FR2678482A1 - ATTRACTIVE COMPOSITIONS OF FEMALE LEPIDOPTERS TORTRICIDES. - Google Patents
ATTRACTIVE COMPOSITIONS OF FEMALE LEPIDOPTERS TORTRICIDES. Download PDFInfo
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- FR2678482A1 FR2678482A1 FR9108173A FR9108173A FR2678482A1 FR 2678482 A1 FR2678482 A1 FR 2678482A1 FR 9108173 A FR9108173 A FR 9108173A FR 9108173 A FR9108173 A FR 9108173A FR 2678482 A1 FR2678482 A1 FR 2678482A1
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- tansy
- extract
- females
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- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 235000008495 Chrysanthemum leucanthemum Nutrition 0.000 claims abstract description 13
- 241000404542 Tanacetum Species 0.000 claims abstract description 13
- 239000000284 extract Substances 0.000 claims abstract description 13
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 claims abstract description 10
- 150000002773 monoterpene derivatives Chemical class 0.000 claims abstract description 10
- 241000255777 Lepidoptera Species 0.000 claims abstract description 7
- -1 alpha-thuyene Chemical compound 0.000 claims abstract description 6
- WRYLYDPHFGVWKC-JTQLQIEISA-N (R)-(-)-p-Menth-1-en-4-ol Natural products CC(C)[C@@]1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-JTQLQIEISA-N 0.000 claims abstract description 5
- YSTPAHQEHQSRJD-UHFFFAOYSA-N 3-Carvomenthenone Chemical compound CC(C)C1CCC(C)=CC1=O YSTPAHQEHQSRJD-UHFFFAOYSA-N 0.000 claims abstract description 5
- WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- KMPWYEUPVWOPIM-UHFFFAOYSA-N cinchonidine Natural products C1=CC=C2C(C(C3N4CCC(C(C4)C=C)C3)O)=CC=NC2=C1 KMPWYEUPVWOPIM-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229930003658 monoterpene Natural products 0.000 claims abstract description 5
- 235000002577 monoterpenes Nutrition 0.000 claims abstract description 5
- 229930006968 piperitone Natural products 0.000 claims abstract description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 2
- 239000005667 attractant Substances 0.000 claims 2
- 230000031902 chemoattractant activity Effects 0.000 claims 2
- 241000255901 Tortricidae Species 0.000 claims 1
- 229930007107 (+)-beta-thujone Natural products 0.000 abstract 1
- USMNOWBWPHYOEA-XKSSXDPKSA-N (+)-beta-thujone Chemical compound O=C([C@H]1C)C[C@@]2(C(C)C)[C@@H]1C2 USMNOWBWPHYOEA-XKSSXDPKSA-N 0.000 abstract 1
- 229930007105 (-)-alpha-thujone Natural products 0.000 abstract 1
- USMNOWBWPHYOEA-UHFFFAOYSA-N alpha-thujone Natural products CC1C(=O)CC2(C(C)C)C1C2 USMNOWBWPHYOEA-UHFFFAOYSA-N 0.000 abstract 1
- 229930007108 beta-thujone Natural products 0.000 abstract 1
- USMNOWBWPHYOEA-MRTMQBJTSA-N α-thujone Chemical compound O=C([C@@H]1C)C[C@@]2(C(C)C)[C@@H]1C2 USMNOWBWPHYOEA-MRTMQBJTSA-N 0.000 abstract 1
- 241000238631 Hexapoda Species 0.000 description 9
- 239000000126 substance Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 241000196324 Embryophyta Species 0.000 description 5
- 230000004044 response Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 241001574716 Eudemis Species 0.000 description 2
- 241001261104 Lobesia botrana Species 0.000 description 2
- WONIGEXYPVIKFS-UHFFFAOYSA-N Verbenol Chemical compound CC1=CC(O)C2C(C)(C)C1C2 WONIGEXYPVIKFS-UHFFFAOYSA-N 0.000 description 2
- 238000004587 chromatography analysis Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- WTARULDDTDQWMU-RKDXNWHRSA-N (+)-β-pinene Chemical compound C1[C@H]2C(C)(C)[C@@H]1CCC2=C WTARULDDTDQWMU-RKDXNWHRSA-N 0.000 description 1
- WTARULDDTDQWMU-IUCAKERBSA-N (-)-Nopinene Natural products C1[C@@H]2C(C)(C)[C@H]1CCC2=C WTARULDDTDQWMU-IUCAKERBSA-N 0.000 description 1
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 241000751139 Beauveria bassiana Species 0.000 description 1
- 241000283725 Bos Species 0.000 description 1
- 244000035851 Chrysanthemum leucanthemum Species 0.000 description 1
