FR2687047A1 - Anti-oviposition compositions comprising a fatty acid, a fatty acid alkyl ester and a monoterpene - Google Patents

Abstract

The invention relates to anti-oviposition compositions, which compositions comprise a component A which comprises at least one non-esterified C12-20 fatty acid and/or at least one C1-3 alkyl and C14-20 fatty acid ester, and a component B comprising at least one monoterpene present in an extract obtained by steam distillation of tansy flowers. The invention also relates to the application of the said compositions for the protection of plants against tortricid epidoptera.

Description

ANTI-OVIPOSITION COMPOSITIONS COMPRISING FATTY ACID,
A FATTY ACID ALKYLESTER, AND A MONOTERPENE.

 The invention relates to anti-oviposition compositions active on tortricid lepidoptera.

 Tortricid moths, also known as budworms, are insect pests that cause significant damage to crops.

 In the context of their research aimed at developing new methods of combating these insects, the Inventors have previously identified an anti-oviposition pheromone associated with the eggs of the grapevine budworm (Lobesia botrana) (French Patent Application CNRS-INRA no 91 08241) and obtained anti-oviposition compositions reproducing the effect of this pheromone. These compositions are active, not only on the vine budworm, but also on other species of budworms, in particular the eastern budworm of the peach tree, codling moth, and cochylis.

On the other hand, the inventors have also highlighted the attractive effect on females of tortricid lepidoptera, of a tansy extract obtained by distillation of the flowers with water vapor and from the active substances which they have identified, obtained attractive compositions, allowing for example the trapping of these insects (French Patent Application
CNRS-INRA no 91 08173). However, the inventors have now found that, surprisingly, the addition of terpene derivatives present in the tansy extract to anti-oviposition compositions such as those described in Application 91 08241 considerably increased the activity of these this.

 The present invention relates to an anti-oviposition composition comprising a component A, which comprises at least one fatty acid not esterified in C12-201 and / or at least one alkyl ester in C13 and fatty acid in C14207 which composition is characterized in that said component A is associated with a component B comprising at least one monoterpene present in an extract obtained by distillation of tansy flowers with water vapor.

 According to a preferred embodiment of the present invention, said monoterpene is chosen from the group which comprises lla-thujone, 13-thujone and 1 a-pinene.

 According to a preferred arrangement of this embodiment, component A comprises at least one fatty acid chosen from the group which comprises myristic acid, stearic acid and palmitic acid, at least one fatty acid methylester chosen from the group which comprises methyl palmitoleate, methyl palmitate, methyl linoleate, methyl linolenate, methyl oleate, methyl stearate, and component B comprises at least one monoterpene selected from the group which comprises lla-thujone, 5-thujone and lla-pinene.

 According to a preferred form of this arrangement, a composition in accordance with the invention comprises, for a part of methyl palmitoleate, between 4 and 10 parts of methyl palmitate, between 2 and 5 parts of methyl linoleate, between 2 and 5 parts of methyl linolenate, between 4 and 10 parts of methyl oleate, between 2 and 5 parts of methyl stearate, between 2 and 5 parts of myristic acid, between 10 and 30 parts of palmitic acid, between 2 and 5 parts of stearic acid, between 102 and 106 parts of α-thujone, between 10 and 104 parts of B-thujone and between 102 and 106 parts of la-pinene.

 Advantageously, component A comprises at least 10 ng / ml of myristic acid, 10 ng / ml of stearic acid, 50 ng / ml of palmitic acid, 5 ng / ml of palmito methyl leate, 20 ng / ml of methyl palmitate, 10 ng / ml methyl linoleate, 10 ng / ml methyl linolenate, 20 ng / ml methyl oleate, 10 ng / ml methyl stearate, and component B comprises at least 10 mg / ml B-thujone, 1 mg / ml dla-thujone and 10 mg / ml dla-pinene.

 Preferably, component A comprises between 20 and 30 ng / ml of myristic acid, between 15 and 25 ng / ml of stearic acid, between 100 and 150 ng / ml of palmitic acid, between 5 and 10 ng / ml methyl palmitoleate, between 30 and 80 ng / ml methyl palmitate, between 20 and 30 ng / ml methyl linoleate, between 15 and 25 ng / ml methyl linolenate, between 30 and 80 ng / ml d methyl oleate, between 25 and 35 ng / ml of methyl stearate, and component B comprises between 15 and 100 mg / ml of -thujone, between 1 and 10 mg / ml of a-thujone, between 15 and 100 mg / ml of a-pinene.

