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MXPA99009411A - Synergistic mixtures of selected amino acids - Google Patents

Synergistic mixtures of selected amino acids

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Publication number
MXPA99009411A
MXPA99009411A MXPA/A/1999/009411A MX9909411A MXPA99009411A MX PA99009411 A MXPA99009411 A MX PA99009411A MX 9909411 A MX9909411 A MX 9909411A MX PA99009411 A MXPA99009411 A MX PA99009411A
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MX
Mexico
Prior art keywords
group
compounds
plants
mancozeb
folpet
Prior art date
Application number
MXPA/A/1999/009411A
Other languages
Spanish (es)
Inventor
Yigal Cohen
Original Assignee
Agrogene Ltd
Yigal Cohen
Korat Moshe
Zvitov Dan
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Publication date
Application filed by Agrogene Ltd, Yigal Cohen, Korat Moshe, Zvitov Dan filed Critical Agrogene Ltd
Publication of MXPA99009411A publication Critical patent/MXPA99009411A/en

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Abstract

Novel synergistic fungicidal compositions used for protecting seeds, plants and other vegetative material against fungi contain a mixture of one or more compounds selected from group A and one or more compounds selected from group B. Compounds from group A are selected from&bgr;-Amino butyric acid and its N-benzoyl-octyl ester derivatives. Compounds from group B are selected from the group of fosetyl aluminum, dimethomorph, a mixture of folpet and ofurace (45:5), folpet, fencaramid (Bayer SZX), mancozeb, cymoxynil, methalaxyl, the single optical isomer of metalaxyl, a mixture of cymoxamil and mancozeb (4:1), copper sulfate, copper hydroxide, copper sulfate hydrate, azoxystrobin, and acibenzolar-s-methyl.

Description

SYNERGISTIC MIXTURES OF SELECTED AMINO ACIDS INTRODUCTION The present invention relates to synergistic fungicidal mixtures. More particularly, the present invention relates to a synergistic mixture of β-ammobutyric acid (hereinafter referred to as BABA) and its N-benzoyl-octyl ester derivatives for the control of plant diseases.
BACKGROUND OF THE INVENTION Fungicides are often made in mixed mixtures for three main reasons: 1. the broad spectrum of antifungal activity to control various diseases occurring simultaneously in a crop; 2. to explain the synergistic interaction between the fungicides, whereby the general activity is increased and the concentration of the compounds is reduced; and 3. to delay the selection of the process of resistance of the individuals to the fungicide to one of the components of the mixture (Gisi, Phytopathology 86, 1273-1279, 1996). Avoiding plant diseases in agricultural production can be achieved not only by using fungicides or fungicide mixtures, but also by using "plant activators", molecules that improve the natural (defense) resistance of the plant. These activators, which have no direct fungicidal effect on the pathogen (Ryals ei ai Plant Cells £: 1809 - 1819, 1996), induce systemically acquired resistance (SAR) in the plant several days after the application.
(Ibid) - - So far, it has been reported that only some molecules have induced systemically acquired resistance (SAR) in viz crop plants. salicylic acid (SA), methyl ester (BTH) of S-carbothionic acid-7- thiazbla (1,2,3) benzole of 2,6-dichloroisonicotinic acid (INA), and DL-3-aminobutyric acid (BABA) , Cohen, Physiology of Plant 104: 56-59, 1994). However, while SA, INA or BTH must be applied to the crop before infection (Ryals et al. Ibid) BABA can be applied after infection (Cohen et al Ibid). The idea behind the present invention is to combine two disease control methods - the direct one - the method to kill the disease that operates on an objective pathogen and the indirect method in which the natural defense of the harvest plants is activated. These two methods are combined using mixtures of fungicides or fungicides (direct kill) with BABA or its N-benzoyl-octyl ester (SAR) derivatives.
In the present we demonstrate that these are synergistic for the control of diseases in plants.
OBJECTIVES OF THE INVENTION An object of the present invention is to provide novel mixtures of β-aminobutyric acid fungicides. One object of the present invention is to provide a synergistic mixture of BABA and / or its N-benzoyl-octyl ester derivatives with various fungicides.
SUMMARY OF THE INVENTION In accordance with the present invention, synergistic fungicidal compositions are provided which comprise one or more compounds selected from the Group ~ and one or more compounds selected from Group B, wherein the compounds of Group A are selected from a group consisting of of DL - aminobutyric acid and its N-benzoyl octyl ester, or the compounds of Group B are selected from a group consisting of fosetyl aluminum, dimetomorph, a mixture of folpet and ofurace (45: 5), folpet, fencaramide (Bayer SZX ), mancozeb, cymoxanil, metalaxyl, and simple optical isomers of metalaxyl, a mixture of cymoxanil and mancozeb (4.1), copper sulfate, copper hydroxide, copper hydrate sulfate, azoxystrobin and acibenzolar-methyl.
In addition, the present invention provides an improved method for controlling fungi, especially late phytophthora and mildew, by applying to the plant the composition containing an effective amount of one of these mixtures. The present invention further provides an improved method for controlling phytophthora infertan in the potato or tomato plant, Pseudoperonospora cubensi s in the cucumber and melon plant, Plasmopera vi tícola in the grapes and Peronospora tabacina in the tobacco plant.
DETAILED DESCRIPTION OF THE INVENTION Methodology Plant: 1. Potato (cultivar Alpha) that grew from tubers in 1 liter pots and sandy soil in a greenhouse. After 5 weeks of planting, when there were several buds in the pot, with 10 to 12 leaves per shoot, the plants were taken for testing. 2. Cucumber plants (cultivate Dlila) grew from seeds in 0.251 liter pots, which had sandy soil, in the greenhouse. After 3 weeks of sowing, when they had 2 leaves they were taken for use. 3. The vines (Cultivate Superior) grew from cuttings (first in perlite soil and then in sandy soil) in pots, in the greenhouse. After 8 weeks of planting, the leaves were cut for the experiments.
