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Souza, J. Jr., Santos R. H. A., Ferreira M. M. C., Molfetta F. A., Camargo A. J., Honório K. M., da Silva A. B. F., “A quantum chemical and statistical study of flavonoid compounds (flavones) with anti-HIV activity”, Eur. J. Med. Chem., 38(11-12), 929-938 (Nov-Dec 2003).
[Article.]

Abstract.
The molecular orbital semi-empirical method AM1 was employed to calculate a set of molecular properties (variables) of 22 flavonoid compounds (flavones) with anti-HIV-1 activity and nine new compounds were proposed for anti-HIV-1 activity prediction. Pattern recognition techniques, principal component analysis (PCA), hierarchical cluster analysis (HCA), stepwise discriminant analysis (SDA) and K-nearest neighbor (KNN), were employed in order to reduce dimensionality and investigate which subset of variables could be more effective for classifying the flavones according to their degree of anti-HIV-1 activity. The PCA, HCA, SDA and KNN studies showed that the variables log P (partition coefficient), molecular volume (VOL) and electron affinity (EA) are responsible for the separation between anti-HIV-1 active and inactive compounds. The prediction study was done with a new set of nine analog compounds by using the PCA, HCA, SDA and KNN methods and only one of them was predicted as active against HIV-1.

Keywords.
Flavones; Anti-HIV-1 Activity; AM1; Principal Component Analysis; Hierarchical Cluster Analysis; Stepwise Discriminant Analysis; K-Nearest Neighbor.

Keywords Plus.
Immunodeficiency Virus Type 1; Activity Relationship; SAR; Pattern Recognition; Integration; Expression; Products; Charges.