|Table of Contents|

Quantitative Structure-activity Relationship of Inhibited Activity of Hydrazinyl Monoamine Oxygenase Inhibitor

《南京理工大学学报》(自然科学版)[ISSN:1005-9830/CN:32-1397/N]

Issue:
2012年04期
Page:
711-716
Research Field:
Publishing date:

Info

Title:
Quantitative Structure-activity Relationship of Inhibited Activity of Hydrazinyl Monoamine Oxygenase Inhibitor
Author(s):
FENG Chang-junFENG HuiLI Ming-jian
School of Chemistry and Chemical Engineering,Xuzhou Institute of Technology,Xuzhou 221111,China
Keywords:
computational chemistry hydrazinyl monoamine oxygenase inhibited activity electronegativity distance vector quantitative structure-activity relationship
PACS:
TQ460.1
DOI:
-
Abstract:
In order to study the quantitative structure-activity relationship(QSAR)of the inhibited activity(pI50)for hydrazinyl monoamine oxygenase inhibitor(HMAOI),the molecular electronegativity distance vector(mk)of 22 HMAOI is calculated by program according to the molecular topological environment in this paper.The three-parameter(m6,m9 and m33)QSAR model of pI50 for 22 HMAOI is constructed by leaps-and-bounds regression(LBR).The traditional correlation coefficient(R2)and the cross-validation correlation coefficient(Q2)are 0.957 and 0.914,respectively.The result demonstrates that the model is highly reliable and has good predictive ability from the point of view of statistics.The three parameters of the model show that the dominant influencing factors of inhibited activity are the molecular structure fragments:—CH3,—CH<,—NH—,—O— and carbonyl in HMAOI.The three structural parameters are used as the input neurons of artificial neural network,and a 3∶4∶1 network architecture is employed.A satisfied model can be constructed with the back-propagation algorithm,the correlation coefficient R and the standard error(s)are 0.997 and 0.035,respectively.This shows that the relationship between pI50 and three structural parameters is a good nonlinear correlation.The results show that the parameter m6,m9 and m33 have good rationality and efficiency for the pI50 of hydrazinyl monoamine oxygenase.The model can provide some theoretical insights into the design of this series of HMAOI with higher inhibited activity.

References:

