WO2005041671A1

WO2005041671A1 - Composition having plant disease resistance inducing activity and process for producing the same

Info

Publication number: WO2005041671A1
Application number: PCT/JP2004/016237
Authority: WO
Inventors: Kenji Umemura; Jinichiro Koga; Toshiaki Kono; Hideki Usami; Yuichi Sato
Original assignee: Meiji Seika Kaisha, Ltd.
Priority date: 2003-10-30
Filing date: 2004-11-01
Publication date: 2005-05-12
Also published as: CN1870897A; KR20060107521A; JPWO2005041671A1

Abstract

A plant disease resistance inducing composition realizing reduction of environmental load and exhibiting excellent control activity, which composition comprises an amphiphile derived from plant raw materials as an active ingredient. There is further provided a process for producing the same.

Description

Specification

BACKGROUND OF THE INVENTION Composition having an activity of inducing disease resistance to plants and method for producing the same

[0001] Technical field

The present invention relates to a plant disease resistance-inducing composition having a low environmental load and having an excellent controlling effect, and a method for producing the same.

[0002] Background branch surgery

Chemical pesticides such as fungicides and invasion inhibitors are mainly used in the method of controlling disease on agricultural crops, and these chemical pesticides inhibit the infectious function of chemical substances having fungicidal action against plant pathogens and pathogens. The active ingredient is an active ingredient. However, these types of pesticides are expected to have little or no effect beyond the target organisms, including safety to the user, impact on crop safety due to residue on the crop, and environmental impact. There are concerns about the load on the system. Furthermore, it has been clarified that continuous use of such chemical pesticides promotes the development of resistant bacteria to the chemicals.

[0003] Further, in the case of soil diseases caused by soil-borne pathogens, soil disinfectants have been used because fungicides are not effective against pathogens that inhabit the soil. It is feared that the use of these soil disinfectants will cause more serious environmental problems than disinfectants and will have a greater impact on human safety, etc. Even if it leads to,

[0004] For this reason, there is a demand for establishment of a sustainable agricultural production technology that utilizes the natural circulation function without excessively relying on chemical pesticides and the like. To achieve this goal, the development of environmentally friendly disease control agents is being studied. One of the agricultural materials considered to be an environmentally harmonious disease control agent is a pesticide (resistance-induced pesticide) that can control plants by increasing their inherent resistance to disease. Can be It is estimated that this resistance-induced pesticide has little impact on the environment, including pathogens and other organisms. To date, resistance-inducing pesticides that have been put into practical use include probenazole, virions, and thiazyl, all of which are used as rice blast control agents in Japan. The drug is registered. In addition, since these resistance-inducing pesticides do not directly act on phytopathogenic bacteria, the emergence of resistant bacteria to these agents has not been reported so far, and there is a possibility that problems related to drug resistance may arise in the future. It is considered low. Furthermore, since the resistance response of a plant to a disease is basically common except for some diseases, crops in which resistance is induced by a resistance inducer exhibit a controlling effect on multiple diseases. And there are features!

[0005] In addition to the practically used resistance-inducing pesticides, substances that induce plant disease resistance include phytoalexin-inducing polysaccharide degradation products (JP-A-5-331016), Derivatives of jasmonic acid (JP-A-11-29412), salicylic acid (Delaney TP, Science, 1994, 266, 1247-1250), arachidonic acid (Bostock M. Science, 1981, 212, 349-360) and the like are reported. Have been. As plant-derived components, a mixture of rice bran-derived component and vinegar (JP-A-2001-61344) and soy sauce (JP-A-2002-293709) can induce disease resistance. Shown so far. On the other hand, it is also known that it is not enough to activate a part of the disease resistance reaction with a resistance inducer in order to exert a practical control effect on the disease. RU

[0006] In addition, it has been shown that celebrity mouthsides derived from filamentous fungi exhibit an action of inducing disease resistance to rice such as rice blast (Japanese Patent No. 2846610, W098Z47364, and WO03Z020032). Celebrity mouthsides are a kind of sphingolipids, and are monosaccharides and glycoside-bonded ceramide primary alcohols. Although sphingolipids are universally present as membrane components in many species, glycosphingolipids, which have a disease resistance-inducing effect, are cerebrosides that have a methyl branch at the 9-position that is characteristic of filamentous fungi. (Koga J. et al. J. Biol. Chem., 1998, 48 (27), 31985-31991, Umemura K. et al. Plant Cell Physiol, 2000, 41) (6), 676-683)

[0007] The disease control effect of cerebrosides includes the rice disease control effect of cereb mouth side derived from plant pathogenic fungi (Japanese Patent No. 2846610, W098Z47364) and the use of cerebside side plant derived fungi against various crops. Disease control (WO 03Z020032) is known. All of these are unique to filamentous fungi, including phytopathogenic bacteria. The active ingredient is celeb mouth side having methyl branch.

[0008] On the other hand, it is known that a plant-derived celebrity mouth side includes a celebrity mouth side portion in which a sphingosine base portion is composed of various molecular species (Kaul, K. et al., Plant Physiol, 1975, 55, 120-129, Ohnishi M. et al, Biochim. Biophys. Acta, 1983, 752, 416-422, Imai H. et al "Biosci. Biotechnol. Biochem., 1997, 61, 35 353, Imai H. et al., Plant Physiol., 2000, 157, 453-456).

[0009] In addition, the physiological function of plant-derived sphingolipids has not been fully elucidated yet, but it has been adapted to low temperature (Uemura, M. et al., Plant Physiol., 1994, 104, 479-496, Uemura , M. et al "Plant Physiol., 1995, 109, 15-30), drought stress (Norverg, N. et al., Biochim. Biophys. Acta, 1991, 1066, 257-260), fruiting body inducing effect (Kawai, G. et al. J. Biol. Chem., 1986, 261, 779-784), stomatal opening and closing control (Ng C. et al., Nature, 2001, 410, 596-599, Coursol S. et. al "Nature, 2003, 423, 651-653). On the other hand, to date, there has been no report that plant-derived sphingolipids are associated with disease resistance! /.

[0010] In addition, due to an increase in consumer safety consciousness of food, demand for organic agricultural products grown without using chemically synthesized pesticides is increasing. Conventional resistance-inducing pesticides, which are considered to have a small impact on the environment, are also chemically synthesized pesticides and cannot be used for cultivation of organic agricultural products. On the other hand, according to the guidelines set by the Ministry of Agriculture, Forestry and Fisheries, natural useful mineral materials, plants, animals and natural substances extracted, extracted or prepared from them need to be registered as pesticides under the Pesticide Control Law. It is said that it can be used as an agricultural chemical for controlling pests. Therefore, in order to provide agricultural materials that are safe for users and consumers and can also be used for organic cultivation, etc., create a natural-derived and resistance-inducing control agent. It can be said that is desired.

Summary of the Invention

[0011] The present inventors have now found that amphiphilic substances contained in plants have excellent plant disease resistance-inducing activity and have a remarkable controlling effect on various plant diseases. . The present invention is based on powerful findings. Accordingly, an object of the present invention is to provide a composition for inducing plant disease resistance and a method for producing the same.

[0012] The plant disease resistance-inducing composition according to the present invention comprises a plant-derived amphipathic substance as an active ingredient.

[0013] In addition, the method for producing a plant disease resistance-inducing composition according to the present invention is characterized in that an amphipathic substance is selected from a plant material by converting two or more substances selected from the group consisting of water, a surfactant and an organic solvent. Extracting with a mixed solvent or organic solvent of the substances, concentrating the extract obtained by the extraction, and precipitating and removing plant physiologically inhibitory substances contained in the extract.

[0014] The composition for inducing plant disease resistance according to the present invention uses a plant or a plant processed product as a raw material, and thus has a pesticide that is safe for producers and consumers of agricultural products. Can be used. Furthermore, the composition for inducing plant disease resistance according to the present invention is an environmentally conscious agricultural material that can be used for sustainable agricultural production techniques and organic cultivation. Can be reduced.

