Quantitative structure-activity relationships studies of antioxidant hexahydropyridoindoles and flavonoid derivatives.
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.
Durand
Anne-Catherine
AC
Faculté des Sciences Pharmaceutiques et Biologiques, Laboratoire de Chimie Thérapeutique, EA 1043, 3 rue du Professeur Laguesse, BP 83, 59006 Lille Cedex, France.
Farce
Amaury
A
Carato
Pascal
P
Dilly
Sebastien
S
Yous
Said
S
Berthelot
Pascal
P
Chavatte
Philippe
P
D000975:Antioxidants / Q000737:chemistry*; D002243:Carbolines / Q000737:chemistry*; D003198:Computer Simulation; D005419:Flavonoids / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D015394:Molecular Structure; D011237:Predictive Value of Tests; D021281:Quantitative Structure-Activity Relationship; D015203:Reproducibility of Results
D000975:Antioxidants; D002243:Carbolines; D005419:Flavonoids; D007211:Indoles; C002272:6-methoxytryptoline