Fungal pathogens: potatoes were inoculated with spores of Phytophora infestans (resistant to metalaxyl). The cucumbers were inoculated with spores of Pseudoperonospora cubensis (resistant to metalazil). The grapes were inoculated with Pl a smopara vi tícola.
Chemicals: 1. DLß-amino-butanoic acid (BABA) 2. octylester DL-4-benzoyl-3-aminobutanoic acid (039-81) 3. Cimoxanil (Curzato) 4. fosetyl-aluminum (Alliette) 5. Mancozeb 6 Folpet 7. Metalaxyl, metalaxyl-gold 8. Copper sulfate, copper hydroxide 9. (Mancozeb + dimetomorph, pre-packed in 600g + 90 g a. i. per 1 kg) 10. (Mancozeb + metalaxil, previously packed in 560 g + 75 g a. i. per 1 Kg) 11. Folpet + ofurace, 450g + 60g a. i per 1 Kg) 12. Bayer - SZX (Fencaramide) 13. Mancozeb + Cymoxanil (4: 1) 14. Azoxystrobin 15. Acibenzolar-s-methyl 16. Dimetomorph All chemicals or pre-packaged mixtures produced a suspension or emulsion in water, except BABA that dissolved in water.
Spray The chemicals were sprayed onto the surfaces of the upper leaves of the potatoes or cucumbers with the help of a glass atomizer. The control plants were sprayed with water. The experiments with the vines were carried out using discs of 12 mm sheets floating in 1 ml of the test compounds in 24 - titration plates, turned over.
Inoculation Potatoes and cucumbers were inoculated one day after spraying. The discs of the leaves of the vines were inoculated shortly after they were put to float. The inoculation of the potato was done by spraying the surfaces of the upper leaves of the plants with a sporangial suspension containing 2000 spores / ml. The sporangia were collected 0.5 hours before the inoculation of infected potato slices. The cucumbers were sprayed with a sporangial suspension containing 1500 spores / ml. Sporangia were harvested from infected cucumber plants in growth chambers under humidity (at 15 ° C). Leaf discs from the vines were inoculated with 2 sporangial droplets containing 300 spores each. The sporangia were collected from infected leaves that were kept in petri crystals on a wet paper filter at 15 ° C. The inoculated plants or in the petri crystals were placed in a dew point chamber at 18 ° C overnight and then transferred to the growth chamber at 20 ° C (12 hours of daylight 100 pE. S "1) for the production of symptoms (phytophthora in the potato and mildew in the cucumber) or for the sporulation of P. vitícola in the 'discs of grape leaves.
General procedure for tobacco The leaves of the one-month tobacco plants (cv. Xanthi nc.) Were sprayed with the test compounds. Two days after inoculation with spores / ml of 104 of PerouQspora latacin S or R strain. The inoculated plants were placed at a relative humidity of 100% overnight and then incubated at 20 ° C with 12 hours of light / day. One week after the inoculation, the plants were again placed at a relative humidity of 100% at 18 ° C in the dark to induce the sporulation of the fungi. The sporulation is quantified by removing 2 cm2 of the leaf discs of each leaf and counting with the help of a hemocytometer. The extent of the inhibition of sporulation was calculated in relation to the inoculated plants (untreated). EdgQ was recorded after the linear regression and calculated according to adely.
General Procedure for Vines The leaf disks (2-cm2) were removed from the upper leaves of the vines (Superior cv.) That grew in the greenhouse. The discs were floated (the lower surface in contact with the test solution on the paper filter 9 cm in diameter). The petri crystals. The leaf discs were immediately inoculated with 2 (10 ml) spore suspension droplets (104 / ml) of Plasmopara viticola per disc. The discs were inoculated at 20 ° C with 12 hours of light / day for 10 days until the fungal sporulation was quantified.
Disease determination At intervals of time after the inoculation specified in the Examples, the infected area on the potato leaves and cucumber was visually determined. In the inoculated control plants most or all leaves (80-100%) were devastated by the disease. The percentage of control of the diseases by the treatment with chemicals was calculated:% control = (1 - x / y) x 100 where x = proportion of the area of the diseased leaf in the treated plants and y = proportion of the area of the leaf in the control plants. In the vines, the proportion of leaf discs that showed sporulation was used.
Calculation of Control Efficiency and Synergism Each chemical and each mixture was applied to the plants in various doses of the active ingredient. The dose and response curves were produced and transferred to the control books - dose probit response curves as described by Kosman and Cohen (Phytopatolagia 86: 1263-1272, 1996). The ED9P values (the dose required to achieve 90% disease control) taken from the 7 log probit curves were used to calculate the Cytoxicity Factor (CF) according to the Wadely procedure.
(Kosman and Cohen, Ibid; Gisi phytopathology £ 6_: 1273 - 1279, 1966). The Cytoxicity Factor (CF) was defined as the ratio between the expected dose and the observed dose that provides the same level of control of the disease (Kosman and Cohen, Ibid). The observed dose of each component of a mixture is taken from the experiment and the expected dose, of all the mixtures made of those components, is calculated by the Wadely formula: a + b DE90 expected a + b ED90obs.A ED90obs. B where a and J are the absolute quantities of components A and B in a mixture and ED90 obs. A and ED90obs B are the DE90 values of A and B obtained in the experiment. The CF values > 2.0 are considered to represent a strong synergistic mixture (Gisi, Ibid). According to another aspect of the invention, there is provided a fungicidal composition comprising a compound of the invention together with a carrier. The active compound can be used with a wide variety of formulation, for example as an aqueous dispersion, as a dispersion powder, as a fertilizer for seeds, in granules or as a powder. As a dispersion, the composition comprises an active compound together with a dispersing agent in a liquid medium, preferably water. It may be in the form of a concentrated primary composition that requires it to be diluted with an adequate amount of water or another diluent before application. These primary compositions are a convenient form for distribution to the consumer and a preferred example is a dispersible powder. The dispersible powder comprises an active compound, a dispersing agent and a solid carrier. The latter may be, for example, kaolin, talc, or diatomaceous earth, and in addition, the dispersion powder may contain a wetting agent. Other formulas include fertilizer for seeds, granules or powder, in all these the active compound is associated with a solid carrier and can be used for direct applications. These formulations can be made with methods well known in the art. Preferably, all compositions comprising a solid carrier are made by mixing the active compound in particulate form with a particular carrier. The concentration of the active compound in the composition of the invention can have various variations. In the case of a primary composition, 15% to 95% by weight is preferred, more especially from 50% to 80% by weight. A composition which is intended for direct application to seeding comprises, preferably from 0.01% to 10%, more especially from 0.05% to 5% by weight of the active compound, although the selection of compositions for aerial spraying is contemplated of the crop, which have higher concentrations, for example, up to 30% by weight.