[1] Toshiharu N. Progress in monoamine oxidase ( MAO) research in relation to genetic engineering[J]. Neurotoxicology, 2004, 25( 1) : 11-20.
[2] 冯惠,沐来龙. 用拓扑指数研究烷烃及其衍生物色谱保留指数[J]. 化学工业与工程, 2006, 24( 2) : 161-168.
Feng Hu,Mu Lailong. Quantitative structure-retention relationships for alkane and its derivatives based on electrotopological state index and molecule shape index [J]. Chemical Industry and Engineering,2006,24 ( 2) : 161-168.
[3] 冯长君,杨伟华,沐来龙. 硝基芳烃对呆鲦鱼急性毒性的CoMFA 研究[J]. 南京理工大学学报, 2008, 32 ( 1) : 642-645.
Feng Changjun,Yang Weihua,Mu Lailong. Acute toxicity of nitroaromatic compounds to pimephales with CoMFA[J]. Journal of Nanjing University of Science and Technology, 2008, 32( 1) : 642-645.
[4] 冯长君,堵锡华,沐来龙. 用新型连接性指数与神经网络预测取代苯酚和取代苯甲酸生物降解性[J].南京理工大学学报, 2009, 33( 5) : 700-706.
Feng Changjun,Du Xihua,Mu Lailong. Prediction of biodegradability of substituted phenols and benzoic acids with novel molecular connectivity index and artificial neural network[J]. Journal of Nanjing University of Science and Technology, 2009, 33( 5) : 700-706.
[5] 李鸣建,冯长君. 新三取代嘧啶苯磺酰脲衍生物除草活性的QSAR[J]. 华中科技大学学报( 自然科学版) , 2011, 39( 3) : 128-132.
Li Mingjian,Feng Changjun. QSAR of the herbicidal activity of new trisubstituted pyrimidine phenylsul-fonylurea derivatives[J]. Journal of Huazhong University of Science and Technology( Natural Science Edition), 2011, 39( 3) : 128-132.
[6] 冯长君. 3-取代硫基-5-( 2-羟基苯基) -4H-1,2 ,4 -三唑类化合物抑菌活性的定量构效关系和结构修饰的理论研究[J]. 化学学报, 2012, 70( 4) : 512-518.
Feng Changjun. Theoretical studies on quantitative structure- activity relationship and structural modification for 3- substituted sulfur-5-( 2-hydroxyphenyl ) -4H-1,2,4- Triazole compounds[J]. Acta Chimica Sinica,2012,70 ( 4) : 512-518.
[7] 吴洪,黄真珠,陈秀娟,等. 肼基单胺氧化酶抑制剂活性与电子结构构效关系的计算分析[J]. 中国生物化学与分子生物学报, 2007, 23( 11) : 959-962.
Wu Hong,Huang Zhenzhu,Chen Xiujuan, et al. A computational analysis of QSAR of hydrazinyl monoamine oxygenase inhibitor[J]. Chinese Journal of Biochemistry and Molecular Biology, 2007, 23( 11) : 959-962.
[8] 刘树深,刘堰,李志良,等. 一个新的分子电性距离矢量( MEDV) [J]. 化学学报,2000,58 ( 11) : 1353 -1357.
Liu Shushen,Liu Yan,Li Zhiliang,et al. A novel molecular electronegativity-distance vector( MEDV) [J]. Acta Chimica Sinica, 2000, 58( 11) : 1353-1357.
[9] Liu Shushen,Yin Chunsheng,Li Zhiliang, et al. QSAR study of steroid benchmark and dipeptides based on MEDV-13[J]. Journal of Chemical Information and Computer Sciences, 2001, 41( 2) : 321-329.
[10] Liu Shushen,Liu Hailing,Yin Chunsheng,et al. VSMP: A novel variable selection and modeling method based on the prediction[J]. Journal of Chemical Information and Computer Sciences,2003,43 ( 3 ) : 964 -969.
[11] 刘永建,朱剑英,曾捷. 改进BP 神经网络在发动机性能趋势分析和故障诊断中的应用[J]. 南京理工大学学报, 2010, 34( 1) : 24-29.
Liu Yongjian,Zhu Jianying,Zeng Jie. Improved BP neural network system for engine performance trend analysis and fault diagnosis[J]. Journal of Nanjing University of Science and Technology,2010,34 ( 1 ) : 24 -29.
[12] 黄俊,余刚,王溢磊,等. 用量子化学方法预测 PCDFS 的Ah 受体结合能力( 1) —神经网络模型[J]. 南京理工大学学报, 2003, 27( 6) : 709-714.
Huang Jun,Yu Gang,Wang Yilei, et al. Predicting Ah receptor binding data of PCDFs using quantum chemical method ( 1 ) —artificial neural network approach[J]. Journal of Nanjing University of Science and Technology, 2003, 27( 6) : 709-714.
[13] 赵英,崔福义,郭亮,等. 基于BP 神经网络的天津于桥水库CODMn 预测研究[J]. 南京理工大学学报, 2008, 32( 3) : 376-380.
Zhao Ying,Cui Fuyi,Guo Liang,et al. CODMn forecast based on BP neural network at Yuqiao reservoir in Tianjin[J]. Journal of Nanjing University of Science and Technology, 2008, 32( 3) : 376-380.
[14] 冯长君,沐来龙,杨伟华,等. 用拓扑指数和神经网络研究有机污染物的生物富集因子[J]. 化学学报, 2008, 66( 19) : 2093-2098.
Feng Changjun,Mu Lailong,Yang Weihua,et al. Research on the bioconcentration factors of organic pollutants with topological indices and artificial neural network [J]. Acta Chimica Sinica,,2008,66 ( 19) : 2093 -2098.
[15] 冯长君,刘长宁,李鸣建. 取代芳烃抑制黄瓜种子发芽率毒性拓扑模型[J]. 深圳大学学报理工版, 2010, 27( 2) : 205-210.
Feng Changjun, Liu Changning, Li Mingjian. Topological model for inhibition of substituted aromatic compounds to the germination rate of cucumis sativus seed[J]. Journa l of Shenzhen University Science and Eng ineering, 2010, 27( 2) : 205-210.
[16] 冯长君. 手性有机酸保留指数的手性指数及原子类型电拓扑指数模型[J]. 物理化学学报,2010,26 ( 1) : 193-198.
Feng Changjun. Mathematical model for retention indices, chiral index and electrotopological state indices for atom types of chiral organic acids[J]. Acta Physico- Chimica Sinica, 2010, 26( 1) : 193-198.
[17] Sung Sau S,Kaprlus M. A comparative study of ligandreceptor complex binding affinity prediction methods based on glycogen phosphorylase inhibitors[J]. Journal of Computer-Aided Molecular Design,1999,13 ( 3 ) : 243-258.
[18] 许禄,邵学广. 化学计量学方法[M]. 北京: 科学出版社, 2004.
Xu Lu,Shao Xueguang. Methods of chemometrics[M]. Beijing: Science Press, 2004.
[19] Yang H W, Jiang Z P, Shi S Q. Anaerobic biodegradability of aliphatic compounds and their quantitative structure biodegradability relationship[J]. Science of the Total Environment, 2004, 322: 209-219.

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Last Update: 2012-10-12