- IRZWAJHUWGZMMT-UHFFFAOYSA-N Chrysanthenol Natural products CC1=CCC2C(C)(C)C1C2O IRZWAJHUWGZMMT-UHFFFAOYSA-N 0.000 description 1
- 235000003362 Cornus canadensis Nutrition 0.000 description 1
- 244000018844 Cornus canadensis Species 0.000 description 1
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 description 1
- 244000179970 Monarda didyma Species 0.000 description 1
- 235000010672 Monarda didyma Nutrition 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- WTARULDDTDQWMU-UHFFFAOYSA-N Pseudopinene Natural products C1C2C(C)(C)C1CCC2=C WTARULDDTDQWMU-UHFFFAOYSA-N 0.000 description 1
- 239000000877 Sex Attractant Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000009418 agronomic effect Effects 0.000 description 1
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- 239000003124 biologic agent Substances 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000012159 carrier gas Substances 0.000 description 1
- 229960005233 cineole Drugs 0.000 description 1
- RFFOTVCVTJUTAD-UHFFFAOYSA-N cineole Natural products C1CC2(C)CCC1(C(C)C)O2 RFFOTVCVTJUTAD-UHFFFAOYSA-N 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000005350 fused silica glass Substances 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010353 genetic engineering Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000447 pesticide residue Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 229930007110 thujone Natural products 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-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]
- A01N65/12—Asteraceae or Compositae [Aster or Sunflower family], e.g. daisy, pyrethrum, artichoke, lettuce, sunflower, wormwood or tarragon
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Microbiology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Biotechnology (AREA)
- Pest Control & Pesticides (AREA)
- Mycology (AREA)
- Botany (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'envention est relative à des compositions attractives des femelles de Lépidoptères tortricités, lesquelles compositions sont caractérisées en ce qu'elles comprennent en tant que principe actif un ou plusieurs monoterpène(s) choisi(s) dans le groupe constitué par le P-cymène, le D-limonène, l'alpha-thuyène, l'alpha-thuyone, la beta-thuyone, l'alcool thuyilique, le terpinène-4-ol, le (Z)-verbénol, et la pipéritone. Ces compositions peuvent, en particulier, être obtenues à partir d'un extrait de tanaisie.The invention relates to compositions for attracting tortricity Lepidoptera females, which compositions are characterized in that they comprise as active principle one or more monoterpene (s) chosen from the group consisting of P-cymene , D-limonene, alpha-thuyene, alpha-thujone, beta-thujone, thujil alcohol, terpinene-4-ol, (Z) -verbenol, and piperitone. These compositions can, in particular, be obtained from an extract of tansy.
Description
COMPOSITIONS ATTRACTIVES DES FOLLES DE LEPIDOPTERES
TORTRICITES
L'invention est relative à des compositions attractives des femelles de Lépidoptères tortricités.ATTRACTIVE COMPOSITIONS OF LEPIDOPTER FOLLS
TORTRICITES
The invention relates to attractive compositions of female Lepidoptera tortricities.
Le groupe des Lépidoptères tortricités comprend différents insectes ravageurs également dénommés
Tordeuses; en particulier, l'un d'entre eux, Lobesia botrana Den. et Schiff (Eudemis de la vigne ou Tordeuse de la grappe), est responsable d'importants dégats dans les vignobles. En conséquence, de nombreuses recherches ont été faites pour lutter contre ces insectes.The group of Lepidoptera tortricities includes various insect pests also called
budworm; in particular, one of them, Lobesia botrana Den. and Schiff (Eudemis of the vine or bunchberry), is responsible for important damage in the vineyards. As a result, much research has been done to control these insects.
