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...
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Veröffentlicht in: | Phytochemistry (Oxford) 1994-02, Vol.35 (3), p.607-610 |
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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 |
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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>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=4083840$$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> |
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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 |
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