JP5110618B2 - Mycotoxin biosynthesis inhibitor - Google Patents

Mycotoxin biosynthesis inhibitor Download PDF

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JP5110618B2
JP5110618B2 JP2006191308A JP2006191308A JP5110618B2 JP 5110618 B2 JP5110618 B2 JP 5110618B2 JP 2006191308 A JP2006191308 A JP 2006191308A JP 2006191308 A JP2006191308 A JP 2006191308A JP 5110618 B2 JP5110618 B2 JP 5110618B2
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deoxynivalenol
nivalenol
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渡辺  哲
剛一 尾崎
和俊 野崎
茂樹 藤田
孝二 山路
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Kumiai Chemical Industry Co Ltd
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本発明は、1種又は2種以上の第4級アンモニウム塩を有効成分として含有する、農作物中、食品中、飼料中の真菌(糸状菌)が産生するマイコトキシンの生合成阻害剤に関するものである。   The present invention relates to a biosynthesis inhibitor of mycotoxins produced by fungi (filamentous fungi) in agricultural products, foods, and feeds, containing one or more quaternary ammonium salts as active ingredients. .

更に、このマイコトキシン生合成阻害剤を用いて、マイコトキシンの農作物、食品、飼料への汚染量を軽減することを意図した処理方法に関するものでもある。   Furthermore, the present invention also relates to a treatment method intended to reduce the amount of mycotoxins contaminated with crops, foods, and feeds using this mycotoxin biosynthesis inhibitor.

マイコトキシンとは真菌(糸状菌)の二次代謝産物として産生される毒の総称であり、マイコトキシンに汚染された食品や飼料の摂取により、人や家畜には急性もしくは慢性の生理的あるいは病理的障害が生じる。現在、100種類以上のマイコトキシンが知られているが、代表的なものとして、デオキシニバレノールやニバレノール等のトリコテセン系マイコトキシン、天然の物質としては最も発癌性の高いアフラトキシン、その他にもフモニシン、オクラトキシン、シトリニン、パツリン、ゼアラレノン等がある。   Mycotoxin is a general term for toxins produced as secondary metabolites of fungi (filamentous fungi), and ingestion of food and feed contaminated with mycotoxins causes acute or chronic physiological or pathological damage to humans and livestock. Occurs. Currently, more than 100 types of mycotoxins are known, but representative examples include trichothecene-based mycotoxins such as deoxynivalenol and nivalenol, aflatoxins that are the most carcinogenic as natural substances, fumonisins, ochratoxins, There are citrinin, patulin, zearalenone, etc.

赤かび病菌はコムギ、オオムギ、トウモロコシなどの重要穀物に感染し、収穫に大きな打撃を与える。更に収量の減少に加え、穀粒中にトリコテセン系やゼアラレノンといったマイコトキシンを蓄積させ、食品安全性の観点からも大きな問題を起こす。欧州、北米および東アジアといった麦類栽培の盛んな地域におけるマイコトキシンに関する研究の歴史は古く、毒性・汚染量の両面から人畜への影響が最も懸念される毒物として世界的に注目を集めている。   Fusarium head blight fungus infects important grains such as wheat, barley, and corn, and has a major impact on the harvest. Furthermore, in addition to the reduction in yield, mycotoxins such as trichothecenes and zearalenone are accumulated in the grain, which causes a serious problem from the viewpoint of food safety. The history of research on mycotoxins in regions with high wheat cultivation such as Europe, North America and East Asia has a long history, and is attracting worldwide attention as a poison that is most concerned about the impact on human livestock in terms of both toxicity and pollution.

トリコテセン系マイコトキシンに汚染された食品の摂取は、嘔吐・下痢を中心とした消化器症状を主症状とする急性中毒を引き起こす。人畜に対する毒性面からマイコトキシンの中でもデオキシニバレノール及びニバレノールが着目され、その中でも特にデオキシニバレノールが着目されている。すでに欧州並びに北米では穀物中におけるデオキシニバレノール汚染量の自主規制値を設定し、監視強化の体制を整えつつある。   Ingestion of food contaminated with trichothecene mycotoxins causes acute poisoning, mainly gastrointestinal symptoms such as vomiting and diarrhea. Among mycotoxins, deoxynivalenol and nivalenol have attracted attention from the viewpoint of toxicity to human animals, and deoxynivalenol has attracted particular attention. In Europe and North America, self-regulatory values for deoxynivalenol contamination in cereals have already been established and systems for strengthening monitoring are being prepared.