Un certain nombre de méthodes basées sur l'utilisation d'agents biologiques ont été proposées (trichogrammes ; microorganismes entomo-pathogènes
Bacillus thurigensis et Beauveria bassiana). I1 a également été proposé d'utiliser des phéromones sexuelles de synthèse [DESCOINS et al., C. R. Acad. Sci., 279, 907-910 (1974)]. Toutefois, ces méthodes n'en sont encore qu'au stade expérimental.A number of methods based on the use of biological agents have been proposed (trichogrammes, entompathogenic microorganisms
Bacillus thurigensis and Beauveria bassiana). It has also been proposed to use synthetic sex pheromones [DESCOINS et al., CR Acad. Sci., 279, 907-910 (1974)]. However, these methods are still in the experimental stage.
Actuellement, les seules méthodes effectivement mises en oeuvre reposent sur l'utilisation d'insecticides. Ces méthodes posent toutefois le problème de la présence de résidus de pesticides dans les fruits et le vin, ainsi que l'accumulation de ces résidus dans l'environnement. Currently, the only methods actually implemented rely on the use of insecticides. These methods, however, pose the problem of the presence of pesticide residues in fruit and wine, as well as the accumulation of these residues in the environment.
De nombreux travaux ont également été effectués, depuis une centaine d'années, dans le but d'identifier des substances ayant un effet attractif sur les Tordeuses. FEYTAUD et BOS [Bull. Soc. Etud. Vulgaris. Much work has also been done over the last hundred years to identify substances that have an attractive effect on budworm. FEYTAUD and BOS [Bull. Soc. Etud. Vulgaris.
Zool. Agric., 6, 3-13 (1914)] ont proposé l'utilisation de récipients contenant différents liquides en fermentation ; STELLWAAG et GOTZ [Anz. Schadlingskde., 13, 129133 (1937)] ont essayé 138 composés chimiques différents, ainsi que divers liquides en fermentation. Aucun de ces travaux n'a toutefois abouti à l'identification de substances attractives. Zool. Agric., 6, 3-13 (1914)] have proposed the use of containers containing different liquids in fermentation; STELLWAAG and GOTZ [Anz. Schadlingskde., 13, 129133 (1937)] tested 138 different chemical compounds, as well as various liquids in fermentation. None of this work, however, led to the identification of attractive substances.
Or, les Inventeurs ont maintenant découvert, au cours d'expérimentations en champ, que des plants de tanaisie (Tanacetum vulgare L.) attiraient spécifiquement les femelles de la tordeuse de la grappe. Ils ont en outre identifié, dans un extrait de cette plante, les principes actifs responsables de cet effet attractif. Now, the inventors have now discovered, during field experiments, that tansy plants (Tanacetum vulgare L.) specifically attract female bergamot moths. They have also identified, in an extract of this plant, the active ingredients responsible for this attractive effect.
La présente Invention a pour objet des compositions attractives des femelles de Lépidoptères tortricités, lesquelles compositions sont caractérisées en ce qu'elles comprennent en tant que principe actif, un ou plusieurs monoterpène(s) choisi(s) dans le groupe constitué par le P-cymène, le D-limonène, lla-thuyène, lla-thuyone, la (3-thuyone, l'alcool thuyilique, le terpinène-4-ol, le (Z)-verbénol, et la pipéritone. The subject of the present invention is attractive compositions for females of tortricited Lepidoptera, which compositions are characterized in that they comprise, as active principle, one or more monoterpene (s) chosen from the group consisting of cymene, D-limonene, lla-thuyene, lla-thuyone, (3-thuyone, thuyilic alcohol, terpinene-4-ol, (Z) -verbenol, and piperitone.
