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. 2022 Jun 22;9(6):211906.
doi: 10.1098/rsos.211906. eCollection 2022 Jun.

7-O-Galloyltricetifavan: a promising natural radical scavenger

Le Trung Hieu  1 , Tran Thi Van Thi  1 , Nguyen Thi Hoa  2 , Adam Mechler  3 , Quan V Vo  2
Affiliations

7-O-Galloyltricetifavan: a promising natural radical scavenger

Le Trung Hieu et al. R Soc Open Sci. .

Abstract

7-O-Galloyltricetifavan (7OGT), a natural flavonoid, is isolated from the leaves of Pithecellobium clypearia. The compound exhibits a variety of biological activities. This study details the evaluation of the HOO• antiradical activity of 7OGT by quantum chemistry calculations. The HOO• trapping activity of 7OGT in the gas phase (reference state) was discovered to follow the formal hydrogen transfer mechanism with a rate constant of k = 4.58 × 108 M-1 s-1. In physiological environments, 7OGT is predicted to be an excellent HOO• radical scavenger with k overall = 2.65 × 108 and 1.40 × 104 M-1 s-1 in water and pentyl ethanoate solvents, respectively. The HOO• antiradical activity of 7OGT in water at physiological pH is approximately 2000 times that of Trolox and substantially higher than that of other well-known natural antioxidants such as trans-resveratrol or ascorbic acid. Thus, 7OGT is an excellent natural antioxidant in polar environments.

Keywords: antioxidant; antiradical activity; density functional theory; flavonoid; kinetics.

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Conflict of interest statement

We declare we have no competing interests.

Figures

Figure 1.
Figure 1.
The structure of 7OGT.
Figure 2.
Figure 2.
The FHT TSs between the 7OGT and HOO• radical.
Figure 3.
Figure 3.
The deprotonation of 7OGT.
See this image and copyright information in PMC

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