Insect growth inhibitors from Machilus japonica

The neolignans, licarin A [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran], (−)-machilusin and [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran], were identified as bioactive constituents in leaves of Japanese Machi...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Phytochemistry (Oxford) 1994-02, Vol.35 (3), p.607-610
Hauptverfasser: González-Coloma, Azucena, Escoubas, Pierre, Mizutani, Junya, Lajide, Labunmi
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 610
container_issue 3
container_start_page 607
container_title Phytochemistry (Oxford)
container_volume 35
creator González-Coloma, Azucena
Escoubas, Pierre
Mizutani, Junya
Lajide, Labunmi
description The neolignans, licarin A [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran], (−)-machilusin and [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran], were identified as bioactive constituents in leaves of Japanese Machilus japonica. All compounds exhibited growth inhibition activity against larvae of the insect Spodoptera litura. The most abundant constituent was [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran] (0.05% dry wt), a new natural product, while [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran] had the highest activity against the test insect (0.01% dry wt, EC 50=0.13% w/w). A possible synergistic action of these compounds with other M. japonica components is discussed.
doi_str_mv 10.1016/S0031-9422(00)90571-5
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_16796858</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0031942200905715</els_id><sourcerecordid>16796858</sourcerecordid><originalsourceid>FETCH-LOGICAL-c433t-9ca69f67c6c7a0e31fbe43606dc6cbce0063d69a1d7d122b90446e851df75b913</originalsourceid><addsrcrecordid>eNqFkMtKAzEUhoMoWKuPIMxCRBdjTya3yUqkeClUXKjrkEkyNmU6qcm04ts7vdCtqwOH7z8_50PoEsMdBsxH7wAE55IWxQ3ArQQmcM6O0ACXguREAByjwQE5RWcpzQGAMc4HaDRpkzNd9hXDTzfLfDvzle9CTFkdwyJ71Wbmm1XK5noZWm_0OTqpdZPcxX4O0efT48f4JZ--PU_GD9PcUEK6XBrNZc2F4UZocATXlaOEA7f9pjIOgBPLpcZWWFwUlQRKuSsZtrVglcRkiK53d5cxfK9c6tTCJ-OaRrcurJLCXEhesrIH2Q40MaQUXa2W0S90_FUY1EaP2upRm98VgNrqUazPXe0LdDK6qaNujU-HMIWSlBR67H6Huf7ZtXdRJeNda5z1sfembPD_FP0B0Pp4Yg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>16796858</pqid></control><display><type>article</type><title>Insect growth inhibitors from Machilus japonica</title><source>Elsevier ScienceDirect Journals</source><creator>González-Coloma, Azucena ; Escoubas, Pierre ; Mizutani, Junya ; Lajide, Labunmi</creator><creatorcontrib>González-Coloma, Azucena ; Escoubas, Pierre ; Mizutani, Junya ; Lajide, Labunmi</creatorcontrib><description>The neolignans, licarin A [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran], (−)-machilusin and [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran], were identified as bioactive constituents in leaves of Japanese Machilus japonica. All compounds exhibited growth inhibition activity against larvae of the insect Spodoptera litura. The most abundant constituent was [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran] (0.05% dry wt), a new natural product, while [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran] had the highest activity against the test insect (0.01% dry wt, EC 50=0.13% w/w). A possible synergistic action of these compounds with other M. japonica components is discussed.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(00)90571-5</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Biological and medical sciences ; Biological control ; Control ; Fundamental and applied biological sciences. Psychology ; insect growth inhibitors ; Invertebrates ; Lauraceae ; leaves ; Lepidoptera ; lignans ; Machilus japonica ; Noctuidae ; Phytopathology. Animal pests. Plant and forest protection ; Protozoa. Invertebrates ; Spodoptera litura</subject><ispartof>Phytochemistry (Oxford), 1994-02, Vol.35 (3), p.607-610</ispartof><rights>1994</rights><rights>1994 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c433t-9ca69f67c6c7a0e31fbe43606dc6cbce0063d69a1d7d122b90446e851df75b913</citedby><cites>FETCH-LOGICAL-c433t-9ca69f67c6c7a0e31fbe43606dc6cbce0063d69a1d7d122b90446e851df75b913</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0031942200905715$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27903,27904,65309</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=4083840$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>González-Coloma, Azucena</creatorcontrib><creatorcontrib>Escoubas, Pierre</creatorcontrib><creatorcontrib>Mizutani, Junya</creatorcontrib><creatorcontrib>Lajide, Labunmi</creatorcontrib><title>Insect growth inhibitors from Machilus japonica</title><title>Phytochemistry (Oxford)</title><description>The neolignans, licarin A [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran], (−)-machilusin and [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran], were identified as bioactive constituents in leaves of Japanese Machilus japonica. All compounds exhibited growth inhibition activity against larvae of the insect Spodoptera litura. The most abundant constituent was [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran] (0.05% dry wt), a new natural product, while [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran] had the highest activity against the test insect (0.01% dry wt, EC 50=0.13% w/w). A possible synergistic action of these compounds with other M. japonica components is discussed.