EP1691616A2 - Biopesticide comprising a composition rich in diallyl polysulphides - Google Patents
Biopesticide comprising a composition rich in diallyl polysulphidesInfo
- Publication number
- EP1691616A2 EP1691616A2 EP04805676A EP04805676A EP1691616A2 EP 1691616 A2 EP1691616 A2 EP 1691616A2 EP 04805676 A EP04805676 A EP 04805676A EP 04805676 A EP04805676 A EP 04805676A EP 1691616 A2 EP1691616 A2 EP 1691616A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- diallyl
- composition
- garlic
- polysulfides
- das2
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
-
- 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
- A01N31/02—Acyclic compounds
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- 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
- A01N65/40—Liliopsida [monocotyledons]
- A01N65/42—Aloeaceae [Aloe family] or Liliaceae [Lily family], e.g. aloe, veratrum, onion, garlic or chives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Definitions
- Biopesticide comprising a composition rich in diallyl polysulfides
- the present invention relates to compositions based on diallyl polysulfides, and on biopesticides comprising these compositions.
- the invention also relates to the use of biopesticides based on these compositions rich in diallyl polysulphides for their effective insecticidal activity vis-à-vis a large number of insects.
- the invention also relates to the process for obtaining these compositions.
- the secondary compounds of plants have been known since antiquity for their pharmacological properties and humans have been interested in their biological properties for decades.
- garlic is one of the most studied and most used for its various antibacterial and antimycotic properties, but also for its positive action on lowering cholesterol, inhibiting platelet aggregation or improving fibrinolytic activity (Garlic monograph, Commission E -1998).
- This diversity of activities is directly linked to the diversity of sulfur molecules (active) which are obtained during the constitution and degradation of precursor molecules such as ⁇ -glutamyl-cysteine and all ⁇ ne (molecules which are found in garlic).
- the antibacterial action observed is for example linked to the allicin resulting from the enzymatic transformation of the alliin (Cavallito et al 1944).
- the LC50s vary according to the insects tested but also according to the stage of development of the insect (an adult is generally more sensitive than a larva, itself more sensitive than the egg).
- Patent EP 0 843 965 describes a pesticidal emulsion containing an emulsifier optionally combined with garlic extracts.
- the garlic extract is obtained by extraction using an organic solvent from fresh pods and the composition of the extracts used is not described.
- Patent EP 0 945 066 describes a pesticide, insecticide and / or fungicide composition
- a pesticide, insecticide and / or fungicide composition comprising an extract or a garlic oil mixed with another active ingredient (essential oil, vegetable, mineral or animal oil, etc.).
- another active ingredient essential oil, vegetable, mineral or animal oil, etc.
- No precise composition of the garlic extracts used is however described.
- all known commercial garlic products eg Garlic Barrier, Organomex Gard-S
- No product is currently marketed as an insecticide.
- the complexity of garlic chemistry linked to the analytical and industrial difficulties in obtaining standardized garlic extracts with a perfectly defined and reproducible composition, explains why no commercial product of clearly established composition is available as a biopesticide on the market right now.
- the Applicant has discovered a specific and well-defined chemical composition having an effective insecticidal activity with regard to a large number of insects and meeting the usual conditions of use in an agricultural environment (satisfactory storage stability at room temperature).
- biopesticides comprising a composition characterized by a defined content of diallyl polysulfides, which constitutes the subject of the invention.
- the subject of the present invention is biopesticides comprising, inter alia, a composition characterized in that it contains diallyl sulfide (DAS), diallyl disulfide (DAS2), diallyl trisulfide (DAS3), diallyl tetrasulfide ( DAS4) the sum of which by weight is equivalent to at least one milligram per gram of composition.
- DAS diallyl sulfide
- DAS2 diallyl disulfide
- DAS3 diallyl trisulfide
- DAS4 diallyl tetrasulfide
- at least 50% of the DASn consist of DAS2 and DAS3.
- DASn diallyl polysulfides.
- the biopesticides comprising the composition according to the invention may comprise an extract of garlic.
- the composition included in the biopesticides according to the invention can also comprise Gluacs ( ⁇ -glutamyl-S-allylcysteine), allicin or allime
- the composition according to the invention can be devoid of allicin and / or d 'alliin.