このようにデオキシニバレノール監視の機運が国際的に高まる中で、2002年、我が国でも厚生労働省が小麦中デオキシニバレノール汚染量の暫定基準値1.1ppmを設定し、市場に流通する小麦の安全性を確保する旨通達を行った(非特許文献1)。これに関連して、飼料安全法上の指導通知として農林水産省は3ヶ月齢以上の牛に給与される飼料中のデオキシニバレノールの暫定許容値4.0ppm、それ以外の家畜には1.0ppmを設定した(非特許文献2)。マイコトキシンとしてデオキシニバレノールが注目される以前は、玄麦出荷段階における目視検査で赤かび病被害粒混入率を1%未満とする法規制を行うことで、マイコトキシンによる健康的リスクから国民を守ってきた。このため麦類生産現場では麦類赤かび病原性真菌に有効な殺菌剤を施用することで赤かび病害を軽減・抑制する努力が行われてきた。   As the momentum for deoxynivalenol monitoring increases internationally, the Ministry of Health, Labor and Welfare in Japan set a provisional standard value of 1.1 ppm for the deoxynivalenol contamination in wheat in 2002, and the safety of wheat distributed in the market is increased. A notice to ensure was made (Non-Patent Document 1). In this connection, the Ministry of Agriculture, Forestry and Fisheries has provided a provisional tolerance of 4.0 ppm for deoxynivalenol in feed fed to cattle 3 months of age or older, and 1.0 ppm for other livestock. (Non-Patent Document 2). Before deoxynivalenol was noticed as a mycotoxin, it has protected the public from the health risks of mycotoxins by carrying out legal regulations to reduce the contamination rate of powdery mildew disease grains to less than 1% by visual inspection at the barley shipping stage. For this reason, efforts have been made to reduce or suppress red mold disease by applying an effective fungicide to wheat red mold pathogenic fungi at the wheat production site.

麦類赤かび病原性真菌に有効な薬剤としては、(RS)−1−p−クロロフェニル−4,4−ジメチル−3−(1H−1,2,4−トリアゾール−1−イルメチル)ペンタン−3−オール(一般名:テブコナゾール)、(1RS,5RS)−5−(4−クロロベンジル)−2,2−ジメチル−1−(1H−1,2,4−トリアゾール−1−イルメチル)シクロペンタノール(一般名:メトコナゾール)、1−[2−(2,4−ジクロロフェニル)−4−プロピル−1,3−ジオキソラン−2−イルメチル]−1H−1,2,4−トリアゾール(一般名:プロピコナゾール)、1,2-ビス(3-メトキシカルボニル-2-チオウレイド)ベンゼン(一般名:チオファネートメチル)、メチル=(E)−2−{2−[6−(2−シアノフェノキシ)ピリミジン−4−イルオキシ]フェニル}−3−メトキシアクリレート(一般名:アゾキシストロビン)、メチル=(E)−2−メトキシイミノ[α−(o−トリルオキシ)−o−トリル]アセテート(一般名:クレソキシムメチル)、methyl(E)-N-{2-chloro-5-[1-(6-methyl-2-pyridinyl-methoxyimino)ethyl]benzyl}carbamate(一般名:ピリベンカルブ 開発コード:KIF-7767)などが挙げられる。   As an effective drug for wheat fungus pathogenic fungi, (RS) -1-p-chlorophenyl-4,4-dimethyl-3- (1H-1,2,4-triazol-1-ylmethyl) pentane-3 -Ol (generic name: tebuconazole), (1RS, 5RS) -5- (4-chlorobenzyl) -2,2-dimethyl-1- (1H-1,2,4-triazol-1-ylmethyl) cyclopentanol (Generic name: metconazole), 1- [2- (2,4-dichlorophenyl) -4-propyl-1,3-dioxolan-2-ylmethyl] -1H-1,2,4-triazole (generic name: propico) Nazole), 1,2-bis (3-methoxycarbonyl-2-thioureido) benzene (generic name: thiophanate methyl), methyl = (E) -2- {2- [6- (2-cyanophenoxy) pi Limidin-4-yloxy] phenyl} -3-methoxyacrylate (generic name: azoxystrobin), methyl = (E) -2-methoxyimino [α- (o-tolyloxy) -o-tolyl] acetate (generic name) : Cresoxime methyl), methyl (E) -N- {2-chloro-5- [1- (6-methyl-2-pyridinyl-methoxyimino) ethyl] benzyl} carbamate (generic name: pyribencarb development code: KIF-7767), etc. Is mentioned.

マイコトキシン、特にデオキシニバレノールへの注目に伴い、その汚染濃度の分析が進むにつれ、赤かび病罹病程度とデオキシニバレノール汚染量の間に直接的な関連性がないことが明らかになりつつある(非特許文献3)。   With the focus on mycotoxins, especially deoxynivalenol, it is becoming clear that there is no direct relationship between the severity of head blight and the amount of deoxynivalenol contamination as analysis of the contamination concentration proceeds (non-patented) Reference 3).