</description><subject>Biological and medical sciences</subject><subject>Biological control</subject><subject>Control</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>insect growth inhibitors</subject><subject>Invertebrates</subject><subject>Lauraceae</subject><subject>leaves</subject><subject>Lepidoptera</subject><subject>lignans</subject><subject>Machilus japonica</subject><subject>Noctuidae</subject><subject>Phytopathology. Animal pests. Plant and forest protection</subject><subject>Protozoa. Invertebrates</subject><subject>Spodoptera litura</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1994</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKAzEUhoMoWKuPIMxCRBdjTya3yUqkeClUXKjrkEkyNmU6qcm04ts7vdCtqwOH7z8_50PoEsMdBsxH7wAE55IWxQ3ArQQmcM6O0ACXguREAByjwQE5RWcpzQGAMc4HaDRpkzNd9hXDTzfLfDvzle9CTFkdwyJ71Wbmm1XK5noZWm_0OTqpdZPcxX4O0efT48f4JZ--PU_GD9PcUEK6XBrNZc2F4UZocATXlaOEA7f9pjIOgBPLpcZWWFwUlQRKuSsZtrVglcRkiK53d5cxfK9c6tTCJ-OaRrcurJLCXEhesrIH2Q40MaQUXa2W0S90_FUY1EaP2upRm98VgNrqUazPXe0LdDK6qaNujU-HMIWSlBR67H6Huf7ZtXdRJeNda5z1sfembPD_FP0B0Pp4Yg</recordid><startdate>19940201</startdate><enddate>19940201</enddate><creator>González-Coloma, Azucena</creator><creator>Escoubas, Pierre</creator><creator>Mizutani, Junya</creator><creator>Lajide, Labunmi</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SS</scope></search><sort><creationdate>19940201</creationdate><title>Insect growth inhibitors from Machilus japonica</title><author>González-Coloma, Azucena ; Escoubas, Pierre ; Mizutani, Junya ; Lajide, Labunmi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c433t-9ca69f67c6c7a0e31fbe43606dc6cbce0063d69a1d7d122b90446e851df75b913</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1994</creationdate><topic>Biological and medical sciences</topic><topic>Biological control</topic><topic>Control</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>insect growth inhibitors</topic><topic>Invertebrates</topic><topic>Lauraceae</topic><topic>leaves</topic><topic>Lepidoptera</topic><topic>lignans</topic><topic>Machilus japonica</topic><topic>Noctuidae</topic><topic>Phytopathology. Animal pests. Plant and forest protection</topic><topic>Protozoa. Invertebrates</topic><topic>Spodoptera litura</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>González-Coloma, Azucena</creatorcontrib><creatorcontrib>Escoubas, Pierre</creatorcontrib><creatorcontrib>Mizutani, Junya</creatorcontrib><creatorcontrib>Lajide, Labunmi</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Entomology Abstracts (Full archive)</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>González-Coloma, Azucena</au><au>Escoubas, Pierre</au><au>Mizutani, Junya</au><au>Lajide, Labunmi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Insect growth inhibitors from Machilus japonica</atitle><jtitle>Phytochemistry (Oxford)</jtitle><date>1994-02-01</date><risdate>1994</risdate><volume>35</volume><issue>3</issue><spage>607</spage><epage>610</epage><pages>607-610</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>The neolignans, licarin A [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran], (−)-machilusin and [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran], were identified as bioactive constituents in leaves of Japanese Machilus japonica. All compounds exhibited growth inhibition activity against larvae of the insect Spodoptera litura. The most abundant constituent was [(2 R,3 S,4 R,5 R)-2-(3,4-dimethoxyphenyl)-3,4-dimethyl-5-piperonyltetrahydrofuran] (0.05% dry wt), a new natural product, while [(2 S,3 S)-2,3-dihydro-7-methoxy-3-methyl-2-(3,4-dimethoxyphenyl)-5- trans-(1-propenyl)-benzofuran] had the highest activity against the test insect (0.01% dry wt, EC 50=0.13% w/w). A possible synergistic action of these compounds with other M. japonica components is discussed.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><doi>10.1016/S0031-9422(00)90571-5</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0031-9422
ispartof Phytochemistry (Oxford), 1994-02, Vol.35 (3), p.607-610
issn 0031-9422
1873-3700
language eng
recordid cdi_proquest_miscellaneous_16796858
source Elsevier ScienceDirect Journals
subjects Biological and medical sciences
Biological control
Control
Fundamental and applied biological sciences. Psychology
insect growth inhibitors
Invertebrates
Lauraceae
leaves
Lepidoptera
lignans
Machilus japonica
Noctuidae
Phytopathology. Animal pests. Plant and forest protection
Protozoa. Invertebrates
Spodoptera litura
title Insect growth inhibitors from Machilus japonica
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-27T10%3A42%3A41IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Insect%20growth%20inhibitors%20from%20Machilus%20japonica&rft.jtitle=Phytochemistry%20(Oxford)&rft.au=Gonz%C3%A1lez-Coloma,%20Azucena&rft.date=1994-02-01&rft.volume=35&rft.issue=3&rft.spage=607&rft.epage=610&rft.pages=607-610&rft.issn=0031-9422&rft.eissn=1873-3700&rft_id=info:doi/10.1016/S0031-9422(00)90571-5&rft_dat=%3Cproquest_cross%3E16796858%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=16796858&rft_id=info:pmid/&rft_els_id=S0031942200905715&rfr_iscdi=true