The fungicidal composition of the present invention can be applied as a ready-mix composition, as a tank mix, or applied to the compounds in each plot, separately. After the methods mentioned above, numerous mixtures were prepared and their activity was studied against a variety of diseases. The results of 35 studies are listed in Tables 1 to 35. While the invention will be described in connection with certain preferred embodiments in the examples below, it will be understood that they are not intended to limit the invention to these embodiments particular. On the contrary, it is intended to cover all alternatives, modifications and equivalents which are included in the scope of the invention, as defined in the claims, Therefore, the following examples, which include the preferred embodiments , serve as an illustration of the practice of the present invention, it being understood that the particulars shown by way of example and for the sole purpose of illustrating the discussion of the preferred embodiments of the invention are presented only to provide evidence of the more useful forms of the invention and for the easy understanding of the procedures, as well as other principles and conceptual aspects of the present invention.
Table 1 CONTROL OF THE LATE FITQFTORA IN THE POTATO WITH A MIXTURE OF HYDRATION SULFATE OF COBRE "BABA" a Disease control percentage13 of the active ingredient in mg / l ED90 Compound Proportion 2 s. 21 121 250 1000 mg / 1 £ E BABA - - - 0 0 0 13 2678 - Cu + 2 - 0 0 63 83 - - 143 - BABA + Cu + 2 80 + 20 0 0 13 88 - - 126 4.7 70 + 30 0 0 50 93 ~ - 101 4.2 60 + 40 0 0 85 93 - - 85 3.9 days after inoculation b Control plants that showed 100% pest on their leaves Table 2 CONTROL OF THE LATE PHYTOPHOTER IN THE POTATO WITH A MIXTURE OF CYMOXANTIL Y BABA (CURZATOR) a Percentage of control of the diseaseb of the active ingredient in mg / l Compound Proportion 4 i £ 2 250 1000 mg / l £ E BABA - 3 24 18 64 1498 - Cymoxanil - 36 73 64 98 128 - BABA + 80 + 20 9 9 3 79 - 294 1.6 Cymoxanil 50 + 50 73 76 82 98 - 114 2.1 at 5 days after inoculation b Control plants that showed 83% pest on their leaves Table 3 CONTROL OF THE LATE PHYTOPHOTER IN THE POTATO WITH A MIXTURE OF FOSETIL AL UMINIO BAB. TO.
Control rate of the source: rrne_da b. of the active ingredient in mg / l ED9Q Compound Proportion l? 62 250. 1000 mg / l £ E Cultivate Carabin BABA 9 9 9 24 3233 ~ Fosetil - Al 9 24 24 70 1390 ~ BABA + 75 + 25 9 9 39 70 1311 1.9 Fosetil - Al 25 + 75 9 9 39 79 1142 1.4 Cultivate Draga0 BABA 0 0 0 53 1533 - Fosetil - Al 33 33 50 93 856 - BABA + 75 + 25 67 67 93 93 639 1.7 Fosetil - Al 25 + 75 0 0 93 100 245 3.9 days after inoculation b Contact plants that showed 83% pest on their leaves c Contact plants that showed 38% pest on their leaves Table 4 CONTROL OF THE LATE PHYTOPHOTER IN THE POTATO WITH MANCOZEB BABA MIXTURES + DIMETOMORPHASE MIXES Control percentage of the disease0, of the active ingredient in mg / l Compound Proportion 4 lú = 2 250 1000 mg / l £ E BABA ~ 3 24 18 64 1498 - Mancozeb + - 70 73 82 98 - 115 - Dimetomorph BABA + 80 + 20 64 73 70 82 - 287 1.5 Mancozeb0 + 50 + 50 85 70 70 91 - 189 1.1 Dimetomorph days after inoculation b Control plants that showed 83% pest on their leaves c 60% Mancozeb and 9% Dimetomorph Cuadrol 5 CONTROL OF THE LATE PHYTOPHOTER IN THE POTATO WITH A MIXTURE OF BABA FOLPET / OFURACE (45 + 5) a Control percentage of the disease13 of the active ingredient in mg / l ED, 90 Compound Proportion 16 6 250 1000 mg / J CJE BABA 14 14 14 36 2617 FOLPET / 77 89 99 100 19 OFURACE BABA + 50 + 50 74 99 100 22 (FOLPET / OFURACE) to 7 days b Control plants that showed 88% of LATE PHYTOPHOTER on their leaves Table 6 CONTROL OF THE LATE PHYTOPHOTER IN THE POTATO WITH A MIXTURE OF BABA FOLPET - CYMOXANIL Disease control percentage13 of the active ingredient in mg / l EDQn Compound Proportion l. úl 250 1000 mg / l £ E BABA 22 22 22 69 1481 - FOLPET 81 95 98 100 84 - CYMOXANIL 83 86 91 100 183 - Baba + Folpet 60 + 25 + 15 72 89 98 100 95 2.5 + Cymoxanil 25 + 60 + 15 92 86 95 100 104 1.3 6 days after inoculation b Control plants that showed 80% of LATE PHYTOPHOTORATIVE in its leaves Table 7 CONTROL OF THE LATE PHYTOPHOTER IN THE POT WITH N-BENZOIL OCTIL OF ESTHER OF BABA AND FENCARAMIDA3 Disease control percentage13 of the active ingredient in mg / l EDQ Compound Proportion 2 S 2 222 112211 210. 