Detailed description of the invention

[0015] In the present invention, the term "amphiphilic substance" refers to a molecule having both a polar group and a hydrophobic group! At a critical micelle concentration, the hydrophobic groups are aggregated by hydrophobic bonds, and the polar group is present on the surface. By forming such micelles, solubility in water is improved. In the present invention, “simple lipid” refers to an ester of a fatty acid and various alcohols. Further, in the present invention, the “complex lipid” refers to a lipid containing P (phosphorus), S (sulfur), a nitrogen-containing base or a saccharide in a molecule. In the present invention, the “phospholipid” refers to a lipid having a phosphate ester or a phosphonate ester in a molecule. In the present invention, “glycolipid” refers to a lipid having a sugar in a molecule. Further, in the present invention, `` sphingolipids '' refers to lipids containing long-chain bases such as sphingosine, wherein the chain length is preferably 14 to 24 carbon atoms, more preferably 18. . Further, in the present invention, the term “glycemic lipid” refers to a lipid containing glycerol.

[0016] The disease resistance-inducing composition according to the present invention is characterized by comprising a plant-derived amphipathic substance as an active ingredient. The amphiphilic substance in the present invention can contain simple lipids or complex lipids alone or in combination. Therefore, the present invention According to a preferred embodiment, the amphiphile is a simple lipid, a complex lipid, or a mixture thereof.

The simple lipid in the present invention is preferably triglyceride, diglyceride, monoglyceride or the like, and more preferably diacylglycerol.

Further, the complex lipid in the present invention is preferably a phospholipid and Z or glycolipid. The phospholipid is preferably a glycemic phospholipid or a sphingophospholipid, and more preferably a phosphatidylcholine. Further, the glycolipid is preferably a glycemic glycolipid or a glycosphingolipid, and more preferably cerebroside.

According to one embodiment of the present invention, the complex lipid is a sphingolipid. Preferred such sphingolipids include the following compounds:

1-0-β darcosyl-Μ2-hydroxymyristoyl-3-hydroxysphinganine, 1-0-β darcosyl-Μ, 2-hydroxypalmitoyl-3-hydroxysphinganine, 1-0-β darcosyl-Μ2, -Hydroxypalmitrail 3-hydroxysfinger,

1-0- β darcosyl-Μ, 2-hydroxystearoyl-3-hydroxysphinganine

1-0-β darcosyl-Μ, 2-hydroxy oleoyl 3-hydroxysphinganine, 1-0-β darcosyl-Μ2, -hydroxybaseyl 3-hydroxysphinganine, 1-0-β darcosyl- ー 2, -Hydroxylinoleyl oil 3-hydroxysphinganine, 1-0-β darcosyl-2-hydroxylinolenic oil 3-hydroxysfinger,

1-0- β-Darcosyl-2-hydroxyarachidonyl-3-hydroxysphinganine

1-0-β darcosyl-2, -hydroxybehenoyl 3-hydroxysphinganine, 1-0-β darcosyl-2, -hydroxylignocelluloyl 3-hydroxysphinganine,

1-0-β darcosyl-2-hydroxymyristoyl-4-hydroxysphinganine, 1-0-β darcosyl-Ν-2-hydroxypalmityl 4-hydroxysphinganine, lo-β-Gnore = 1 sinole--Ν- -2 Hydroxypalmitrail 4-hydroxysphinganine,

lo-β —Gnore = 1-Sinole- -Ν--2 Hydroxystearoyl-4-Hydroxysphinganine lo-β—Gnore = 1-Sinole- -Ν--2 Hydroxyle oil 4-Hydroxysphinganine, lo-β β —Gnore = 1-Sinole- -Ν--2 Hydroxybase oil 4-Hydroxysphinganine, lo-β —Gnore = 1-Sinole- -Ν--2 Hydroxylinoleoyl 4-hydroxysphinganine, lo-β —Gnore = 1 sinole--Ν- -2 hydroxy linolenic oil 4-hydroxy sphinganine,

lo-β —Gnore = 1-Sinole- -Ν--2 hydroxyarachidonyl-4-hydroxysphinganine lo-β—Gnore = 1-Sinole- -Ν--2 hydroxybehenyl 4-hydroxysphinganine, lo -β-Gnore = 1-Sinole--Ν- -2 Hydroxylignocelluloyl 4-hydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 hydroxymyristoyl-3,4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole- -Ν- -2 hydroxypalmitoyl — 3, 4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 Hydroxypalmitrail 3, 4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 hydroxystearoyl-3,4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 hydroxyoleoyl 3,4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 Hydroxybase oil 3,4-dihydroxysphinganine,

lo-β —Gnore = 1 Shinore- -Ν- -2 Hydroxylinoleoyl 3, 4-dihydroxysphinganine lQ-β- -Knole = ι-Sinore- -Ν-2, -Hydroxylinolenic oil 3, 4-dihydroxysphinganine,

l-Q-β- -Knole: π-Sinole- -Ν-2, -hydroxyarachidonyl-3,4-dihydroxysphinganine,

l-Q-β- -Knole = 1 Sinore- -Ν-2, -Hydroxybehenyl 3,4-Dihydroxysphinganine,

l-Q-β- -Knole = ι-Sinore- -Ν-2, -Hydroxylignocelluloyl 3, 4-dihydroxysphinganine,

l-Q-β- -Knole: π-Sinole- -Ν-2, -Hydroxymyristoyl-3-hydroxy-4 sphingen,

ι-ο-β- -Knole = 1 shinore- -Ν-2, -Hydroxypalmitoyl-3-Hydroxy-4 sphingen,

ι-ο-β- -Knore = ι-Sinore- -Ν-2, -Hydroxypalmitrail 3-Hydroxy-4 sphingenin,

ι-ο-β- -Knole: π-Sinole- -Ν-2, -Hydroxystearoyl-3-hydroxy-4 sphingen,

ι-ο-β- -Kunore = 1 shinore- -Ν-2, Hydroxyoleoyl 3-Hydroxy-4 sphingen,

ι-ο-β- -Knore = ι-Sinore- -Ν-2, -Hydroxybase oil 3-Hydroxy-4 sphingen,

l-Q-β- -Knole: π-Sinole- -Ν-2, -Hydroxylinoleoyl 3-hydroxy-4 sphingen,

l-Q-β- -Knole = 1 Sinole- -Ν-2, -Hydroxylinolenic oil 3-Hydroxy-4 sphingenin,

l-Q-β- -Knole = ι-Sinore- -Ν-2, -Hydroxyarachidonyl-3-hydroxy-4 sphingenine,

lQ-β- -Knole: ΠSinole- -Ν-2, -Hydroxybehenyl 3-Hydroxy-4 sphingen, 1—Q—J8—Gnorecocinole-N-2, Hydroxylignocelluloyl 3-Hydroxy-4 sphingenin,

1—Q—J8—Gnorecocinole-N-2, -hydroxymyristoyl-4-hydroxy-4 sphingen,

1—Q—J8—Gnorecocinole-N-2, -hydroxypalmityl 4-hydroxy-4 sphingen,

1—Q—J8—Gnorecocinole-N-2, -hydroxypalmitrail 4-hydroxy-4 sphingenin,

1—Q—J8—Gnorecocinole-N-2, -hydroxystearoyl-4-hydroxy-4 sphingen,

1—Q—j8—Gnore = f-Sinole-N-2, Hydroxyoleoyl 4-Hydroxy-4 sphingen,

1—Q—j8—Gnore = f-Sinole-N-2, -Hydroxyvaseol 4-Hydroxy-4 sphingen,

1—Q—j8—Gnore = f-Sinole-N-2, Hydroxylinoleoyl 4-Hydroxy-4 sphingen,

1—Q—j8—Gnore = f-Sinole-N-2, -hydroxylinolenic oil 4-Hydroxy-4 sphingenin,

1—Q—j8—Gnore = f-Sinole- -N-2, -hydroxyarachidonyl-4-hydroxy-4 sphingenine,

1—Q—j8—Gnorecocinole-N-2, Hydroxybehenyl 4-Hydroxy-4 sphingen,

1—Q—j8—Gnorecosinole-N-2, -hydroxylignocelluloyl 4-hydroxy-4 sphingenin,

1— Q— j8—Gnorecocinole-N-2, -hydroxymyristoyl-3,4-dihydroxy-4 sphingenin,

1—Q—j8—Gnorecocinole-N-2, -hydroxypalmitoyl—3,4-dihydroxy-4 sphingenin, lO-β-Gnorecocinole — 2-hydroxypalmitrail 3,4-dihydroxy-4 sufingenin,

l-O-β-Gnorecosinole — 2-hydroxystearoyl-3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecolinole — 2 hydroxyoleoyl 3, 4-dihydroxy-4 sphingenin,

