Decomposition of a Substituted Diphenyl Ether Herbicide(MC-4379) by Some Environmental Factors

환경요인(環境要因)에 의(依)한 치환(置換) Diphenyl Ether계(系) 제초제(除草劑) MC-4379의 분해(分解)에 관(關)한 연구(硏究)

A substituted diphenyl ether herbicide(MC-4379) was studied on the decomposition by some environmental factors; sunlight, microorganisms, and the crude enzyme in rice plant extract. All the decomposition products were confirmed by means of TLC, GLC, and IR. The parent compound and the decomposition products were put to the test for the effect on the growth of some plants. The results obtained are summarized as follows: 1. Photolysis Amino-MC-4379, 2,4-dichloro-3'-carboxyl-4'-nitrodiphenyl ether, Nitrofen, 2,4-dichloro-3'-carboxyl-4'-amino-diphenyl ether, amino-Nitrofen, 3-carboxymethyl-4-nitrophenol, p-nitrophenol, p-aminophenol, etc. were confirmed as photoproducts, in addition to a relatively small amount of an unknown compound. It was confirmed that the solution-phase photolysis of MC-4379 was accelerated much more by the aid of a photosensitizer benzophenone. 2. Degradation by the crude extract of germinating rice seeds Nitrofen was confirmed as a major degradation product, in addition to a relatively small amount of and unknown compound. Most of the parent compound remained unchanged. 3. Degradation by microorganisms Nitrofen and amino-MC-4379 were confirmed as the major products. in addition to a small amount of an unknown compound. 4. The germinating rice seeds and soybean were grown in the 1,000 ppm emulsions of some chemicals, respectively. The effect on rice plant growth was in the inhibitory order of p-nitrophenol > C-6989> Nitrofen > amino-Nitrofen > MC-4379. The effect on soybean was in the order of Nitrofen > amino-Nitrofen > MC-4379. Two weeds, Amantus blitum and Setaria viridis were grown in the 500 ppm emulsions containing the compounds, respectively. After incubation for 3 days, it was observed that all the shoots had been dead.

환경요인(環境要因)으로서 일광(日光), 미생물(微生物), 그리고 벼의 추출액(抽出液)에 존재(存在)하는 조효소(粗酵素)에 의(依)한 치환(置換) Diphenyl Ether계(系) 제초제(除草劑)의 일종(一種)인 MC-4379를 분해(分解)하여 그 분해산물(分解産物)을 TLC, GLC, IR등으로 분석확인(分析確認)하고 모화합물(母化合物)과 분해산물(分解産物)의 식물생육(植物生育)에 대(對)한 조해력(阻害力)을 시험(試驗) 하였다. 그 결과(結果)를 요약(要約)하면 다음과 같다. 1. MC-4379는 광분해(光分解) 결과(結果) amino-MC-4379, 2,4-dichloro-3'-carboxyl-4'-nitro-diphenyl ether, Nitrofen, 2,4-dichloro-3'-carboxyl-4'-amino-diphenyl ether, amino-Nitrofen, 3-carboxymethyl-4-nitrophenel, p-nitrophenol, p-aminophenol과 소량(少量)의 미지화합물(未知化合物)이 생성(生成) 되었고 모화합물(母化合物)은 대부분(大部分) 작용(作用)을 받지 않은 채로 남아 있었다. 또한 photosensitizer로 알려진 benzophenone을 가(加)하면 광분해(光分解)가 더욱 촉진(促進)됨을 확인(確認)하였다. 2. 조효소액(粗酵素液)에 의(依)한 MC-4379의 분해시(分解時)에는 Nitrofen과 소량(少量)의 미지화합물(未知化合物)이 확인(確認)되었으며 대부분(大部分)의 모화합물(母化合物)은 작용(作用)을 받지 않은 채로 존재(存在)하고 있음을 알 수 있었다. 3. Pseudomonas cruciviae와 Aspergillus ustus에 의(依)한 분해시(分解時)에는 Nitrofen과 amino-MC-4379 및 소량(少量)의 미지화합물(未知化合物)이 생성(生成)되었으며 대부분(大部分)은 작용(作用)을 받지않은 모화합물(母化合物)의 형태(形態)로 존재(存在)하였다. 4. MC-4379와 그 분해산물(分解産物) 및 타종(他種) Diphenyl Ether제초제(除草劑)가 식물(植物)의 생육(生育)에 미치는 조해력(阻害力)을 시험(試驗)한 결과(結果) 벼에 있어서는 이들 각화합물(各化合物)(1,000 ppm 유화액(乳化液))의 생육조해력(生育阻害力)은 p-nitrophenol> C-6989 > Nitrofen> amino-nitrofen> MC-4379의 순위(順位)이었고 대두(大豆)에 있어서는 Nitrofen> amino-Nitrofen>MC-4379 의 순위(順位)였다. 잡초중(雜草中) 비름(Amantus blitum)과 강아지풀(Setaria viridis)의 발아(發芽)된 종자(種子)를 사용(使用)하여 이들 화합물(化合物)(500ppm)의 현탁액중(懇濁液中)에서 생육(生育)시켜본 결과(結果) 3일후(日後)에 모두 고사(枯死)하는 현상(現象)을 관찰(觀察)할 수 있었다.