QSAR study of the DPPH· radical scavenging activity of coumarin derivatives and xanthine oxidase inhibition by molecular docking

• Authors: Rodrigo Razo-Hernández , Kayim Pineda-Urbina , Marlene Velazco-Medel , Manuel Villanueva-García , M. Sumaya-Martínez , Francisco Martínez-Martínez , Zeferino Gómez-Sandoval
• Languages of publication: EN

Abstracts

EN

A Quantitative Structure-Activity Relationship (QSAR) of coumarins by genetic algorithms employing physicochemical, topological, lipophilic and electronic descriptors was performed. We have used experimental antioxidant activities of specific coumarin derivatives against the DPPH· radical molecule. Molecular descriptors such as Randic Path/Walk, hydrophilic factor and chemical hardness were selected to propose a mathematical model. We obtained a linear correlation with R2 = 96.65 and Q
LOO2 = 93.14 values. The evaluation of the predictive ability of the model was performed by applying the Q
ASYM2, $\hat r^2 $ and Δr
m2 methods. Fukui functions were calculated here for coumarin derivatives in order to delve into the mechanics by which they work as primary antioxidants. We also investigated xanthine oxidase inhibition with these coumarins by molecular docking. Our results show that hydrophobic, electrostatic and hydrogen bond interactions are crucial in the inhibition of xanthine oxidase by coumarins.

Keywords

EN

QSAR; DPPH; Coumarins; Xanthine Oxidase; Docking

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2014
• Volume: 12
• Issue: 10
• Pages: 1067-1080

Dates

published

1 - 10 - 2014

online

15 - 5 - 2014

Contributors

author

Rodrigo Razo-Hernández

• University of Colima

author

Kayim Pineda-Urbina

• University of Colima

author

Marlene Velazco-Medel

• University of Colima

author

Manuel Villanueva-García

• Association of Retired at the University of Guanajuato

author

M. Sumaya-Martínez

• Autonomous University of Nayarit, City of Culture “Amado Nervo”

author

Francisco Martínez-Martínez

• University of Colima

author

Zeferino Gómez-Sandoval

• University of Colima

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Identifiers

DOI

10.2478/s11532-014-0555-x