l-O-β-Gnorecocinole — 2 hydroxybase oil 3,4 dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole — 2-hydroxylinoleoyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxylinolenic oil 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxyarachidonyl-3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ— 2 hydroxybehenyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxylignocelluloyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecocinole —— 2 hydroxymyristoyl-3-hydroxy-8-sphingenin,

l-O-β-Gnorecosinole — 2-hydroxypalmitoyl—3-hydroxy-8-sphingen,

l-O-β-Gnorecolinole — 2-hydroxypalmitrail 3-hydroxy-8-sphingenin,

l-O-β-Gnorecocinole — 2-hydroxystearoyl-3-hydroxy-8-sphingenine,

lO-β-Gnorecocinole — 2-Hydroxyoleoyl 3-Hydroxy-8-sphingen, lQ-β- -Knole = ι-Sinore- -Ν-2, -Hydroxybase oil 3-Hydroxy-8 sphingen,

l-Q-β- -Knole: π-Sinole- -Ν-2, -Hydroxylinoleoyl 3-hydroxy-18 sphingen,

l-Q-β- -Knole = 1 Sinole- -Ν-2, -Hydroxylinolenic oil 3-Hydroxy-8 sphingenin,

l-Q-β- -Knole = ι-Sinore- -Ν-2, -Hydroxyarachidonyl-3-hydroxy-8 sphingenine,

l-Q-β- -Knole: π-Sinole- -Ν-2, -Hydroxybehenyl 3-Hydroxy-8 sphingen,

ι-ο-β- -Kunore = 1 shinore- -Ν-2, -Hydroxylignocelluloyl 3-Hydroxy-8 sphingenin,

ι-ο-β- -Knore = ι-Sinore- -Ν-2, Hydroxymyristoyl 4-Hydroxy-8 sphingen,

ι-ο-β- -Knole: π-Sinole- -Ν-2, -Hydroxypalmitoyl 4-Hydroxy-8 sphingen,

ι-ο-β- -Kunore = 1 Chinore- -Ν-2, -Hydroxypalmitrail 4-Hydroxy-8 sphingenin,

ι-ο-β- -Knore = ι-Sinore- -Ν-2, -Hydroxystearoyl-4-Hydroxy-8 sphingen,

l-Q-β- -Knole: π-Sinole- -Ν-2, -Hydroxyoleoyl 4-Hydroxy-8 sphingen,

l-Q-β- -Knole = 1-Sinole- -Ν-2, -Hydroxybaseyl 4-Hydroxy-8 sphingen,

l-Q-β- -Knole = ι-Sinore- -Ν-2, -Hydroxylinoleoyl 4-hydroxy-18 sphingen,

lQ-β- -Knole: ΠSinole- -Ν-2, -Hydroxylinolenic oil 4-Hydroxy-8 sphingenin lO-β-Gnorecocinole — 2-hydroxyarachidonyl-4-hydroxy-8-sphingenin,

l-O-β-Gnorecosinole — 2-Hydroxybehenyl 4-Hydroxy-8-sphingen,

l-O-β-Gnorecosinole — 2-hydroxylignocelluloyl 4-hydroxy-8-sphingenin,

l-O-β-Gnorecosinole — 2-hydroxymyristoyl-3,4-dihydroxy-8-sphingenin,

l-O-β-gunolecosinole — 2-hydroxypalmitoyl—3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecocinole Μ— 2 Hydroxypalmitrail 3,4-Dihydroxy-8-sulfingenin,

l-O-β-Gnorecocinole Μ—2 hydroxystearoyl-3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecocornole Μ—2 hydroxyoleoyl 3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecocinole Μ— 2 Hydroxybase oil 3,4 Dihydroxy-8-sufingenin,

l-O-β-Gnorecocornole Μ—2 hydroxylinoleoyl 3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecolinole — 2-hydroxylinolenic oil 3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecocinole — 2-hydroxyarachidonyl-3,4-dihydroxy-8-sphingenin,

l-O-β-Gnorecosinole — 2-hydroxybehenyl, 3,4-dihydroxy-8-sphengenin,

lO-β-Gnorecocinole — 2-hydroxylignocelluloyl 3, 4-dihydroxy-8-sphingenin, lO-β-Gnorecocinole — 2-hydroxymyristoyl 3-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole — 2-hydroxypalmitoyl—3-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2-Hydroxypalmitrail 3-Hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2-hydroxystearoyl-3-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2-Hydroxyoleoyl 3-Hydroxy-4,8-Sphinga jenin,

l-O-β-Gnorecosinole Μ— 2 Hydroxy-base 3,3-Hydroxy-4,8-Sphinga jenin,

l-O-β-Gnorecosinole Μ— 2 hydroxylinoleoyl 3-hydroxy-4,8-sufin gadienin,

l-O-β-Gnorecosinole Μ— 2 Hydroxylinolene oil 3-Hydroxy-4,8-Sulfin gadienin,

l-O-β-Gnorecosinole Μ— 2 hydroxyarachidonyl-3-hydroxy-4,8-sphingadienin,

l-O-β-Gnorecosinole Μ— 2 hydroxybehenyl 3-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecolinole — 2-hydroxylignocelluloyl 3-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole — 2-hydroxymyristoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole — 2-hydroxypalmitoiru 4-hydroxy-4,8-sphingadienine,

lO-β-Gnorecocinole — 2-hydroxypalmitrail 4-hydroxy-4,8-sphingadienine, lO-β-Gnorecocinole — 2-hydroxystearoyl 4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2 hydroxyoleoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole — 2-Hydroxy-base-yl- 4-Hydroxy-4,8-Shuinga genin,

l-O-β-Gnorecolinole — 2-hydroxylinoleoyl 4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecosinole — 2-hydroxylinolenic oil 4-hydroxy-4,8-suphin gadienin,

l-O-β-Gnorecocinole —— 2 hydroxyarachidonyl-4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole Μ— 2 hydroxybehenyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole ——2 hydroxylignocelluloyl 4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole Μ— 2 hydroxymyristoyl-3,4-dihydroxy-4,8-sphingadienin,

l-O-β-Gnorecocinole Μ—2 hydroxypalmitoyl—3,4-dihydroxy-4,8-sufingadien

l-O-β-Gnorecolinole — 2-hydroxypalmitrail 3,4-dihydroxy-4,8-sphingadienin,

l-O-β-Gnorecocinole — 2-hydroxystearoyl-3,4-dihydroxy-4,8-sphingadienin,

l-O-β-Gnorecosinole — 2 hydroxyoleoyl 3,4-dihydroxy-4,8-sufingadien

lO-β-Gnorecocinole — 2-Hydroxybase oil 3,4-Dihydroxy-4,8-Sufingadienine, 1 Ω j8 Darcosyl-M 2, -hydroxylinoleoyl 3,4-dihydroxy-4,8-sufingadien,

1 Ω j8 Darcosyl-M 2, -hydroxylinolenic oil 3,4-dihydroxy-4,8-sphingdienin,

1 Ω—j8—Darcosyl-M 2, -hydroxyarachidonyl-3,4-dihydroxy-4,8—sphingadienin,

1 Ω—j8—Darcosyl-M 2, -hydroxybehenyl 3,4-dihydroxy-4,8-sufingadienin, and

1 Ω—j8—Darcosyl-M 2, -hydroxylignocelluloyl 3,4-dihydroxy-4,8-sphingadienin.

The above compounds can be used alone or as a combination of two or more compounds in the composition for inducing plant disease resistance according to the present invention.

