Synthesis and QSRR Study for a Series of Phosphoramidic Acid Derivatives

Abstract

New phosphoramidic acid derivatives were synthesized by three different methods in the liquid-liquid and liquid-solid systems. The highest yields were obtained when the liquid-solid system was used. Moreover, for these compounds, the retention factor was predicted, using a robust model obtained for a set of phosphoramidic acid derivatives, which were previously synthesized in our laboratory. For these compounds, the retention factor (k ) was determined by means of the high performance liquid chromatography technique, using a Nucleosil C18 column as a stationary phase and methanol as a mobile phase. The stepwise multiple linear regression (MLR) and partial least square (PLS) methodology were used to investigate the correlation between the retention factor and a number of molecular descriptors for the mentioned compounds. In both procedures, a considerably large number of molecular descriptors have been used. The statistical qualities of MLR and PLS equations have been assessed on the basis of several parameters such as squares of the correlation coefficient (R 2 = 0.985), standard error of estimate (SEE = 0.149), Fischer test (F = 257.528), and the cumulative sum of squares of the correlation coefficient R 2 Y(CUM) = 0.984, the cu-Correspondence to: Luminita Crisan; mulative fraction of the total variation of the Y values that can be predicted for all the extracted principal components by cross-validation Q 2 (CUM) = 0.971, respectively, and by the Y-randomization test. The MLR and PLS equations can be useful for the estimation and comparison of the retention factor, for new synthesized phosphoramidic acid derivatives, using the selected molecular descriptors. C 2013 Wiley Periodicals, Inc. Heteroatom Chem 24:138-145, 2013; View this article online at wileyonlinelibrary.com.

Small Molecules of Natural Origin as Potential Anti-HIV Agents: A Computational Approach

“…In this context, the designs of novel candidates with enhanced pharmacokinetic properties, better activity profiles, and new therapies to combat HIV drug resistance are vital. These stringent requirements have been addressed by using various computational techniques, such as quantitative structure-activity relationships (QSAR) [ 12 , 13 , 14 , 15 ], pharmacophore modelling [ 16 , 17 ], molecular docking [ 15 , 18 , 19 ], molecular dynamics simulation [ 15 , 20 , 21 ], etc. These approaches have generated considerable interest by reducing the time required for preclinical evaluation, clinical trials, as well as costs and resources.…”

Combined Experimental and Theoretical Insights into the Corrosion Inhibition Activity on Carbon Steel Iron of Phosphonic Acids

“…The studies have shown that the efficiency of corrosion (IE) is closely related to their structures. Their efficiency arises from their capacity to bind (phosphonic acid group) in a monodentate, bidentate, or tridentate manner to a metal surface [ 7 , 16 , 20 , 21 ]. Therefore, they can act both as mineral scale and corrosion inhibitors [ 22 , 23 ].…”

QSRR Modeling for Metabolite Standards Analyzed by Two Different Chromatographic Columns Using Multiple Linear Regression

“…Besides the MDs recorded in the literature, experimental values of the descriptors can be applied in the QSRR models [4]. Moreover, different modeling methodologies, such as multiple linear regression (MLR), partial least squares (PLS), generic algorithms (GA), and artificial neural network (ANN), can be applied in order to develop a QSRR model [2,4,5,6,7,8,9,10,11,12,13,14,15,16,17,18,19,20]. Additionally, the QSRR models can be used in combination with the principal component analysis (PCA), when a large number of columns have been used, and the column classification can be achieved [21].…”