Estimation for Retention Factor of Isoflavones in descriptors of Water Solubility and Hydrophobicity

초록

The research of interrelation between the chromatographic characteristics and the physico-chemical properties of biologically active substances is the important task of modern chemistry. Isoflavones are phytochemicals found in a variety of plants including soybeans. Especially, phytoestrogens have a high potential in the prevention of like atherosclerosis, osteoporosis, cardiovascular diseases, several kinds of the cancer and postmenopausal complaints. The three isoflavones daidzein, glycitein and genistein each exist as four isomers forms in soy food products. In this work, 12 isoflavones are divided into three groups; daidzein, 6"-O-malonyl-β-glucoside-daidzin, 6"-O-acetyl-β-glucoside-daidzin, β-glucoside-daidzin:(1), glycitein, 6"-O -malonyl-β-glucoside-glycitin, 6"-O-acetyl-β-glucoside-glycitin, β-glucoside-glycitin (2), genis- tein, 6"-O-malonyl-β-glucoside-genistin, 6"-O-acetyl-β-glucoside-genistin, β-glucoside-genistin (3). Among the physicochemical experimentally determined properties, the water solubility and hydrophobicity are the most urgent and precisely measured data for the investigated molecules. The data calculations were performed using the ChemSW and HyperChem program. For the estimation of retention factor were established by the semi-empirical equations. The linear equation in common logarithm between the chromatographic retention factor and the descriptors of water solubility (S) and hydrophobicity (PQ) were satisfactory. A semi-empirical equation is k = a0 + a1*logS +a2*logPQ, and the correlation coefficient of the three groups respectively, 0.9694(1), 0.9754(2), and 0.9530(3). The found equations can be used successfully for a prediction of the various chromatographic characteristics of substances, which have a similar chemical structure (structural homologies).