EP2552432A2 - Utilisation d'au moins un thiosulfinate ou thiosulfonate de dialkyle pour reduire le nombre d'apicomplexes chez un animal - Google Patents
Utilisation d'au moins un thiosulfinate ou thiosulfonate de dialkyle pour reduire le nombre d'apicomplexes chez un animalInfo
- Publication number
- EP2552432A2 EP2552432A2 EP11718237A EP11718237A EP2552432A2 EP 2552432 A2 EP2552432 A2 EP 2552432A2 EP 11718237 A EP11718237 A EP 11718237A EP 11718237 A EP11718237 A EP 11718237A EP 2552432 A2 EP2552432 A2 EP 2552432A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- use according
- formula
- animal
- thiosulfinate
- compound
- 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- Withdrawn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
- 241001465754 Metazoa Species 0.000 title claims abstract description 19
- 241000224482 Apicomplexa Species 0.000 title claims abstract 3
- 150000008111 thiosulfinates Chemical class 0.000 title abstract description 11
- GWIKYPMLNBTJHR-UHFFFAOYSA-M thiosulfonate group Chemical group S(=S)(=O)[O-] GWIKYPMLNBTJHR-UHFFFAOYSA-M 0.000 title abstract description 7
- 244000144977 poultry Species 0.000 claims abstract description 9
- 241000223924 Eimeria Species 0.000 claims abstract description 6
- 241000282849 Ruminantia Species 0.000 claims abstract description 6
- 241000283690 Bos taurus Species 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 27
- 240000002234 Allium sativum Species 0.000 claims description 10
- 241000234282 Allium Species 0.000 claims description 6
- 241000196324 Embryophyta Species 0.000 claims description 4
- XPRZAEWSYWTDSQ-UHFFFAOYSA-N S-propyl propanethiosulfinate Chemical compound CCCSS(=O)CCC XPRZAEWSYWTDSQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 241000224483 Coccidia Species 0.000 claims description 3
- 241001147660 Neospora Species 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000000069 prophylactic effect Effects 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000000419 plant extract Substances 0.000 claims 2
- 241000223935 Cryptosporidium Species 0.000 claims 1
- 239000003651 drinking water Substances 0.000 claims 1
- 235000020188 drinking water Nutrition 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 241001494479 Pecora Species 0.000 abstract description 5
- 241000283707 Capra Species 0.000 abstract description 4
- 241000223203 Coccidioides Species 0.000 abstract 1
- 241000282887 Suidae Species 0.000 abstract 1
- 210000003250 oocyst Anatomy 0.000 description 7
- 235000013594 poultry meat Nutrition 0.000 description 7
- 210000003046 sporozoite Anatomy 0.000 description 7
- 244000291564 Allium cepa Species 0.000 description 5
- 244000045947 parasite Species 0.000 description 5
- 229960005486 vaccine Drugs 0.000 description 5
- 208000003495 Coccidiosis Diseases 0.000 description 4
- 206010023076 Isosporiasis Diseases 0.000 description 4
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000000284 extract Substances 0.000 description 4
- 235000004611 garlic Nutrition 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 4
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 241000287828 Gallus gallus Species 0.000 description 3
- JDLKFOPOAOFWQN-UHFFFAOYSA-N allicin Chemical compound C=CCSS(=O)CC=C JDLKFOPOAOFWQN-UHFFFAOYSA-N 0.000 description 3
- 235000013330 chicken meat Nutrition 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 235000015277 pork Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 2
- JDLKFOPOAOFWQN-VIFPVBQESA-N Allicin Natural products C=CCS[S@](=O)CC=C JDLKFOPOAOFWQN-VIFPVBQESA-N 0.000 description 2
- 240000006108 Allium ampeloprasum Species 0.000 description 2
- 235000005254 Allium ampeloprasum Nutrition 0.000 description 2
- 235000010167 Allium cepa var aggregatum Nutrition 0.000 description 2
- 244000016163 Allium sibiricum Species 0.000 description 2
- 235000001270 Allium sibiricum Nutrition 0.000 description 2
- 241000223932 Eimeria tenella Species 0.000 description 2
- 241000206602 Eukaryota Species 0.000 description 2
- 235000010081 allicin Nutrition 0.000 description 2
- 229940011037 anethole Drugs 0.000 description 2
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 description 2
- HHTWOMMSBMNRKP-UHFFFAOYSA-N carvacrol Natural products CC(=C)C1=CC=C(C)C(O)=C1 HHTWOMMSBMNRKP-UHFFFAOYSA-N 0.000 description 2
