3D-QSAR Investigation of Synthetic Antioxidant Chromone Derivatives by Molecular Field Analysis

• Published in: International journal of molecular sciences Vol. 9; no. 3; pp. 235 - 246
• Main Authors: Samee, Weerasak, Nunthanavanit, Patcharawee, Ungwitayatorn, Jiraporn
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 01.03.2008; Molecular Diversity Preservation International (MDPI)
• Subjects: Alzheimer's disease; Antioxidants; Flavonoids; Free radicals; Full Research Paper; Investigations; Pharmacy; Thailand; Antioxidants; 3D-QSAR; Genetic partial least squares (G/PLS) method; Molecular field analysis (MFA); Chromone
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 10.3390/ijms9030235

A series of 7-hydroxy, 8-hydroxy and 7,8-dihydroxy synthetic chromone derivatives was evaluated for their DPPH free radical scavenging activities. A training set of 30 synthetic chromone derivatives was subject to three-dimensional quantitative structure-activity relationship (3D-QSAR) studies using molecular field analysis (MFA). The substitutional requirements for favorable antioxidant activity were investigated and a predictive model that could be used for the design of novel antioxidants was derived. Regression analysis was carried out using genetic partial least squares (G/PLS) method. A highly predictive and statistically significant model was generated. The predictive ability of the developed model was assessed using a test set of 5 compounds (r2pred = 0.924). The analyzed MFA model demonstrated a good fit, having r2 value of 0.868 and crossvalidated coefficient r2cv value of 0.771.