IN VIVO TOXICITY OF NITROAROMATICS: A COMPREHENSIVE QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP STUDY

被引：29
作者：
Gooch, Aminah [1 ]
Sizochenko, Natalia [1 ]
Rasulev, Bakhtiyor [1 ,2 ]
Gorb, Leonid [1 ,3 ]
Leszczynski, Jerzy [1 ]
机构：
[1] Jackson State Univ, Dept Chem & Biochem, Jackson, MS 39217 USA
[2] North Dakota State Univ, Dept Coatings & Polymer Mat, Fargo, ND 58105 USA
[3] HX5, Vicksburg, MS USA
来源：
ENVIRONMENTAL TOXICOLOGY AND CHEMISTRY | 2017年 / 36卷 / 08期
基金：
美国国家科学基金会;
关键词：
Quantitative structure-activity relationships; Toxicity mechanisms; Toxic effects; Nitroaromatic; Molecular descriptor; SIMPLEX REPRESENTATION; NITROBENZENE TOXICITY; RANA-JAPONICA; QSAR; MUTAGENICITY; NITROCOMPOUNDS; PREDICTION; PARAMETERS; VITRO;
D O I：
10.1002/etc.3761
中图分类号：
X [环境科学、安全科学];
学科分类号：
08 ; 0830 ;
摘要：
The toxicity data of 90 nitroaromatic compounds related to their 50% lethal dose concentration for rats (LD50) were analyzed to develop quantitative structure-activity relationship (QSAR) models. Quantum-chemically calculated descriptors together with molecular descriptors generated by DRAGON, PaDEL, and HiT-QSAR software were utilized to build QSAR models. Quality and validity of the models were determined by internal and external validation techniques. The results show that the toxicity of nitroaromatic compounds depends on various factors, such as the number of nitro-groups, the topological state, and the presence of certain structural fragments. The developed models based on the largest (to date) dataset of nitroaromatics in vivo toxicity showed a good predictive ability. The results provide important input that could be applied in a preliminary assessment of nitroaromatic compounds' toxicity to mammals. (C) 2017 SETAC.
引用
收藏
页码：2227 / 2233
页数：7
相关论文
共 50 条
[31]   A quantitative structure-activity relationship study of the skin-irritant effect of thietanes [J].
Dinaki, Issa Kakoie ;
Zarrineh, Morteza .
MONATSHEFTE FUR CHEMIE, 2010, 141 (12) :1321-1328
[32]   Quantitative Structure-Activity Relationship (QSAR) study of new fluorovinyloxyacetamides [J].
Cho, DH ;
Lee, SK ;
Kim, BT ;
No, KT .
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2001, 22 (04) :388-394
[33]   Quantitative structure-activity relationship study of amide mosquito repellents [J].
Wang, P. ;
Xu, X. ;
Liao, S. ;
Song, J. ;
Fan, G. ;
Chen, S. ;
Wang, Z. .
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2017, 28 (04) :341-353
[34]   A quantitative structure-activity relationship study on some cholecystokinin antagonists [J].
Gupta, SP ;
Mulchandani, V ;
Das, S ;
Subbiah, A ;
Reddy, DN ;
Sinha, J .
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS, 1995, 14 (05) :437-443
[35]   Quantitative structure-activity relationship study on prolonged anticonvulsant activity of terpene derivatives in pentylenetetrazole test [J].
Nesterkina, Mariia ;
Muratov, Viacheslav ;
Ognichenko, Luidmyla ;
Kravchenko, Iryna ;
Kuz'min, Victor .
OPEN CHEMISTRY, 2021, 19 (01) :1193-1201
[36]   Rapid Communication CORAL: Quantitative Structure-Activity Relationship Models for Estimating Toxicity of Organic Compounds in Rats [J].
Toropova, A. P. ;
Toropov, A. A. ;
Benfenati, E. ;
Gini, G. ;
Leszczynska, D. ;
Leszczynski, J. .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 2011, 32 (12) :2727-2733
[37]   Quantitative structure-activity-activity and quantitative structure-activity investigations of human and rodent toxicity [J].
Lessigiarska, Iglika ;
Worth, Andrew P. ;
Netzeva, Tatiana I. ;
Dearden, John C. ;
Cronin, Mark T. D. .
CHEMOSPHERE, 2006, 65 (10) :1878-1887
[38]   Quantitative structure-activity relationship (QSAR) for insecticides: development of predictive in vivo insecticide activity models [J].
Naik, P. K. ;
Sindhura ;
Singh, T. ;
Singh, H. .
SAR AND QSAR IN ENVIRONMENTAL RESEARCH, 2009, 20 (5-6) :551-566
[39]   Use of quantitative structure-activity relationship to model the photoinduced toxicity of anthracene and oxygenated anthracenes [J].
Mallakin, A ;
Mezey, PG ;
Zimpel, Z ;
Berenhaut, KS ;
Greenberg, BM ;
Dixon, DG .
QSAR & COMBINATORIAL SCIENCE, 2005, 24 (07) :844-852
[40]   Prediction of Acute Herbicide Toxicity in Rats from Quantitative Structure-Activity Relationship Modeling [J].
Hamadache, Mabrouk ;
Khaouane, Latifa ;
Benkortbi, Othmane ;
Moussa, Cherif Si ;
Hanini, Salah ;
Amrane, Abdeltif .
ENVIRONMENTAL ENGINEERING SCIENCE, 2014, 31 (05) :243-252
12345