新定义的价连接性指数与有机物理化活性的相关性研究

有机化学 ›› 2004, Vol. 24 ›› Issue (5): 525-536. 上一篇下一篇

研究论文

新定义的价连接性指数与有机物理化活性的相关性研究

杨道武^a, 余训民^*,b

^a长沙电力学院化学系长沙 410077
^b武汉化工学院环境与城市建设学院武汉 430073

收稿日期:2003-06-26 修回日期:2003-09-05 接受日期:2003-11-26 发布日期:2022-09-20
基金资助:
湖北省教育厅自然科学基金重点(No. 2003A1001)资助项目.

A Novel Definition of Molecular Connectivity Index for QSPR/QSAR Studies on the Physicochemical Properties and Bioactivity of Organic Compounds

YANG, Dao-Wu^a, YU, Xun-Min^*,b

^aDepartment of Chemistry, Changsha University of Electric Power, Changsha 410077
^bCollege of Environment and Civil Engineering, Wuhan Institute of Chemical Technology, Wuhan 430073

Received:2003-06-26 Revised:2003-09-05 Accepted:2003-11-26 Published:2022-09-20
Contact: *E-mail: xunminyu009@sohu.com

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摘要/Abstract

基于分子中成键原子i的结构特征和所处的化学环境,新定义了原子的价点价δ^Y_i,以价连接矩阵为基础构建了一个新的能表征含多重键、杂原子分子结构信息的价连接性指数^mω^Y. ^mω^Y对有机化合物异构体具有很强的选择性和区分能力.用⁰ω^Y, ¹ω^Y和分子中的含碳数N_C研究了有机物的一系列理化活性,其相关性良好,并发现不同的性质,⁰ω^Y, ¹ω^Y和N_C所起的作用程度是有所不同的.新模型物理意义明确,计算简便,对不同类型有机物的不同理化活性具有良好的估算和预测能力,计算值与实验值的吻合程度均优于相应文献的结果.

关键词: 价连接性指数, 有机化合物, 价点价, 物理化学性质, 生物活性, 定量构效关系

The valence delta δ^Y_i based on the structural characteristicbondingatom i (i.e. the four quantum number n_i, family number of periodic table N_i and electron number of valence Z_i and lone pair p_i, etc.) and itschemical surroundings (through the considering contribution of adjoining bonding atom j or hydrogen atom number h_i, i.e. connecting other bonding atom number m_i, number of bonding electrons M_i, hybridization mode of atoms i (L_i) and j (L_j) to δ^Y_i, etc.) of molecule is defined: δ^Y_i=[m_iZ_i(Z_i-h_i)+∑(L_iL_j)]/[(M_i-h_i)(L_i＋p_i)(n_i-1)]. Based on the adjacency index, a novel molecular structure information connectivity index^mω^Y that can show the multiple bonds, heteroatom-containing compounds were proposed: ^mω^Y=∑∏(δ^Y_i)^0.5_j, in which ⁰ω^Yand ¹ω^Y are defined as ⁰ω^Y=∑(δ^Y_i)^0.5 and ¹ω^Y=∑(δ^Y_iδ^Y_j)^0.5. ⁰ω^Y and ¹ω^Y are ease to be calculated and have good discrimination between isomeric organic compounds. A series of physicochemical properties and bioactivities of some type of organic compounds are highly correlated with ⁰ω^Y, ¹ω^Y and the number N_Cof carbon atoms, and most properties or activities are well in models, which could provide satisfactory estimation prediction for a series of physicochemical properties and bioactivities of some type of organic compounds. The predicted results of new models were in agreement with experiments finding out that ⁰ω^Y, ¹ω^Y and N_C with different extent act on different properties. It has been demonstrated that the method possesses the advantage of easy computation and clear physical significance. The estimated results with above QSPR/QSAR models are all better than the relevant achievements of literatures. All these results show that the connectivity index ^mω^Y of edge valence is an important parameter in QSPR/QSAR studies.

Key words: connectivity index, organic compound, valence delta, physical and chemical property,biological activity, QSPR/QSAR

引用此文

杨道武, 余训民. 新定义的价连接性指数与有机物理化活性的相关性研究[J]. 有机化学, 2004, 24(5): 525-536.

YANG, Dao-Wu, YU, Xun-Min. A Novel Definition of Molecular Connectivity Index for QSPR/QSAR Studies on the Physicochemical Properties and Bioactivity of Organic Compounds[J]. Chinese Journal of Organic Chemistry, 2004, 24(5): 525-536.

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新定义的价连接性指数与有机物理化活性的相关性研究

A Novel Definition of Molecular Connectivity Index for QSPR/QSAR Studies on the Physicochemical Properties and Bioactivity of Organic Compounds

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