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

• Main Authors: Jiraporn Ungwitayatorn, Patcharawee Nunthanavanit, Weerasak Samee
• Format: Article
• Language: English
• Published: MDPI AG 2008-02-01
• Series: International Journal of Molecular Sciences
• Subjects: 3D-QSAR; Chromone; Molecular field analysis (MFA); Antioxidants; Genetic partial least squares (G/PLS) method.
• Online Access: http://www.mdpi.com/1422-0067/9/3/235/

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.