NL9100688A - USE OF TERPENOID COMPOUNDS IN AGRICULTURAL OR GARDEN CONSTRUCTION AND FOR THE PREPARATION OF PREPARATIONS FOR THE CONTROL OF WHITE FLY SPECIES. - Google Patents
USE OF TERPENOID COMPOUNDS IN AGRICULTURAL OR GARDEN CONSTRUCTION AND FOR THE PREPARATION OF PREPARATIONS FOR THE CONTROL OF WHITE FLY SPECIES. Download PDFInfo
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- NL9100688A NL9100688A NL9100688A NL9100688A NL9100688A NL 9100688 A NL9100688 A NL 9100688A NL 9100688 A NL9100688 A NL 9100688A NL 9100688 A NL9100688 A NL 9100688A NL 9100688 A NL9100688 A NL 9100688A
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- terpenoid compounds
- ylang
- terpenoid
- compounds
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- -1 TERPENOID COMPOUNDS Chemical class 0.000 title claims description 27
- 238000002360 preparation method Methods 0.000 title claims description 10
- 238000010276 construction Methods 0.000 title 1
- 241000258937 Hemiptera Species 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 14
- FAMPSKZZVDUYOS-UHFFFAOYSA-N 2,6,6,9-tetramethylcycloundeca-1,4,8-triene Chemical compound CC1=CCC(C)(C)C=CCC(C)=CCC1 FAMPSKZZVDUYOS-UHFFFAOYSA-N 0.000 claims description 12
- 240000007436 Cananga odorata Species 0.000 claims description 12
- NPNUFJAVOOONJE-UHFFFAOYSA-N beta-cariophyllene Natural products C1CC(C)=CCCC(=C)C2CC(C)(C)C21 NPNUFJAVOOONJE-UHFFFAOYSA-N 0.000 claims description 11
- 241000238631 Hexapoda Species 0.000 claims description 6
- NPNUFJAVOOONJE-GFUGXAQUSA-N (-)-beta-caryophyllene Chemical compound C1CC(/C)=C/CCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-GFUGXAQUSA-N 0.000 claims description 5
- 239000013543 active substance Substances 0.000 claims description 5
- HHZXYLJYXOHNNF-UHFFFAOYSA-N buddledin B Natural products CC1C=CCCC(=C)C2CC(C)(C)C2(O)C1=O HHZXYLJYXOHNNF-UHFFFAOYSA-N 0.000 claims description 5
- 238000003898 horticulture Methods 0.000 claims description 5
- PSVBPLKYDMHILE-UHFFFAOYSA-N alpha-humulene Natural products CC1=C/CC(C)(C)C=CCC=CCC1 PSVBPLKYDMHILE-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- HAVYZKHVTLAPDZ-RCHZWEEESA-N beta-Humulene Natural products C\C1=C\CC(C)(C)\C=C\CC(=C)CCC1 HAVYZKHVTLAPDZ-RCHZWEEESA-N 0.000 claims 2
- HAVYZKHVTLAPDZ-PRUKLFJYSA-N β-humulene Chemical compound C\C1=C\CC(C)(C)\C=C/CC(=C)CCC1 HAVYZKHVTLAPDZ-PRUKLFJYSA-N 0.000 claims 2
- NPNUFJAVOOONJE-ZIAGYGMSSA-N β-(E)-Caryophyllene Chemical compound C1CC(C)=CCCC(=C)[C@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-ZIAGYGMSSA-N 0.000 description 12
- JSNRRGGBADWTMC-UHFFFAOYSA-N (6E)-7,11-dimethyl-3-methylene-1,6,10-dodecatriene Chemical compound CC(C)=CCCC(C)=CCCC(=C)C=C JSNRRGGBADWTMC-UHFFFAOYSA-N 0.000 description 10
- NVEQFIOZRFFVFW-UHFFFAOYSA-N 9-epi-beta-caryophyllene oxide Natural products C=C1CCC2OC2(C)CCC2C(C)(C)CC21 NVEQFIOZRFFVFW-UHFFFAOYSA-N 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 6
- NPNUFJAVOOONJE-UONOGXRCSA-N caryophyllene Natural products C1CC(C)=CCCC(=C)[C@@H]2CC(C)(C)[C@@H]21 NPNUFJAVOOONJE-UONOGXRCSA-N 0.000 description 6
- 229940117948 caryophyllene Drugs 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- CXENHBSYCFFKJS-UHFFFAOYSA-N (3E,6E)-3,7,11-Trimethyl-1,3,6,10-dodecatetraene Natural products CC(C)=CCCC(C)=CCC=C(C)C=C CXENHBSYCFFKJS-UHFFFAOYSA-N 0.000 description 4
- 241001124076 Aphididae Species 0.000 description 4