Further, according to a preferred embodiment of the present invention, the sphingolipid is a 4,8-sphingadienin, and preferable examples of such a 4,8-sphingadienin include the following compounds. :

1-0-β darcosyl-Μ-2-hydroxymyristoyl 3-hydroxy-4,8 sphingagenin,

1-0-β-darcosyl-Μ2-hydroxypalmitoyl-3-hydroxy-4,8 sphin gadienin,

1-0-β-darcosyl-2, -hydroxypalmitreyl-3-hydroxy-4,8 sphin gadienin,

1-0-β darcosyl-2-hydroxystearoyl-3-hydroxy-4,8 sphin gadienin,

1-0-β darcosyl-2, -hydroxyoleoyl-3-hydroxy-4,8 sphinga jenin,

1-0-β darcosyl-2, -hydroxyvaseoyl-3-hydroxy-4,8 sphinga jenin,

1-0- β-Gnorecosinole Ν-2, -Hydroxylinoleoyl 3-Hydroxy-4,8 Gadienin,

l-O-β-Gnorecolinole — 2-hydroxylinolenic oil 3-hydroxy-4,8-sphingadienin,

l-O-β-Gnorecolinole — 2 hydroxyarachidonyl-3-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole — 2 hydroxybehenyl 3-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecolinole — 2-hydroxylignocelluloyl 3-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole Μ— 2 hydroxymyristoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole —— 2 Hydroxypalmityl 4-Hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole Μ— 2 Hydroxypalmitrail 4-Hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole —— 2 hydroxystearoyl-4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole Μ— 2 hydroxyoleoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole — 2-Hydroxy-base-yl- 4-Hydroxy-4,8-Shuinga genin,

l-O-β-Gnorecolinole — 2-hydroxylinoleoyl 4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecosinole — 2-hydroxylinolenic oil 4-hydroxy-4,8-suphin gadienin,

l-O-β-Gnorecosinole — 2-hydroxyarachidonyl-4-hydroxy-4,8-sphingadienine,

lO-β-glu = f-syl Ν—2 hydroxybehneru 4-hydroxy-4,8-sfinga Jenin,

l-O-β darcosyl-2-hydroxylignocelluloyl 4-hydroxy-4,8 sphin gadienin,

1 Ω j8 darcosyl-Μ2, -hydroxymyristoyl-3,4-dihydroxy-4,8-sphingadienin,

1 Ω j8 darcosyl-M 2 '-hydroxypalmitoyl-1,3,4-dihydroxy-4,8-sufingadien

1 Ω j8 Darcosyl-M 2, -hydroxypalmitrail 3,4-dihydroxy 4,8-sphingadienin,

1 Ω—j8—darcosyl-M—2, -hydroxystearoyl-3,4-dihydroxy-4,8—sphingadienin,

1 Ω j8 Darcosyl-M 2 '-Hydroxyleoyl 3,4-dihydroxy-4,8-sufengadien

1 Ω—j8—Darcosyl-M—2-Hydroxybase oil 3,4-Dihydroxy-4,8-Sfingadien

1 Ω j8 Darcosyl-M 2, -Hydroxylinoleoyl 3,4-dihydroxy-4,8-sulfazinediene,

1 Ω j8 Darcosyl-M 2 '-hydroxylinolenic oil 3,4-dihydroxy-4,8-sphingdienin,

1 Q—j8—Darcosyl-M 2, -hydroxybehenoyl 3,4-dihydroxy-4,8-sufingadienin, and

1 Ω—j8—darkosyl-M 2 ′ -hydroxylignocelluloyl 3,4-dihydroxy-4,8-sphingadienin.

According to another aspect of the present invention, the amphiphile is celeb mouth side, phosphatidyl. Choline, sulfatide, sphingomyelin, phosphatidylserine, and diacylglycerol powers are at least one selected. According to another preferred embodiment of the present invention, the amphiphile is a mixture containing at least sphingolipid, glycerol lipid, and diacylglycerol. Further, according to another preferred embodiment of the present invention, the amphiphilic substance is a mixture comprising at least celeb mouth side, phosphatidylcholine, and diacylglycerol.

[0020] The amphiphilic substance in the present invention is preferably obtained from at least one plant selected from oil crops, cereals, and legumes. And as a plant raw material of the amphiphilic substance in the present invention, a processed plant product such as a by-product in a process of manufacturing a food, which can use a plant as it is, may be used. Thus, according to a preferred embodiment of the present invention, the plant material of the amphipathic substance is at least one which is also selected from corn, rapeseed, sesame, soybean, rice, wheat and oemica. According to another preferred embodiment of the present invention, the plant material of the amphipathic substance is at least one selected from the group consisting of corn bran, dalten meal, rapeseed meal, sesame seeds, soybean meal, rice bran, and wheat bran. One thing.

[0021] In the method for producing a plant disease resistance-inducing composition according to the present invention, when extracting an amphipathic substance from a plant material, water, a surfactant, and an organic solvent solvent are used as extraction solvents. The group strength A mixed solvent of two or more selected substances can be used, or an organic solvent can be used alone. Therefore, according to a preferred embodiment of the present invention, the amphiphilic substance is extracted from a plant raw material with a mixed solvent or an organic solvent of two or more substances selected from the group consisting of water, a surfactant, and an organic solvent. Things. In this extraction, it is preferable that the plant material is immersed in the mixed solvent or the organic solvent and stirred.

[0022] Examples of the mixed solvent used for the extraction include a solvent obtained by adding an appropriate amount of water to an organic solvent, a solvent containing an organic solvent and a surfactant in an appropriate ratio, or water and a surfactant. Solvents and the like. If a surfactant is used in the extraction, a mixed solvent containing the surfactant is first prepared, and the plant material may be immersed in this mixed solvent and stirred, and the surfactant is not included!させ Soak the plant material in the solvent After stirring, a surfactant may be added to the solvent. And according to a preferred embodiment of the present invention, the mixed solvent also has water and surfactant power. Here, the surfactant is added so as to be preferably less than 1% (WZW), more preferably 0.1-0.5% (w Zw), based on water.

[0023] Examples of the surfactant in the mixed solvent include nonionic (also referred to as "nonione") surfactants, a-one surfactants, and cationic surfactants. These can be used alone or in combination of two or more. Here, as the nonionic surfactant, polyoxyethylene nonylphenyl ether, polyoxyethylene alkynyl ether, polyoxyethylene sorbitan ester, polyoxyethylene phenyl ether, sorbitan fatty acid ester, or polyoxyethylene fatty acid ester Esters, and the like. Examples of the aeon-based surfactant include an alkylbenzene sulfonate, an alkyl ether sulfate, a sulfonate, and an alkylnaphthalene sulfonate. Examples thereof include alkylamine salts and quaternary ammonium salts. Further, in the present invention, it is preferable to use a surfactant used as a food additive in terms of safety aspects. More specifically, propylene glycol fatty acid ester, chondroitin sulfate, sucrose fatty acid ester, sorbitan fatty acid Esters, glycerin fatty acid esters, medium-chain fatty acid tridalicelide, sorbitol, mannitol, and organic acid monodalicelide (for example, succinic acid monodalicelide, citrate monoglyceride and the like).

[0024] Examples of the organic solvent used for the extraction include ethanol, methanol, hexane, petroleum ether, ethyl ether, ethyl acetate, chloroform, and acetone. Further, the organic solvent in the present invention is preferably ethanol or methanol when it is used as an agricultural material that can be used for cultivation of organic agricultural products, which is preferably a solvent having high extraction efficiency, which is preferably ethyl acetate or black-mouthed form.

[0025] In addition to the extraction method using an organic solvent and a surfactant as described above, a method using a supercritical fluid, a method using circulating multistage pressurization (for example, Japanese Patent No. 3212278) And Japanese Patent No. 3212940). Also, in order to improve the extraction yield, the operation of re-extracting the active ingredient remaining in the residue, that is, solid-liquid separation An operation of adding a solvent for extraction again to the residue obtained by re-extraction may be performed.

The extraction is preferably performed under appropriate conditions according to the properties of the plant material, the type of organic solvent and surfactant used, and the like. The liquid temperature during the extraction is preferably 15-80. . C, more preferably 25-60. C.

[0027] In the present invention, the composition for inducing plant disease resistance is preferably obtained by concentrating the extract obtained by the above-mentioned extraction and removing the physiologically inhibitory substances of the plant by precipitation. . This concentration makes it possible to increase the content of the active ingredient in the composition and to precipitate and remove the plant physiologically inhibitory substances. Here, the physiologically inhibitory substances of plants refer to substances that, when processed into crops, cause black-mouth bleeding (yellowing) to the foliage tissues and suppress the growth of the crops.

[0028] In the concentration, by increasing the content of the amphipathic substance as an active ingredient, the composition for inducing plant disease resistance according to the present invention can exhibit an affinity action more strongly. Strong spreading action can be exhibited. The concentration of the active ingredient at which the spreading action is sufficiently exerted is preferably 0.001 to 0.4% (wZw), more preferably 0.01 to 0.1% (WZW). At such a concentration of the active ingredient, the spreadability to the leaves during spraying and the absorption during rooting treatment are improved, so that the spreadability of the amphiphilic substance as the active ingredient to the plant is improved. It is possible to enhance permeation transferability. That is, since the plant disease resistance-inducing composition according to the present invention exhibits a spreading effect, it is not necessary to add a spreading agent at the time of application or only a small amount of the spreading agent is added. Can be reduced. Therefore, according to a preferred embodiment of the present invention, the composition for inducing plant disease resistance has an amphipathic substance content of 0.001 to 0.4% (wZw).

