Abstract
Bergenin is a polyphenolic compound that contains isocoumarin skeletal derived from C-glycosylated 4-O-methylgallic acid. The biological activities of this compound and its derivatives are quite diverse. Recent studies reveal neuroprotective effects in vitro and in vivo in Alzheimer's. Norbergenin is a demethylated form of bergenin, known for better antioxidant capacity and associated with neuroprotective properties through oxidative stress inhibition. This study focused on investigating the scavenging mechanism of norbergenin with the • OH, • OOH, and O2• - as a radical model under physiological and lipid environments. The thermodynamic and kinetic parameters of the hydrogen transfer (HT), single electron transfer (SET), sequential proton lost-electron transfer (SPLET) and radical adduct formation (RAF) mechanisms were determined theoretically by the density functional theory (DFT) at M06-2X/6-311 + + G(d,p) level of theory. Based on the computational results, this compound has proved as an excellent • OOH and • OH scavenger under physiological conditions better than Trolox and vitamin C, whereas its radical demonstrated as an efficient O2• - scavenger.
Original language | English |
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Article number | 221349 |
Journal | Royal Society Open Science |
Volume | 9 |
Issue number | 12 |
DOIs | |
Publication status | Published - 21 Dec 2022 |
Keywords
- Alzheimer's
- antioxidant
- density functional theory
- kinetic
- norbergenin
- scavenging mechanism