1000 2000 mg / l Derivative of - - - 15 25 50 53 2395 BABA Fencaramide 0 50 98 100 19 Derivatives of 80 + 20 44 63 85 100 31 3 BABA + Fencaramide 90 + 10 13 50 56 94 97 1 4 days after inoculation Control plants at 100% LATE PHYTOPHOTER on their leaves Table 8 CONTROL OF THE LATE PHYTOPHOTER FN THE POPE WITH N-BENZOIL OCTIL ESTER DE BABA. Cu (OH) ". as 50% a. i. ). JÍISLMCÜZEB3 Disease control percentage13 of the active ingredient in mg / l ED90 Compound Proportion to l? 52 210 1000 mg / l £ E N-benzoyl - 3 25 25 75 1261 octyl ester BABA derivatives Cu (OH) 2 0 0 13 75 - 298 - Cu (OH) 2 + 70 + 30 0 3 44 50 ~ 416 - Mancozeb N-benzoyl 80 + 20 3 3 25 75 - 300 2.6 octyl ester derived from BABA + Cu (OH) 2 N-benzoyl 80+: 14 + 6 3 3 75 83 - 239 3.8 octyl ester derived from BABA + Cu (OH) 2 + mancozeb 7 days after inoculation b Control plants that showed 100% LATE PHYTOPHOTER on their leaves Table 9 CONTROL OF THE LATE PHYTOPHOTER IN THE POT WITH N-BENZOIL OCTIL ESTER OF FOLPET / OFURACE (45 + 5) AND ITS MIXES3 Disease control percentage of Active ingredient in mg / lb ED90 Compound Proportion 10 62 220 1000 mg / l CF N-benzoyl 0 0 0 25 2011 octyl ester derivatives of BABA Folpet + 0 0 3 73 301 Ofurace (9 + 1) N-benzoyl 67 + 33 0 13 75 100 74 9.5 octyl ester 50 + 50 8 8 69 100 82 6.4 derivative of BABA + 33 + 67 3 19 75 98 15 3.6 (Folpet Ofurace) 7 days after inoculation b Control plants that showed 100% LATE PHYTOPHOTER in their leaves Table 10 CONTROL OF THE LATE PHYTROFTQRA IN THE POT WITH N-BENZOIL OCTIL ESTER DERIVED FROM BABA AND MANCOZEB + CYMOXANIL. 4: 1 AND THEIR MIXES3 Disease control percentage13 of the active ingredient in mg / l Compound Proportion 4 10 62 25O 1000 mg / l CU N-benzoyl - 0 0 0 25 2011 - octyl ester derivatives of BABA Mancozeb + 0 25 25 75 - 313 - Cymoxanil N -benzoyl 67:33 25 68 70 95 - 169 4.3 octyl ester 50:50 5 63 88 98 - 95 5.7 BABA + derivatives 33:67 25 69 90 100 ~ 52 8.3 Mancozeb + Cymoxanil to 7 days after inoculation b Control plant that showed 100% of LATE PHYTOPHOTER in its leaves "" Table 11 CONTROL OF LATE PHYTO-TORATIVE WITH N-BENZOIL OCTIL ESTER DERIVED FROM BABA. FOLPET AND ITS MIXES3 Disease control percentage13 of the active ingredient in mg / l ED90 Compound Proportion 10 62 250 500 1000 2000 g l N-benzoyl 1514 octyl ester 63 69 85 89 derived from BABA Folpet 70 75 90 95 141 N-benzoyl 80 + 20 50 80 85 93 167 3 octyl ester derivative 67 + 33 13 76 86 96 130 2 of BABA + 33 + 67 63 76 78 88 224 0 Folpet 20 + 80 25 75 73 97 140 1 3 4 days after inoculation b Control plants that showed 100% leaflets with LATE PHYTOPHOTER on your sheets Table 12 CONTROL OF THE MILDIU IN THE POTATO WITH DERRUTES OF? STER N- BENZOIL OCTIL OF BABA, FENCARAMIDA (BAYER SZX) AND ITS MIXTURES Percentage of control of the disease13 of the active ingredient in mg / l ED, 90 Compound Proportion fi 11 25 500 1000 2000 mgZl Derivative of - 15 25 50 53 3204 N-benzoyl octyl ester of BABA Fencaramide 0 50 98 100 19 Derivative of 90: 10 13 50 56 94 83 2 ester N- 80:20 44 63 85 100 31 3 benzoyl octyl of BABA + Fencaramide days after inoculation b Control plants that showed 100% Mildiú in their leaves Table 13 CONTROL OF MILDIU IN CUCUMBER WITH BABA, SULFATE HYDRATE OF COPPER (EXPRESSED AS ms / 1 Cu ++) AND ITS MIXES Percentage of control of the disease13 of the active ingredient in mg / l £ E ED0 Compound Proportion 2 S 22 121 mg / 1 £ E Cu ++ 57 72 80 89 105 BABA + Cu ++ 80 + 20 72 72 86 89 102 4.0 70 + 30 57 72 72 89 111 2.7 60 + 40 57 72 86 89 102 1.9 at 7 days after inoculation b Control plants that showed 88% infection in their leaves Table 14 CONTROL OF MILDIU IN CUCUMBER WITH BABA, (EXPRESSED AS Cu (OH2) + MANCOZEB) AND ITS MIXTURES Control percentage of the disease13 of the active ingredient in mg / l EDQ Compound Proportion 4 10 62 250 1000 mgZl BABA - 33 33 50 67 1576 Cu (OH) 67 67 77 80 - 304 Cu (OH) + 70 + 30 67 67 83 93 174 mancozeb BABA + 80 + 20 67 70 77 90 210 Cu (OH) 2 BABA + 80 + 14 + 6 70 70 90 90 191 Cu (OH) 2 + mancozeb 4 days after inoculation b Control plants with 83% infection Table 15 CONTROL OF MILDIU IN CUCUMBER WITH BABA (FOLPET / OFURACE 45 + 5) Control percentage of the disease13 of the active ingredient in mg / l Compound Proportion 4 16 62 250 1000 mg BABA - 0 29 57 71 1273 Vitamin 43 57 71 91 - 206 BABA + 67 + 33 14 21 57 97 - 166 2 vitamin 50 + 50 14 43 71 89 217 2 33 + 67 29 57 74 89 214 1 at 7 days after inoculation b Control plants with 88% infection Table 16 CONTROL OF MILDIU IN CUCUMBER WITH BABA AND (MANCOZEB + CIMOXANIL.- 4: 1) Control percentage of the disease13 of the active ingredient in mg / l EDQ Compound Proportion 4 16. 62 250 1000 mg / l BABA - 0 29 57 71 1273 Mancozeb + 14 80 97 100 33 Cimoxanil BABA + 67 + 33 21 57 77 97 - 135 (mancozeb + 50 + 50 57 74 100 100 - 20 3 cymoxanil) 33 + 67 29 94 100 100 14 3 at 7 days after inoculation b Control plants with 88% infection Table 17 CONTROL OF MILDIU IN CUCUMBER WITH BABA AND (MANCOZEB + METALAXIL) Disease control percentage13 of the active ingredient in mg / l ED90 Compound Proportion 4 16 62 250 1000 mg / l BABA - 0 15 3 59 1443 Mancozeb + 34 53 71 82 - 268 metalaxil BABA + 88 + 12 0 0 9 96 - 221 4 mancozeb + 75 + 25 18 44 53 81 - 281 2 metalaxyl 50 + 50 38 76 76 96 _-. 150 3 6 days after inoculation b Control plants with 88% infection Table 18 CONTROL OF MILDIU IN CUCUMBER WITH BABA, FOLPET AND MET? LAXIL3 (87:13) Control percentage of the disease13 of the active ingredient in mg / l EDQ Compound Proportion to line 61 250 1000 mg / l BABA 0 15 3 59 1443 Folpet and 0 56 76 - 280.
Metalaxyl (87:13) BABA + 88 + 12 12 0 59 81 260 3 folpet + 75 + 25 68 53 56 71 393 1 metalaxyl 50 + 50 0 38 62 68 339 1 6 days after inoculation b Control plants with 88% infection Table 19 CONTROL MILDIU IN THE CUCUMBER WITH BABA: FOLPET AND METALAXIL3. (7 + 1) (MANCOZEB + METALAXIL) (FOLPET + OFURACE) AND ITS MIXES Control percentage of the disease13 of the active ingredient in mg / l el- * ED90 -T Compound Proportion 4 16 61 250 1000 mg / l £ E • BABA - 12 19 25 31 3218 - Folpet + 62 82 90 97 - 112 -? metalaxyl BABA + 80:20 62 70 80 85 ~ 247 2.0 3. [Folpet + 50:50 75 77 80 97 - 133 1.6 metalaxyl] (Mancozeb + 77 85 95 97 - 100 - - metalaxyl) * BABA 50 + 50 82 92 97 97 - 92 2.1 (Mancozeb + metalaxyl) (Folpet + 37 50 62 82 - 279 - Ofurace) * BABA + 80:20 50 62 80 92 - 187 5.5 * (Folpet + 50:50 77 97 92 100 33 15.6 Ofurace) 3 7 days after inoculation b Control plants that had 100% infection Table 20 CONTROL OF MILDIU IN THE CUCUMBER WITH BABA, UTsT SIMPLE ISOMER OF METALAXIL. . MANCOZEB AND ITS MIXES3 Disease control percentage13 of the active ingredient in mg / l ED90 Compound Proportion 10 61 250 1000 mg / l CU BABA 8 38 2155 Mancozeb 0 23 72 315 Metalaxyl 0 0 844 simple isomer BABA + 55 + 40 + 5 23 23 54 75 313 2.0 mancozeb + 50 + 40 + 10 38 25 31 80 314 2.0 metalaxyl 40 + 40 + 20 15 31 689 0.9 isomer 45 + 50 + 5 8 54 72 309 1.7 simple 40 + 50 + 10 31 54 89 228 2.3 30 + 50 + 10 15 31 83 273 1.9 35 + 60 + 5 54 54 78 86 239 _. 2.0 30 + 60 + 10 46 38 54 85 268 1.7 20 + 60 + 20 61 69 69 83 281 1.6 25 + 70 + 5 38 46 78 97 139 3.0 20 + 70 + 10 38 23 63 94 194 2.1 10 + 70 + 20 38 69 23 78 362 1.1 6 days after inoculation b Control plants that had 81% infection Table 21 CONTROL OF MILDIU IN THE CUCUMBER WITH BABA. ALIETTE. CIMOXANIL Y Percentage of disease control3 of the active ingredient in mg / l EDQn Compound Proportion 10 62 251. 