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 4
- 229930009668 farnesene Natural products 0.000 description 4
- 231100000331 toxic Toxicity 0.000 description 4
- 230000002588 toxic effect Effects 0.000 description 4
- 241000254173 Coleoptera Species 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- 241000208134 Nicotiana rustica Species 0.000 description 3
- 241000018137 Trialeurodes vaporariorum Species 0.000 description 3
- 230000003054 hormonal effect Effects 0.000 description 3
- 241000238876 Acari Species 0.000 description 2
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 2
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
- 241000257303 Hymenoptera Species 0.000 description 2
- 241001414989 Thysanoptera Species 0.000 description 2
- 241000267822 Trogoderma granarium Species 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- 229930004725 sesquiterpene Natural products 0.000 description 2
- 150000004354 sesquiterpene derivatives Chemical class 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- GAIBLDCXCZKKJE-QRYCCKSOSA-N (-)-Germacrene D Natural products C(C)(C)[C@H]1/C=C/C(=C)CC/C=C(/C)\CC1 GAIBLDCXCZKKJE-QRYCCKSOSA-N 0.000 description 1
- FAMPSKZZVDUYOS-HRGUGZIWSA-N (1E,4E,8E)-alpha-humulene Chemical compound C\C1=C/CC(C)(C)\C=C\C\C(C)=C\CC1 FAMPSKZZVDUYOS-HRGUGZIWSA-N 0.000 description 1
- CRDAMVZIKSXKFV-YFVJMOTDSA-N (2-trans,6-trans)-farnesol Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CO CRDAMVZIKSXKFV-YFVJMOTDSA-N 0.000 description 1
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 1
- CXENHBSYCFFKJS-GZCJILEISA-N (3E)-3,7,11-trimethyldodeca-1,3,6,10-tetraene Chemical compound CC(C)=CCCC(C)=CC\C=C(/C)C=C CXENHBSYCFFKJS-GZCJILEISA-N 0.000 description 1
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 description 1
- JSNRRGGBADWTMC-QINSGFPZSA-N (E)-beta-Farnesene Natural products CC(C)=CCC\C(C)=C/CCC(=C)C=C JSNRRGGBADWTMC-QINSGFPZSA-N 0.000 description 1
- ZGIGZINMAOQWLX-CYRKZOTCSA-N (E,E)-Farnesyl acetate Natural products CC(C)=CCC\C(C)=C/CC\C(C)=C/COC(C)=O ZGIGZINMAOQWLX-CYRKZOTCSA-N 0.000 description 1
- CXENHBSYCFFKJS-VDQVFBMKSA-N (E,E)-alpha-farnesene Chemical compound CC(C)=CCC\C(C)=C\C\C=C(/C)C=C CXENHBSYCFFKJS-VDQVFBMKSA-N 0.000 description 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 description 1
- CHLICZRVGGXEOD-UHFFFAOYSA-N 1-Methoxy-4-methylbenzene Chemical compound COC1=CC=C(C)C=C1 CHLICZRVGGXEOD-UHFFFAOYSA-N 0.000 description 1
- ZGIGZINMAOQWLX-NCZFFCEISA-N 3,7,11-Trimethyl-2,6,10-dodecatrienyl acetate Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\COC(C)=O ZGIGZINMAOQWLX-NCZFFCEISA-N 0.000 description 1
- 241000254032 Acrididae Species 0.000 description 1
- 241001124203 Alphitobius diaperinus Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241000254123 Bemisia Species 0.000 description 1
- 241000254127 Bemisia tabaci Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 241001476528 Conopomorpha cramerella Species 0.000 description 1
- 241000709823 Dictyoptera <beetle genus> Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241001555556 Ephestia elutella Species 0.000 description 1
- ZGIGZINMAOQWLX-UHFFFAOYSA-N Farnesyl acetate Natural products CC(C)=CCCC(C)=CCCC(C)=CCOC(C)=O ZGIGZINMAOQWLX-UHFFFAOYSA-N 0.000 description 1
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
- 239000005792 Geraniol Substances 0.000 description 1
