Quantitative structure-activity relationships studies of antioxidant hexahydropyridoindoles and flavonoid derivatives

Abstract

In order to predict the antioxidant activity of 22 pinoline derivatives (1,2,3,4-tetrahydro-beta-carbolines), two dimensional quantitative-structure activity relationships (2D-QSAR) analysis of 19 hexahydropiridoindoles and 12 flavonoids was realized. Five statistically significant models were obtained from randomly constituted training sets (21 compounds) and subsquently validated with the corresponding test sets (10 compounds). Antioxidant activity (pIC50) was correlated with 5 molecular descriptors calculated with the software DRAGON. The best predictive model (n = 21, q2 = 0.794, N= 2, r2 = 0.888, s = 0.157) could offer structural insights into the features conferring a strong antioxidant activity to compounds built from a pinoline scaffold prior to their synthesis.

Synthesis, antioxidant evaluation, and quantitative structure–activity relationship studies of chalcones

“…Quantitative structure-activity relation (QSAR) correlating the activities with the structural features or descriptors of the compounds were also developed to understand the importance of certain structural features on their antioxidant activities. Some of the earlier researcher too explored the quantitative relationship (QSAR) between the antioxidant activities and the physiochemical properties (Farkas et al, 2004;Durand et al, 2007).…”

“…It is mentioned before that increase in aqueous solubility will also result in improved antioxidant activity. Durand et al (2007) also found the contribution of functional groups, such as like number of tertiary carbon atoms and number of aliphatic ketones towards antioxidant activity.…”

Antioxidant Activity of New Benzo[de]quinolines and Lactams: 2DQuantitative Structure-Activity Relationships

“…The calculation of the topological, the molecular, and the functional group descriptors was carried out with Dragon 2.1 program [22] following the methodology described in a previous study [11]. The resulting descriptor values were introduced in Equation 1, (a QSAR equation previously validated for 19 hexahydropyridoindoles and 12 flavonoids), to predict the antioxidant power of compounds 2, 3 and 4.…”

“…Using the low-density lipoprotein oxidation model, we have previously described a QSAR analysis of structural analogues of melatonin [6,7], and have subsequently characterized the antioxidant activity of azaheterocycles from the tryptamine series [8][9][10], proposing a model with 5 molecular descriptors [11]. Due to their structures, lactams 2 and 3 have called our attention as candidates for new anti-oxidative agents.…”

A QCAR model for predicting antioxidant activity of wild mushrooms

“…The division was made to cover the entire antioxidant activity scale [29,30] and the samples included in the training set were randomly selected within each group [31]. The goodness of fit of the models was evaluated using r 2 , s, , and F. The predictive stability and robustness of the model was first verified by internal cross-validation calculating the following parameters: Q 2 LOO , permutation test of SIMCA-p software and RMSE (training set) [27,28,32].…”