これは殺菌剤施用による病害防除だけではマイコトキシン汚染を十分防ぐことはできていない。更に麦類生産現場では各種殺菌剤の複合施用による麦類赤かび病の防除を行っても1.1ppmを超えるデオキシニバレノールが検出されるといった事例が頻出し、生産者にとっては悩みの種となっている。つまり、従来の技術であるマイコトキシン産生能を有する病原性真菌類の防除だけではデオキシニバレノール汚染量を十分抑制することはできないのである。   This is not enough to prevent mycotoxin contamination only by controlling the disease by applying a fungicide. In addition, cases of deoxynivalenol exceeding 1.1 ppm are frequently detected even at barley production sites, even when barley mold fungus is controlled by the combined application of various fungicides, which is a source of concern for producers. ing. That is, the amount of deoxynivalenol contamination cannot be sufficiently suppressed only by controlling the pathogenic fungi having the ability to produce mycotoxins, which is a conventional technique.

特許文献1には、亜リン酸及び亜リン酸エステルの、アンモニウム塩、第1〜4級アンモニウム塩、アルカリ金属塩、アルカリ土類金属塩及び多価金属塩を麦類に施用することによるマイコトキシン汚染量の抑制方法が開示されている。しかし、様々な農薬を併用できる展着剤については、マイコトキシン汚染を抑制する技術はこれまで見い出されていない。
厚生労働省 食発第0521001号 プレスリリース 平成14年7月5日 農林水産省生産局畜産部飼料課 Bai,G−H,Plattner,R and Desjardins,A.:Relationship between Visual Scab Ratings and Deoxynivalenol in Wheat Cultivars,The 1998 NATIONAL FUSARIUM HEAD BLIGHT FORUM,CHAPTER 2、P.21−25 特開2003?277210号公報
Patent Document 1 discloses mycotoxins obtained by applying ammonium salts, primary to quaternary ammonium salts, alkali metal salts, alkaline earth metal salts and polyvalent metal salts of phosphorous acid and phosphites to wheat. A method for controlling the amount of contamination is disclosed. However, no technology has yet been found for spreading agents that can be used in combination with various pesticides.
Ministry of Health, Labor and Welfare Press release July 5, 2002 Ministry of Agriculture, Forestry and Fisheries Production Bureau Livestock Department Feed Division Bai, GH, Plattner, R and Desjardins, A.M. : Relationship between Visual Scab Ratings and Deoxynivalenol in Wheat Multivars, The 1998 NATURAL FUSARIUM HEAD BLACK FORUM, CHAPTER 2. 21-25 JP 2003-277210 A

本発明は上記観点からなされたものであり、農作物、食品、飼料のマイコトキシン汚染、特にデオキシニバレノールによる汚染量を1.1ppm以下若しくは、可能な限り低汚染量へと抑制する効果を有する、真菌によるマイコトキシンの生合成を阻害する阻害剤を提供することを目的とする。   The present invention has been made from the above viewpoint, and it is based on fungi that has an effect of suppressing the contamination of crops, foods, and feeds to mycotoxin contamination, particularly deoxynivalenol to 1.1 ppm or less or as low as possible. It aims at providing the inhibitor which inhibits the biosynthesis of mycotoxin.

本発明者らは、上記の課題を解決するために鋭意検討を重ねた結果、1種又は2種以上の第4級アンモニウム塩を有効成分として含有する組成物が、農作物の赤かび病原性真菌に対する生育阻害活性はないが、農作物、食品、飼料を汚染するマイコトキシンの生合成に優れた阻害効果を有することを見出し、本発明を完成した。   As a result of intensive studies in order to solve the above problems, the present inventors have found that a composition containing one or more quaternary ammonium salts as an active ingredient is a red mold pathogenic fungus of agricultural products. It has been found that it has an excellent inhibitory effect on the biosynthesis of mycotoxins that contaminate agricultural crops, foods, and feeds, although it has no growth inhibitory activity against peanuts.

