title: Structure-activity relationship study of flavone compounds with anti-HIV-1 integrase activity: a density functional theory study.
abstract: Human immunodeficiency virus type-1 integrase (HIV-1 IN) is an essential enzyme for effective viral replication. Flavone compounds have been very much studied due to their activity during the inhibition process of HIV-1 IN. In this study, we employed density functional theory (DFT) using the B3LYP hybrid functional to calculate a set of molecular properties for 32 flavonoid compounds with anti-HIV-1 IN activity. The stepwise discriminant analysis (SDA), principal component analysis (PCA) and hierarchical cluster analysis (HCA) methods were employed to reduce dimensionality and investigate possible relationship between the calculated properties and the anti-HIV-1 IN activity. These analyses showed that the molecular hydrophobicity (ClogP), charge on atom 11 and electrophilic index (omega) are responsible for the separation between anti-HIV-1 IN active and inactive compounds.
authors.affiliation: Departamento de Química, Centro de Ciências Exatas e Naturais, Universidade Federal do Pará, Av. Augusto Corrêa 01, CP 11101, 66075-110, Belém, PA, Brazil.
authors.forename: J
authors.initials: J
authors.lastname: Lameira
authors.forename: I G
authors.initials: IG
authors.lastname: Medeiros
authors.forename: M
authors.initials: M
authors.lastname: Reis
authors.forename: A S
authors.initials: AS
authors.lastname: Santos
authors.forename: C N
authors.initials: CN
authors.lastname: Alves
mesh_terms: D016000:Cluster Analysis; D016002:Discriminant Analysis; D047309:Flavones / Q000737:chemistry* / Q000494:pharmacology*; D019428:HIV Integrase Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D055672:Static Electricity; D013329:Structure-Activity Relationship
chemical_list: D047309:Flavones; D019428:HIV Integrase Inhibitors