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- W2023558592 abstract "Abstract Oxidation of toluene derivatives was investigated in the housefly and the Egyptian cotton leafworm. Methyl group in o‐, m‐, p‐aminotoluene (toluidines), m‐, and p‐nitrotoluene was converted to carboxylic acid in vivo in both insect species, but not in o‐nitrotoluene. Oxidizing system in the housefly adults was more active than that in the cotton leafworm larvae. The rate of in vivo oxidation in the adults was affected by the substituted group in the following order: p‐nitro > p‐amino > m‐nitro > m‐amino > o‐amino, while in the cotton leafworm larvae was in the following order: p‐nitro > m‐nitro > m‐amino > o‐amino > p‐amino. The p‐nitrotoluene gave the highest rate in both insect species. Also the nitro‐group facilitated the oxidation reaction more than the amino‐group. Thanite and piperonyl butoxide where tested as inhibitors to this oxidation system. It was found that Thanite completely inhibited the methyl group oxidation in the two insect species, while piperonyl butoxide inhibited completely this reaction in the cotton leafworm larvae and only decreased the amount of oxidation of methyl group in the housefly adults. A linear relationship was found between H ammett 's substitution constant and the rate of in vivo oxidation in the cotton leafworm larvae. Zusammenfassung Oxydation der Methylgruppe von Toluen‐Derivaten bei Musca domestica und Spodoptera littoralis Es wurde die Oxydation von Toluen‐Derivaten im Körper der Stubenfliege und der ägyptischen Baumwolleule Spodoptera littoralis untersucht. Die Methylgruppe im o‐, m‐ und p‐Aminotoluen sowie im m‐ und p‐Nitrotoluen, nicht aber im o‐Nitrotoluen, wurde zu Carboxylsäure in vivo bei beiden Insektenarten umgesetzt. Das oxydierende System in der imaginalen Stubenfliege war aktiver als das in den Eulenraupen. Die Rate der in vivo‐Oxydation wurde in den Fliegen durch die substituierte Gruppe in der Reihenfolge beeinflußt: p‐nitro > p‐amino > m‐nitro > m‐amino > o‐amino, während die Reihenfolge bei den Raupen lautete: p‐nitro > m‐nitro > m‐amino > o‐amino > p‐amino. Das p‐Nitrotoluen ergab die höchste Rate bei beiden Insekten. Die Nitrogruppe förderte die Oxydation mehr als die Aminogruppe. Thanit und Piperonylbutoxyd wurden als Hemmer des Oxydsystems befunden. Es zeigte sich, daß Thanit die Methyl‐Oxydation bei beiden Insekten vollkommen hemmte, während Piperonylbutoxyd dies bei den Raupen vollständig tat, die Oxydation bei den Fliegen dagegen nur herabsetzte. Es wurde eine lineare Beziehung zwischen H ammett s Substitutionskonstante und der Rate der in vivo‐Oxydation bei den Eulenraupen gefunden." @default.
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- W2023558592 date "1972-01-12" @default.
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- W2023558592 title "Biochemical Oxidation of Methyl Group of Toluene Derivatives in the Housefly and the Egyptian Cotton Leafworm" @default.
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- W2023558592 doi "https://doi.org/10.1111/j.1439-0418.1972.tb02171.x" @default.
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