- GAIBLDCXCZKKJE-YZJXYJLZSA-N Germacren D Chemical compound CC(C)C/1CC\C(C)=C\CCC(=C)\C=C\1 GAIBLDCXCZKKJE-YZJXYJLZSA-N 0.000 description 1
- 241001466007 Heteroptera Species 0.000 description 1
- 241001177160 Lasioderma Species 0.000 description 1
- 241001177117 Lasioderma serricorne Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- 241000208125 Nicotiana Species 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 229920005439 Perspex® Polymers 0.000 description 1
- 229920006328 Styrofoam Polymers 0.000 description 1
- 241000255588 Tephritidae Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 241000018135 Trialeurodes Species 0.000 description 1
- 241001481304 Vespoidea Species 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000000009 alarm pheromone Substances 0.000 description 1
- 230000019552 anatomical structure morphogenesis Effects 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 229960002903 benzyl benzoate Drugs 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- HIGQPQRQIQDZMP-UHFFFAOYSA-N geranil acetate Natural products CC(C)=CCCC(C)=CCOC(C)=O HIGQPQRQIQDZMP-UHFFFAOYSA-N 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- HIGQPQRQIQDZMP-DHZHZOJOSA-N geranyl acetate Chemical compound CC(C)=CCC\C(C)=C\COC(C)=O HIGQPQRQIQDZMP-DHZHZOJOSA-N 0.000 description 1
- OJIGFVZZEVQUNV-UHFFFAOYSA-N germacrene D Natural products CC(C)C1CCC=C(/C)CCC(=C)C=C1 OJIGFVZZEVQUNV-UHFFFAOYSA-N 0.000 description 1
- GAIBLDCXCZKKJE-UHFFFAOYSA-N isogermacrene D Natural products CC(C)C1CCC(C)=CCCC(=C)C=C1 GAIBLDCXCZKKJE-UHFFFAOYSA-N 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229940095102 methyl benzoate Drugs 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 230000033458 reproduction Effects 0.000 description 1
- USDOQCCMRDNVAH-UHFFFAOYSA-N sigma-cadinene Natural products C1C=C(C)CC2C(C(C)C)CC=C(C)C21 USDOQCCMRDNVAH-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- USDOQCCMRDNVAH-KKUMJFAQSA-N β-cadinene Chemical compound C1C=C(C)C[C@H]2[C@H](C(C)C)CC=C(C)[C@@H]21 USDOQCCMRDNVAH-KKUMJFAQSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Toepassing van terpenoïde verbindingen in de land- of tuinbouw alsmede voor de bereiding van preparaten voor het bestrijden van witte vliegsporten.Use of terpenoid compounds in agriculture or horticulture as well as for the preparation of preparations for combating white flying sports.
De uitvinding heeft betrekking op toepassing van terpenoïde verbindingen in de land- of tuinbouw alsmede voor de bereiding van preparaten voor het bestrijden van witte vlieg-soorten.The invention relates to the use of terpenoid compounds in agriculture or horticulture as well as for the preparation of preparations for controlling whitefly species.
Het is bekend dat bepaalde terpenoïde verbindingen, bijvoorbeeld het sesquiterpeen (E)-^-farneseen bij bladluizen een alarmreaktie veroorzaken. Verder is bekend, dat (E)-p-farneseen, wanneer dit in vloeibare vorm in aanraking gebracht wordt met bladluizen een dodelijke werking op deze insecten uitoefent (vgl. EP-A-0 073 080).Certain terpenoid compounds, for example the sesquiterpene (E) - farnesene, are known to cause an alarm response in aphids. It is further known that (E) -p-farnesene, when contacted in a liquid form with aphids, exerts a lethal effect on these insects (cf. EP-A-0 073 080).