[0029] Concentration can be performed by a commonly used concentration method such as freeze-drying, vacuum concentration, and heat distillation. However, since concentration at a high temperature is not preferable, it is preferable to carry out thermal distillation by vacuum concentration. In this case, concentrate at a maximum temperature of 80 ° C or less. In addition, the concentration is preferably reduced to a volume ratio of preferably 1Z2-1Z40, more preferably 1Z4-1Z12 as a guide, and the content of amphipathic substance is 0.001% relative to the plant disease resistance-inducing composition. It is preferred to concentrate to 0.4% (w / w).

[0030] The production method according to the present invention preferably comprises a concentrated liquid plant disease obtained by concentration. Further comprising isolating the harm resistance inducing composition. The isolation method is not particularly limited, and a known method can be appropriately used, and examples thereof include a method of filtering a concentrated solution.

[0031] The dosage form of the composition for inducing plant disease resistance according to the present invention can be used in any form of agricultural chemicals such as liquids, powders, granules, emulsions, wettable powders, oils, aerosols and flowables. There is no particular limitation on the form of the drug, its form of use, and the method of application.

[0032] Further, according to a preferred embodiment of the present invention, the composition for inducing plant disease resistance is used as a plant control agent. According to another aspect of the present invention, there is provided a method for controlling a plant disease, comprising a step of treating a target plant with the composition for inducing plant disease resistance according to the present invention.

[0033] In the above control method, means for treating the target plant include, but are not limited to, spraying treatment, rooting treatment, irrigation treatment, watering treatment and the like. Further, by combining the above-mentioned treatment means in accordance with the stage of the crop or the cultivation method of the crop, the efficacy and duration of the medicinal effect can be made more effective. In addition, the treatment concentration and the number of treatments of the disease resistance-inducing composition according to the present invention may vary depending on the type of crop, the degree of growth of the crop, the mode of development of plant diseases such as above-ground diseases and soil diseases, and the development pressure such as the density of pathogenic bacteria. It can be appropriately selected according to the conditions.

[0034] The target crops that can be treated with the plant disease resistance-inducing composition of the present invention include all cultivated plants, for example, cereals (rice, barley, wheat, corn, etc.), solanaceous plants (tomato, eggplant). ), Legumes (e.g., cucumber, melon, pumpkin), legumes (e.g., Japanese radish, soybean), cruciferous plants (e.g., radish, Chinese cabbage, cabbage), roses (e.g., strawberry, apple, pear) And the like. Further, it is preferable that the target crop is a plant different from the plant material of the plant disease resistance-inducing composition according to the present invention. For example, when the target crop to be treated is rice, the raw material of the plant resistance inducing composition according to the present invention is a plant raw material other than rice.

[0035] Further, since the general disease resistance reaction of plants is considered to be non-specific to pathogenic bacteria, the target diseases of the above crops are all plant diseases caused by filamentous fungi. For example, lettuce root rot, tomato wilt, wheat rust, melon vine Disease, strawberry powdery mildew, cucumber anthracnose, cabbage wilt, spinach brown spot, soybean purpura, eggplant powdery mildew, green onion rust, and rice blast. Furthermore, the composition for inducing plant resistance according to the present invention is also effective against any of airborne surface diseases and soil-borne soil diseases.

Hereinafter, the present invention will be further described with reference to examples, but the present invention is not limited to these examples.

Example

[0037] << Example >>

Various plant raw materials can be used as needed with a power mill (Showa Giken Co., Ltd.

The powder frame was prepared according to Ρ-02), and the screen opening 1. After making a powder frame product using Omm, it was subjected to the following process.

[0038] (1) Yuzu

In the extraction method using an organic solvent, 6 liters of 99.5% ethanol was added to 1 kg of the plant powder raw material, and extraction was performed with stirring at room temperature. After performing extraction for 18 hours, an ethanol extract and a residue were obtained by solid-liquid separation.

[0039] In the extraction method using a surfactant, after immersing and swelling in 12 liters of water with respect to 1 kg of plant powder raw material, various surfactants are added in an amount of 0.1%, It was added to a final concentration of 0.3%, 0.5%, and 1.0%, and extraction was performed for 18 hours while stirring at room temperature. Then, a surfactant extract was obtained by removing insolubles by centrifugation (2,000 X g, 20 minutes).

The ethanol extract obtained in the above extraction step was concentrated to an original volume of about 1Z12 under reduced pressure using a rotary evaporator I (Asahi Seisakusho, ARE-20V). After concentration, the obtained ethanol extract was cooled to room temperature, and the precipitate formed in the solution was removed using No. 2 filter paper (trademark: ADVANTEC, manufactured by Toyo Roshi Kaisha, Ltd.), and concentrated to about 400 mL. A liquid was obtained.

[0041] The surfactant extract obtained in the above extraction step was concentrated and dried under reduced pressure using a monotary evaporator in the same manner as described above. 4 in the obtained dried fraction OOmL of ethanol was dissolved in ethanol and insoluble substances were removed using No. 2 filter paper to obtain a surfactant extract concentrated solution.

Example 2

In order to examine the disease control effect of the disease resistance-inducing composition according to the present invention, a control test on rice and rice blast was carried out. First, eight seedlings of rice (cultivar: Akitakomachi) are sowed per pot and cultivated in an artificial climate chamber. At the stage of 3 to 4 leaf leaves, various sample samples (2 mL per pot) are obtained. Foliage application was performed (here, 4 pots per section). For the positive control, a cerebroside B solution (cerebroside B concentration: 10 ppm) was sprayed in the same manner, and for the negative control, water was sprayed. Then, it was left for about 1 hour until the spray liquid was dried on the leaf surface, and then cultivated again in the cultivation room. As cerebroside B, a sample (sebroside B concentration 2 mg ZmL solution) separated and purified by the method of Umemura et al. (Plant Cell Physiology, 2000, 41, 676-683) was used.

Three days after sample treatment, forced infection was performed by spraying a conidia suspension of a rice blast fungus (scientific name: Maenaporthe erisea race 007). After spray inoculation, the plants were left in the dark and in a humidified condition for 36 hours to promote blast infection. Thereafter, the test plants were transferred to an artificial meteorological room and cultivated, and the control value was calculated by measuring the number of susceptible lesions on the third true leaf of each section 6 days after inoculation. The control value was calculated according to the following formula.

[Equation 1] Control value = (1 average number of lesions per leaf in each section / average number of lesions per leaf in control section) X 100

Table 1 shows the control effects of the 100-fold diluted ethanol extract concentrate prepared by the method of Example 1 using various plant materials. Ethanol extract concentrates of plant materials other than rice bran showed a control effect, although there were differences in their control effects.

[Table 1] Control value

Corn Blanc 68

Gnoletten-Nore 55

Rape seed 73

Sesame power 47

Rice power, 8

Wheat bran 70

Soybean cake 69

Cerebrosi KB 82

[0047] Further, using a 0.3% DK Ester SS (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), which is a surfactant (Non-on) of a food additive, various plant materials were prepared by the method of Example 1. Table 2 shows the control effect of the 50-fold diluted solution of the manufactured concentrated surfactant extract. As in the case of the ethanol extract concentrate, the surfactant extract concentrate obtained from plants other than rice bran showed a controlling effect.

[Table 2]

Control value

Corn Blanc 75

Gluten meal 61

Rape seeds 56

Sesame seeds 35

Rice bran 3

Wheat bran 65

Soybean cake 58

Cerebrosi K B 83

[0049] Further, in order to easily compare the extraction efficiency of the active ingredient depending on the type and concentration of the surfactant, the phytoalexin-inducing ability of rice was examined for each of the concentrated surfactant extracts. As for rice phytorexin, momilataton, oryzalexin, sacranetin, and phytosan are reported, but disease resistance is determined by using momilactone and phytosan as an indicator, which are highly correlated with rice blast resistance. Sex induction was measured (Koga J, Ann. Phytopathol. So Jpn. (1998) 64, 97-101, Umemura K, Biosci. Biotechnol. Biochem. (2003) 67, 899-902). Specifically, DK Ester SS and S-215 (a non-ionic surfactant for food additives, manufactured by Mitsubishi Chemical Foods Co., Ltd.) were used as surfactants and extracted under various concentration conditions. The phytoalexin-inducing ability was measured for a 50-fold dilution of the surfactant extract concentrate. The results were as shown in Table 3. Here, the results are shown as relative values when the activity when treated with cerebroside B (10 ppm) is defined as 100.

