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Quantitative structure—activity relationships for nicotinanilide molluscicides

机译:烟酰苯胺软体动物杀虫剂的定量结构-活性关系

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AbstractStructure‐activity correlations for the toxicity of nicotinanilides toBiomphalaria glabratahave been studied in terms of partitioning, charge transfer and steric properties. Partition coefficients or πNA values (substituent constants for nicotinanilides, reflecting the influence on the partition coefficient of a substituent on the parent molecule) have been shown to contain a significant electronic component and to be related to chromatographically determinedRMvalues (derived from a relationship between the partition coefficient andRFvalue for liquid‐liquid chromatographic systems). There was no overall correlation between LC50values and partitioning, electronic or steric effects. However, for ten 4′‐substituted nicotinanilides, the LC50values correlated significantly with partitioning, an increase in lipophilic character leading to an increase in biological activity. The greater activity of the unsubstituted parent compound could not be explained by purely advantageous steric effects but the 4′‐position may be an important metabolic site. Use of compounds labelled with deuterium failed to clarify this point because no isotope effects w
机译:摘要研究了烟碱化物对光滑生物毒性的构效相关性,包括分配、电荷转移和空间特性。分配系数或πNA值(烟苯胺的取代基常数,反映取代基对母体分子分配系数的影响)已被证明含有重要的电子成分,并且与色谱测定的RM值有关(来自液液色谱系统的分配系数和RF值之间的关系)。LC50值与分区效应、电子效应或空间效应之间没有总体相关性。然而,对于10个4′取代的烟酰苯胺,LC50值与分配显著相关,亲脂性状的增加导致生物活性的增加。未取代的母体化合物的较高活性不能用纯粹的有利空间效应来解释,但 4′-位置可能是一个重要的代谢位点。使用用氘标记的化合物未能阐明这一点,因为没有同位素效应

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