- the sulfur compounds are in the majority.
- sulfur compounds is meant diallyl polysulfides (DASn), methyl allyl polysulfides (AMSn), dimethyl polysulfides (DMSn) including dimethyl disulfide
- DAS2 allyl propyl polysulfides
- MPSn methyl propyl polysulfides
- DPSn dipropyl polysulfides
- DASn dipropyl polysulfides
- DAS2 dipropyl disulfide
- TiM2 dimethyl thiosulfinate
- TiA2 allicin
- the DASn represent more than 50% of the sulfur compounds of the garlic extract.
- a subject of the present invention is also a composition characterized in that it contains diallyl sulfide (DAS), diallyl disulfide (DAS2), diallyl trisulfide (DAS3), diallyl tetrasulfide (DAS4), the sum by weight is equivalent to at least one milligram per gram of composition and Gluacs.
- This composition may also include allicin or aime.
- the composition according to the invention can be devoid of allicin and / or alliin.
- the biopesticide according to the invention can also comprise adjuvants of formulation such as oils, emulsifiers and various solvents which can for example facilitate the application and improve the effectiveness of the biopesticide by better fixation on the leaves.
- adjuvants are vegetable oils, propylene glycol, thickeners such as, for example, maltodextrin.
- emulsifiers include lecithin or the sugar esters.
- solvent are alcohols and in particular ethanol, ketones and in particular methyl ethyl ketone, ethers including diethyl ether.
- the subject of the invention is also the use of the biopesticide for combating pests of agricultural and foodstuffs, and pests of wood and textiles.
- This biopesticide can also be used to control the infestation of humans and animals by lice or other sucking insects.
- the compositions rich in DASn described in the invention are capable of being obtained by the following preparation process which allows selective preparation of a composition containing DAS, DAS2, DAS3, DAS4 the sum of which by weight is equivalent to at least one milligram per gram of composition from garlic.
- the garlic extracts used in the composition according to the invention are obtained by aqueous extraction from fresh garlic.
- the enzymatic activity of garlic is inhibited by an adequate heat treatment applied before extraction. Acidification also inhibits enzyme activity. It is also possible to use sulfites to avoid oxidation phenomena during grinding during the course of the process.
- the different extraction conditions are controlled in order to obtain compositions based on garlic extracts having profiles of sulfur compounds and different chemical compositions, in particular in ⁇ -glutamyl-S-allylcysteine (Gluacs), in allicin ( TiA2) and in diallyl polysulfides (DASn).
- Example 1 Compositions according to the invention and molecules used in comparison
- the composition of the extracts is determined by HPLC on a SpherisorbODS2 column (5 ⁇ m 4.6 x 250 mm) equipped with a 10 mm pre-column filled with the same stationary phase.
- the elution gradient is determined from the work of Knoblock and Lawson (Knobloch et al. (1990) Planta. Med. 56, 202-211, Lawson et al (1991) Planta Med. 57, 363-370).
- a typical chromatogram is presented in the attached figure ( Figure 1) and the composition of the different extracts is summarized in the following table, the composition of the different molecules being expressed in mg / g of extract.
- DASn sum of PAS + DAS2 + DAS3 + DAS4 concentrations
- Example 2 Pesticide activity in an enclosed space of extracts 01 to 04
- the pesticidal activity of the extracts is measured in an enclosed space on adult insects. Each value represents the average of three experiments each involving 30 representative insects from three different orders of insects:
- the LC50 measured corresponds to the concentration expressed in mg of product / liter of air for which 50% of the insects are killed after 24 h of treatment.
- the results, represented on the attached histogram (Figure 2), are summarized in the following table:
- the garlic extracts 01 to 04 and the reference molecules PAS2 and TiA2) tested show insecticidal activity, the reference molecules having the most important efficiencies.
- the garlic extracts according to the invention are very effective on the three kinds of insects tested with LC50s between 1.4 and 2.4 mg / L for the mite, between 1.3 and 2.1 mg / L for the termite, and between 18.0 and 25.0 mg / L for the bruche. These insect species are representative of harmful insects of economic interest, the termite being detrimental to the timber, the beetle being a pest of the stored foodstuffs and the mite being detrimental to clothing and textiles.
- Garvitan all show activities far below the extracts that are the subject of this application.