[0050] [Table 3] Surfactant DK Ester SS S-215

Surfactant concentration (%) 0 0.1 0 0.3 0 0.5 1.0.0 0 0.1 0.1 0.3 0.5 1.0

Corn blanc 2 64 185 213 198 3 51 85 121 143 Gluten paste 4 46 86 132 135 2 35 74 70 71

Rape seeds 0 26 43 46 47 0 23 13 30 31 Sesame seeds 0 13 38 39 38 0 43 43 43 35 Rice bran 0 2 1 3 2 0 1 1 0 1 Wheat bran 0 23 25 23 23 0 33 35 38 43 Soybean seeds 2 43 46 59 63 2 43 45 49 53

When the extraction operation was performed without adding a surfactant, the active ingredients exhibiting various disease resistance-inducing actions were hardly extracted. On the other hand, it was found that the extraction efficiency of the active ingredient tended to increase by increasing the concentration of the surfactant. However, when the surfactant concentration is 1.0% or more, no further improvement in extraction efficiency is seen, and the viscosity of the extract is increased in the post-concentration process! ], Phenomena such as an increase in the time required for concentration and a decrease in operability were observed.

[0052] In order to compare the extraction efficiency of each surfactant (0.5% added), the results when corn bran was extracted as a raw material are summarized in Table 4. The disease resistance inducing activity value in Table 4 is a value indicating the phytoalexin inducing ability of a 50-fold diluted solution of each surfactant extract concentrate, and the activity when cerebroside B was treated with lOppm as 100. It is a relative value.

[0053] [Table 4] Disease resistance Surface ft-agent used in the extraction process

Inducing activity

Surface treatment

(Relative button

S-40 Nonionic (Mitsubishi Chemical Corporation) 40

S-215 Non-on type (Mitsubishi Chemical Foods Corporation) 121

S-220 Nonionic (Mitsubishi ^ Gaku Foods Corporation) 104

K-220 Nonionic (Mitsubishi Chemical Foods Corporation) 97

K-230 Noon (Mitsubishi Chemical Foods Corporation) 86

HC-60 Noon (Mitsubishi Chemical Foods) 70

P 208 Nonionic (Mitsubishi ^; Gaku Foods II) 68

BT-208 Noneon type (Mitsubishi Chemical Foods Corporation) 40 K-60 Nonion type (Mitsubishi Chemical Foods Corporation) 56

NK-100C Noon system (Mitsubishi Chemical Foods Corporation) 89

TritonX-100 Nonionic (Mitsubishi Chemical Foods Corporation) 87

D Estenolle SS Nounion (Mitsubishi Chemical Foods Corporation) 113

LA-1670 Non-on type (Mitsubishi Chemical Foods) 97 97 1695 Non-onion type (Mitsubishi Chemical Foods) 69

M-1695 Nonionic (Mitsubishi Chemical Foods Corporation) 52

P 670 Non-on type (Mitsubishi Chemical Foods Corporation) 44

H-20 Anion type (Ito Oil Co., Ltd.) 67

SU F IC S R-70 Anion type (Ito Refinery) 58

BIO-SOFT D40 46

SURFRIC # 5] 8 Cationic (Ito Oil Co., Ltd.) 72

AMMONYX 4 Cationic (Tomoe industrial tile) 36 Example 3: Lettuce root rot control test

(1) Method

A seedling of lettuce (variety: Patriot) in which three true leaves were developed was subjected to immersion treatment, irrigation treatment, or foliage treatment using a 100-fold diluted solution of the ethanol extract concentrate prepared in Example 1. After this treatment, contaminated soil (dilution plate method, lg soil per lettuce root rot fungus ( Inoculation treatment was carried out by transplanting lettuce seedlings into Fusarium oxvsporum f. Sp. Lactucae) race (SB1-1 strain was adjusted to a cell density of 3 × 10 ⁴ CFU). As a positive control, a cerebroside B solution (cerebroside B concentration: 10 ppm) was used.

Twenty-one days after the transplantation, an investigation of the onset of internal symptom was conducted to examine the control effect of each test solution. Here, the disease index is 0 when there is no disease, 1 when less than 1Z3 of the vascular bundle changes color, 2 when 1Z3-2Z3 of the vascular bundle changes color, and 2/3 or more of the vascular bundle. The case of discoloration was designated as 3. In addition, the control value was calculated according to the formula shown below.

[0055] [Equation 2]

(Average disease incidence in control plots-Average disease incidence in test plots) / (Average disease incidence in control plots) X 100 [0056] (2) ¾

The results were as shown in Table 5. The control effect was observed even when the concentrated ethanol extract from any plant material was used. Furthermore, the control effect was observed by any of the immersion treatment, irrigation treatment, and spray treatment, and the immersion treatment tended to show the highest control value.

[Table 5] Immersion treatment 馑 Injection treatment Spraying treatment Corn corn 84 57 55

Gluten mill 79 75 28

Rape cake 45 34 12

Sesame power, 34 34 35

Rice bran 62 55 32

Wheat bran 56 45 30

Soybean cake 78 45 23

Cerebrosi KB 98 86 72 Example 4 Tomato Blight Control Test

(1) Law

The seedlings of tomato (cultivar: Ponterosa) developed on a true leaf strength were immersed for 36 hours using a 50-fold or 100-fold dilution of the concentrated ethanol extract. Here, the above-mentioned concentrated ethanol extract was prepared by the method of Example 1. Then, the above-mentioned tomato seedlings were transplanted to contaminated soil (Fusarium oxvsporum f. Sp. Lvcopersici) race J—adjusted to a bacterial density of 3 × 10 CFU / g of one strain J. Inoculation treatment. Serebroside B solution (cerebroside B concentration: 5 ppm or 10 ppm) was used as a positive control.

[0059] (2) Result

A disease investigation similar to that in Example 3 was conducted 24 days after transplantation, and the control effect of each test solution was examined. The results were as shown in Table 6. The control effect was observed in the concentrated ethanol extracts from all plant materials.

[Table 6]

Example 5: Wheat Fusarium Control Test (1) Law

A control test was carried out using wheat (cultivar: Norin 61) cultivated at Meiji Seika Co., Ltd. farm (address: 800 Odawara Kapayayama). One test plot was 10 m ^2, and the test solution was used at a rate of 150 LZ10a per test plot in the spray treatment. This spraying treatment was carried out three times in each test plot, namely, the heading stage, the heading stage, and the beginning of heading. As infection treatment, straw was laid between furrows to promote natural disease, and sprinklers were used to sprinkle water to achieve humid conditions. As a test solution, a 50-fold diluted solution of a concentrated ethanol extract derived from a plant material was used, and as a positive control, a 1000-fold diluted solution of trifmin wettable powder (manufactured by Nippon Soda Co., Ltd.) was used.

[0062] (2) ¾

The results were as shown in Table 7. Here, the control value was calculated based on the disease incidence of ears in which Fusarium head blight had developed. Except for the concentrated ethanol extract from wheat, which is the same raw material as the test plant, the control effect was observed in all cases.

[Table 7]

Control value

Corn blanc 49

Gunoreten no 36

Rape seeds 56 Sesame seeds 42

Rice bran 56

Wheat bran 4

Soybean cake 48

Cerebrosi B64 Trifmin. 78

Claims

The scope of the claims

[1] A plant disease resistance-inducing composition comprising a plant-derived amphiphilic substance as an active ingredient.

[2] The composition according to claim 1, wherein the plant is at least one selected from the group consisting of oil crops, cereals, and legumes.

[3] The plant material of the amphipathic substance is corn, rape, sesame, soybean, rice, wheat

The composition according to claim 1, wherein the group strength is also selected.

[4] The plant material of the amphipathic substance according to claim 1, which is at least one selected from corn bran, dalten meal, rapeseed meal, sesame seeds, soybean meal, rice bran, and wheat bran power. Composition.

[5] The composition according to claim 14, wherein the amphipathic substance is a simple lipid, a complex lipid, or a mixture thereof.

[6] The composition according to claim 5, wherein the complex lipid is a phospholipid and / or a glycolipid, a sphingolipid, a glycosphingolipid, a celeb mouth side, a glycer mouth glycolipid, or a phosphatidylcholine.