Selon un mode de réalisation préféré des compositions conformes à 1' Invention, elles comprennent un extrait de tanaisie. According to a preferred embodiment of the compositions according to the invention, they comprise a tansy extract.
Les compositions conformes à l'invention peuvent être préparées à partir d'un ou plusieurs des principes actifs mentionnés ci-dessus, dissous dans un solvant approprié. Elles peuvent également être obtenues par extraction à partir de la tanaisie. The compositions according to the invention may be prepared from one or more of the active ingredients mentioned above, dissolved in a suitable solvent. They can also be obtained by extraction from tansy.
L'effet attractif des extraits de tanaisie et des compositions conformes à l'invention, sur les femelles de Lépidoptères tortricités permettent leur utilisation dans la lutte contre ces insectes. The attractive effect of tansy extracts and compositions according to the invention on the female Lepidoptera tortricities allow their use in the fight against these insects.
Elles peuvent par exemple, être utilisées pour attirer les insectes dans des pièges
- soit à titre informatif, afin de mesurer une population d'insectes, et d'évaluer éventuellement l'efficacité d'un traitement,
- soit pour l'élimination des insectes en attirant ceux-ci vers des pièges destructeurs, par exemple des pièges contenant un insecticide tels que ceux décrits dans la Demande de Brevet Européen 0 356 656, au nom de l'Académie Slovaque des Sciences (Inventeur G. GABEL) ; l'utilisation dans ce cadre des compositions conformes à l'invention permet d'éviter de répandre l'insecticide sur la culture elle-même et dans la nature.For example, they can be used to attract insects in traps
- either for informational purposes, in order to measure an insect population, and possibly evaluate the effectiveness of a treatment,
or for the elimination of insects by attracting them to destructive traps, for example traps containing an insecticide such as those described in European Patent Application 0 356 656, in the name of the Slovak Academy of Sciences (Inventor) G. GABEL); the use in this context compositions according to the invention avoids spreading the insecticide on the crop itself and in nature.
Des plantes produisant au moins une des substances identifiées par les Inventeurs comme attractif pour des femelles de Lépidoptères tortricités peuvent également être utilisées dans la lutte contre ces insectes, qu'il s'agisse de plantes produisant naturellement ces substances, ou de plantes modifiées dans ce but par génie génétique. Des cultures de ces plantes permettent, en effet, d'attirer les insectes, et de les détourner ainsi d'autres cultures présentant un intérêt agronomique. Plants producing at least one of the substances identified by the inventors as attractive to females of Lepidoptera tortricities can also be used in the fight against these insects, whether they are plants that naturally produce these substances, or plants modified in this way. purpose by genetic engineering. In fact, crops of these plants attract insects and divert them from other crops of agronomic interest.
La présente Invention sera mieux comprise à l'aide du complément de description qui va suivre, qui se réfère à des exemples montant les propriétés attractives des compositions conformes à l'invention sur les femelles d'Eudemis. The present invention will be better understood with the aid of the additional description which follows, which refers to examples of the properties of the compositions according to the invention which are attractive to females of Eudemis.
I1 va de soi toutefois que ces exemples sont donnés uniquement à titre d'illustration de l'objet de l'invention, dont ils ne constituent en aucune manière une limitation. It goes without saying, however, that these examples are given solely by way of illustration of the subject of the invention, of which they in no way constitute a limitation.
EXEMPLE 1 - OBTENTION D ' UN EXTRAIT DE TANAISIE
Des fleurs de tanaisie (sans le pédicelle) conservées à -15'C et décongelées, sont distillées à la vapeur, en utilisant un dispositif de distillation-extraction tel que celui décrit par LIKENS et
NICKERSON, [The Pharmacopea Bohemoslovaka, 1987, 4è édition, page 101-102, Avicenum, Prague, (1987)]. 440 g de fleurs sont distillées dans un litre d'eau distillée, et la fraction correspondant aux deux premières heures de distillation est collectée. EXAMPLE 1 - OBTAINING A TANISH EXTRACT
Tansy flowers (without the pedicel) stored at -15 ° C and thawed, are distilled with steam, using a distillation-extraction device such as that described by LIKENS and
NICKERSON, [The Pharmacopea Bohemoslovaka, 1987, 4th edition, pp 101-102, Avicenum, Prague, (1987)]. 440 g of flowers are distilled in one liter of distilled water, and the fraction corresponding to the first two hours of distillation is collected.