In EP-A-0 266 822 is geopenbaard dat farneseen, in het bijzonder Ε-β-farneseen, hormonale processen bij insecten en acarina beïnvloedt. Deze processen betreffen in het bijzonder de ontwikkeling, reproduktie en morfogenese. Bij deze hormonale toepassing laat men het farneseen in de gas- of dampvorm op de te bestrijden dieren inwerken in een concentratie, die hoger is dan de concentratie waarin het farneseen als alarm-feromoon voor bladluizen werkt. Er wordt een voorkeursconcentratie van ten minste 10 nanogram per ml lucht genoemd. Als voorbeelden van insecten en acarina, die volgens EP-A-0 266 822 via het hormonale werkingsmechanisme bestreden kunnen worden, worden genoemd: witte vlieg (Trialeurodes vaporariorum), bladluis (Myzus persicae) en in het algemeen de Homoptera, spintmijt (Tetranychus urticae). thrips (Thysanoptera), huisvlieg (Musea domestica), fruitvliegjes (Limosina sp.), tempexkevers (Alphitobius diaperinus), Diptera, Lepidoptera en Coleoptera, bijvoorbeeld de cacaomot (Ephestia elutella), de tabakskever (Lasioderma serricorne), de rijstmeelkever (Tribolium confusum) en de Khaprakever (Trogoderma granarium). Verder worden kakkerlakken (Dictyoptera), wantsen (Heteroptera) en mieren (Hymenoptera), en sprinkhanen (Orthoptera) en coloradokevers (Coleoptera) genoemd.EP-A-0 266 822 discloses that farnesene, in particular Ε-β-farnesene, affects hormonal processes in insects and acarina. These processes are particularly concerned with development, reproduction and morphogenesis. In this hormonal application, the farnesene in the gaseous or vapor form is allowed to act on the animals to be controlled at a concentration higher than the concentration at which the farnesene acts as an alarm pheromone for aphids. A preferred concentration of at least 10 nanograms per ml of air is mentioned. Examples of insects and acarina, which can be controlled via the hormonal mechanism of action according to EP-A-0 266 822, are: whitefly (Trialeurodes vaporariorum), aphid (Myzus persicae) and generally the Homoptera, spider mite (Tetranychus urticae ). thrips (Thysanoptera), housefly (Musea domestica), fruit flies (Limosina sp.), tempex beetles (Alphitobius diaperinus), Diptera, Lepidoptera and Coleoptera, for example the cocoa moth (Ephestia elutella), the tobacco beetle (Lasioderma serricorus) (the rice rice) ) and the Khapra beetle (Trogoderma granarium). Furthermore, cockroaches (Dictyoptera), bugs (Heteroptera) and ants (Hymenoptera), and grasshoppers (Orthoptera) and Colorado beetles (Coleoptera) are mentioned.
Gevonden werd nu, dat bepaalde terpenoïde verbindingen, waarvan de structuur verwant is aan (E)-β-farneseen, met meer succes gebruikt kunnen worden voor het bestrijden van witte vlieg-soorten.It has now been found that certain terpenoid compounds, the structure of which is related to (E) -β-farnesene, can be used more successfully to control whitefly species.
De uitvinding heeft derhalve betrekking op de toepassing van terpenoïde verbindingen in de land- of tuinbouw alsmede voor de bereiding van preparaten voor het bestrijden van witte vlieg-soorten, waarbij de terpenoïde verbindingen een structuur met de formule (1) (0The invention therefore relates to the use of terpenoid compounds in agriculture or horticulture as well as for the preparation of preparations for controlling whitefly species, the terpenoid compounds having a structure of the formula (1) (0).
bevatten, waarin de stippellijnen de plaatsen van mogelijke C-C-bindin-gen aangeven.in which the dotted lines indicate the locations of possible C-C bonds.