- 235000007746 carvacrol Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229940117916 cinnamic aldehyde Drugs 0.000 description 2
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229940109262 curcumin Drugs 0.000 description 2
- 235000012754 curcumin Nutrition 0.000 description 2
- 239000004148 curcumin Substances 0.000 description 2
- 235000005911 diet Nutrition 0.000 description 2
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 description 2
- 244000144972 livestock Species 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 2
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241000123646 Allioideae Species 0.000 description 1
- 241001275743 Allium ascalonicum Species 0.000 description 1
- 235000005255 Allium cepa Nutrition 0.000 description 1
- 244000257727 Allium fistulosum Species 0.000 description 1
- 235000008553 Allium fistulosum Nutrition 0.000 description 1
- 241000271566 Aves Species 0.000 description 1
- BKSIQJBZJIBSMI-UHFFFAOYSA-N CCCOS(=O)=S Chemical compound CCCOS(=O)=S BKSIQJBZJIBSMI-UHFFFAOYSA-N 0.000 description 1
- PUOHTHPYVZKOGX-UHFFFAOYSA-N CCCO[S+]=S Chemical compound CCCO[S+]=S PUOHTHPYVZKOGX-UHFFFAOYSA-N 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- 240000008574 Capsicum frutescens Species 0.000 description 1
- 235000016936 Dendrocalamus strictus Nutrition 0.000 description 1
- 239000012980 RPMI-1640 medium Substances 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 102000004142 Trypsin Human genes 0.000 description 1
- 108090000631 Trypsin Proteins 0.000 description 1
- 241000251539 Vertebrata <Metazoa> Species 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000002141 anti-parasite Effects 0.000 description 1
- 239000006030 antibiotic growth promoter Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 235000019751 broiler diet Nutrition 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000001390 capsicum minimum Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011217 control strategy Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- RBCYRZPENADQGZ-UHFFFAOYSA-N dihydrocapsaicin Natural products COC1=CC(COC(=O)CCCCCCC(C)C)=CC=C1O RBCYRZPENADQGZ-UHFFFAOYSA-N 0.000 description 1
- XJQPQKLURWNAAH-UHFFFAOYSA-N dihydrocapsaicin Chemical compound COC1=CC(CNC(=O)CCCCCCC(C)C)=CC=C1O XJQPQKLURWNAAH-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- -1 garlic Chemical class 0.000 description 1
- 239000010647 garlic oil Substances 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 230000007236 host immunity Effects 0.000 description 1
- 238000002649 immunization Methods 0.000 description 1
- 230000003053 immunization Effects 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000002483 medication Methods 0.000 description 1
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000008601 oleoresin Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000007170 pathology Effects 0.000 description 1
- 235000019477 peppermint oil Nutrition 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000009374 poultry farming Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 208000028172 protozoa infectious disease Diseases 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- AWDRATDZQPNJFN-VAYUFCLWSA-N taurodeoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@@H](O)C1 AWDRATDZQPNJFN-VAYUFCLWSA-N 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- 238000002255 vaccination Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/095—Sulfur, selenium, or tellurium compounds, e.g. thiols
- A61K31/10—Sulfides; Sulfoxides; Sulfones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/255—Esters, e.g. nitroglycerine, selenocyanates of sulfoxy acids or sulfur analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/88—Liliopsida (monocotyledons)
- A61K36/896—Liliaceae (Lily family), e.g. daylily, plantain lily, Hyacinth or narcissus
- A61K36/8962—Allium, e.g. garden onion, leek, garlic or chives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
Definitions
- the invention relates to the use of at least one dialkyl thiosulfinate or thiosulphonate for reducing the number of apicomplexes present in monogastric animals, such as poultry or pork, or ruminants, such as cattle, sheep or sheep. goats.
