摘要
通过信息理论方法对苯磺酸(BHS)及其衍生物建模优化,并判断化学结构对其酸度系数pKa是否影响,并计算处理预测苯磺酸及其衍生物的p Ka值及分子光谱。通过计算苯磺酸及其衍生物的申农熵、费歇尔熵、二级费歇尔熵、Parr熵和pKa的值,得到各类熵和酸度系数相关性线性方程,并选出其中相关性最高的关于预测酸度系数的线性方程。通过红外光谱(IR)、拉曼光谱(Raman)、紫外-可见光谱(UV-Vis)、核磁谱图(1H-NMR,13C-NMR)对苯磺酸及部分衍生物进行模拟预测和描述。结果显示,苯磺酸及其12种衍生物的H、O原子的申农熵(Ss)、费歇尔熵(IF)、Parr熵(Gs)变化较小,而H、O原子的二级费歇尔熵(IF)变化较为明显,其中H原子的Parr熵与pKa线性关系最好(R2=0.985)。这对制药工程专业拓展实验苯磺酸衍生物的光谱以及构效关系提供了基础数据。
The structures of benzenesulfonic acid and its derivatives were optimized by information theory, and the effect of chemical bonds on its acidity coefficient(pKa) was judged. The p Ka values and molecular spectra of benzenesulfonic acid and its derivatives was calculated and predicted. By calculating the correlation between Shannon entropy, Fisher entropy, second-order Fisher entropy,Parr entropy and p Ka values of benzenesulfonic acid and its derivatives, the linear equation of predictive acidity coefficient(pKa) with the highest correlation was obtained, so as to achieve the purpose of predicting the acidity coefficient(pKa) of other benzoic acid derivatives. In addition, the infrared(Raman) spectra, ultraviolet-visible(UV-Vis) spectra and nuclear magnetic resonance(1H-NMR, 13C-NMR) spectra of monosubstituted benzenesulfonic acid derivatives were simulated and predicted by information theory. The results showed that the Shannon Entropy(Ss), Fisher Entropy(IF) and Parr Entropy(Gs) of H and O atoms of benzenesulfonic acid and its 12 derivatives changed slightly, while the second-order Fisher Entropy(IF) of H and O atoms changed more obviously, and the linear relationship between Parr Entropy of H atom and p Ka was the best(r2=0.985). This paper can provide powerful reference for the study of the spectral prediction and structure activity relationship of other derivatives.
作者
陈诗雨
张昌华
郑广
朱国荣
叶余原
陈浩
吴俊勇
闫华
吴树昌
钟爱国
CHEN Shi-yu;ZHANG Chang-hua;ZHENG Guang;ZHU Guo-rong;YE Yu-yuan;CHEN Hao;WU Jun-yong;YAN Hua;WU Shu-chang;ZHONG Ai-guo(College of Pharmaceutical,Chemical and Materials Engineering,Taizhou University,Taizhou Zhejiang 318000,China;Zhejiang Shengda Bio-pharmaceutical Co.,Ltd.,Tiantai Zhejiang 317200,China;Zhejiang Tianyu Pharmaceutical Co.,Ltd.,Huangyan Zhejiang 317200,China)
出处
《当代化工》
CAS
2020年第8期1651-1654,1659,共5页
Contemporary Chemical Industry
基金
台州学院校立学生科研项目
关键词
制药专业实验
密度泛函理论
苯磺酸
PKA
分子光谱
谱学分析
pharmaceutical engineering experiments
DFT
benzenesulfonic acid
p Ka
spectroscopy
spectral analysis