1000 mg / l CJE BABA 37 61 76 85 975 - Aliette 45 85 98 99 245 - Cimoxanil 0 20 58 72 1229 - BABA + 60+ 25 + 15 63 70 88 95 584 1.0 Aliette + 25 + 60 + 15 70 85 98 100"100" 3.4 Cimoxanil Control plants that had 100% infection - J Table 22 CONTROL OF MIDIU IN THE CUCUMBER WITH BABA. MANCOZEB. CIMOXANIL Y YOUR MIXES Control percentage of the disease13 of the active ingredient in mg / l ED 9, 0 Compound Proportion á 16. 62 250 1000 mg / l £ E BABA - 0 13 50 63 1413 - Mancozeb 75 87 90 92 - 167 - Cimoxanil 13 25 38 50 - 506 - BABA + 60 + 25 + 15 63 75 83 95 - 152 3.0 Mancozeb + 25 + 60 + 15 75 87 90 95 136 1.8 Cimoxanil Control plants that had 100% infection Table 23 CONTROL OF MILDIU IN THE CUCUMBER WITH BABA. BAYER SZX ÍFENCARAMIDA) AND ITS MIXES Disease control percentage13 of the active ingredient in mg / l Compound Proportion 2 £ 11 125 500 1000 2000 mg / l BABA 61 72 74 2354 Fencaramide 78 83 95 100 19 BABA + 80 + 20 38 58 83 100 33 Fencaramide 50 + 50 60 80 98 100 - 14 20 + 80 78 85 98 100 - 13 1 at 5 days after inoculation b Control plants that had 81% infected Table 24 CONTROL OF MILDIU IN THE CUCUMBER WITH BABA. DIMETOMORFO DE BAYER (DMN) AND ITS MIXES Percentage of control of the disease13 of the active ingredient in mg / l Compound Proportion BABA 1000 given 17% control DMN 5 ppm given 32% control BABA + DMN given 74% control Synergistic ratio = 74 = 74 17 = 32 - (17 32) ~ .22 100 = 2.24 Table 25 CONTROL OF MILDIU IN THE CUCUMBER WITH BABA. EOLPET. CTMOXANIL AND ITS MIXES3 Control percentage of the disease13 of the active ingredient in mg / l ED90 Compound Proportion 10 62 250 1000 mg / l £ E BABA 6 22 48 82 107 2 FOLPET 43 84 95 97 403 48 63 82 97 524 BABA + 25 + 60 + 15 76 87 95 99 247 2.0 FOLPET + CIMOXANIL at 5 days after inoculation b Control plants that had 95% infection Table 26 CONTROL OF MILDIU IN CUCUMBER WITH BABA, ALUMINUM FOSTY AND ITS MIXTURES3 Disease control percentage13 of the active ingredient < in mg / l ED90 Compound Proportion 10 62 25O 1000 mg / l £ E BABA 10 43 43 71 1386 - Fosetil- 71 71 94 86 638 - Al inio BABA + 12 + 88 43 43 86 100 261 4.7 Fosetil- 25 + 75 0 14 71 97 551 1.9 Aluminum 50 + 50 0 14 57 83 1009 0.9 75 + 25 - 57 57 86 918 0.8 88 + 12 14 29 71 86 931 0.7 3 7 days after inoculation b Control plants that had 88% infection : o 27 CONTROL OF PLAGUE OF PULGON IN THE POTATO WITH BABA. BION AND ITS MIXES3 Disease control percentage of the active ingredient in mg / l ED90 Compounds Proportion 250 500 1000 mg / l CJE Weight / weight BABA 38 75 93 776 - BION 13 25 78 1173 - BABA + 38 78 98 639 13 Acibenzolar -s-methyl (10 + 1) Table 28 CONTROL OF THE PULGON PLAGUE IN THE TOBACCO PLANT WITH A MIXTURE OF AZOXISTROBIN AND BABA AND ITS MIXTURES WITH A ISOLATED HONGO = R Disease control percentage of the active ingredient in mg / l EDQ Compounds Average 1Q 21 50 100 200 rng / 1 £ E weight / weight BABA - 0 13 100 171 Azoxystrobin 13 81 81 81 93 - ~ 27 - BABA + 5 + 1 25 100 100 100 41 2.2 Azoxystrobin 10 + 1 38 81 100 100 54 2.1 15 + 1 50 81 100 100 53 2.4 Table 29 CONTROL OF THE MILDIU IN THE TOBACCO PLANT WITH BABA.
ACIBENZOLAR-S-METTILO. RIDOMIL-GOLD AND ITS MIXES: Isolated mushroom = R Disease control percentage of the active ingredient in mg / l ED90 Compounds Average 10 62 250 mg / £ E weight / weight BABA - 3 27 51 406 - BION - 76 76 99 88 - RIDOMIL - 49 37 58 416 - GOLD BABA + 75 + 1 48 78 99 90 3.1 Acibenzolar- 10 + 1 45 93 100 52 5.9 S -methyl 15 + 1 22 84 91 186 1.8 20 + 1 14 74 98 116 3.5 BABA + 7.5 + 1 27 63 97 150 2.7 RIDOMIL 10 + 1 34 44 99 145 2.8 GOLD 15 + 1 23 52 78 282 1.4 20 + 1 0 20 91 239 1.4 BABA + 7.5 + 1 + 1 37 63 95 174 1.7 ACIBEN 10 + 1 + 1 45 71 92 190 1.7 ZOLAR -S - METGLO + 15 + 1 + 1 37 84 82 230 1.5 RISOMIL - 20 + 1 + 1 57 98 98 84 4 2 GOLD RO 30 CONTROL OF THE MILDIU IN THE TOBACCO PLANT WITH BABA.
