Comparison of radical scavenging behavior of chromones dihydrogenistein and demethyltexasin—a DFT approach

• Published in: Structural chemistry 2019-02, Vol.30 (1), p.167-173
• Main Authors: Anbazhakan, K., Sadasivam, K., Praveena, R.
• Format: Article
• Language: English
• Subjects: Antioxidants; Chemistry; Chemistry and Materials Science; Computer Applications in Chemistry; Density functional theory; Isoflavones; Molecular docking; Original Research; Physical Chemistry; Polar environments; Scavenging; Theoretical and Computational Chemistry; Vapor phases
• ISSN: 1040-0400; 1572-9001
• DOI: 10.1007/s11224-018-1185-2

The present work deals with the validation of radical scavenging behavior of two identical chromones: 4′,5,7 trihydroxy isoflavone dihydrogenistein (DGT) and 4′,6,7 trihydroxy isoflavone demethyltexasin (DMT) through structural activity analysis to study the influence of H atom on the radical scavenging behavior. Structural optimization and thermochemical calculations for the studied chromones is supported by DFT under the correlation functional B3LYP and M062X under 6-311G(d,p) basis set using Gaussian 09 package. Computations are carried out in gas phase and polar environment. Comparative analyses of radical scavenging ability of the two isoflavones are validated with the aid of two different levels of theory in three different environments which facilitates the antioxidant mechanism. Higher binding probability of DMT than DGT towards the selected enzyme target ALOX5 is observed in molecular docking analysis. This work paves a way to the elucidation of the beneficial effects on health of these compounds.