Binnen het kader van de onderhavige aanvrage behoren de witte vliegen tot de entomologische superfamilie van de Aleurodinae; met name zijn van belang de geslachten Bemisia en Trialeurodes, in het bijzonder Bemisia tabaci en Trialeurodes vaporariorum. De witte vliegen behoren tot de familie van de Aleurodidae.Within the scope of the present application, the whiteflies belong to the entomological superfamily of the Aleurodinae; Of particular interest are the genera Bemisia and Trialeurodes, in particular Bemisia tabaci and Trialeurodes vaporariorum. The whiteflies belong to the Aleurodidae family.
Als terpenoïde verbindingen, die volgens de uitvinding worden toegepast, kunnen worden genoemd:The following terpenoid compounds used according to the invention can be mentioned:
a-humuleen,a-humulene,
(J-humuleen,(J-humulene,
(-)-β-caryophylleen.(-) - β-caryophyllene.
Van deze stoffen blijkt vooral het caryophylleen een snelle en afdoende werking te bezitten.Of these substances, the caryophyllene in particular appears to have a rapid and effective action.
Gebleken is, dat de etherische Ylang-Ylang-olie, die onder meer een aantal terpenoïde verbindingen bevat, een toxische werking uitoefent. Deze olie bevat ongeveer 10 % caryophylleen. Voor een meer volledige samenstelling wordt verwezen naar het volgende overzicht:It has been found that the essential Ylang-Ylang oil, which includes a number of terpenoid compounds, exerts a toxic effect. This oil contains about 10% caryophyllene. For a more complete composition, please refer to the following overview:
Hoofdcomponenten van Ylang-Ylang-olie 8 % p-methylanisool 2 % & -cadineen 19 % linalool 3 % ^ -cadineen + a-farneseen 10 % (-)-β-caryophylleen 8 % geranylacetaat 4 % methylbenzoaat 2 % geraniol 3 % a-humuleen 2 % (E,E)-farnesylacetaat 10 % germacreen-D 1 % (E,E)-farnesol 5 % benzylacetaat 8 % benzylbenzoaat 2 % benzylsalicylaatMain components of Ylang-Ylang oil 8% p-methylanisole 2% & cadinene 19% linalool 3% ^ -cadenin + a-farnesene 10% (-) - β-caryophyllene 8% geranyl acetate 4% methyl benzoate 2% geraniol 3% a -humulene 2% (E, E) -farnesyl acetate 10% germacrene-D 1% (E, E) -farnesol 5% benzyl acetate 8% benzyl benzoate 2% benzyl salicylate
Gevonden werd echter, dat de werking van Ylang-Ylang-olie sterker is dan op grond van de aanwezigheid van caryophylleen te verklaren is. Dit zou kunnen duiden op een synergistische werking van andere componenten, die in Ylang-Ylang-olie aanwezig zijn en/of op een effekt van andere toxische componenten. Ylang-Ylang-olie heeft een zeer geringe toxiciteit voor zoogdieren met inbegrip van de mens. Het gebruik ervan in de geur- en smaakstoffenindustrie is algemeen bekend, J.Agric.FoodHowever, it has been found that the effect of Ylang-Ylang oil is stronger than can be explained by the presence of caryophyllene. This could indicate a synergistic action of other components present in Ylang-Ylang oil and / or an effect of other toxic components. Ylang-Ylang oil has very low toxicity to mammals including humans. Its use in the fragrance and flavor industry is well known, J. Agic. Food
Chem. 1986, 24, 481-487.Chem. 1986, 24, 481-487.
Volgens een voorkeursuitvoeringsvorm van de uitvinding kunnen de terpenoïde verbindingen in de gas- of dampvorm verkeren. Bijvoorbeeld wordt de werkzame stof in de damp- of gasvorm in tuinbouwkassen gebracht met behulp van een zogenaamd time-release-systeem. Er vindt een automatische dosering met intervallen van bijvoorbeeld 10 minuten plaats.According to a preferred embodiment of the invention, the terpenoid compounds may be in the gaseous or vapor form. For example, the active substance in the vapor or gas form is introduced into horticultural greenhouses using a so-called time-release system. Automatic dosing takes place at intervals of, for example, 10 minutes.
