- 作者: Chunsheng Yin*, Shushen Liu, Hongxia Yu and Liansheng Wang
- 作者服務機構: State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University, Nanjing 210093, P. R. China
- 中文摘要: Quantitative structure-property relationships (QSPR) were developed with the quantum semi-empirical descriptors computed by AM1 Hamiltonian in MOPAC7.0 for phenylthio, phenylsulfinyl and phenylsulfonyl esters. Using stepwise regression analysis with a cross-validation procedure, the most potent and informative descriptors were screened out from a group of 19 quantum chemical semi-empirical descriptors, including steric and electronic types, to build QSPR models. Several equations were obtained and used to estimate and predict octanol/water partition coefficients and reversed phase high-performance liquid chromatography (HPLC) capacity factors for a series of 30 similar sulfur-containing compounds. The results indicate that molecular descriptors, including average molecular polarizability (a), energy of the lowest unoccupied molecular orbital (ELUMO), net atomic charge on carbon atoms in the carbonyl (QCO), molecular weight (MW), the most positive atomic charge on hydrogen atom (QH+), and net atomic charge on oxygen atoms in the group -NO2 (QNO2) are the main factors affecting the octanol/water partition coefficients of the compounds under study. And quantum descriptors, covering the most negative atomic charge on an atom (Q-), net atomic charge on carbon atoms in the carboxy (QCOO), molecular weight (MW), heat of formation (HF), the most positive atomic charge on a hydrogen atom (QH+), and total energy (TE), are the main factors affecting HPLC capacity factors of these compounds. Rational mechanisms for the two physico-chemical properties of the sulfur-containing carboxylates were discussed and interpreted.
- 英文摘要: --
- 中文關鍵字: Sulfur-containing carboxylates; The octanol/water partition coefficients; Reversed phase high-performance liquid chromatography capacity factors; Quantum semi-empirical parameters; Stepwise linear regression analysis.
- 英文關鍵字: Sulfur-containing carboxylates; The octanol/water partition coefficients; Reversed phase high-performance liquid chromatography capacity factors; Quantum semi-empirical parameters; Stepwise linear regression analysis.