[7] The complex lipid is 1-0-β darcosyl-2-hydroxymyristoyl-3-hydroxysphinganine,

1-0-β darcosyl-2-hydroxypalmitoyl-3-hydroxysphinganine, 1-0-β darcosyl-2, hydroxypalmitrail 3-hydroxysphingan,

1-0- β-gnorecocinole Ν—2, -hydroxystearoyl-3-hydroxysfinger

1- -0- β —Knore = 1 Chinole--Ν- -2, -Hydroxyoleoyl 3-Cedroxic Sphinganine,

1- -0- β —Gnore = 1 Chinore--Ν- -2, -Hydroxy base 3--Hydroxysphinganine,

1- -0- β —Gnore = 1 Chinore--Ν- -2, -Hydroxylinoleoyl 3-Hydroxysphinganine,

1- -0- β —Gnore = 1-Chinole- -Ν- -2, -Hydroxylinolenic -3--3-Hydroxysphinganine ゝ lo-β-Gnore = 1-Sinole- -Ν--2 Hydroxyarachidoninole 3-Hydroxysphinganine lo-β-Gnore = 1-Sinole- -2--2 Hydroxybehenyl 3-Hydroxysphinganine, lo -β-Gnore = 1 sinole--Ν- -2 Hydroxylignocelluloyl 3-Hydroxysphinganine,

lo-β —Gnore = 1-Sinole- -Ν--2 Hydroxymyristoyl-4-hydroxysphinganine, lo-β—Gnore = 1-Sinole- -Ν--2 Hydroxypalmitoyl 4-hydroxysphinganine, lo -β-Gnore = 1 sinole--Ν- -2 Hydroxypalmitrail 4-Hydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 hydroxymyristoyl-3,4-dihydroxysphinganine,

l-o-β —Gnore = 1 sinole--Ν- -2 Hydroxypalmitrail 3, 4-dihydroxysphinganine,

lo-β —Gnore = 1 Chinore--Ν- -2 Hydroxystearoyl 3, 4-dihydroxysfinger Nin,

l-Q-β-hydroxy oleoyl 3,4-dihydroxy sphinganine,

l-Q-β-darcosyl Ν—2, -hydroxybase oil 3,4-dihydroxysphinganine,

l-Q-β-hydroxylinoleyl oil 3,4-dihydroxysphinganine,

l-Q-β-hydroxylinolenic oil 3, 4-dihydroxy sphinganine,

1-Ο-β-darcosyl-Ν-2-hydroxyarachidonyl-3,4-dihydroxysphinganine,

ι-ο-β-Darcosyl Ν—2, -hydroxybehenoyl 3,4-dihydroxysphinganine,

ι-ο-β-Hydroxylignocelluloyl 3, 4-dihydroxysphinganine,

ι-ο-β-Darcosyl Ν—2, -hydroxymyristoyl 3-hydroxy-4 sphingen,

ι-ο-β-darcosyl Ν—2-hydroxypalmitoyl-3-hydroxy-4 sphingen,

l-Q-β-darcosyl-Ν-, 2-hydroxypalmitrail 3-hydroxy-4 sphingenin,

l-Q-β-darcosyl Ν—2, -hydroxystearoyl-3-hydroxy-4 sphingen,

l-Q-β-darcosyl-Ν-2-hydroxyleoyl 3-hydroxy-4 sphingene,

l-Q-β-darcosyl Ν—2, -hydroxybase oil 3-hydroxy-4 sphingen,

lQ-β-Darcosyl Ν—2-hydroxylinoleoyl 3-hydroxy-4 sphinge ,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxylinolenic oil 3-Hydroxy-4 sphingenin,

l-Q-β-Knole: π-Sinole- -Ν-2, -hydroxyarachidonyl-3-hydroxy-4 sphingenine,

l-Q-β-Knole = 1 Sinole-Ν-2, -Hydroxybehenyl 3-Hydroxy-4 sphingen,

l-Q-β-Knole = ι-Sinore--，-2, -Hydroxylignocelluloyl 3-Hydroxy-4 sphingenin,

ι- -β -Knole: π-Sinole- -Ν-2, -Hydroxymyristoyl 4-hydroxy-4 sphingen,

ι- -β -Kunore = ι-Sinore- -Ν-2, Hydroxypalmityl 4-Hydroxy-4 sphingen,

ι- -β -Knore = ι-Sinore- -Ν-2, -Hydroxypalmitrail 4-Hydroxy-4 sphingenin,

ι- -β -Knole: π-Sinole- -Ν-2, -Hydroxystearoyl-4-hydroxy-4 sphingen,

ι- -β-Knore = ι-Sinore- -Ν-2, Hydroxyoleoyl 4-Hydroxy-4 sphingen,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxybase oil 4-Hydroxy-4 sphingen,

l-Q-β-Knole: π-Sinole- -Ν-2, -Hydroxylinoleoyl 4-hydroxy-4 sphingen,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxylinolenic oil 4-Hydroxy-4 sphingenin,

l-Q-β-Knore = ι-Sinore- -Ν-2, Hydroxyarakidonyl-4-hydroxy-4 sphingenine,

lQ-β -Knole: π-Sinole- -Ν-2, -Hydroxybehenol 4-Hydroxy-4 sphinge- ,

l-O-β-Gnorecosinole — 2-hydroxylignocelluloyl 4-hydroxy-4 sphingenin,

l-O-β-Gnorecocinole — 2 hydroxymyristoyl-3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole — 2-hydroxypalmitoyl—3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole — 2-hydroxypalmitrail 3,4-dihydroxy-4 sufingenin,

l-O-β-Gnorecocinole Μ—2 hydroxystearoyl-3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxyoleoyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecocinole Μ— 2 Hydroxybase oil 3,4 Dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxylinoleoyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole Μ—2 hydroxylinolenic oil 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecocinole — 2 hydroxyarachidonyl-3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole — 2 hydroxybehneulou 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecolinole — 2-hydroxylignocelluloyl 3,4-dihydroxy-4 sphingenin,

l-O-β-Gnorecosinole — 2-hydroxymyristoyl 3-hydroxy-8-sphingenine,

lO-β-glu = f-sil- 一-2-hydroxypalmitoyl- 3-hydroxy-8-sphinge- ,

l-Q-β-Knole = ι-Sinore- -Ν-2, -Hydroxypalmitrail 3-Hydroxy-8 sphingenin,

l-Q-β-Knole: π-Sinole- -Ν-2, -hydroxystearoyl-3-hydroxy-8 sphingen,

l-Q-β-Knole = 1 Shinole- -Ν-2, -Hydroxyleoyl 3-Hydroxy-8 sphingen,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxybase oil 3-Hydroxy-8 sphingen

ι- -β -Knole: π-Sinole- -Ν-2, -Hydroxylinoleoyl 3-Hydroxy-18 sphingen,

ι- -β -Knore = ι-Sinore- -Ν-2, -Hydroxylinolenic oil 3-Hydroxy-8 sphingenin,

ι- -β -Knole = ι-Sinore- -Ν-2, -Hydroxyarachidonyl-3-Hydroxy-8 sphingenine,

ι- -β -Knole: π-Sinole- -Ν-2, -Hydroxybehenyl 3-Hydroxy-8 sphingen,

ι- -β -Knole = ι-Sinore- -Ν-2, -Hydroxylignocelluloyl 3-Hydroxy-8 sphingenin,

l-Q-β-Knole = ι-Sinore- -Ν-2, Hydroxymyristoyl-4-hydroxy-8 sphingen,

l-Q-β-Knole: π-Sinole- -Ν-2, -Hydroxypalmityl 4-Hydroxy-8 sphingen,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxypalmitrail 4-Hydroxy-8 sphingenin,

