Metcalf R L, Fukuto T R
Bull World Health Organ. 1968;38(4):633-47.
Studies of the comparative toxicity of more than 120 DDT analogues to susceptible and insecticide-resistant houseflies (Musca domestica L.) and mosquitos (Culex fatigans Wiedemann and Anopheles albimanus Wiedemann) have shown that the relative effectiveness of these compounds against DDT-resistant insects is correlated with the susceptibility of the molecule to attack by DDT-ase at the benzylic hydrogen. Compounds highly effective against DDT-resistant flies and mosquitos are produced by blocking this detoxication mechanism by o-chlorination, alpha-fluorination, and by altering the aliphatic portion of the molecule as in the nitropropyl, neopentyl, dichlorocyclopropyl, and trichlorobenzanilide derivatives. These compounds offer practical possibilities for the control of DDT-resistant insects. The correlation of structure, DDT-like activity, and resistance ratios gives new insight into the mode of action of DDT and the nature of DDT resistance.
对120多种滴滴涕类似物对敏感及抗杀虫剂家蝇(家蝇)和蚊子(致倦库蚊和白纹伊蚊)的比较毒性研究表明,这些化合物对滴滴涕抗性昆虫的相对效力与分子在苄基氢处被滴滴涕酶攻击的敏感性相关。通过邻氯代、α-氟代以及如硝基丙基、新戊基、二氯环丙基和三氯苯甲酰苯胺衍生物那样改变分子的脂肪族部分来阻断这种解毒机制,可产生对滴滴涕抗性苍蝇和蚊子高效的化合物。这些化合物为控制滴滴涕抗性昆虫提供了实际可能性。结构、滴滴涕样活性和抗性比率之间的相关性为滴滴涕的作用方式及滴滴涕抗性的本质提供了新的见解。