EXEMPLE 2 - MISE EN EVIDENCE DE L'EFFET ATTRACTIF ET
IDENTIFICATION DES SUBSTANCES RESPONSABLES
L'extrait de fleurs de tanaisie obtenu selon le protocole décrit à l'exemple 1, a été analysé par chromatographie en phase gazeuse : plus de 200 pics ont été détectés. Afin de déterminer quelles sont les principes actifs responsables de l'effet attractif, les inventeurs ont mesuré l'effet attractif de chacun des pics par une méthode couplant une chromatographie en phase gazeuse, et une électroantennographie [THIERY et al., [J. Chem. Ecol. 16, 701-711 (1990)]. EXAMPLE 2 - HIGHLIGHTING THE ATTRACTIVE EFFECT AND
IDENTIFICATION OF RESPONSIBLE SUBSTANCES
The tansy flower extract obtained according to the protocol described in Example 1, was analyzed by gas chromatography: more than 200 peaks were detected. In order to determine which active ingredients are responsible for the attractive effect, the inventors measured the attractive effect of each of the peaks by a method coupling a gas chromatography, and an electroantennography [THIERY et al., [J. Chem. School. 16, 701-711 (1990)].
a) ChromatoaraDhie en Dhase gazeuse
L'appareil de chromatographie utilisé dans cette expérimentation est identique à celui décrit par
THIERY et al. (Publication précitée). I1 est équipé d'une précolonne inactivée, de 5 mètres de long, de silice fondue, de type mégabore, d'une colonne DB5 (5* phényl-, 958 méthyl-pyloxanne) (J & W) de 30 mètres de long. Le gaz vecteur est l'hélium. La température est augmentée linéairement de 40C à 250'C (5C/mn). Les molécules éluées de la colonne sont entraînées par le détecteur dans un courant d'air purifié (vitesse de l'air 20 cm par seconde, diamètre du flux 0,8 cm). La concentration relative de chacun des constituants est exprimée en pourcentage de la somme des aires de tous les pics, après soustraction de l'aire correspondant au pic du solvant. En sortie de colonne, une partie de l'éluat est dirigé vers le dispositif d'électroantennographie.a) ChromatoaraDhie in Dhase gas
The chromatography apparatus used in this experiment is identical to that described by
THIERY et al. (Publication cited above). It is equipped with an inactivated precolumn, 5 meters long, of fused silica, of the megabore type, of a column of DB5 (5 * phenyl-, 958 methyl-pyloxane) (J & W) of 30 meters long. The carrier gas is helium. The temperature is increased linearly from 40C to 250C (5C / min). The molecules eluted from the column are driven by the detector in a stream of purified air (air velocity 20 cm per second, flux diameter 0.8 cm). The relative concentration of each of the components is expressed as a percentage of the sum of the areas of all the peaks, after subtraction of the area corresponding to the peak of the solvent. At the column outlet, a portion of the eluate is directed to the electroantennography device.
b) Electroantennoarannes
L'appareillage utilisé est identique à celui décrit dans la publication de THIERY et al. précitée.b) Electroantennoarannes
The apparatus used is identical to that described in the publication by THIERY et al. supra.
Des femelles de Lobesia botrana, âgées de deux jours, sont utilisées pour l'expérimentation. Les têtes des insectes sont montées entre l'électrode d'enregistrement qui recouvre l'extrémité de l'antenne et l'électrode neutre insérée dans le clypeus. Females of Lobesia botrana, two days old, are used for experimentation. Insect heads are mounted between the recording electrode that covers the end of the antenna and the neutral electrode inserted into the clypeus.