ACIBENZOLAR -S- METHYL. RIDOMIL-GOLD CURZATO AND ITS MIXES: Isolated fungus = R Disease control percentage of the active ingredient in mg / l ED90 Compounds Proportion 100 200 OO mg / l CE weight / weight BABA 37 62 100 270 - Acibenzolar 37 50 80 443 ~ -S-methyl Currant 25 25 62 596 - RIDOMIL- 20 35 42 > 1000 - GOLD BABA + 10 + 1 62 100 100 113 2.5 Acibenzolar - 15 + 1 50 100 100 118 2.3 S-methyl BABA + 5 + 1 37 62 100 270 1.1 curzato ro 31 CONTROL OF MILDIU IN THE TOBACCO PLANT WITH BABA. ACIBENZOLAR -S- METHYL. RIDOMIL-GOLD Disease control percentage of the active ingredient < sn mg / 1 ED90 Compounds Average Q 5 5O mg / l CJE weight / weight BABA - 0 27 59 78 - Acibenzolar - 54 76 85 52 - -S-methyl Ridomil-gold ~ 100 100 100 0.2 - BABA + 7.5 + 1 85 85 99 15 4.9 acibenzolar- 10 + 1 86 94 100 4 18.7 S -methyl 15 + 1 75 84 100 5 15.1 BABA + 7.5 + 1 94 100 100 0.5 3.3 Ridornil-oro 10 + 1 99 100 100 0.4 5.4 15 + 1 88 90 100 4.3 2.1 BABA + 7.5 + 1 + 1 99 100 100 0.4 4.4 acibenzolar- 10 + 1 + 1 100 100 100 0.2 12.2 S-methyl + 15 + 1 + 1 73 100 100 0.6 5.3 ridomil-gold Table 32 CONTROL OF MILDIÚ IN VINEYARDS WITH BABA. ACIBENZOLAR-S-METTILO AND YOUR MIXES IN LEAF DISCS Disease control percentage of the active ingredient in mg / l ED0 Compounds Average 0.31 1.25 1 2 £ > 50 100 mg / l EC weight / weight BABA - - 15 93 95 99 38 - Acibenzolar- 0 27 75 100 - - 6 ~ - S -methyl BABA + 10 + 1 0 37 68 100 - - 6.6 3.9 Acibenzolar- 15 + 1 60 82 100 100 - ~ 1.4 19.8 S -methyl Table 33 CONTROL OF MILDITJ IN THE VINE WITH BABA, ALLIETTE AND ITS MIXED DISCS OF LEAVES Disease control percentage of Active ingredient in mg / l Compounds Average 121 2? 1 10 2Ü 5O mg / l CJE weight / weight BABA - 38 44 81 86 92 33 ~ ALLIETTE 13 36 38 40 48 81 - 24 ~ BABA + 1 + 1 44 81 87 89 92 - 12 2.3 ALLIETTE 3 + 1 44 69 88 92 95 - 10 3.0 5 + 1 25 31 43 47 83 ~ 22 1.4 7 + 1 24 31 34 56 62 ~ 30 1.0 9 + 1 22 34 39 55 61 - 31 1.0 Table 34 CONTROL OF MILDIÚ IN VINEYARDS WITH BABA, CURZATO AND ITS MIXES.
ON THE LEAF DISCS Disease control percentage of the active ingredient in mg / l ED, 90 Compounds Average 1, 25 2A 5 10 2Ü 5O mg / l CJE weight / weight BABA - - 25 36 78 83 91 36 - Curzato - 11 39 58 66 55 ~ 27 - BABA + 1 + 1 51 61 68 81 89 ~ 16 1.9 Curzato 3 + 1 62 70 77 86 93 - 13 2.6 + 1 69 74 81 89 95 - 11 3.1 7 + 1 49 68 74 78 89 - 16 2.2 9 + 1 21 39 58 73 82 - 17 2.1 Table 35 CONTROL OF MILDIÚ IN THE VINEYARDS WITH BABA. DIMETOMORFO AND ITS MIXES IN LEAF DISCS Percentage of disease control ED90 Compounds Average 0.31 1.25 5 20 50 mgZl EC weight / weight BABA - - 0 10 60 90 -44 ~ Dimetomorph 40 30 60 90 - 19 - BABA + 1 + 1 10 30 80 100 6 4.4 dimetomorph 3 + 1 30 60 60 60 28 1.2 5 + 1 0 0 20 60 30 1.2 7 + 1 0 0 10 50 34 1.1 9 + 1 0 40 50 40 40 1.0

Claims (8)

  1. CLAIMS 1. Synergistic fungicidal compositions comprising one or more compounds selected from a Group A and one or more compounds selected from Group B, wherein the compounds of Group A are selected from a group consisting of aminobutyric acid DL-3 and its N ester-benzool octyl, and a Group B compound selected from a group consisting of Fosethylaluminum, dimethomorph, a mixture of Folpet and Ofurace (45: 5), Folpet, Fencaramide (Bayer SZX), Mancozeb, Cimoxanil, Metalaxyl, an optical isomer of metalaxyl, a mixture of cymoxanil and mancozeb (4 + 1), copper sulfate, copper hydrate, copper sulfate hydrate, azoxystrobin and acibenzolar-s-methyl.
  2. 2. The composition according to claim 1, which contains the compounds of Group A and Group B, in a weight ratio of 9: 1 to 1: 9, preferably 4: 1 to 1: 4.
  3. 3. The composition according to claim 1, wherein this composition is applied to the selected plants of a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco.
  4. 4. The composition according to claim 1, wherein the fungi are selected from a group consisting of Phytoph thora infes tans. Pseudoperonspora Cubeni s. Plasmopara see your tail. and Peronospora tabacina.
  5. 5. The composition according to claim 4, wherein said composition is selected from a group consisting of Phytophthora infestans in potato and tomato plants, Pseudoperonspora Cubensis in cucumber and melons, Plasmopara sees your cola in grapes, and Peronospora tabacina in tobacco.