- Apicomplexes or sporozoans are unicellular organisms that are parasites of vertebrates or invertebrates. These parasites can cause various pathologies.
- avian coccidiosis which is a universal intestinal protozoal infection seriously disturbing the feeding and growth of poultry, is caused by several parasites of the group of apicomplexes, particularly of the genus Eimeria, which infest the intestines and spread from one animal to another by ingestion of infected oocysts.
- Neospora and cryptosporidia other organisms in the apicomplex group, can also infect the gut of animals.
- This vaccination technique has the major drawback that live oocysts can only be produced by live chickens, which requires a lot of work and involves many manipulations.
- EP 2 110 128 mentions propyl propyl thiosulfinate (PTS) and propyl propyl thiosulfonate (PTSO) as anti-bacterial and antimicrobial compounds; all the organisms mentioned in these documents are bacteria, that is to say prokaryotes, whereas the apicomplexes are eukaryotes; Cell structures between prokaryotes and eukaryotes are totally different.
- WO 2004/084645 discusses uses of allicin. No use against apicomplexes is mentioned or suggested in this document.
- US 2009/018194 relates to the use of PTS or PTSO for treating plants.
- the invention has the major goal of controlling apicomplexes present in the body of monogastric animals, such as poultry or pork, or ruminants, such as cattle, sheep or goats.
- thiosulfinates and dialkyl thiosulfonates in particular, di (n-propyl) thiosulfinate and di (n-propyl) thiosulfonate, which will be called respectively PTS and PTSO in following the description.
- these compounds can be produced independently of the animal for which they are intended, that is to say without requiring oocysts, from natural products or by organic synthesis.
- the di-alkyl thiosulfinates and thiosulfonates are compounds having the following formula F:
- R and R ' which may be identical or different, each represent an alkyl group
- a is 1 or 2.
- the alkyl groups R and R ' comprise from 1 to 5 carbon atoms.
- propyl groups generally n-propyl, are used more particularly as R and R 'groups.
- a is 2.
- the PTS can be a synthetic product, it can advantageously be extracted from plants belonging to the alliaceae family (according to the phylogenetic classification APG) and in particular to the genus Allium, which is a member of this family.
- the best known plants belonging to the genus Allium are the leek (Allium ampeloprasum), the onion (Allium cepa L.), the cultivated garlic (Allium sativum L.), the shallot (Allium ascalonicum), the spring onion (Allium fistulosum L.) and chives (Allium schoenoprasum L.).
- an extract of garlic in particular cultivated garlic (Allium Sativum L.), is preferably used. This is usually an extract of garlic bulb.
- PTSO can be obtained by synthesis or decomposition (or oxidation) of the PTS. Obtaining the PTS by extraction and PTSO is described in particular in the patent application EP-A1-1 721 534, page 15, line 34, on page 16, line 26.
- the thiosulfinates can also be obtained according to the process described in the patent application FR-A-2,813,884.
- At least one dialkyl thiosulfinate and at least one dialkyl thiosulfonate are at least one dialkyl thiosulfinate and at least one dialkyl thiosulfonate.
- PTS and / or PTSO are used prophylactically.
- thiosulfinate and / or dialkyl thiosulfonate can be added to animal feed, for example, by mixing them daily with their diet.
- the amount used is then generally from 2 mg per kg to 60 mg per kg of feed dry matter.
- It can optionally be diluted in the water supplied to the animals, at a rate of 1 to 30 mg / l of water, on the basis of the average quantity drunk by the animal.
- the invention applies to monogastric animals such as poultry or pork, or ruminants, such as cattle, sheep or goats.
- a first series of samples consisting of an aqueous solution containing 100 ppm of the above test compounds and a second series of samples containing only 10 ppm of these compounds were prepared.