また、本発明者らは、他の農園芸用殺菌剤と併用して処理することにより、基準値1.1ppmを超える高濃度のマイコトキシン汚染が観測された殺菌剤との併用においては基準値以下へマイコトキシン汚染量を低減し、また元々低い汚染レベルを示す殺菌剤との併用でもマイコトキシン汚染の更なる抑制効果を示し、農園芸殺菌剤の単独処理時に比してマイコトキシン汚染量を低減する効果をも併せて見出し、本発明を完成した。   In addition, the present inventors treated in combination with other agricultural and horticultural fungicides, and in combination with fungicides in which high-concentration mycotoxin contamination exceeding the reference value of 1.1 ppm was observed, was below the reference value. Hemicotoxin contamination is reduced, and even when used in combination with bactericides that originally exhibit low levels of contamination, it shows a further inhibitory effect on mycotoxin contamination, and reduces the amount of mycotoxin contamination compared to single treatment with agricultural and horticultural fungicides. In addition, the present invention was completed.

即ち、本発明の要旨は以下の通りである。
(1)ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウム及びポリオキシエチレン脂肪酸エステルを含む組成物を有効成分として含有することを特徴とする、農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤。
(2)ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウムのアルキル基が炭素数12〜20の直鎖もしくは分岐鎖である(1)に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤。
(3)更に、1種又は2種以上の農園芸用殺菌活性成分を有効成分として含有することを特徴とする、(1)又は(2)に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤。
(4)農園芸用殺菌活性成分が、テブコナゾール、メトコナゾール、プロピコナゾール、チオファネートメチル、アゾキシストロビン、クレソキシムメチル、ピリベンカルブ(methyl(E)−N−{2−chloro−5−[1−(6−methyl−2−pyridinyl−methoxyimino)ethyl]benzyl}carbamate)より選択される、(3)に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤。
(5)(1)〜(4)のいずれかに記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤を栽培中の農作物に施用することを特徴とする、農作物及びそれを用いた食品や飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。
(6)(1)〜(4)のいずれかに記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤を収穫後の農作物に施用することを特徴とする、農作物及びそれを用いた食品や飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。
(7)(1)〜(4)のいずれかに記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤を食品に処理することを特徴とする、食品のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。
(8)(1)〜(4)のいずれかに記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成の阻害剤を飼料に処理することを特徴とする、飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。
That is, the gist of the present invention is as follows.
(1) Deoxynivalenol biosynthesis by Fusarium head blight fungi in crops, foods, and feeds, comprising as an active ingredient a composition comprising polynaphthylmethanesulfonate dialkyldimethylammonium and polyoxyethylene fatty acid ester And / or inhibitors of nivalenol biosynthesis.
(2) Deoxynivalenol production by Fusarium head blight fungi in crops, foods and feeds according to (1), wherein the alkyl group of the polyalkyldimethylammonium polynaphthylmethanesulfonate is a linear or branched chain having 12 to 20 carbon atoms Inhibitors of synthesis and / or nivalenol biosynthesis.
(3) Further, red in a crop, food, or feed according to (1) or (2), wherein the active ingredient contains one or two or more agricultural and horticultural bactericidal active ingredients. An inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by mold fungi.
(4) The bactericidal active ingredient for agriculture and horticulture is tebuconazole, metconazole, propiconazole, thiophanate methyl, azoxystrobin, cresoxime methyl, pyribencarb (methyl (E) -N- {2-chloro-5- [1- (6- Inhibition of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by Fusarium head blight fungi in crops, foods, and feeds according to (3) selected from: methyl-2-pyridinyl-methoxyimino) ethyl] benzyl} carbamate) Agent.
(5) Applying an inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by fungal fungus in a crop, food, or feed in any one of (1) to (4) to the crop being cultivated A method for suppressing deoxynivalenol contamination and / or nivalenol contamination of agricultural products and foods and feeds using the same.
(6) Applying an inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by red mold fungus in a farm product, food, or feed in any one of (1) to (4) to a harvested crop A method for suppressing deoxynivalenol contamination and / or nivalenol contamination of agricultural products and foods and feeds using the same.
(7) Deoxynivalenol biosynthesis and / or nivalenol biosynthesis inhibitor caused by Fusarium head blight fungus in the crop, food, or feed according to any one of (1) to (4) A method for suppressing deoxynivalenol contamination and / or nivalenol contamination of food.
(8) The feed is treated with an inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis caused by Fusarium head blight fungus in the crop, food, or feed according to any one of (1) to (4) And a method for suppressing deoxynivalenol contamination and / or nivalenol contamination of feed.

本発明のマイコトキシン生合成阻害剤を用いれば、農作物中、食品中、飼料中の真菌によるマイコトキシンの生合成を阻害することができる。そして、本発明のマイコトキシン生合成阻害剤を農作物、食品、飼料に処理することにより、農作物、食品、飼料のマイコトキシン汚染、特にデオキシニバレノールによる汚染量を1.1ppm以下、若しくは可能な限り低汚染量へと抑制することができる。   By using the mycotoxin biosynthesis inhibitor of the present invention, it is possible to inhibit mycotoxin biosynthesis by fungi in crops, foods and feeds. And, by treating the mycotoxin biosynthesis inhibitor of the present invention to crops, foods, and feeds, the crops, foods, feeds are contaminated with mycotoxins, particularly deoxynivalenol is 1.1 ppm or less, or as low as possible Can be suppressed.