L'expérimentation a été effectuée sur 15 femelles. Les pics de chromatographie provoquant une réponse électroantennographique chez plus de 4 femelles sont identifiés par spectrométrie de masse tionisation par impact électronique, (EI, 70 eV). Les spectres obtenus sont comparés aux spectres d'une base de données (US National Data
Base) et vérifiés par comparaison avec les spectres obtenus sur ces composés standard.The experiment was carried out on 15 females. Chromatography peaks causing an electro-enantiomatic response in more than 4 females are identified by electron impact mass spectrometry, (EI, 70 eV). The spectra obtained are compared with the spectra of a database (US National Data
Base) and verified by comparison with the spectra obtained on these standard compounds.
RESULTATS
Les résultats sont illustrés par le tableau I ci-dessous qui montre que 24 des substances présentes dans l'extrait de tanaisie provoquent une réponse élec troantennographique mesurable chez plus de 4 femelles.RESULTS
The results are illustrated by Table I below which shows that 24 substances present in the tansy extract elicit a measurable electrohistennographic response in more than 4 females.
9 substances provoquent une réponse chez au moins 70% des femelles. Ces 9 substances sont toutes des monoterpènes. 9 substances cause a response in at least 70% of females. These 9 substances are all monoterpenes.
TABLEAU I
TABLE I
<tb> <SEP> MOLECULE <SEP> QUANTITE <SEP> NOMBRE <SEP> DE
<tb> <SEP> (en <SEP> %) <SEP> REPONSES <SEP> EAG
<tb> NI <SEP> 0,08 <SEP> 5
<tb> NI <SEP> 0,07 <SEP> 4
<tb> NI <SEP> 0,002 <SEP> 4
<tb> NI <SEP> 0,01 <SEP> 4
<tb> a-pinène <SEP> 0,36 <SEP> 7
<tb> 3-thuyène-2-ol <SEP> 0,11 <SEP> 5
<tb> ss-pinène <SEP> 0,09 <SEP> 8
<tb> p-cymène <SEP> 0,27 <SEP> 11
<tb> 1,8 <SEP> cinéole <SEP> 1,4 <SEP> 6
<tb> D-limonène <SEP> 0,03 <SEP> 12
<tb> α-thuyène <SEP> <SEP> 0,28 <SEP> 11
<tb> α;-thuyone <SEP> 1,05 <SEP> 13
<tb> ss-thuyone <SEP> 78,34
<tb> <SEP> + <SEP> 13
<tb> alcool <SEP> thuyilique <SEP> 0,64
<tb> Ni <SEP> 0,3 <SEP> 5
<tb> NI <SEP> 0,38 <SEP> 5
<tb> terpinène-4-ol <SEP> 0,75 <SEP> 13
<tb> (Z) <SEP> verbénol <SEP> 4,33 <SEP> 11
<tb> NI <SEP> 0,03 <SEP> 4
<tb> pipéritone <SEP> 6,35 <SEP> 12
<tb> NI <SEP> 0,16 <SEP> 4
<tb> NI <SEP> 0,004 <SEP> 4
<tb> NI <SEP> 0,4 <SEP> 4
<tb> NI <SEP> 0,06 <SEP> 4
<tb> NI <SEP> 0,25 <SEP> 4
<tb>
NI = Composé non identifié.<tb><SEP> MOLECULE <SEP> QUANTITY <SEP> NUMBER <SEP> OF
<tb><SEP> (in <SEP>%) <SEP> ANSWERS <SEP> EAG
<tb> NI <SEP> 0.08 <SEP> 5
<tb> NI <SEP> 0.07 <SEP> 4
<tb> NI <SEP> 0.002 <SEP> 4
<tb> NI <SEP> 0.01 <SEP> 4
<tb> a-pinene <SEP> 0.36 <SEP> 7
<tb> 3-thuyene-2-ol <SEP> 0.11 <SEP> 5
<tb> ss-pinene <SEP> 0.09 <SEP> 8
<tb> p-cymene <SEP> 0.27 <SEP> 11
<tb> 1.8 <SEP> cineole <SEP> 1.4 <SEP> 6
<tb> D-limonene <SEP> 0.03 <SEP> 12
<tb>α -thuyene <SEP><SEP> 0.28 <SEP> 11
<tb>α; - thujone <SEP> 1.05 <SEP> 13
<tb> ss-thuyone <SEP> 78,34
<tb><SEP> + <SEP> 13
<tb> alcohol <SEP> thuyilic <SEP> 0.64
<tb> Ni <SEP> 0.3 <SEP> 5
<tb> NI <SEP> 0.38 <SEP> 5
<tb> terpinene-4-ol <SEP> 0.75 <SEP> 13
<tb> (Z) <SEP> Verbenol <SEP> 4.33 <SEP> 11
<tb> NI <SEP> 0.03 <SEP> 4
<tb> piperitone <SEP> 6.35 <SEP> 12
