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Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro
In addition to known constituents of Telekia speciosa, an acetone extract from ray florets of the plant yielded: 5,5ʹ-dibutoxy-2,2ʹ-bifuran (1), 5,5ʹ-diisobutoxy-2,2ʹ-bifuran (2), α-tocopherol (3), β-tocopherol (4), loliolide palmitate (5), a mixture of calenduladiol esters - 16β-hydroxylupeol-3-O-p...
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Published in: | Natural product research 2019-06, Vol.33 (12), p.1804-1808 |
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creator | Stojakowska, Anna Galanty, Agnieszka Malarz, Janusz Michalik, Marta |
description | In addition to known constituents of Telekia speciosa, an acetone extract from ray florets of the plant yielded: 5,5ʹ-dibutoxy-2,2ʹ-bifuran (1), 5,5ʹ-diisobutoxy-2,2ʹ-bifuran (2), α-tocopherol (3), β-tocopherol (4), loliolide palmitate (5), a mixture of calenduladiol esters - 16β-hydroxylupeol-3-O-palmitate (7) and 16β-hydroxylupeol-3-O-myristate (8), 1-epiinuviscolide (12), inuviscolide (13), 3-epiisotelekin (16), 4α-hydroxy-9β,10β-epoxy-1β(H)-11(13)-guaien-8α,12-olide (17), 4α-hydroxy-1β(H)-9(10),11(13)-guaiadien-8α,12-olide (18), loliolide (19) and 4β,10β-dihydroxy-1α(H),5α(H)-11(13)-guaien-8α,12-olide (20). Calenduladiol esters and asperilin (14) were the major constituents of the extract. Their cytotoxic effect on human normal prostate epithelial cells (PNT-2), human prostate carcinoma cell lines, human skin fibroblasts (HSF) and human melanoma cell lines was examined in vitro. Triterpene esters showed no cytotoxicity against nearly all cell lines tested, except for Du145 prostate carcinoma cells (IC
50
- 62.0 μΜ). Asperilin displayed activity against the cell lines under study, especially against three tested lines of melanomas (A375, IC
50
- 17.6 μΜ, WM793, IC
50
- 28.2 μΜ and Hs 294T, IC
50
- 29.5 μΜ). |
doi_str_mv | 10.1080/14786419.2018.1437431 |
format | article |
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50
- 62.0 μΜ). Asperilin displayed activity against the cell lines under study, especially against three tested lines of melanomas (A375, IC
50
- 17.6 μΜ, WM793, IC
50
- 28.2 μΜ and Hs 294T, IC
50
- 29.5 μΜ).</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2018.1437431</identifier><identifier>PMID: 29430966</identifier><language>eng</language><publisher>England: Taylor & Francis</publisher><subject>Asperilin ; calenduladiol ester ; cytotoxicity ; Inuleae ; sesquiterpene lactone ; Telekia</subject><ispartof>Natural product research, 2019-06, Vol.33 (12), p.1804-1808</ispartof><rights>2018 Informa UK Limited, trading as Taylor & Francis Group 2018</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c413t-82b06607816666dd0bd2e2eda376754b36a925c71c214d8f5230548487e31ace3</citedby><cites>FETCH-LOGICAL-c413t-82b06607816666dd0bd2e2eda376754b36a925c71c214d8f5230548487e31ace3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29430966$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Stojakowska, Anna</creatorcontrib><creatorcontrib>Galanty, Agnieszka</creatorcontrib><creatorcontrib>Malarz, Janusz</creatorcontrib><creatorcontrib>Michalik, Marta</creatorcontrib><title>Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>In addition to known constituents of Telekia speciosa, an acetone extract from ray florets of the plant yielded: 5,5ʹ-dibutoxy-2,2ʹ-bifuran (1), 5,5ʹ-diisobutoxy-2,2ʹ-bifuran (2), α-tocopherol (3), β-tocopherol (4), loliolide palmitate (5), a mixture of calenduladiol esters - 16β-hydroxylupeol-3-O-palmitate (7) and 16β-hydroxylupeol-3-O-myristate (8), 1-epiinuviscolide (12), inuviscolide (13), 3-epiisotelekin (16), 4α-hydroxy-9β,10β-epoxy-1β(H)-11(13)-guaien-8α,12-olide (17), 4α-hydroxy-1β(H)-9(10),11(13)-guaiadien-8α,12-olide (18), loliolide (19) and 4β,10β-dihydroxy-1α(H),5α(H)-11(13)-guaien-8α,12-olide (20). Calenduladiol esters and asperilin (14) were the major constituents of the extract. Their cytotoxic effect on human normal prostate epithelial cells (PNT-2), human prostate carcinoma cell lines, human skin fibroblasts (HSF) and human melanoma cell lines was examined in vitro. Triterpene esters showed no cytotoxicity against nearly all cell lines tested, except for Du145 prostate carcinoma cells (IC