以下に、本発明を詳細に説明する。   The present invention is described in detail below.

本発明の提供する第4級アンモニウム塩を含む組成物としては、マイコトキシンによる汚染を抑制するものであれば特に限定されるものではないが、例えばモノアルキルアンモニウム塩、ジアルキルアンモニウム塩、ジアルキルジメチルアンモニウム塩、モノアルキルトリメチルアンモニウム塩、アルキルジメチルベンジルアンモニウム塩等を挙げることができる。ここでいうアルキル基としては、炭素数が12〜20の直鎖もしくは分岐鎖のものが好ましい。塩の種類も特に限定されないが、例えば塩酸塩、スルホン酸塩、硫酸塩、硝酸塩、臭素塩等を挙げることができる。本発明に利用できる好適な例としては、ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウムとポリオキシエチレン脂肪酸エステルを含有する展着剤のニーズ(商品名:花王株式会社製)がある。   The composition containing a quaternary ammonium salt provided by the present invention is not particularly limited as long as it suppresses contamination by mycotoxins. For example, monoalkyl ammonium salts, dialkyl ammonium salts, dialkyl dimethyl ammonium salts , Monoalkyltrimethylammonium salt, alkyldimethylbenzylammonium salt and the like. As an alkyl group here, a C12-C20 linear or branched thing is preferable. Although the kind of salt is not specifically limited, For example, hydrochloride, sulfonate, sulfate, nitrate, bromine salt etc. can be mentioned. A suitable example that can be used in the present invention is a need for a spreading agent containing polynaphthylmethanesulfonic acid dialkyldimethylammonium salt and polyoxyethylene fatty acid ester (trade name: manufactured by Kao Corporation).

本発明の農作物のマイコトキシン汚染抑制効果を検定する方法としては、農作物である市販の精白米に対し第4級アンモニウム塩を含む展着剤の単独処理及び展着剤化合物処理を行わない対照群に、赤かび病菌を接種、培養を行い、赤かび病菌によって培地(この場合は精白米)中に生産されたマイコトキシンを定量する方法を挙げることが出来る。このような方法により、第4級アンモニウム塩を含む組成物が農作物病原性真菌の防除とは無関係にマイコトキシンの生合成に対し優れた阻害効果を有することが確認された。   As a method of examining the mycotoxin contamination inhibitory effect of the crops of the present invention, a commercially available polished rice that is a crop is a control group that does not perform a single treatment of a spreader containing a quaternary ammonium salt and a spreader compound treatment. A method for inoculating and cultivating a Fusarium head blight fungus and quantifying the mycotoxins produced in the medium (in this case, polished rice) by the Fusarium head blight fungus can be mentioned. By such a method, it was confirmed that the composition containing a quaternary ammonium salt has an excellent inhibitory effect on the biosynthesis of mycotoxins regardless of the control of crop pathogenic fungi.

更に、土壌に栽培した小麦に第4級アンモニウム塩を含む組成物と殺菌剤組成物を混用して施用したものと、殺菌剤組成物の単独施用、いずれの施用も行わない対照群に、予め培養した赤かび病菌を接種することにより、小麦赤かび病発病穂率および発病小穂率の比較、更には収穫された小麦中のマイコトキシンを定量することにより判定若しくは測定する方法を挙げることが出来る。このような方法により、第4級アンモニウム塩を含む組成物がマイコトキシン汚染に対し優れた抑制効果を有することが確認された。   In addition, a control group in which wheat cultivated on soil was applied by mixing a composition containing a quaternary ammonium salt and a bactericidal composition, and a bactericidal composition alone was applied in advance. By inoculating cultured Fusarium head blight fungus, there can be mentioned a method for determining or measuring wheat head blight disease heading rate and diseased spikelet rate, as well as quantifying mycotoxins in harvested wheat. . By such a method, it was confirmed that the composition containing a quaternary ammonium salt has an excellent inhibitory effect on mycotoxin contamination.