- the Garlic Barrier the only effective on the 3 insects tested, shows an effectiveness between 10 and 285 times lower than the extracts 01 to 04.
- the compounds Organomex Gard S and Garvitan are not effective on the beetle, which can be explained by greater resistance of this beetle to phytosanitary treatments in general.
- the supplier of Garvitan recommends storing this extract at + 4 ° C with a
- Each modality includes 4 repetitions including 10 to 25 adults.
- the various active products are diluted by half in an adequate diluent.
- the applaud, a synthetic pesticide sold by the company Calliope and used here as a reference, is not diluted because it is already ready for use.
- the repulsion tests are carried out by spraying on the leaves before introduction of the adults, the mortality tests are carried out after a single spraying on the leaves infested with whiteflies.
- the studies were carried out using statistical software - ITCF (Institut, Technique des Crieales et Fourrages de Paris).
- the results of the statistical analysis highlight the fact that the extract 01 has a repulsive effect on the females from the dose of 3 L / ha causing a significant reduction in the fertility of the females one week after their installation:
- Extract 01 from the dose of 2 L / ha, also has a significant effect on the mortality of young larvae.
- the efficacy is identical to that of the Applaud at 0.3 L / ha:
- Extract 01 has an even greater effect on the older larvae (larvae in the L3-L4 stage). From the lowest dose (2 L / ha), the results obtained demonstrate an efficiency comparable to or even greater than that of the reference:
- Extract 01 is therefore very active on whitefly larvae for which a dose effect has been demonstrated. This extract is also more effective on older larvae than on young, with an efficiency comparable to that of Applaud from 2 L / ha on older larvae and from 4 L / ha on young larvae.
- Extract 01 is active against aphids but at much higher dosages than the reference product.
- Example 6 Pesticide activity on red spider The same study as that described in example 4 is carried out at the same dosages on the red spider Panonychus ulmi tested on apple leaves maintained in survival on filter paper with a strip of cotton on the petiole. The area of exposure to treatment products is delimited on the leaves using a glue barrier.
- the reference treatment product is Kelthane, a synthetic pesticide, at a dosage of 1 L / ha.
- Garlic extract has a very positive effect on the mortality of adult mites, and this from the lowest dosage:
- Extract 01 also has a very significant effect on the mortality of young larvae from the lowest dosage:
- the extract Ol according to the invention has a very significant effect on mortality, both on adults and on larvae of the red spider.
- the anti-lice activity of the garlic extract 02 is measured in vitro.
- the lice used are Pediculus humanus humanus lice bred in the laboratory and engorged with blood (breeding maintained on rabbits).
- Lice are immersed in batches of 5 individuals in 300 ⁇ L of distilled water (control) or in 300 L of garlic extract diluted to 50% W / W with water (to avoid having a texture sticky) in Eppendorf tubes. After manual stirring for 5 seconds, the contents of each tube are poured onto a 5 cm diameter filter paper washer lining the bottom of a Petri dish. The box is closed and kept at ambient temperature. The number of live or dead lice as a function of time is noted for each box. Lice are split into lots and each experiment is conducted on 5 lice. The experiment is repeated 10 times to carry out the measurement on a total of 50 lice for each condition. The results are as follows:
- Extract 02 shows real pediculicidal activity, even if the contact time required between lice and extract is quite long.
