Loading…

Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization

The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of trigly...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2013-09, Vol.18 (9), p.10694-10706
Main Authors: Mandić, Boris M, Simić, Milena R, Vučković, Ivan M, Vujisić, Ljubodrag V, Novaković, Miroslav M, Trifunović, Snežana S, Nikolić-Mandić, Snežana D, Tešević, Vele V, Vajs, Vlatka V, Milosavljević, Slobodan M
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3
cites cdi_FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3
container_end_page 10706
container_issue 9
container_start_page 10694
container_title Molecules (Basel, Switzerland)
container_volume 18
creator Mandić, Boris M
Simić, Milena R
Vučković, Ivan M
Vujisić, Ljubodrag V
Novaković, Miroslav M
Trifunović, Snežana S
Nikolić-Mandić, Snežana D
Tešević, Vele V
Vajs, Vlatka V
Milosavljević, Slobodan M
description The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in the aerial parts, 7 and 8 in the roots, and 6-10, together with eleven fatty acids, in the seeds of this plant species. The structures of compounds 1-10 were established based on spectroscopic studies (¹H- and ¹³C-NMR, 2D NMR, IR and CI-MS). After trans-esterification, methyl esters of the fatty acids were analyzed using GC-MS. The effect of lindelofine-N-oxide (7) on tubulin polymerization was determined.
doi_str_mv 10.3390/molecules180910694
format article
fullrecord <record><control><sourceid>proquest_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_9e8b58c7167a43559690c24839978060</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><doaj_id>oai_doaj_org_article_9e8b58c7167a43559690c24839978060</doaj_id><sourcerecordid>3324403291</sourcerecordid><originalsourceid>FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3</originalsourceid><addsrcrecordid>eNplkstu1TAQhiMEoqXwAiyQJTZsAnbsOPEGCVVcKlWAEKwtX8atD04cbAdx-iQ8Lj7nlKqFjS8z_3xj_5qmeUrwS0oFfjXFAGYNkMmIBcFcsHvNMWEdbilm4v6t81HzKOcNxh1hpH_YHHUM415wdtz8_rxNKQZ_5a2fAanwXYXobUZqtsipUrZImd3dpTihcgkIZguTN2gJai4oL2A8ZPTF13BSaJ00hKCK2gP2eufAFBQdCjtNiK42aj-28Ze3gOKMyqrXmkJLDNsJkr9Sxcf5cfPAqZDhyfV-0nx79_br6Yf2_NP7s9M3561hgpeWCTMaNxDO3dARNRBqtTOGgu173VENnNqe654zML22xjlNsaHDgOvqsKYnzdmBa6PayCX5SaWtjMrLfSCmC6lS8SaAFDDqfjS12aAY7auBApuOjVSIYcQcV9brA2tZ9QTWwFySCnegdzOzv5QX8afkHRcj4xXw4hqQ4o8VcpGTz2Zn6AxxzZIwikc2jgOr0uf_SDdxTXO1SpKedoQKSvuq6g4qk2LOCdzNYwiWuyGS_w9RLXp2-xs3JX-nhv4BjoTIjg</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1532139335</pqid></control><display><type>article</type><title>Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization</title><source>PubMed Central database</source><source>ProQuest Publicly Available Content database</source><creator>Mandić, Boris M ; Simić, Milena R ; Vučković, Ivan M ; Vujisić, Ljubodrag V ; Novaković, Miroslav M ; Trifunović, Snežana S ; Nikolić-Mandić, Snežana D ; Tešević, Vele V ; Vajs, Vlatka V ; Milosavljević, Slobodan M</creator><creatorcontrib>Mandić, Boris M ; Simić, Milena R ; Vučković, Ivan M ; Vujisić, Ljubodrag V ; Novaković, Miroslav M ; Trifunović, Snežana S ; Nikolić-Mandić, Snežana D ; Tešević, Vele V ; Vajs, Vlatka V ; Milosavljević, Slobodan M</creatorcontrib><description>The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in the aerial parts, 7 and 8 in the roots, and 6-10, together with eleven fatty acids, in the seeds of this plant species. The structures of compounds 1-10 were established based on spectroscopic studies (¹H- and ¹³C-NMR, 2D NMR, IR and CI-MS). After trans-esterification, methyl esters of the fatty acids were analyzed using GC-MS. The effect of lindelofine-N-oxide (7) on tubulin polymerization was determined.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules180910694</identifier><identifier>PMID: 24005964</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Animals ; Antineoplastic Agents - chemistry ; Boraginaceae - chemistry ; Cattle ; Cell cycle ; Electronic mail systems ; Fatty acids ; Fatty Acids - chemistry ; Fatty Acids - isolation &amp; purification ; Flowers &amp; plants ; Metabolites ; Natural products ; Pharmacy ; Phytochemicals ; Plant Components, Aerial - chemistry ; Plant Extracts - chemistry ; Plant Roots - chemistry ; Polymerization ; Protein Multimerization - drug effects ; pyrrolizidine alkaloids ; Pyrrolizidine Alkaloids - chemistry ; Pyrrolizidine Alkaloids - isolation &amp; purification ; Rindera umbellata ; Seeds ; Seeds - chemistry ; Toxicity ; Tubulin - chemistry ; Tubulin Modulators - chemistry ; tubulin polymerization</subject><ispartof>Molecules (Basel, Switzerland), 2013-09, Vol.18 (9), p.10694-10706</ispartof><rights>Copyright MDPI AG 2013</rights><rights>2013 by the authors; licensee MDPI, Basel, Switzerland. 