Dit wordt enige dagen voortgezet, waarna de kas gelucht wordt. Eventueel kunnen parasieten zoals sluipwespen na de behandeling met de terpenoïde verbindingen worden ingezet. Meestal is een dergelijke afronding van de bestrijding van de witte vlieg niet nodig. Echter dient te worden opgemerkt, dat de toepassing van de terpenoïde verbindingen goed te combineren is met biologische bestrijdingstechnieken.This is continued for a few days, after which the greenhouse is vented. Parasites such as parasitic wasps may be used after treatment with the terpenoid compounds. Usually, such a completion of whitefly control is not necessary. However, it should be noted that the use of the terpenoid compounds combines well with biological control techniques.
De uitvinding heeft tevens betrekking op een werkwijze voor het bestrijden van witte vlieg, waarbij men een werkzame stof laat inwerken op de leefruimte van de te bestrijden insecten, waarbij men als aktieve stof tenminste één terpenoïde verbindingen toepast, die een structuur met de formule (1)The invention also relates to a method for controlling whitefly, wherein an active substance is allowed to act on the living space of the insects to be controlled, wherein as active substance at least one terpenoid compounds is used, which structure has the formula (1 )
(i) bevatten, waarin de stippellijnen de plaatsen van mogelijke C-C-bindin-gen aangeven.(i), wherein the dotted lines indicate the locations of potential C-C bonds.
Bij de werkwijze volgens de uitvinding worden bij voorkeur de terpenoïde verbindingen genoemd, die hiervoor als voorkeursverbindingen vermeld zijn, met inbegrip van de aangegeven Ylang-Ylang-olie,Preferably, in the method of the invention, the terpenoid compounds mentioned above are listed as preferred compounds, including the indicated Ylang-Ylang oil,
Bij een uitvoering van de werkwijze volgens de uitvinding, waarbij de sesquiterpenen in de gas- of dampvorm verkeren, verdient het de voorkeur, dat de concentratie van de terpenoïde verbindingen tijdens de behandeling ligt tussen 0,1 en 1000 nanogram per ml lucht, d.w.z. dat de concentratie zelfs tot de verzadigingsconcentratie kan gaan. De genoemde hoeveelheden zijn gemeten onder standaardomstandigheden, d.w.z. een druk van 1 atmosfeer en een temperatuur van 20°C. De genoemde concentraties aan werkzame stof kunnen gemakkelijk worden bereikt met behulp van bijvoorbeeld slow-release-systemen of het hierboven beschreven dose-ringssysteem met spuitbussen. De toepassing in de gas- of dampvorm kan analoog aan de in EP-A-0 266 822 beschreven methoden plaatsvinden. De werkwijze volgens de uitvinding kan zowel in de tuinbouw (gebruik binnen en buiten kassen) als in de landbouw (volle grond) worden uitgevoerd, hoewel het in het geval van het gebruik buiten kassen moeilijker zal zijn effectieve dampconcentraties gedurende lange tijd te handhaven.In an embodiment of the method according to the invention, wherein the sesquiterpenes are in the gaseous or vapor form, it is preferred that the concentration of the terpenoid compounds during the treatment is between 0.1 and 1000 nanograms per ml of air, ie that the concentration can even go up to the saturation concentration. The stated amounts were measured under standard conditions, i.e. a pressure of 1 atmosphere and a temperature of 20 ° C. The said active compound concentrations can be easily achieved using, for example, slow-release systems or the aerosol dispensing system described above. The use in the gaseous or vapor form can take place analogously to the methods described in EP-A-0 266 822. The method according to the invention can be carried out both in horticulture (indoor and outdoor greenhouse use) and in agriculture (open ground), although in the case of outdoor greenhouse use it will be more difficult to maintain effective vapor concentrations for a long time.
Met nadruk dient te worden gesteld, dat doding van witte vlieg ook mogelijk is door direkte bespuiting met de terpenoïde verbindingen, bijvoorbeeld door toepassing van een nevel van zeer fijne druppeltjes van de stoffen. Uit proeven is gebleken, dat bij direkte bespuiting alle dieren worden gedood.It should be emphasized that whitefly killing is also possible by direct spraying with the terpenoid compounds, for example by using a spray of very fine droplets of the substances. Tests have shown that all animals are killed by direct spraying.