- Example 8 Formulation of a biopesticide according to the invention for combating beetles
- This biopesticide formulation intended to combat beetles is used in a greenhouse or in the open field at a rate of 20 kg of composition sprayed per hectare after dilution in water.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0314394A FR2863144B1 (en) | 2003-12-09 | 2003-12-09 | BIOPESTICIDE COMPRISING A COMPOSITION RICH IN DIALLYL POLYSULFIDES |
PCT/FR2004/003173 WO2005055713A2 (en) | 2003-12-09 | 2004-12-09 | Biopesticide comprising a composition rich in diallyl polysulphides |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1691616A2 true EP1691616A2 (en) | 2006-08-23 |
Family
ID=34586390
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP04805676A Withdrawn EP1691616A2 (en) | 2003-12-09 | 2004-12-09 | Biopesticide comprising a composition rich in diallyl polysulphides |
Country Status (6)
Country | Link |
---|---|
US (1) | US20080214678A1 (en) |
EP (1) | EP1691616A2 (en) |
BR (1) | BRPI0417404A (en) |
CA (1) | CA2548601A1 (en) |
FR (1) | FR2863144B1 (en) |
WO (1) | WO2005055713A2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2434313B (en) * | 2005-04-09 | 2009-11-11 | Ecospray Ltd | A pesticide and repellent |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8658833B2 (en) * | 2006-11-11 | 2014-02-25 | Ecospray Limited | Garlic processing |
WO2008116321A1 (en) * | 2007-03-28 | 2008-10-02 | Contech Enterprises Inc. | Allyl sulfide compounds, and compositions and methods using said compounds for repelling blood-feeding arthropods |
UA116345C2 (en) * | 2012-05-18 | 2018-03-12 | Бвн Ньовеньведьо Кфт. | Carriers for pesticides and process for forming adherent pesticide film |
RU2543812C1 (en) * | 2013-12-03 | 2015-03-10 | Общество с ограниченной ответственностью "Гелла-Фарма" | Method of stimulation of growth and development of essential oil plants |
CN106343013A (en) * | 2015-07-19 | 2017-01-25 | 中国科学院上海有机化学研究所 | Grain storage method |
CN105494342A (en) * | 2016-01-12 | 2016-04-20 | 洛阳和梦科技有限公司 | Environment-friendly sterilization type insect repellent disinfectant |
ES2671566B2 (en) * | 2017-03-01 | 2019-01-24 | Seipasa S A | Biocide composition |
GB2599620B (en) * | 2020-08-04 | 2023-11-22 | Hayne Lane Ltd | Ectoparasiticide veterinary composition |
CN112526030B (en) * | 2020-12-18 | 2023-08-04 | 广电计量检测(合肥)有限公司 | Analysis method of diallyl trisulfide in food industry wastewater |
CN115232044B (en) * | 2022-08-11 | 2023-11-07 | 青岛博恩高科生物技术有限公司 | Method for preparing gamma-glutamyl-S-allyl-L-cysteine by taking fresh garlic as raw material |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6511674B1 (en) * | 1998-06-17 | 2003-01-28 | Anthony Arand | Garlic composition for foliar applications |
US20030077264A1 (en) * | 2001-09-20 | 2003-04-24 | Goodrich Laura L. | Antimicrobial blood treatment using allicin and related compounds |
-
2003
- 2003-12-09 FR FR0314394A patent/FR2863144B1/en not_active Expired - Fee Related
-
2004
- 2004-12-09 CA CA002548601A patent/CA2548601A1/en not_active Abandoned
- 2004-12-09 US US10/582,043 patent/US20080214678A1/en not_active Abandoned
- 2004-12-09 WO PCT/FR2004/003173 patent/WO2005055713A2/en active Application Filing
- 2004-12-09 EP EP04805676A patent/EP1691616A2/en not_active Withdrawn
- 2004-12-09 BR BRPI0417404-6A patent/BRPI0417404A/en not_active Application Discontinuation
Non-Patent Citations (1)
Title |
---|
"Définition Pesticide - Encyclopédie scientifique en ligne", INTERNET CITATION, 4 April 2011 (2011-04-04), pages 1, XP007918089, Retrieved from the Internet <URL:http://www.techno-science.net/?onglet=glossaire&definition=3528> [retrieved on 20110404] * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2434313B (en) * | 2005-04-09 | 2009-11-11 | Ecospray Ltd | A pesticide and repellent |
Also Published As
Publication number | Publication date |
---|---|
FR2863144B1 (en) | 2006-08-04 |
WO2005055713A3 (en) | 2005-12-22 |
BRPI0417404A (en) | 2007-05-08 |
US20080214678A1 (en) | 2008-09-04 |
FR2863144A1 (en) | 2005-06-10 |
WO2005055713A2 (en) | 2005-06-23 |
CA2548601A1 (en) | 2005-06-23 |
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Inventor name: MEGARD, DENIS Inventor name: GAUDOUT, DAVID Inventor name: INISAN, CLAUDE Inventor name: DURECHOU, SERGE |
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Inventor name: INISAN, CLAUDE Inventor name: GAUDOUT, DAVID Inventor name: MEGARD, DENIS Inventor name: DURECHOU, SERGE |
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