Prediction of physicochemical properties and anticancer activity of similar structures of flavones and isoflavones

The reliability of Quantitative Structure – Activity or Property Relationships for prediction of physico-chemical properties and anticancer activity of flavone and isoflavone derivatives was improved by using the quantitative relationships between structurally similar flavone and isoflavone structures (QSSRs). The targeted-compound method was developed by a training set, which contains only similar compounds structurally to target compound. The structural similarity is presented by multidimensional correlation between the dimensions of atomic-charge descriptors of target compound and those of predictive compounds with R2 fitness = 0.9999 and R2 test = 0.9999. The available physicochemical properties and anticancer activities of predictive substances in training set were used in the usual manner for predicting the unknown physicochemical properties and anticancer activity of target substances. Preliminary results show that the targeted - compound method yields the predictive results within the uncertain extent of experimental measurements.
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Prediction of physicochemical properties and anticancer activity of similar structures of flavones and isoflavonesTạp chí Đại học Thủ Dầu Một, số 4 (11) – 2013 PREDICTION OF PHYSICOCHEMICAL PROPERTIESAND ANTICANCER ACTIVITY OF SIMILAR STRUCTURES OF FLAVONES AND ISOFLAVONES Bui Thi Phuong Thuy(1), Pham Van Tat(2), Le Thi Dao(3) (1) University of Hue Science, (2) Industrial University of Ho Chi Minh City, (3) Thu Dau Mot University ABSTRACT The reliability of Quantitative Structure – Activity or Property Relationships for predictionof physico-chemical properties and anticancer activity of flavone and isoflavone derivatives wasimproved by using the quantitative relationships between structurally similar flavone and isofla-vone structures (QSSRs). The targeted-compound method was developed by a training set, whichcontains only similar compounds structurally to target compound. The structural similarity ispresented by multidimensional correlation between the dimensions of atomic-charge descriptors oftarget compound and those of predictive compounds with R2fitness = 0.9999 and R2test = 0.9999. Theavailable physicochemical properties and anticancer activities of predictive substances in trainingset were used in the usual manner for predicting the unknown physicochemical properties andanticancer activity of target substances. Preliminary results show that the targeted - compoundmethod yields the predictive results within the uncertain extent of experimental measurements. Keywords: QSSR models; physicochemical property; anticancer activity. *1. Introduction relationships (QSPRs) has been interesting Physicochemical properties and biolo- for using structural descriptors to predict thegical activity of pure substances deriving several physico-chemical properties.from experimental measurements are servi- One of the last attempts Dearden pro-ceable only for a small portion referring to posed a QSPR model for predicting vapourchemistry and pharmaceutical engineering pressure [[1]]. The models QSPR wereand environmental impact assessment developed recently by Shacham et al. [[2]][[1],[2]]. Consequently, the development of and Cholakov et al. [[3],[4],[5]] for predictiontargeted-compound method for accurately of tem-perature-dependent properties. Theprediction of physicochemical property and linear structure - structure relationshipsbiological activity are very necessary. In were derived from the similar substancesparticular, the physicochemical properties with QSPR model proposed by Schachamfor instance the boiling and critical [[2]]. For a specified property of targettemperature are very important for chemical substance, a structure-structure correlationindustrial techni-ques. In recent years, the has to be esta-blished by using the structuraluse of quantitative structure property descriptors of predictive substances. The 37Journal of Thu Dau Mot University, No 4 (11) – 2013molecular desc-riptors are resulted by are transformed into negative logarithm ofquantum chemical calcu-lations. This values GI50 (pGI50) in this study.suggested for the develop-ment of the 2.2. Multiple linear modelingstructure-structure correlations for complex For quantitative structure–structurestructures proposed by Cholakov et al. [[3]]. rela-tionships (QSSR), the predictive In this work, the quantitative structure – substances (X) correlated with targetstructure relatioships (QSSR) are developed substance (Y). This relationship is wellfor predicting the physicochemical proper- represented by a model that is linear inties and anticancer activity of similar regressed predictors asflavones and isoflavones. The physico- kchemical properties and anticancer activities Y bi X i C (1) i 1of target flavones and isoflavones resulting Where parameters, bi are unknownfrom multivariable linear regression techni- regression coefficients; C is constant.ques are compared with experimental dataand those from reference data. Multiple linear regression analysis based on leastsquare ...