A DFT study on OH radical scavenging activities of eriodictyol, Isosakuranetin and pinocembrin

Abstract

Flavonoids are natural compounds with antioxidant properties that have positive effects on human health, which reduce toxic effects of reactive oxygen species (ROS) and partially oxidative damage. In the work, the density functional theory (DFT/BMK) calculations were performed for antioxidant activity evaluation of pinocembrin (P), isosakuranetin (I) and eriodictyol (E). Four main mechanisms were examined: hydrogen atom transfer (HAT), radical adduct formation (RAF), single electron transfer-proton transfer (SET-PT) and Sequential proton loss electron transfer (SPLET). HAT and SPLET are thermodynamically the most probable process in gas phase and water. The three flavonoids examined + •OH HAT and RAF mechanisms for each possible location were investigated theoretically for the first time. The results were discussed by considering thermodynamic, kinetic and structural data of various reaction paths using IRC approach.

Communicated by Ramaswamy H. Sarma

Keywords:

• Flavanones
• eriodictyol
• isosakuranetin
• pinocembrin
• hydroxyl radical
• IRC
• DFT

Acknowledgments

This research was made possible by TUBITAK ULAKBIM, High Performance and Grid Computing Center (TR-Grid e-Infrastructure).

Disclosure statement

No potential conflict of interest was reported by the author(s).

Availability of Data and Materials

The Datasets Generated During The Current Study Are Available From The Corresponding Author On Reasonable Request.

Additional information

Notes on contributors

Şaban Erdoğan

Şaban Erdoğan and Dilara Özbakır Işın performed the calculations. Şaban Erdoğan and Dilara Özbakır Işın discussed and analyzed the results. All authors equally contributed to preparation of the manuscript. All the authors have read and approved the finalarticle.

Dilara Özbakır Işın

Şaban Erdoğan and Dilara Özbakır Işın performed the calculations. Şaban Erdoğan and Dilara Özbakır Işın discussed and analyzed the results. All authors equally contributed to preparation of the manuscript. All the authors have read and approved the finalarticle.