50
- 62.0 μΜ). Asperilin displayed activity against the cell lines under study, especially against three tested lines of melanomas (A375, IC
50
- 17.6 μΜ, WM793, IC
50
- 28.2 μΜ and Hs 294T, IC
50
- 29.5 μΜ).</description><subject>Asperilin</subject><subject>calenduladiol ester</subject><subject>cytotoxicity</subject><subject>Inuleae</subject><subject>sesquiterpene lactone</subject><subject>Telekia</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kDtPAzEQhC0E4hH4CSCXNAl-n68DIV4SiCbUlmPvCYe7c7AdQv49FyVQss2sVjM70ofQOSUTSjS5oqLSStB6wgjVEyp4JTjdQ8eb-1gJVu3_7bQ-Qic5zwlhVEp5iI5YLTiplTpG0xc7jwkXSAvoY_AZNyl2eAotfASL8wJciNnipo0rSBnb3uPyDiFhty6xxO_gsHUlfIWyxqHHg6Z4ig4a22Y42-kIvd3fTW8fx8-vD0-3N89jJygvY81mRClSaaqG8Z7MPAMG3vJKVVLMuLI1k66ijlHhdSMZJ1JooSvg1DrgI3S5_btI8XMJuZguZAdta3uIy2wYIVQQLZUarHJrdSnmnKAxixQ6m9aGErMBan6Bmg1QswM65C52FctZB_4v9UtwMFxvDaFvYursKqbWm2LXbUxNsr0L2fD_O34ATXWElg</recordid><startdate>20190618</startdate><enddate>20190618</enddate><creator>Stojakowska, Anna</creator><creator>Galanty, Agnieszka</creator><creator>Malarz, Janusz</creator><creator>Michalik, Marta</creator><general>Taylor & Francis</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20190618</creationdate><title>Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro</title><author>Stojakowska, Anna ; Galanty, Agnieszka ; Malarz, Janusz ; Michalik, Marta</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c413t-82b06607816666dd0bd2e2eda376754b36a925c71c214d8f5230548487e31ace3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Asperilin</topic><topic>calenduladiol ester</topic><topic>cytotoxicity</topic><topic>Inuleae</topic><topic>sesquiterpene lactone</topic><topic>Telekia</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Stojakowska, Anna</creatorcontrib><creatorcontrib>Galanty, Agnieszka</creatorcontrib><creatorcontrib>Malarz, Janusz</creatorcontrib><creatorcontrib>Michalik, Marta</creatorcontrib><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>Stojakowska, Anna</au><au>Galanty, Agnieszka</au><au>Malarz, Janusz</au><au>Michalik, Marta</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2019-06-18</date><risdate>2019</risdate><volume>33</volume><issue>12</issue><spage>1804</spage><epage>1808</epage><pages>1804-1808</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>In addition to known constituents of Telekia speciosa, an acetone extract from ray florets of the plant yielded: 5,5ʹ-dibutoxy-2,2ʹ-bifuran (1), 5,5ʹ-diisobutoxy-2,2ʹ-bifuran (2), α-tocopherol (3), β-tocopherol (4), loliolide palmitate (5), a mixture of calenduladiol esters - 16β-hydroxylupeol-3-O-palmitate (7) and 16β-hydroxylupeol-3-O-myristate (8), 1-epiinuviscolide (12), inuviscolide (13), 3-epiisotelekin (16), 4α-hydroxy-9β,10β-epoxy-1β(H)-11(13)-guaien-8α,12-olide (17), 4α-hydroxy-1β(H)-9(10),11(13)-guaiadien-8α,12-olide (18), loliolide (19) and 4β,10β-dihydroxy-1α(H),5α(H)-11(13)-guaien-8α,12-olide (20). Calenduladiol esters and asperilin (14) were the major constituents of the extract. Their cytotoxic effect on human normal prostate epithelial cells (PNT-2), human prostate carcinoma cell lines, human skin fibroblasts (HSF) and human melanoma cell lines was examined in vitro. Triterpene esters showed no cytotoxicity against nearly all cell lines tested, except for Du145 prostate carcinoma cells (IC
50
- 62.0 μΜ). Asperilin displayed activity against the cell lines under study, especially against three tested lines of melanomas (A375, IC
50
- 17.6 μΜ, WM793, IC
50
- 28.2 μΜ and Hs 294T, IC
50
- 29.5 μΜ).</abstract><cop>England</cop><pub>Taylor & Francis</pub><pmid>29430966</pmid><doi>10.1080/14786419.2018.1437431</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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subjects | Asperilin calenduladiol ester cytotoxicity Inuleae sesquiterpene lactone Telekia |
title | Major terpenoids from Telekia speciosa flowers and their cytotoxic activity in vitro |
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