The antioxidative potential of procyanidin B1: DFT (density functional theory) and docking approaches

Procyanidin B1 is one of the natural dimeric flavonoids. It has established a great role in antioxidative activity. In the current study, we wish to provide crucial information on its antioxidative action by the DFT computational and docking approaches. From point of thermodynamic view, at the M062X...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of molecular modeling 2022-11, Vol.28 (11), p.356-356, Article 356
Hauptverfasser: Thuy, Phan Thi, Quan, Pham Minh, Duc, Dau Xuan, Son, Ninh The
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Procyanidin B1 is one of the natural dimeric flavonoids. It has established a great role in antioxidative activity. In the current study, we wish to provide crucial information on its antioxidative action by the DFT computational and docking approaches. From point of thermodynamic view, at the M062X/6-311G(d,p) level, the HAT (hydrogen atom transfer) and SPL-ET (sequential proton loss-electron transfer) are principal antioxidative routes of this compound in gas and methanol, respectively. OH groups of two phenyl rings of this molecule are likely to be the best antiradical sites. In the kinetics of the interactions with HOO • radicals, OH groups of phenyl rings have also generated the best Δ G # (Gibbs free energy of activation) and rate constant K . The antioxidative action of procyanidin B1 is further confirmed by its chelation to metal ions, in which complex formation with Cu 2+ having lower binding energy is more stable than complex formation with Zn 2+ . Docking study revealed that the antioxidative activity of procyanidin B1 involved human tyrosinase enzyme inhibition through interaction with essential residues, focusing on the OH groups of two phenyl rings.
ISSN:1610-2940
0948-5023
DOI:10.1007/s00894-022-05354-x