The present invention also relates to the application of components A and B, as defined above, in the protection of plants against
Tortricid lepidoptera.

In particular, the subject of the present invention is a process for protecting plants against
Lepidoptera tortricidae, which process is characterized in that the plants to be treated are brought into contact with component A and component B of an antioviposition composition in accordance with the invention.

 According to a preferred embodiment of this method, component A and component B are applied simultaneously.

 According to another preferred embodiment of this method, component A and component B are applied successively.

 The present invention will be better understood with the aid of the additional description which follows, which refers to examples of preparation and use of the compositions in accordance with the invention. It goes without saying, however, that these examples are given solely by way of illustration of the subject of the invention of which they do not in any way constitute a limitation.

EXAMPLE 1 - PREPARATION OF AN ANTI-OVIPOSI COMPOSITION
TION CONFORMING TO THE INVENTION
Myristic acid, stearic acid, palmitic acid, methyl palmitoleate, methyl palmitate, methyl linoleate, methyl linolenate, methyl oleate, methyl stearate, B-thujone, lla-thujone and ss-pinene (SIGMA) are mixed in the proportions indicated in table I below. The mixture is dissolved in methanol.

TABLE I
ODP ODP + Thu + Pin ODP + Thu
Myristic acid 0.0052 0.0052 0.0052
Methyl palmitate 0.0117 0.0117 0.0117
Palmitic acid 0.0274 0.0274 0.0274
Methyl linoleate 0.0044 0.0044 0.0044
Methyl linolenate 0.0036 0.0036 0.0036
Methyl oleate 0.0122 0.0122 0.0122
Methyl stearate 0.0058 0.0058 0.0058
Stearic acid 0.0036 0.0036 0.0036
Methyl palmitoleate 0.0016 0.0016 0.0016
Beta thujone 0.9.105 0.9.105 0.9.105
Alpha thujone 8.103 8.103 8.103
Alpha pinene 1.105 1.105 1.105
Table 1: Formulations proposed as dissuasive spawning on different species of budworm.

The amounts of acids or esters are expressed in 10-9 g / deposit.

EXAMPLE 2 - EFFECTIVENESS OF ANTI-OVIPOSITION COMPOSITIONS
IN CONFORMITY WITH THE INVENTION, ON THE REDUCTION OF THE BRIDGE OF THE EUDEEMIS OF THE VINE
The study of the laying behavior was carried out in altuglass cages in which was deposited an oviposition substrate allowing the laying, constituted by a sheet of bristol paper (10.7 x 13.6 cm).

 On each Bristol board sheet, 39 deposits, of 5 Rl each, were made of the test solution (composition prepared as described in Example 1, or solvent alone) at the desired concentration; the deposits are spaced 2.1 cm apart and have a diameter of 1.1 cm; they are alternated with untreated areas.

Untreated control media were also used
Oviposition supports were placed in the cages. 10 females aged 2 days were left in the presence of the supports, for 1 night, at the end of which the number and the arrangement of the eggs deposited on the treated areas and on the untreated areas were noted.
On the other hand, 24 hours after each experiment, the females are placed in glass tubes, in order to control their laying; the eggs laid by each female are counted.

 At the end of the experiment, the anti-oviposition index (Di) is determined, calculated by taking into account the ratio between the untreated area, the area of which is three times that of the area treated, and l 'treated area.

Di = (A - 3B) / (A + 3B) x 100
A representing the average number of eggs deposited (10 experiments) on the untreated parts, and B on the treated parts.

 The average of the indices obtained for each repetition is compared between the different types of treatment.

RESULTS
The results are presented in the Tables
III and IV following
TABLE III - Deterrence of egg-laying obtained by the budworm when exposed to different treatments. Id varies from 0% (no deterrence) to 100% total deterrence. Sd = standard deviation.

The letters in different parentheses indicate statistical differences with a probability> 99%.

TABLE III
Treatment Nb females Nb eggs id + Sd (in%)
Control 133 4967 0.91+ 3.65 (a) (solvent only)
ODP 60 2176 54.79 + 4.57 (b)
ODP + Thu 44 1065 57.90 + 1.74 (c)
ODP + Thu + Pin 60 1407 60.75 + 3.14 (c)
TABLE IV: Average number of eggs deposited per female during exposure to the various treatments offered, and reduction in the number of eggs compared to the control.