VoorbeeldenExamples
Bij alle experimenten werden witte vliegen (Trialeurodes vapora-riorum) op grote tabaksplanten (Nicotiana xanthi) gekweekt. Uit deze moederkweek werden circa 1 week oude volwassen witte vliegen verzameld en op kleine tabaksplanten overgebracht. De dieren werden vervolgens in de verschillende experimenten gebruikt. Alle experimenten werden uitgevoerd bij een temperatuur van 18-20 °C en een lichtregime van 18 uur licht en 6 uur donker. De kleine tabaksplanten werden opgekweekt uit zaad in kleine bloempotten met een diameter van 10 cm, onder het licht van een hoge-druk-kwiklamp. Het lichtregime was identiek aan het zojuist genoemde.In all experiments, whiteflies (Trialeurodes vapora-riorum) were grown on large tobacco plants (Nicotiana xanthi). About 1 week old adult whiteflies were collected from this mother culture and transferred to small tobacco plants. The animals were then used in the different experiments. All experiments were performed at a temperature of 18-20 ° C and a light regime of 18 hours light and 6 hours dark. The small tobacco plants were grown from seed in small 10 cm diameter flower pots under the light of a high-pressure mercury lamp. The lighting regime was identical to the one just mentioned.
Eenduidige en herhaalbare resultaten werden verkregen in experimenten met witte vliegen op de al genoemde kleine tabaksplanten.Unambiguous and repeatable results were obtained in whitefly experiments on the aforementioned small tobacco plants.
De planten worden daarvoor in perspex kokers geplaatst die van boven bedekt zijn met nylongaas. Op één plant werden ca. 100 witte vliegen gezet.The plants are placed in perspex tubes that are covered with nylon mesh from above. About 100 whiteflies were placed on one plant.
Een filtreerpapiertje op een stokje was naast de plant in de grond gestoken met daarop 1, 10 of 100 mg van de te toetsen stof zonder oplosmiddel. In de controlegroep werd op identieke wijze een filtreerpapiertje geplaatst zonder daarop een stof aan te brengen.A filter paper on a stick was placed next to the plant in the ground with 1, 10 or 100 mg of the substance to be tested without solvent. A filter paper was placed in the control group in an identical manner without applying any substance to it.
Uit tabel 1 blijkt dat caryophylleen toxisch is voor witte vliegen: er treedt verlamming op onder de dieren waarvan ze zich niet meer herstellen. Na 1 dag is 82# reeds dood. Ook het ter vergelijking gebruikte (E)-p-farneseen is toxisch (zie tabel 1). Hier vinden we na 2 dagen 7^# sterfte. De stof α-humuleen heeft meer een lange termijn-effekt: daar treedt pas na 3 dagen een hoge sterfte op. In de blanco groep blijft, bij deze wijze van toediening, de sterfte laag.Table 1 shows that caryophyllene is toxic to whiteflies: paralysis occurs among the animals from which they no longer recover. After 1 day, 82 # is already dead. The (E) -p-farnesene used for comparison is also toxic (see Table 1). Here we find 7 ^ # mortality after 2 days. The substance α-humulene has more of a long-term effect: a high mortality occurs only after 3 days. In this blank group, mortality remains low in this mode of administration.
Tabel 1Table 1
Resultaten van experimenten met een tienmaal zo lage dosering worden weergegeven in tabel 2. Hier zijn de dieren gedurende 11 dagen gevolgd om ook eventuele effekten op langere termijn waar te kunnen nemen.Results from experiments with a ten-fold lower dose are shown in table 2. Here the animals were followed for 11 days to observe any longer-term effects as well.
Tabel 2Table 2
* Van deze olie werd 100 mg toegediend.* 100 mg of this oil was administered.
Bij een dosering van 10 mg komen lang niet zo sterke effekten als bij 100 mg naar voren. Bovendien blijkt ook in de blanco groep de sterfte langzaam op te lopen. Duidelijk blijkt dat (-)-β-caryophylleen, maar vooral Ylang Ylang-olie sneller werkt dan het ter vergelijking gebruikte farneseen.At a dose of 10 mg, effects that are not nearly as strong as at 100 mg are evident. Moreover, mortality also appears to be increasing slowly in the blank group. It is clear that (-) - β-caryophyllene, but especially Ylang Ylang oil works faster than the farnesene used for comparison.