  6. 6. A method for controlling fungal infections in plants comprising the application to plants, or parts thereof, of a synergistic fungicidal composition consisting of one or more compounds selected from Group A and one or more compounds selected from Group B, in which the Group A compounds are selected from a group consisting of DL-3 aminobutyric acid and its N-benzoyl octyl ester, and the Group B compounds are selected from a group consisting of Fosethyl aluminum, Dimetomorph, a mixture of Folpet and Ofurace (45: 5), Folpet, Fencaramide (Bayer SZX), Mancozeb, Cimoxanil, Metalaxyl, the optical isomer of Metalaxyl, a mixture of cymoxanil and mancozeb (4 + 1), copper sulfate, copper hydrate, hydrate copper sulfate, azoxystrobin and acibenzolar-s-methyl. The method according to claim 6, which comprises applying the compounds of Group A and Group B in a weight ratio of 9: 1 to 1: 9, preferably 4: 1 to 1: 4. The method according to claim 6, wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseudoperonspora Cubensis in cucumber and melons, Plasmopara veticola in vines and Peronospora tabacina in tobacco. 10. A compound according to claim 9, wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseudoperonspora Cubensis in cucumber and melons, Plasmopara veticola in vines and Peronospora tabacina in tobacco. 11. A synergistic fungicidal compound comprising DL-3-aminobutyric acid and one or more compounds selected from the group consisting of Fosethyl aluminum, Dimetomorph, a mixture of Folpet and Ofurace (45: 5) Folpet, Fencaramide (Bayer SZX), Mancozeb , Cimoxanil, Metalaxil, the simple isomer of Metalaxil, a mixture of cymoxanil and mancozeb (4 + 1), copper sulfate, copper hydrate, copper hydrate sulfate, azoxystrobin and acibenzolar-s-methyl. The compound according to claim 11, wherein the DL-3-aminobutyric acid and the other compounds are present in a weight ratio of 9: 1 to 1: 9, preferably 4: 1 to 1: 4. 13. The compound according to claim 11, wherein this compound is applied to the plants selected from a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco. 14. The method according to claim 1, in which the fungi are selected from a group consisting of Phytophthora infestans, Pseudoperonspora Cubensis, Plasmopara veticola and Peronospora t a -15. The compound according to claim 14 wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseudoperonspora cubensis in cucumber and melons, Plasmopara veticola Peronospora taba on vines and in snuff. 16. A method for controlling fungal infections in plants comprising the application to plants, or parts thereof, of a synergistic fungicidal composition consisting of one or more compounds selected from Group A and one or more compounds selected from Group B, in that conpuestos group a they are selected from a group consisting of DL 3 aminobutyric -N- ester and octyl benzoyl, and the compounds of group B are selected from a group consisting of Fosetyl aluminum, Dimethomorph, a mixture of folpet and Ofurace (45: 5), folpet, Fencaramida (Bayer SZX), mancozeb, cymoxanil, metalaxyl, the single isomer of metalaxyl, a mixture of cymoxanil and mancozeb (4 + 1), copper sulfate hydrate, copper hydrate copper sulfate, azoxystrobin and enzolar-s-methyl. 17. The compound according to claim 16, wherein the DL-3-aminobutyric and the other fungicides are present in a weight ratio of 9: 1 to 1: 9, preferably 4: 1 to 1: 4. . 18. The method according to claim 16, wherein the plants are selected from a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco. 19. The method according to claim 16, wherein the fungi are selected from a group consisting of Phytoph thora infes tans, Pseudoperonspora Cubensi s. Plasmopara veticola. and Peronospora tabacina. 20. The compound according to claim 19, wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseu dop eron spora Cubensis in cucumber and melons, Plasmopara veticola in vines and Peron spora tabacina in tobacco. 21. A synergistic fungicidal compound comprising N-benzoyl octyl ester of DL-3-aminobutyric acid and one or more compounds selected from the group consisting of Fosethyl aluminum, Dimetomorph, a mixture of Folpet and Ofurace (45: 5) Folpet, Fencaramide (Bayer SZX), Mancozeb, Cimoxanil, Metalaxyl, the simple isomer of Metalaxyl, a mixture of cymoxanil and mancozeb (4 + 1), copper sulfate, copper hydrate, copper hydrate sulfate, azoxystrobin and acibenzolar-s-methyl . The compound according to claim 21, wherein the N-benzoyl octyl ester of DL-3-aminobutyric acid and the other compounds are present in a weight ratio of 9: 1 to 1: 9, preferably 4 : 1 to 1: 4. 23. The method according to claim 21, wherein the plants are selected from a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco. 24. The method according to claim 21, wherein the fungi are selected from a group consisting of Phytophthora infestans. Pseudoperonspora Cubensi s. Plasmopara sees the tail and Peronospora tabacina. 25. The compound according to claim 24, wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseudoperonspora Cubensis in cucumber and melons, Plasmopara veticola in vines and Peronospora tabacina in tobacco. 26. A method for controlling fungal infections in plants comprising the application to plants, or parts thereof, of a synergistic fungicidal composition comprising N-benzoyl octyl ester of DL-3 aminobutyric acid and one or more compounds selected from a group consisting of Fosetil aluminum, Dimetomorph, a mixture of Folpet and Ofurace (45 + 5), Folpet, Fencaramide (Bayer SZX), Mancozeb, Cimoxañil, Metalaxil, the simple isomer of Metalaxyl, a mixture of cimoxanil and mancozeb (4+ 1), copper sulfate, copper hydrate, copper hydrate sulfate, azoxystrobin and acibenzolar-s-methyl. 27. The compound according to claim 26, wherein the N-benzoyl octyl ester of DL-3-aminobutyric acid and the other fungicides are present in a weight ratio of 9: 1 to 1: 9, preferably 4: 1 to 1: 4. The method according to claim 26, wherein the plants are selected from a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco. 29. The method according to claim 1, wherein the fungi are selected from a group consisting of Phytophthora infestans. Pseudoperonspora Cubensi s. Plasmopara veticola and Peronospora tabacina. 30. The compound according to claim 29j, wherein the fungus is selected from a group consisting of Phytophthora infestans, Pseudoperonspora Cubensi s, Plasmopara veticola and Peronospora tabacina. 31. A fungicidal compound comprising DL-3-aminobutyric acid and a compound selected from the group consisting of hydrated copper sulfate, cymoxanil, fosetyl-aluminum, fencaramide, dimethomorph, acybenzolar-s-, ethyl, azoxystrobin and alliette. 32. The compound according to claim 32, wherein the weight ratio of DL-3-aminobutyric acid in relation to the other fungicides is from 9: 1 to 1: 9, preferably from 4: 1 to 1: 4. 33. The method according to claim 31, wherein the plants are selected from a group consisting of potatoes, tomatoes, cucumbers, melons, vines and tobacco. 34. The method according to claim 31, wherein the fungi are selected from a group consisting of Phytophthora infestans. Pseudoperonspora Cubensis, Plasmopara veticola and Peronospora tabacina. 35. The compound according to claim 31, wherein the fungus is selected from a group consisting of Phytophthora infestans in potatoes and tomatoes, Pseudoperonspora Cubensis in cucumber and melons, Plasmopara veticola in vines and Peronospora tabacina in tobacco.
MXPA/A/1999/009411A 1997-04-16 1999-10-14 Synergistic mixtures of selected amino acids MXPA99009411A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IL120677 1997-04-16
IL123346 1998-02-17

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MXPA99009411A true MXPA99009411A (en) 2000-07-01

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