<tb> NI <SEP> 0.16 <SEP> 4
<tb> NI <SEP> 0.004 <SEP> 4
<tb> NI <SEP> 0.4 <SEP> 4
<tb> NI <SEP> 0.06 <SEP> 4
<tb> NI <SEP> 0.25 <SEP> 4
<Tb>
NI = Unidentified compound.
L'effet de l'extrait total de fleurs de tanaisie a également été testé par électroantennographie. The effect of the total extract of tansy flowers was also tested by electroantennography.
L'extrait total obtenu selon le procédé décrit à l'exemple 1 est dilué au 1/100 dans l'huile de paraffine.The total extract obtained according to the process described in Example 1 is diluted 1/100 in paraffin oil.
20 1 de cette dilution sont soufflés sur les antennes.20 1 of this dilution are blown onto the antennas.
La réponse électroantennographique est enregistrée comme décrit ci-dessus. L'essai a été effectué sur 50 femelles et 100% de réponses ont été observées.The electroantennographic response is recorded as described above. The test was performed on 50 females and 100% of responses were observed.
Ainsi que cela ressort de ce qui précède, l'invention ne se limite nullement à ceux de ses modes de mise en oeuvre, de réalisation et d'application qui viennent d'être décrits de façon plus explicite ; elle en embrasse au contraire toutes les variantes qui peuvent venir à l'exprit du technicien en la matière, sans s'écarter du cadre, ni de la portée de la présente
Invention. As is apparent from the above, the invention is not limited to those of its modes of implementation, implementation and application which have just been described more explicitly; on the contrary, it encompasses all variants that may come to the express of the technician in the field, without departing from the scope or the scope of this
Invention.
Claims (5)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9108173A FR2678482B1 (en) | 1991-07-01 | 1991-07-01 | ATTRACTIVE COMPOSITIONS OF FEMALE TORTRICIDE LEPIDOPTERS. |
| EP92915470A EP0593640A1 (en) | 1991-07-01 | 1992-07-01 | Compositions for attracting female tortricid lepidoptera |
| CA002112219A CA2112219A1 (en) | 1991-07-01 | 1992-07-01 | Compositions for attracting female tortricid lepidoptera |
| PCT/FR1992/000618 WO1993000805A2 (en) | 1991-07-01 | 1992-07-01 | Compositions for attracting female tortricid lepidoptera |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9108173A FR2678482B1 (en) | 1991-07-01 | 1991-07-01 | ATTRACTIVE COMPOSITIONS OF FEMALE TORTRICIDE LEPIDOPTERS. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2678482A1 true FR2678482A1 (en) | 1993-01-08 |
| FR2678482B1 FR2678482B1 (en) | 1998-11-06 |
Family
ID=9414543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR9108173A Expired - Fee Related FR2678482B1 (en) | 1991-07-01 | 1991-07-01 | ATTRACTIVE COMPOSITIONS OF FEMALE TORTRICIDE LEPIDOPTERS. |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0593640A1 (en) |
| CA (1) | CA2112219A1 (en) |
| FR (1) | FR2678482B1 (en) |
| WO (1) | WO1993000805A2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996041527A1 (en) * | 1995-06-10 | 1996-12-27 | Basf Aktiengesellschaft | Terpenes for reducing the effect of pheromone on lepidoptera |