Ylang-Ylang-olie is hier in 100 mg toegediend. Deze hoeveelheid Ylang Ylang-olie bevat 10 mg caryophylleen. De effecten van Ylang Ylang- olie zijn echter aanzienlijk sterker dan die van het uitsluitend toepassen van caryophylleen. Na 1 dag wordt reeds 73 % sterfte gevonden terwijl na 3 dagen alle dieren dood zijn.Ylang-Ylang oil is infused here in 100mg. This amount of Ylang Ylang oil contains 10 mg of caryophyllene. However, the effects of Ylang Ylang oil are considerably stronger than those of using caryophyllene alone. After 1 day, 73% mortality is already found, while after 3 days all animals are dead.
Claims (10)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL9100688A NL9100688A (en) | 1991-04-19 | 1991-04-19 | USE OF TERPENOID COMPOUNDS IN AGRICULTURAL OR GARDEN CONSTRUCTION AND FOR THE PREPARATION OF PREPARATIONS FOR THE CONTROL OF WHITE FLY SPECIES. |
| JP4509296A JPH06506462A (en) | 1991-04-19 | 1992-04-15 | Use of terpenoid compounds in agriculture or horticulture and in the manufacture of preparations for controlling white fly species |
| PCT/NL1992/000074 WO1992018001A1 (en) | 1991-04-19 | 1992-04-15 | Use of terpenoid compounds in agriculture or horticulture and for preparing preparations for controlling whitefly species |
| EP19920909692 EP0583315A1 (en) | 1991-04-19 | 1992-04-15 | Use of terpenoid compounds in agriculture or horticulture and for preparing preparations for controlling whitefly species |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL9100688 | 1991-04-19 | ||
| NL9100688A NL9100688A (en) | 1991-04-19 | 1991-04-19 | USE OF TERPENOID COMPOUNDS IN AGRICULTURAL OR GARDEN CONSTRUCTION AND FOR THE PREPARATION OF PREPARATIONS FOR THE CONTROL OF WHITE FLY SPECIES. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL9100688A true NL9100688A (en) | 1992-11-16 |
Family
ID=19859158
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL9100688A NL9100688A (en) | 1991-04-19 | 1991-04-19 | USE OF TERPENOID COMPOUNDS IN AGRICULTURAL OR GARDEN CONSTRUCTION AND FOR THE PREPARATION OF PREPARATIONS FOR THE CONTROL OF WHITE FLY SPECIES. |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0583315A1 (en) |
| JP (1) | JPH06506462A (en) |
| NL (1) | NL9100688A (en) |
| WO (1) | WO1992018001A1 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3108027B2 (en) * | 1996-11-22 | 2000-11-13 | 株式会社 アビオンコーポレーション | Methods for sterilization, repelling pests, and adding fragrance in crop cultivation facilities using food additives |
| ATE518531T1 (en) | 2004-10-01 | 2011-08-15 | Ache Lab Farmaceuticos Sa | ALPHA-HUMULENE FOR USE IN THE PROPHYLAXIS OR TREATMENT OF INFLAMMATORY PAIN AND EDEMA |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL8602604A (en) * | 1986-10-16 | 1988-05-16 | Tno | USE OF FARNESE IN AGRICULTURAL OR GARDEN CONSTRUCTION OR IN THE PROTECTION OF STOCKS RESPECTIVELY FOR THE PREPARATION OF PREPARATIONS AND METHOD FOR CONTROLLING INSECTS AND ACARINA USING FARNESES. |
-
1991
- 1991-04-19 NL NL9100688A patent/NL9100688A/en not_active Application Discontinuation
-
1992
- 1992-04-15 EP EP19920909692 patent/EP0583315A1/en not_active Withdrawn
- 1992-04-15 WO PCT/NL1992/000074 patent/WO1992018001A1/en not_active Ceased
- 1992-04-15 JP JP4509296A patent/JPH06506462A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0583315A1 (en) | 1994-02-23 |
| JPH06506462A (en) | 1994-07-21 |
| WO1992018001A1 (en) | 1992-10-29 |
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