本発明において殺菌剤は、通常に使用される農園芸用殺菌活性化合物であればよく、好適には、例えば、エルゴステロール生合成阻害剤(例えば、テブコナゾール、メトコナゾール、プロピコナゾール、など)、アゾキシストロビン、クレソキシムメチル、トリフロキシストロビン、ピコキシストロビン、ピラクロストロビン、ピリベンカルブ、チオファネートメチル及びイミノクタジンのような、麦赤かび病に有効な殺菌活性化合物であり、更に農薬取締法上、農作物に対して使用が認められているものである。   In the present invention, the bactericidal agent may be any agricultural and horticultural bactericidal active compound that is usually used. For example, an ergosterol biosynthesis inhibitor (for example, tebuconazole, metconazole, propiconazole, etc.), azo It is a bactericidal active compound effective against red rot, such as xystrobin, cresoxime methyl, trifloxystrobin, picoxystrobin, pyraclostrobin, pyribencarb, thiophanate methyl and iminotadine. It is approved for use.

更に、本発明のマイコトキシン生合成阻害剤には、本発明の効果を妨げない限り、上記の組成物及び殺菌剤以外に、展着剤、界面活性剤、担体など、任意の成分を含有していてもよい。   Further, the mycotoxin biosynthesis inhibitor of the present invention contains optional components such as a spreading agent, a surfactant, and a carrier in addition to the above composition and fungicide, as long as the effects of the present invention are not hindered. May be.

以下に本発明の有効成分である化合物として第4級アンモニウム塩を含む展着剤(商品名:ニーズ)を用いた試験例を挙げ、本発明の更に具体的な説明を行うが、本発明はこれらに限定されるものではない。   Test examples using a spreading agent (trade name: needs) containing a quaternary ammonium salt as a compound that is an active ingredient of the present invention will be given below to further explain the present invention. It is not limited to these.

(実施例1)マイコトキシン生合成阻害試験
精白米培地(精白米50g+水15ml)に各種展着剤50mgを添加した後、500ml容の三角フラスコに入れ、シリコン栓をしてオートクレーブ滅菌を行った。これにポテトデキストロース液体培地にて前培養を行った赤かび病菌(Fusarium graminearum)の菌液5mlを、それぞれ精白米培地に接種し、27℃で7日間培養を行った。培養終了後、全培養物を60℃の恒温器にて18時間乾燥し、その後粉砕した。この全粒粉を分析用試料とした。分析用試料中のマイコトキシン濃度の定量は協和メデックス株式会社に依頼し実施された。また、培養終了時に赤かび病菌の気中菌糸の長さを測定し、本試験で使用した各種展着剤が赤かび病菌の菌体生育に与える影響を示した。本試験の結果を表1に示す。
(Example 1) Mycotoxin biosynthesis inhibition test 50 mg of various spreading agents were added to a polished rice medium (50 g of polished rice + 15 ml of water), and then placed in a 500 ml Erlenmeyer flask, which was sterilized by autoclaving with a silicon stopper. This was inoculated with 5 ml of Fusarium gramamineum bacterial solution pre-cultured in a potato dextrose liquid medium in a polished rice medium and cultured at 27 ° C. for 7 days. After completion of the culture, the whole culture was dried in a thermostat at 60 ° C. for 18 hours and then crushed. This whole grain powder was used as a sample for analysis. The determination of the mycotoxin concentration in the sample for analysis was carried out by Kyowa Medex Co., Ltd. In addition, the length of aerial hyphae of Fusarium head blight fungus was measured at the end of the culture, and the effects of various spreading agents used in this test on the cell growth of Fusarium head blight fungus were shown. The results of this test are shown in Table 1.

* A: ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウム(陽イオン系)
B: ポリオキシエチレンアルキルフェニルエーテル(非イオン系:エーテル系)
C: ポリオキシエチレンアルキルエーテル(非イオン系:エーテル系)
D: ポリオキシアルキレン脂肪酸エステル(非イオン系:エステル系)
E: ソルビタン脂肪酸エステル(非イオン系:エステル系)
F: ポリオキシエチレン樹脂酸エステル(非イオン系:エステル系)
G: ポリナフチルメタンスルホン酸ナトリウム(陰イオン系)
H: リグニンスルホン酸カルシウム(陰イオン系)
** マイコトキシン:デオキシニバレノール+ニバレノール(ppb)
* A: Dialkyldimethylammonium polynaphthylmethanesulfonate (cationic)
B: Polyoxyethylene alkylphenyl ether (nonionic: ether)
C: Polyoxyethylene alkyl ether (nonionic: ether)
D: Polyoxyalkylene fatty acid ester (nonionic: ester)
E: Sorbitan fatty acid ester (nonionic: ester)
F: Polyoxyethylene resin acid ester (nonionic: ester)
G: Sodium polynaphthylmethanesulfonate (anionic)
H: calcium lignin sulfonate (anionic)
** Mycotoxins: Deoxynivalenol + Nivalenol (ppb)