- the oocysts were then sterilized with bleach before isolating sporozoites.
- the oocyst walls were mechanically destroyed for 5 to 7 seconds using a ball mill having 0.5 mm balls.
- the product obtained was then incubated for 45 minutes at 41 ° C. in a buffer solution of PBS containing 0.014 mol / l taurodeoxycholic acid and 0.25 wt% trypsin to release the sporozoites.
- the fluids released from the excystation were filtered and the sporozoites collected were washed three times with RPMI-1640 medium with stirring at 2100 rpm for 10 minutes at 4 ° C.
- the PTSO even has a higher efficiency at 10 ppm than at 100 ppm.
Landscapes
- Health & Medical Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Mycology (AREA)
- Microbiology (AREA)
- Medical Informatics (AREA)
- Botany (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Emergency Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Fodder In General (AREA)
- Feed For Specific Animals (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1001375A FR2958118B1 (fr) | 2010-04-01 | 2010-04-01 | Utilisation d'au moins un thiosulfinate ou thiosulfonate de dialkyle pour reduire le nombre d'apicomplexes chez un animal monogastrique |
| PCT/CH2011/000069 WO2011120182A2 (fr) | 2010-04-01 | 2011-04-01 | Utilisation d'au moins un thiosulfinate ou thiosulfonate de dialkyle pour reduire le nombre d'apicomplexes chez un animal |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2552432A2 true EP2552432A2 (fr) | 2013-02-06 |
Family
ID=42983495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11718237A Withdrawn EP2552432A2 (fr) | 2010-04-01 | 2011-04-01 | Utilisation d'au moins un thiosulfinate ou thiosulfonate de dialkyle pour reduire le nombre d'apicomplexes chez un animal |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20130079402A1 (pt) |
| EP (1) | EP2552432A2 (pt) |
| KR (1) | KR20130040858A (pt) |
| CN (1) | CN103037856A (pt) |
| BR (1) | BR112012024996A2 (pt) |
| CA (1) | CA2795290A1 (pt) |
| FR (1) | FR2958118B1 (pt) |
| MX (1) | MX356488B (pt) |
| RU (1) | RU2012143827A (pt) |
| WO (1) | WO2011120182A2 (pt) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3338774A1 (fr) | 2016-12-23 | 2018-06-27 | Mixscience | Composition à base de composés thiosulfinate et/ou de thiosulfonate pour son utilisation dans la prévention des infections bactériennes chez les animaux aquatiques |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9770024B2 (en) | 2013-10-01 | 2017-09-26 | Investfood, LLC | Use of propyl propane thiosulfinate and propyl propane thiosulfonate for the prevention and reduction of parasites in aquatic animals |
| US9271947B2 (en) | 2013-10-01 | 2016-03-01 | Investfood, LLC | Use of propyl propane thiosulfinate and propyl propane thiosulfonate for the prevention and reduction of parasites in aquatic animals |
| EP2857009A1 (en) * | 2013-10-01 | 2015-04-08 | Investfood, LLC | Use of propyl propane thiosulfinate and propyl propane thiosulfonate for the prevention and reduction of parasites in aquatic animals |
| US20150238579A1 (en) * | 2014-02-26 | 2015-08-27 | Investfood, LLC | Methods for assembling a product for modulating an immunomodulatory response in humans |
| MX2022011359A (es) * | 2020-03-13 | 2022-12-02 | Ahv Int B V | Composiciones para interrumpir la formacion de biopeliculas y para tratar trastornos relacionados con biopeliculas. |
| WO2023038522A1 (en) * | 2021-09-10 | 2023-03-16 | AHV International B.V. | Compositions and methods for treating biofilm disorders and infection |