l-Q-β-Knore = ι-Sinore- -Ν-2, -Hydroxystearoyl-4-Hydroxy-8 sphingen,

lQ-β -Knole: π-Sinole- -Ν-2, Hydroxyoleoyl 4-Hydroxy-8 Sphinge- ,

1—Q—J8—Gnorecocinole-N-2, -hydroxybase oil 4-hydroxy-8 sphingen,

1—Q—J8—Gnorecosinole-N-2, -hydroxylinoleoyl 4-hydroxy-18 sphingen,

1—Q—J8—Gnorecocinole-N-2, -hydroxylinolenic oil 4-Hydroxy-8 sphingenin,

1—Q—J8—Gnorecocinole-N-2, Hydroxyarakidonyl 4-Hydroxy-8 sphingenin,

1—Q—j8—Gnore = f-Sinole-N-2, -Hydroxybehenyl 4-Hydroxy-8 sphingen,

1—Q—j8—Gnore = f-Sinole- -N-2, -Hydroxylignocelluloyl 4-Hydroxy-8 sphingenin,

1—Q—j8—Gnore = f sinole-N-2, -hydroxymyristoyl-3,4-dihydroxy-8 sphingenin,

1—Q—j8—Gnore = f sinole-N-2, -hydroxypalmitoyl—3,4-dihydroxy-8 sphingenin,

1—Ω—j8—Gnorecocinole- -N-2'-Hydroxypalmitrail 3,4-Dihydroxy-8 sufingenin,

1—Q—j8—Gnorecocinole-N-2, -hydroxystearoyl-3,4-dihydroxy-8 sphingenin,

1—Q—j8—Gnorecocinole-N-2, Hydroxyoleoyl 3,4-Dihydroxy-8 sphingenin,

1—Q—j8—Gnorecocinole-N-2, -hydroxybase oil 3,4 dihydroxy-8 sphingenin,

1—Q—j8—Gnorecocinole-N-2, Hydroxylinoleoyl 3,4-Dihydroxy-8 sphingenin,

1 O—j8—Darcosyl-N-2, -hydroxylinolenic oil 3,4-dihydroxy-8 sphere Ngenin,

1—Q—J8—Gnorecocinole- -N-2'-hydroxyarachidonyl-3,4-dihydroxy-8 sphingenin,

1—Q—J8—Gnorecocinole-N-2, Hydroxybehenyl 3,4-Dihydroxy-8 sphingenin,

1—Q—J8—Gnorecocinole-N-2, -hydroxylignocelluloyl 3,4-dihydroxy-8 sphingenin,

1—Q—J8—Gnorecocinole-N-2′-hydroxymyristoyl 3-hydroxy-4,8 sphinga jenin,

1—Q—j8—Gnore = f-Sinole-N-2, -hydroxypalmitoyl—3-Hydroxy-4,8 sphin gadienin,

1—Q—j8—Gnore = f sinole- -N-2'-Hydroxypalmitrail 3-Hydroxy-4,8 Sphin gadienin,

1—Q—j8—Gnore = f sinole-N-2, -hydroxystearoyl 3-hydroxy-4,8 sphin gadienin,

1—Q—j8—Gnore = f sinole-N-2, Hydroxyoleoyl 3-Hydroxy 4,8

1—Q—j8—Gnore = f-Sinole-N-2, -Hydroxybase oil 3-Hydroxy-4,8 Sphinga jenin,

1—Q—j8—Gnorecocinole-N-2, Hydroxylinoleoyl 3-Hydroxy 4,8 sphin gadienin,

1—Q—j8—Gnorecocinole-N-2, -hydroxylinolenic oil 3-Hydroxy 4,8 sphin gadienin,

1—Q—j8—Gnorecocinole- -N-2'-Hydroxyarachidonyl-3-Hydroxy-4,8 Sphin gadienin,

1—Q—j8—Gnorecocinole-N-2, Hydroxybehenyl 3-Hydroxy 4,8

1 O—j8—Darcosyl-N-2, -hydroxylignocelluloyl 3-hydroxy-4,8 Gadienin,

l-O-β-Gnorecocinole — 2-hydroxymyristoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecocinole — 2-hydroxypalmitoiru 4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2-hydroxypalmitrail 4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecocinole — 2-hydroxystearoyl-4-hydroxy-4,8-sphingadienine,

l-O-β-Gnorecosinole Μ— 2 hydroxyoleoyl 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecosinole Μ— 2Hydroxy base

l-O-β-Gnorecosinole Μ— 2 hydroxylinoleoyl 4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole Μ— 2-hydroxylinolenic oil 4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole —— 2 hydroxyarachidonyl-4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecosinole — 2-hydroxybehenylu 4-hydroxy-4,8-sphinga jenin,

l-O-β-Gnorecosinole — 2-hydroxylignocelluloyl 4-hydroxy-4,8-sphin gadienin,

l-O-β-Gnorecocinole — 2-hydroxymyristoyl-3,4-dihydroxy-4,8-sphingadienin,

l-O-β-Gnorecocinole — 2-hydroxypalmitoyl—3,4-dihydroxy-4,8-sufingadien

lO-β-glu = f syl Ν—2 hydroxypalmitrail 3,4-dihydroxy-4,8- Fingergaenin,

1 Ω—j8—Darcosyl-M—2-Hydroxystearoyl-3,4-dihydroxy-4,8-sphingadienin,

1 Ω j8 Darcosyl-M 2, -hydroxyleoyl 3,4-dihydroxy-4,8-sufengadien,

1 Ω-j8-darcosyl-M 2, -hydroxybase oil 3,4-dihydroxy-4,8-sufingadien

1 Ω j8 Darcosyl-M 2, -Hydroxylinoleoyl 3,4-dihydroxy-4,8-sufingadien

1 Ω j8 Darcosyl-M 2, -hydroxylinolenic oil 3,4-dihydroxy-4,8-sphingdienin,

1 Ω—j8—darcosyl-M—2-hydroxyarachidonyl-3,4-dihydroxy-4,8-sphingadienin,

1 Ω—j8—Darcosyl-M—2-Hydroxybehenyl-3,4-Dihydroxy-4,8-sufingadienin, and

1 Ω—j8—Darcosyl-M—2-Hydroxylignocelluloyl 3,4-Dihydroxy-4,8—Sphingadienin

6. The composition according to claim 5, wherein both the force and the group force are at least one selected.

[8] The composition according to claim 5, wherein the simple lipid is diacylglycerol.

9. The amphipathic substance according to claim 14, wherein the amphipathic substance is at least one selected from the group consisting of celeb mouth side, phosphatidylcholine, sulfatide, sphingomyelin, phosphatidylserine, and diacylglycerol. A composition according to claim 1.

[10] The composition according to any one of claims 14 to 14, wherein the amphipathic substance is a mixture containing at least sphingolipid, glycerol lipid, and diacylglycerol.

11. The composition according to claim 14, wherein the amphiphilic substance is a mixture containing at least celeb mouth side, phosphatidylcholine, and diacylglycerol.

[12] The amphipathic substance extracted from a plant raw material by a mixed solvent or an organic solvent of two or more substances selected from the group consisting of water, a surfactant, and an organic solvent. 12. The composition according to any one of claims 111.

13. The composition according to claim 12, wherein the amphiphilic substance is obtained by concentrating the extract obtained by the extraction and removing a physiologically inhibitory substance from a plant by precipitation.

14. The composition according to claim 12, wherein the mixed solvent comprises water and a surfactant.

[15] The composition according to claim 12, wherein the surfactant is selected from a nonionic surfactant, an anionic surfactant, a cationic surfactant, or a mixture thereof.

[16] The surfactant is a group consisting of propylene glycol fatty acid ester, chondroitin sulfate, sucrose fatty acid ester, sorbitan fatty acid ester, glycerin fatty acid ester, medium-chain fatty acid tridalyseride, sorbitol, mannitol, and organic acid monoglyceride. 13. The composition according to claim 12, wherein the force is also at least one of a choice.

[17] The composition according to claim 12, wherein the organic solvent is selected from methanol, ethanol, or a mixture thereof.

[18] The composition according to claim 12, wherein the extraction is performed at 15 to 80 ° C.

[19] The composition according to claim 13, wherein the concentration is performed at 80 ° C or lower.

[20] The method according to claim 119, wherein the content of the amphipathic substance is 0.001 to 0.4% (wZw).

V. The plant disease resistance-inducing composition according to any one of the above items.

[21] The plant disease resistance-inducing composition according to any one of claims 112 to 20, which is used as a plant control agent.

[22] A method for controlling a plant disease, comprising a step of treating a target plant with the composition according to any one of claims 121 to 121.

[23] Extracting an amphiphilic substance from a plant material with a mixed solvent or an organic solvent of two or more substances selected from the group consisting of water, a surfactant, and an organic solvent;

Concentrating the extract obtained by the above extraction to precipitate and remove physiologically inhibitory substances of plants contained in the extract.

23. The method of claim 12, wherein the composition comprises:

24. The production method according to claim 23, wherein the concentrated liquid obtained by the concentration further comprises isolating the composition.

[25] The content of the amphiphile is 0.001 to 0.4% (w / w) based on the composition. The production method according to claim 23 or 24, wherein the concentration is carried out as follows.