Applied Organic Chemistry Dept, National Research Center, Cairo, Egypt.
J Environ Sci Health B. 2010 Feb;45(2):116-22. doi: 10.1080/03601230903471878.
Canola plants were treated with (14)C- prohiofos under conditions simulating local agricultural practices. (14)C-residues in seeds were determined at different time intervals. At harvest time about 32 % of (14)C-activity was associated with oil. The methanol soluble (14)C-residues accounted for 12 % of the total seed residues after further seeds extraction, while the cake contained about 49 % of the total residues. About 69 % of the (14)C-activity in the crude oil could be eliminated by simulated commercial processes locally used for oil refining. Chromatographic analysis of crude and refined oil revealed the presence of the parent compound together with three metabolites which were identified as prothiofos oxon, O-ethyl phosphorothioate and O-ethyl S-propyl phosphorothioate, besides one unknown compound. While methanol extract revealed the presence of despropylthio prothiofos and O-ethyl phosphoric acid as free metabolites acid hydrolysis of the conjugated metabolites in the methanol extract yielded 2, 4-dichlorophenole which was detected by color. When rats were fed the extracted cake for 72 hours, the bound residues were found to be bioavailable. The main excretion route was via the expired air (42 %), while the (14)C-residues excreted in urine and feces were 30 % and 11 %, respectively. The radioactivity detected among various organs accounted to 7.5 %.Chromatographic analysis of urine indicated the presence of prothiofos oxon, O-ethyl phosphoric acid and 2, 4-dichlorophenole as main degradation products of prothiofos in free and conjugated form.
菜籽油植株在模拟当地农业实践条件下用(14)C-丙硫磷处理。(14)C-残留量在不同时间间隔在种子中测定。在收获时,大约 32%的(14)C-活性与油有关。进一步种子提取后,甲醇可溶(14)C-残留量占种子总残留量的 12%,而饼粕中含有约 49%的总残留量。约 69%的粗油中的(14)C-活性可以通过当地用于精炼油的模拟商业工艺去除。对粗油和精炼油的色谱分析表明,存在母体化合物以及三种代谢物,它们被鉴定为丙硫磷氧、O-乙基硫代磷酸酯和 O-乙基 S-丙基硫代磷酸酯,此外还有一种未知化合物。甲醇提取物显示存在脱丙基硫代丙硫磷和游离代谢物 O-乙基磷酸,酸水解甲醇提取物中的共轭代谢物产生 2,4-二氯苯酚,可通过显色检测到。当大鼠食用提取的饼粕 72 小时时,发现结合残留物是可生物利用的。主要排泄途径是通过呼出的空气(42%),而尿液和粪便中排出的(14)C-残留量分别为 30%和 11%。在各种器官中检测到的放射性物质占 7.5%。尿液的色谱分析表明,丙硫磷氧、游离和共轭形式的 O-乙基磷酸以及 2,4-二氯苯酚是丙硫磷的主要降解产物。