| CN115029370B (zh) * | 2022-05-27 | 2023-08-01 | 山东大学 | 一种动物诱食、替抗用饲料添加剂及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HUP9602190A3 (en) * | 1996-08-09 | 2000-08-28 | Boros Gabor | Pharmaceutical composition against poultry coccidiosis |
| FR2813884B1 (fr) | 2000-09-12 | 2004-01-16 | Critt Innophyt | Procede de fabrication de thiosulfinates et dispositif de mise en oeuvre du procede |
| GB0307079D0 (en) * | 2003-03-27 | 2003-04-30 | Stone Island Holdings Ltd | Allicin |
| FR2853550B1 (fr) * | 2003-04-14 | 2007-08-17 | Phytosynthese | Complement alimentaire destine a l'animal, en particulier la volaille |
| WO2005089571A1 (es) * | 2004-03-03 | 2005-09-29 | Mousala, S., L. | Utilización de extractos y compuestos de plantas del género allium como conservantes en las industrias alimentaria y agroalimentaria |
| US20060122266A1 (en) * | 2004-08-11 | 2006-06-08 | Photini Sinnis | Methods and compositions for malaria prophylaxis |
| ES2311373B1 (es) * | 2006-09-27 | 2009-12-21 | Dmc Research Center, S.L. | "utilizacion de un compuesto antibacteriano derivado de alliaceas, como aditivos en alimentacion animal". |
| BRPI0717753B1 (pt) * | 2006-10-27 | 2022-04-12 | Bioresponse, Llc | Uso de uma composição compreendendo 50-250 mg de um ou mais indóis relacionados com dim e um ou mais agentes anti-protozoários, e, composição |
| ES2326717B1 (es) * | 2007-07-12 | 2010-07-26 | Dmc Research Center, S.L. | Untilizacion de agentes antimicrobianos derivados de aliaceas para la prevencion y control de enfermedades de cultivos, podredumbres en postcosecha y como productos de desinfeccion ambiental. |
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2010
- 2010-04-01 FR FR1001375A patent/FR2958118B1/fr not_active Expired - Fee Related
-
2011
- 2011-04-01 MX MX2012011304A patent/MX356488B/es active IP Right Grant
- 2011-04-01 CN CN2011800249729A patent/CN103037856A/zh active Pending
- 2011-04-01 US US13/637,241 patent/US20130079402A1/en not_active Abandoned
- 2011-04-01 KR KR1020127028624A patent/KR20130040858A/ko not_active Application Discontinuation
- 2011-04-01 BR BR112012024996A patent/BR112012024996A2/pt not_active IP Right Cessation
- 2011-04-01 CA CA2795290A patent/CA2795290A1/fr not_active Abandoned
- 2011-04-01 RU RU2012143827/15A patent/RU2012143827A/ru not_active Application Discontinuation
- 2011-04-01 WO PCT/CH2011/000069 patent/WO2011120182A2/fr active Application Filing
- 2011-04-01 EP EP11718237A patent/EP2552432A2/fr not_active Withdrawn
Non-Patent Citations (1)
| Title |
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| See references of WO2011120182A2 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3338774A1 (fr) | 2016-12-23 | 2018-06-27 | Mixscience | Composition à base de composés thiosulfinate et/ou de thiosulfonate pour son utilisation dans la prévention des infections bactériennes chez les animaux aquatiques |
| WO2018115532A1 (fr) | 2016-12-23 | 2018-06-28 | Mixscience | Composition à base de composés thiosulfinate et/ou de thiosulfonate pour son utilisation dans la prévention des infections bactériennes chez les animaux aquatiques |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2795290A1 (fr) | 2011-10-06 |
| CN103037856A (zh) | 2013-04-10 |
| WO2011120182A3 (fr) | 2012-03-15 |
| MX2012011304A (es) | 2013-01-28 |
| KR20130040858A (ko) | 2013-04-24 |
| FR2958118A1 (fr) | 2011-10-07 |
| US20130079402A1 (en) | 2013-03-28 |
| RU2012143827A (ru) | 2014-05-10 |
| MX356488B (es) | 2018-05-30 |
| FR2958118B1 (fr) | 2012-06-15 |
| BR112012024996A2 (pt) | 2019-09-24 |
| WO2011120182A2 (fr) | 2011-10-06 |
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