Toxicity of substituted anilines to Pseudokirchneriella subcapitata and quantitative structure-activity relationship analysis for polar narcotics
Toxicity of substituted anilines to Pseudokirchneriella subcapitata and quantitative structure-activity relationship analysis for polar narcotics
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DOI：
10.1897/06-293r.1
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发表时间：
2007-06-01
影响因子：
4.1
通讯作者：
Lee, Po-I
中科院分区：
文献类型：
--
作者：
Chen, Chung-Yuan;Ko, Chia-Wen;Lee, Po-I
本研究利用封闭式无顶空藻类毒性测试技术，评价了取代苯胺对头状假轮藻的毒性效应。两个反应终点(即溶解氧产生[DO]和藻类生长速率)被用来评估苯胺的毒性。DO和生长速率终点对苯胺的影响表现出类似的敏感性。但三氯苯胺对微藻光合作用反应的抑制作用强于对藻类生长的抑制作用。对于不同的水生生物，对苯胺类的相对敏感性关系为：大型水蚤(Daphnia Magna>)；发光细菌(Microtox)>；=网纹水蚤(Pocelia reetata>；)=头状拟水蚤(PseudDkirchneriella subcapata>；=Fthead ad minis>；Tetrahymena yriformis)。对苯胺的敏感性与鱼类相似，但对水蚤的敏感性明显低于水蚤。不同水生生物(微藻、大型微藻、发光细菌和网纹细毛藻)所显示的毒性之间缺乏相关性，这表明苯胺在这些生物中可能有不同的代谢途径。氢键供体能力(最低未占据分子轨道能E-Lumo)和疏水性(1-辛醇：水分配系数，K-OW)都可以很好地描述取代苯胺和氯苯酚的毒性。建立了基于E-LUMO和/或LOG K-OW的定量结构-活性关系(QSAR)，r(2)值在0.75-0.92之间变化。通过留一法交叉验证，定量构效关系模型的预测能力令人满意。这种关系可为估计其他极性麻醉化合物的毒性提供有用的信息。
This study evaluated the toxic effects of substituted anilines on Pseudokirchneriella subcapitata with the use of a closed algal toxicity testing technique with no headspace. Two response endpoints (i.e., dissolved oxygen production [DO] and algal growth rate) were used to evaluate the toxicity of anilines. Both DO and growth rate endpoints revealed similar sensitivity to the effects of anilines. However, trichloroanilines showed stronger inhibitory effects on microalgal photosynthetic reactions than that on algal growth. For various aquatic organisms, the relative sensitivity relationship for anilines is Daphnia magna > luminescent bacteria (Microtox) >= Pocelia reticulata >= PseudDkirchneriella subcapitata >= fathead minnow > Tetrahymena pyriformis. The susceptibility of P. subcapitata to anilines is similar to fish, but P. subcapitata is apparently less sensitive than the water flea. The lack of correlation between the toxicity revealed by different aquatic organisms (microalgae, D. magna, luminescent bacteria, and P. reticulata) suggests that anilines might have different metabolic routes in these organisms. Both hydrogen bonding donor capacity (the lowest unoccupied molecular orbital energy, E-lumo) and hydrophobicity (1-octanol:water partition coefficient, K-OW) were found to provide satisfactory descriptions for the toxicity of polar narcotics (substituted anilines and chlorophenols). Quantitative structure-activity relationships (QSARs) based on E-lumo, log K-OW, or both values were established with r(2) values varying from 0.75 to 0.92. The predictive power for the QSAR models were found to be satisfactory through leave-one-out cross-validation. Such relationships could provide useful information for the estimation of toxicity for other polar narcotic compounds.