A density functional study of flavonoid compounds with anti-HIV activity

J Lameira; C N Alves; V Moliner; E Silla

doi:10.1016/j.ejmech.2006.01.008

A density functional study of flavonoid compounds with anti-HIV activity

Eur J Med Chem. 2006 May;41(5):616-23. doi: 10.1016/j.ejmech.2006.01.008. Epub 2006 Mar 13.

Authors

J Lameira¹, C N Alves, V Moliner, E Silla

Affiliation

¹ Departamento de Química, Centro de Ciências Exatas e Naturais, Universidade Federal do Pará - UFPA, CP 11101, 66075-110 Belém, PA, Brazil.

PMID: 16530886
DOI: 10.1016/j.ejmech.2006.01.008

Abstract

Quantum chemical calculations at the DFT/B3LYP theory level, with the 6-31G* basis set, was employed to calculate a set of molecular properties of 26 flavonoid compounds with anti-HIV activity. The correlation between biological activity and structural properties was obtained by using the multiple linear regression method. The model obtained showed not only statistical significance but also predictive ability. We demonstrate in this paper that the anti-HIV activity of compounds can be related with the molecular hydrophobicity (ClogP), the electronegativity (chi) and the charges on some key atoms, while that the toxicity can be related with the electronic affinities (EA), ClogP and charge on atom 8.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-HIV Agents / chemistry*
Anti-HIV Agents / pharmacology*
Anti-HIV Agents / toxicity
Flavonoids / chemistry*
Lymphocytes / drug effects
Models, Biological
Molecular Structure
Quantitative Structure-Activity Relationship

Substances

Anti-HIV Agents
Flavonoids