2013</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3</citedby><cites>FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/1532139335/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/1532139335?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,25753,27924,27925,37012,37013,44590,53791,53793,75126</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24005964$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Mandić, Boris M</creatorcontrib><creatorcontrib>Simić, Milena R</creatorcontrib><creatorcontrib>Vučković, Ivan M</creatorcontrib><creatorcontrib>Vujisić, Ljubodrag V</creatorcontrib><creatorcontrib>Novaković, Miroslav M</creatorcontrib><creatorcontrib>Trifunović, Snežana S</creatorcontrib><creatorcontrib>Nikolić-Mandić, Snežana D</creatorcontrib><creatorcontrib>Tešević, Vele V</creatorcontrib><creatorcontrib>Vajs, Vlatka V</creatorcontrib><creatorcontrib>Milosavljević, Slobodan M</creatorcontrib><title>Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in the aerial parts, 7 and 8 in the roots, and 6-10, together with eleven fatty acids, in the seeds of this plant species. The structures of compounds 1-10 were established based on spectroscopic studies (¹H- and ¹³C-NMR, 2D NMR, IR and CI-MS). After trans-esterification, methyl esters of the fatty acids were analyzed using GC-MS. The effect of lindelofine-N-oxide (7) on tubulin polymerization was determined.</description><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Boraginaceae - chemistry</subject><subject>Cattle</subject><subject>Cell cycle</subject><subject>Electronic mail systems</subject><subject>Fatty acids</subject><subject>Fatty Acids - chemistry</subject><subject>Fatty Acids - isolation &amp; purification</subject><subject>Flowers &amp; plants</subject><subject>Metabolites</subject><subject>Natural products</subject><subject>Pharmacy</subject><subject>Phytochemicals</subject><subject>Plant Components, Aerial - chemistry</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Roots - chemistry</subject><subject>Polymerization</subject><subject>Protein Multimerization - drug effects</subject><subject>pyrrolizidine alkaloids</subject><subject>Pyrrolizidine Alkaloids - chemistry</subject><subject>Pyrrolizidine Alkaloids - isolation &amp; purification</subject><subject>Rindera umbellata</subject><subject>Seeds</subject><subject>Seeds - chemistry</subject><subject>Toxicity</subject><subject>Tubulin - chemistry</subject><subject>Tubulin Modulators - chemistry</subject><subject>tubulin polymerization</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkstu1TAQhiMEoqXwAiyQJTZsAnbsOPEGCVVcKlWAEKwtX8atD04cbAdx-iQ8Lj7nlKqFjS8z_3xj_5qmeUrwS0oFfjXFAGYNkMmIBcFcsHvNMWEdbilm4v6t81HzKOcNxh1hpH_YHHUM415wdtz8_rxNKQZ_5a2fAanwXYXobUZqtsipUrZImd3dpTihcgkIZguTN2gJai4oL2A8ZPTF13BSaJ00hKCK2gP2eufAFBQdCjtNiK42aj-28Ze3gOKMyqrXmkJLDNsJkr9Sxcf5cfPAqZDhyfV-0nx79_br6Yf2_NP7s9M3561hgpeWCTMaNxDO3dARNRBqtTOGgu173VENnNqe654zML22xjlNsaHDgOvqsKYnzdmBa6PayCX5SaWtjMrLfSCmC6lS8SaAFDDqfjS12aAY7auBApuOjVSIYcQcV9brA2tZ9QTWwFySCnegdzOzv5QX8afkHRcj4xXw4hqQ4o8VcpGTz2Zn6AxxzZIwikc2jgOr0uf_SDdxTXO1SpKedoQKSvuq6g4qk2LOCdzNYwiWuyGS_w9RLXp2-xs3JX-nhv4BjoTIjg</recordid><startdate>20130903</startdate><enddate>20130903</enddate><creator>Mandić, Boris M</creator><creator>Simić, Milena R</creator><creator>Vučković, Ivan M</creator><creator>Vujisić, Ljubodrag V</creator><creator>Novaković, Miroslav M</creator><creator>Trifunović, Snežana S</creator><creator>Nikolić-Mandić, Snežana D</creator><creator>Tešević, Vele V</creator><creator>Vajs, Vlatka V</creator><creator>Milosavljević, Slobodan M</creator><general>MDPI AG</general><general>MDPI</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope></search><sort><creationdate>20130903</creationdate><title>Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization</title><author>Mandić, Boris M ; Simić, Milena R ; Vučković, Ivan M ; Vujisić, Ljubodrag V ; Novaković, Miroslav M ; Trifunović, Snežana S ; Nikolić-Mandić, Snežana D ; Tešević, Vele V ; Vajs, Vlatka V ; Milosavljević, Slobodan M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Animals</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Boraginaceae - chemistry</topic><topic>Cattle</topic><topic>Cell cycle</topic><topic>Electronic mail systems</topic><topic>Fatty acids</topic><topic>Fatty Acids - chemistry</topic><topic>Fatty Acids - isolation &amp; purification</topic><topic>Flowers &amp; plants</topic><topic>Metabolites</topic><topic>Natural products</topic><topic>Pharmacy</topic><topic>Phytochemicals</topic><topic>Plant Components, Aerial - chemistry</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Roots - chemistry</topic><topic>Polymerization</topic><topic>Protein Multimerization - drug effects</topic><topic>pyrrolizidine alkaloids</topic><topic>Pyrrolizidine Alkaloids - chemistry</topic><topic>Pyrrolizidine Alkaloids - isolation &amp; purification</topic><topic>Rindera umbellata</topic><topic>Seeds</topic><topic>Seeds - chemistry</topic><topic>Toxicity</topic><topic>Tubulin - chemistry</topic><topic>Tubulin Modulators - chemistry</topic><topic>tubulin polymerization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mandić, Boris M</creatorcontrib><creatorcontrib>Simić, Milena R</creatorcontrib><creatorcontrib>Vučković, Ivan M</creatorcontrib><creatorcontrib>Vujisić, Ljubodrag V</creatorcontrib><creatorcontrib>Novaković, Miroslav M</creatorcontrib><creatorcontrib>Trifunović, Snežana S</creatorcontrib><creatorcontrib>Nikolić-Mandić, Snežana D</creatorcontrib><creatorcontrib>Tešević, Vele V</creatorcontrib><creatorcontrib>Vajs, Vlatka V</creatorcontrib><creatorcontrib>Milosavljević, Slobodan M</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health &amp; Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>AUTh Library subscriptions: ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>Health &amp; Medical Collection (Alumni Edition)</collection><collection>PML(ProQuest Medical Library)</collection><collection>ProQuest Publicly Available Content database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mandić, Boris M</au><au>Simić, Milena R</au><au>Vučković, Ivan M</au><au>Vujisić, Ljubodrag V</au><au>Novaković, Miroslav M</au><au>Trifunović, Snežana S</au><au>Nikolić-Mandić, Snežana D</au><au>Tešević, Vele V</au><au>Vajs, Vlatka V</au><au>Milosavljević, Slobodan M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2013-09-03</date><risdate>2013</risdate><volume>18</volume><issue>9</issue><spage>10694</spage><epage>10706</epage><pages>10694-10706</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in the aerial parts, 7 and 8 in the roots, and 6-10, together with eleven fatty acids, in the seeds of this plant species. The structures of compounds 1-10 were established based on spectroscopic studies (¹H- and ¹³C-NMR, 2D NMR, IR and CI-MS). After trans-esterification, methyl esters of the fatty acids were analyzed using GC-MS. The effect of lindelofine-N-oxide (7) on tubulin polymerization was determined.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>24005964</pmid><doi>10.3390/molecules180910694</doi><tpages>13</tpages><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1420-3049
ispartof Molecules (Basel, Switzerland), 2013-09, Vol.18 (9), p.10694-10706
issn 1420-3049
1420-3049
language eng
recordid cdi_doaj_primary_oai_doaj_org_article_9e8b58c7167a43559690c24839978060
source PubMed Central database; ProQuest Publicly Available Content database
subjects Animals
Antineoplastic Agents - chemistry
Boraginaceae - chemistry
Cattle
Cell cycle
Electronic mail systems
Fatty acids
Fatty Acids - chemistry
Fatty Acids - isolation & purification
Flowers & plants
Metabolites
Natural products
Pharmacy
Phytochemicals
Plant Components, Aerial - chemistry
Plant Extracts - chemistry
Plant Roots - chemistry
Polymerization
Protein Multimerization - drug effects
pyrrolizidine alkaloids
Pyrrolizidine Alkaloids - chemistry
Pyrrolizidine Alkaloids - isolation & purification
Rindera umbellata
Seeds
Seeds - chemistry
Toxicity
Tubulin - chemistry
Tubulin Modulators - chemistry
tubulin polymerization
title Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-21T06%3A05%3A13IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_doaj_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Pyrrolizidine%20alkaloids%20and%20fatty%20acids%20from%20the%20endemic%20plant%20species%20Rindera%20umbellata%20and%20the%20effect%20of%20lindelofine-N-oxide%20on%20tubulin%20polymerization&rft.jtitle=Molecules%20(Basel,%20Switzerland)&rft.au=Mandi%C4%87,%20Boris%20M&rft.date=2013-09-03&rft.volume=18&rft.issue=9&rft.spage=10694&rft.epage=10706&rft.pages=10694-10706&rft.issn=1420-3049&rft.eissn=1420-3049&rft_id=info:doi/10.3390/molecules180910694&rft_dat=%3Cproquest_doaj_%3E3324403291%3C/proquest_doaj_%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c496t-49c8cf7166f721a713dbfcc3ed55b23be63d56b564ec5bdcffb30c37700c3f0b3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1532139335&rft_id=info:pmid/24005964&rfr_iscdi=true