表1の結果から分かるように、いずれの展着剤も赤かび病菌の生育に影響を与えることがなかった。しかしながら、培養物中のマイコトキシン濃度は、第4級アンモニウム塩を含むニーズを添加したもののみ、著しく低かった。これらのことから、第4級アンモニウム塩を含むニーズは、赤かび病菌によるマイコトキシンの生合成を強力に阻害することが明らかである。   As can be seen from the results in Table 1, none of the spreading agents affected the growth of Fusarium head blight. However, the mycotoxin concentration in the culture was significantly lower only for those that added needs that included quaternary ammonium salts. From these facts, it is clear that the need to include a quaternary ammonium salt strongly inhibits mycotoxin biosynthesis by Fusarium head blight.

(実施例2)農園芸用殺菌剤との混用施用による小麦収穫物中のマイコトキシン汚染量検定試験
小麦(品種:ハルユタカ)を平成17年4月27日に播種し、慣行の耕種概要に従って栽培し、1区10mの試験区(3反復)を設けた。展着剤(商品名:ニーズ)と水からなる液体混合物中に各種殺菌剤を含む懸濁液を調製した。ニーズの濃度は1000ppm、殺菌剤を0.02〜0.07%含む水溶液を調製して、10a当たり100Lを6月30日(開花始め)、7月8日、7月15日、7月22日の合計4回、葉面に散布した。比較の試験区としては、展着剤を含まない殺菌剤処理区、及び展着剤も殺菌剤も散布しない区を設けた。7月3日に赤かび病菌(Fusarium graminearum)の胞子懸濁液を噴霧接種し、7月15日に病害の発生を確認した。収穫は8月11日に試験区内の全株を刈り取り、乾燥、脱穀し、小麦粒を得た。この小麦粒を粉砕し、得られた全粒粉を分析用試料とした。この分析用試料中のマイコトキシン濃度の定量を(実施例1)と同様に協和メデックス株式会社に依頼し実施された。本試験の結果を表2に示す。
(Example 2) Mycotoxin contamination test in wheat harvest by mixed application with agricultural and horticultural fungicides Wheat (variety: Haruytaka) was sown on April 27, 2005 and cultivated according to the conventional cultivation outline One test area of 10 m 2 (3 repetitions) was provided. Suspensions containing various bactericides were prepared in a liquid mixture composed of a spreading agent (trade name: needs) and water. The concentration of needs is 1000 ppm, and an aqueous solution containing 0.02 to 0.07% of a disinfectant is prepared. 100 L per 10a is June 30 (beginning of flowering), July 8, July 15, July 22 It was sprayed on the leaf surface a total of 4 times a day. As a test zone for comparison, a bactericide treatment zone not containing a spreading agent and a zone where no spreading agent or bactericidal agent was sprayed were provided. On July 3, a spore suspension of Fusarium graminearum was spray-inoculated, and on July 15, the occurrence of the disease was confirmed. On August 11, all the plants in the test area were cut, dried and threshed to obtain wheat grains. The wheat grains were pulverized, and the obtained whole grains were used as samples for analysis. The determination of the mycotoxin concentration in this analytical sample was carried out by requesting Kyowa Medex Co., Ltd. in the same manner as in Example 1. The results of this test are shown in Table 2.

*6月30日:クレソキシムメチル 0.02075%
7月8日:テブコナゾール 0.02%
7月15日:チオファネートメチル0.7%
7月22日:プロピコナゾール 0.025%
**発病小穂率より算出(無処理区の発病穂率65.7%、発病小穂率25.22%の甚発生条件下)
*** マイコトキシン:デオキシニバレノール+ニバレノール(ppb)
N.D.:検出限界未満
* June 30: Cresoxime methyl 0.02075%
July 8: Tebuconazole 0.02%
July 15: 0.7% thiophanate methyl
July 22: Propiconazole 0.025%
** Calculated from diseased spikelet rate (under conditions of wrinkle occurrence rate of diseased spikelet rate of 65.7% and diseased spikelet rate of 25.22%)
*** Mycotoxins: deoxynivalenol + nivalenol (ppb)
N. D. : Below detection limit

表2の結果から分かるように、農園芸用殺菌剤のみの処理に比べて、ニーズを毎回混用して処理した試験区から収穫した小麦粒のマイコトキシンの濃度は低かった。このことからも、第4級アンモニウム塩を含むニーズは、赤かび病菌によるマイコトキシンの生合成を阻害し、農作物へのマイコトキシン汚染を抑制することが明らかである。   As can be seen from the results in Table 2, the concentration of mycotoxins in the wheat grains harvested from the test area treated with the needs mixed each time was lower than in the treatment with the agricultural and horticultural fungicides alone. From this, it is clear that the need to contain a quaternary ammonium salt inhibits biosynthesis of mycotoxins by Fusarium head blight and suppresses mycotoxin contamination on agricultural crops.