| CN103766411A (en) * | 2013-12-30 | 2014-05-07 | 成都新朝阳作物科学有限公司 | Pesticide composition containing tanacetum vulgare and pyrethrum extractives as well as preparation method and application thereof |
| CN112042643A (en) * | 2020-09-09 | 2020-12-08 | 湖南省植物保护研究所 | Insect food attractant and preparation method and application thereof |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPR476801A0 (en) * | 2001-05-04 | 2001-05-31 | Intellec Pty Ltd | Hinge assembly |
| CN105494336A (en) * | 2015-12-25 | 2016-04-20 | 山西农业大学 | Botanical attractant composition for isoceras sibirica and application method of botanical attractant composition |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3734657A1 (en) * | 1987-10-13 | 1989-04-27 | Max Planck Gesellschaft | Method for controlling the behaviour of harmful insects using volatile signal substances |
| SU1609464A1 (en) * | 1987-07-03 | 1990-11-30 | Е.А.Антонов | Insecticide |
-
1991
- 1991-07-01 FR FR9108173A patent/FR2678482B1/en not_active Expired - Fee Related
-
1992
- 1992-07-01 WO PCT/FR1992/000618 patent/WO1993000805A2/en not_active Ceased
- 1992-07-01 EP EP92915470A patent/EP0593640A1/en not_active Withdrawn
- 1992-07-01 CA CA002112219A patent/CA2112219A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1609464A1 (en) * | 1987-07-03 | 1990-11-30 | Е.А.Антонов | Insecticide |
| DE3734657A1 (en) * | 1987-10-13 | 1989-04-27 | Max Planck Gesellschaft | Method for controlling the behaviour of harmful insects using volatile signal substances |
Non-Patent Citations (2)
| Title |
|---|
| BIOLOGICAL ABSTRACTS, Vol. 73, no. 8, Philadelphia, PA, USA, G. J. BREWER et. al. "A feeding deterrent effect of a water extract of tansy (Tanacetum vulgare, Compositae) on 3 lepidopterous larvae" , page 5465, colonne 2, abrégé no. 52764 * |
| CHEMICAL PATENTS INDEX, BASIC ABSTRACTS JOURNAL Section Ch, Week 9144, 8 Janvier 1992 Derwent Publications Ltd., London, GB; Class C, AN 322784/44 & SU-A-1 609 464 (E A ANTONOV) 30 Novembre 1990 * |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996041527A1 (en) * | 1995-06-10 | 1996-12-27 | Basf Aktiengesellschaft | Terpenes for reducing the effect of pheromone on lepidoptera |
| US6475479B1 (en) | 1995-06-10 | 2002-11-05 | Basf Aktiengesellschaft | Terpenes for reducing the effect of pheromone on lepidoptera |
| CN103766411A (en) * | 2013-12-30 | 2014-05-07 | 成都新朝阳作物科学有限公司 | Pesticide composition containing tanacetum vulgare and pyrethrum extractives as well as preparation method and application thereof |
| CN103766411B (en) * | 2013-12-30 | 2016-01-20 | 成都新朝阳作物科学有限公司 | Containing composition pesticide and the preparation method and application of chrysanthemum wormwood artemisia and pyrethrum extract |
| CN112042643A (en) * | 2020-09-09 | 2020-12-08 | 湖南省植物保护研究所 | Insect food attractant and preparation method and application thereof |
| CN112042643B (en) * | 2020-09-09 | 2021-09-07 | 湖南省植物保护研究所 | Insect food attractant and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2678482B1 (en) | 1998-11-06 |
| CA2112219A1 (en) | 1993-01-21 |
| WO1993000805A3 (en) | 1993-04-15 |
| WO1993000805A2 (en) | 1993-01-21 |
| EP0593640A1 (en) | 1994-04-27 |
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