Sd = standard deviation
TABLE IV
Treatment Nb of egg by
female + SD Reduction (%)
Control 38.91+ 7.98 (solvent only)
ODP 36.27 + 4.17 6.8%
ODP + Thu 24.70 + 6.28 36.6%
ODP + Thu + Pin 23.45 + 10.98 39.7%.

CONCLUSION
The addition of monoterpenes to the synthetic formulation consisting of fatty acids and fatty acid esters
(1) increases the deterrent effect (encourages females to lay eggs on untreated areas).

 (2) reduces by more than 35% the number of eggs laid per day and per female.

 - The total number of eggs deposited by females on the supports is not affected by the different treatments.

 - in the case of the control medium (Bristol without treatment), Di = 0.06%, which indicates that the egg deposits are regularly distributed over the entire surface of the laying medium; a similar distribution is observed in the case of the support treated with methanol (Di = 0.65%).

As is apparent from the above, the invention is in no way limited to those of its modes of implementation, embodiment and application which have just been described more explicitly; on the contrary, it embraces all variants which may come to the mind of the technician in the matter, without departing from the framework or the scope of this
Invention.

Claims (10)

 1) Anti-oviposition composition, comprising a component A, which comprises at least one fatty acid not esterified in Cl2 ~ 20 and / or at least one C13 alkyl ester and C1420 fatty acid, which composition is characterized in what it further comprises a component B comprising at least one monoterpene present in an extract obtained by steam distillation of tansy flowers.  2) Composition according to Claim 1, characterized in that said monoterpene is chosen from the group comprising lla-thujone, ss-thujone and 1 a-pinene.  3) Composition according to any one of Claims 1 or 2, characterized in that component A comprises at least one fatty acid chosen from the group which comprises myristic acid, stearic acid and palmitic acid, and at least one fatty acid methylester chosen from the group which comprises methyl palmitoleate, methyl palmitate, methyl linoleate, methyl linolenate, methyl oleate, methyl stearate, and component B comprises at least one monoterpene selected from the group which comprises lla-thujone, 13-thujone and a-pinene.  4) Composition according to Claim 3, characterized in that it comprises, for a part of methyl palmitoleate, between 4 and 10 parts of methyl palmitate, between 2 and 5 parts of methyl linoleate, between 2 and 5 parts of methyl linolenate, between 4 and 10 parts of methyl oleate, between 2 and 5 parts of methyl stearate, between 2 and 5 parts of myristic acid, between 10 and 30 parts of palmitic acid, between 2 and 5 parts of stearic acid, between 102 and 106 parts of a-thujone, between 10 and 104 parts of ss-thujone and between 102 and 106 parts of a-pinene.  5) Composition according to any one of Claims 1 to 4, characterized in that component A comprises at least 10 ng / ml of myristic acid, 10 ng / ml of stearic acid, 50 ng / ml of palmitic acid, 5 ng / ml of methyl palmitoleate , 20 ng / ml methyl palmitate, 10 ng / ml methyl linoleate, 10 ng / ml methyl linolenate, 20 ng / ml methyl oleate, 10 ng / ml methyl stearate, and the component B includes 10 mg / ml ss-thujone, 1 mg / ml a-thujone and 10 mg / ml dla-pinene.  6) Composition according to Claim 5, characterized in that the component A comprises between 20 and 30 ng / ml of myristic acid, between 15 and 25 ng / ml of stearic acid, between 100 and 150 ng / ml of acid palmitic, between 5 and 10 ng / ml of methyl palmitoleate, between 30 and 80 ng / ml of methyl palmitate, between 20 and 30 ng / ml of methyl linoleate, between 15 and 25 ng / ml of methyl linolenate, between 30 and 80 ng / ml of methyl oleate, between 25 and 35 ng / ml of methyl stearate, and component B comprises between 15 and 100 mg / ml of B-thujone, between 2 and 10 mg / ml of 'a-thujone, between 15 and 100 mg / ml of a-pinene.  7) Application of components A and B of a composition according to any one of Claims 1 to 6, for the protection of plants against Tortricid Lepidoptera.  8) Process for protecting plants against Lepidopteran tortricidae, which process is characterized in that the plants to be treated are brought into contact with component A and component B of an anti-oviposition composition, according to any one of Claims 1 to 6.  9) Method according to Claim 8, characterized in that component A and component B are applied simultaneously to the plants to be treated.  v  10) Method according to Claim 8, characterized in that component A and component B are successively applied to the plants to be treated.