity</subject><subject>Euphorbia</subject><subject>Euphorbia dendroides</subject><subject>Euphorbiaceae</subject><subject>HeLa Cells</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>Plant Components, Aerial</subject><subject>Triterpenes - pharmacology</subject><subject>triterpenoids</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kE9r3DAQxUVJ6SZpP0KDjrlsqj-2Zd0aQtIUAr20ZyFLI1bFtpyRTNhvXy27m2NPM8y8N4_5EfKVszvOevaNN6rvGq7vBBN11DPWafmBXB7m264R6uK953pDrnL-y5jgbdt-IhsplBBay0sS7ukMb9Tt3ZgsFjsDLRgL4AK1tbOnqewA6bLbl-TSnEssK8wl04BponVHLWC0I12qPdMU6OO67BIO0VIPs8cUPeTP5GOwY4Yvp3pN_jw9_n543r78-vHz4f5l60TPy3YYoAXtlWqGIbS97HsvXeOgG6ADGCSA86CU8lqLrgvcyqblXnSea2WtkvKa3B7vLpheV8jFTDE7GMf6WFqzEY3oK4-Kp0rbo9RhyhkhmAXjZHFvODMHxOaM2BwQmxPi6rs5RazDBP7ddWZaBd-PgjiHhJN9Szh6U-x-TBjQzi5mI_-f8Q_vLY17</recordid><startdate>202202</startdate><enddate>202202</enddate><creator>Hassan, Ahmed R.</creator><creator>Ashour, Ahmed</creator><creator>Amen, Yhiya</creator><creator>Nagata, Maki</creator><creator>El-Toumy, Sayed A.</creator><creator>Shimizu, Kuniyoshi</creator><general>Taylor & Francis</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><orcidid>https://orcid.org/0000-0002-1060-2326</orcidid><orcidid>https://orcid.org/0000-0001-5960-1503</orcidid></search><sort><creationdate>202202</creationdate><title>A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides</title><author>Hassan, Ahmed R. ; Ashour, Ahmed ; Amen, Yhiya ; Nagata, Maki ; El-Toumy, Sayed A. ; Shimizu, Kuniyoshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-bbe5e9d774bbf58388d3c4ce6be6eeb3eecde777d99266f1a3451d26d197aa733</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>cycloartanes</topic><topic>cytotoxic activity</topic><topic>Euphorbia</topic><topic>Euphorbia dendroides</topic><topic>Euphorbiaceae</topic><topic>HeLa Cells</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>Plant Components, Aerial</topic><topic>Triterpenes - pharmacology</topic><topic>triterpenoids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hassan, Ahmed R.</creatorcontrib><creatorcontrib>Ashour, Ahmed</creatorcontrib><creatorcontrib>Amen, Yhiya</creatorcontrib><creatorcontrib>Nagata, Maki</creatorcontrib><creatorcontrib>El-Toumy, Sayed A.</creatorcontrib><creatorcontrib>Shimizu, Kuniyoshi</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>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hassan, Ahmed R.</au><au>Ashour, Ahmed</au><au>Amen, Yhiya</au><au>Nagata, Maki</au><au>El-Toumy, Sayed A.</au><au>Shimizu, Kuniyoshi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2022-02</date><risdate>2022</risdate><volume>36</volume><issue>3</issue><spage>828</spage><epage>836</epage><pages>828-836</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>New cycloartane-type triterpene 23 R/S-3β-hydroxycycloart-24-ene-23-methyl ether 1a,b (as an C-23 epimeric mixture), along with ten known compounds, including 1 steroid, 3 fatty acids and 6 triterpenoids were isolated from the aerial parts of Euphorbia dendroides L. (Euphorbiaceae). The known compounds (2-11) were identified using 1 D & 2 D-NMR spectra and by comparison with data reported in the literature as well as using GC-MS for the isolated fatty acids. The new compound 1 (a,b) was elucidated by comprehensive 1 D & 2 D NMR experiments as well as LR & HR-FAB-MS. In addition, the isolated cycloartane-type triterpenoids have been tested for in vitro cytotoxicity against different cell lines. The new compound 1 (a,b) exhibited good to weak selective cytotoxic activities against HepG2, Huh-7, KLM-1, 1321N1 and HeLa cell lines with IC
50
values of 20.67 ± 0.72, 16.24 ± 0.53, 22.59 ± 0.94, 25.99 ± 0.31 and 40.50 ± 3.14 μM, respectively.</abstract><cop>England</cop><pub>Taylor & Francis</pub><pmid>32722993</pmid><doi>10.1080/14786419.2020.1800693</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-1060-2326</orcidid><orcidid>https://orcid.org/0000-0001-5960-1503</orcidid></addata></record> |
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subjects | cycloartanes cytotoxic activity Euphorbia Euphorbia dendroides Euphorbiaceae HeLa Cells Humans Molecular Structure Plant Components, Aerial Triterpenes - pharmacology triterpenoids |
title | A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides |
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