本発明のマイコトキシン生合成阻害剤は、それ単独若しくは農園芸用殺菌剤と併用して農作物、食品、飼料に処理することにより利用することができ、食品安全性の観点から大きな問題になっている農作物、食品、飼料のマイコトキシン汚染を、抑制することができる。   The mycotoxin biosynthesis inhibitor of the present invention can be used by treating it alone or in combination with agricultural and horticultural fungicides into crops, foods, and feeds, which is a big problem from the viewpoint of food safety. It can suppress mycotoxin contamination of crops, foods and feeds.

Claims (8)

ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウム及びポリオキシエチレン脂肪酸エステルを含む組成物を有効成分として含有することを特徴とする、農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤。 Biosynthesis of deoxynivalenol by Fusarium head blight fungi in crops, foods, and feeds, comprising as an active ingredient a composition comprising polynaphthylmethanesulfonic acid dialkyldimethylammonium and polyoxyethylene fatty acid ester inhibitors of nivalenol biosynthesis. ポリナフチルメタンスルホン酸ジアルキルジメチルアンモニウムのアルキル基が炭素数12〜20の直鎖もしくは分岐鎖である請求項1記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤。 2. The deoxynivalenol biosynthesis by the fungi of Fusarium head blight in crops, foods and feeds according to claim 1 , wherein the alkyl group of the polyalkyldimethylammonium polynaphthylmethanesulfonate is a linear or branched chain having 12 to 20 carbon atoms. inhibitors of nivalenol biosynthesis. 更に、1種又は2種以上の農園芸用殺菌活性成分を有効成分として含有することを特徴とする、請求項1又は2記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤。 Furthermore, it contains one or two or more kinds of agricultural and horticultural bactericidal active ingredients as active ingredients, and deoxynivalenol production by Fusarium head blight fungi in crops, foods and feeds according to claim 1 or 2 inhibitors of the synthesis and / or nivalenol biosynthesis. 農園芸用殺菌活性成分が、テブコナゾール、メトコナゾール、プロピコナゾール、チオファネートメチル、アゾキシストロビン、クレソキシムメチル、ピリベンカルブ(methyl(E)−N−{2−chloro−5−[1−(6−methyl−2−pyridinyl−methoxyimino)ethyl]benzyl}carbamate)より選択される、請求項記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤。 The agricultural and horticultural bactericidal active ingredient is tebuconazole, metconazole, propiconazole, thiophanate methyl, azoxystrobin, cresoxime methyl, pyribencarb (methyl (E) -N- {2-chloro-5- [1- (6-methyl-2 -pyridinyl-methoxyimino) ethyl] benzyl} carbamate) is selected from, in crops as claimed in claim 3, in food, inhibitors of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by Fusarium fungi in feeds. 請求項1〜のいずれか1項に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤を栽培中の農作物に施用することを特徴とする、農作物及びそれを用いた食品や飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。 5. An inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by fungal fungus in a crop, food, or feed in any one of claims 1 to 4 is applied to the crop being cultivated. And deoxynivalenol contamination and / or nivalenol contamination of agricultural products and foods and feeds using the same. 請求項1〜のいずれか1項に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤を収穫後の農作物に施用することを特徴とする、農作物及びそれを用いた食品や飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。 5. An inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by fungal fungus in a crop, food, or feed in any one of claims 1 to 4 is applied to a crop after harvest. And deoxynivalenol contamination and / or nivalenol contamination of agricultural products and foods and feeds using the same. 請求項1〜のいずれか1項に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤を食品に処理することを特徴とする、食品のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。 In the crop according to any one of claims 1 to 4, wherein the food is treated with an inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by Fusarium head blight fungus in food, feed, A method for suppressing deoxynivalenol contamination and / or nivalenol contamination of food. 請求項1〜のいずれか1項に記載の農作物中、食品中、飼料中の赤かび病菌によるデオキシニバレノール生合成及び/又はニバレノール生合成阻害剤を飼料に処理することを特徴とする、飼料のデオキシニバレノール汚染及び/又はニバレノール汚染を抑制する方法。
In the crop according to any one of claims 1 to 4 , characterized in that the feed is treated with an inhibitor of deoxynivalenol biosynthesis and / or nivalenol biosynthesis by Fusarium head blight fungus in food, feed. A method for suppressing deoxynivalenol contamination and / or nivalenol contamination of feed.
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