ArticleAntioxidants (Basel, Switzerland)2026
Reshaping Antioxidant Activity via Photoisomerization: A Comparative Theoretical Study of Pterostilbene and Resveratrol.
Article in Antioxidants (Basel, Switzerland), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
This study elucidates the regulatory mechanisms of methoxy substitution and photoexcitation on the antioxidant properties of pterostilbene (PTE) versus resveratrol (RES), employing a combined approach of multi-reference calculations, density functional theory (DFT), time-dependent DFT (TD-DFT), and molecular docking. Spectral analysis indicates that trans isomers exhibit a significant redshift (~13 nm) and have oscillator strengths more than double those of cis isomers. A pivotal difference in photoisomerization kinetics was identified: methoxy substitution drastically lowers the isomerization barrier for RES, indicating that PTE is more readily photoisomerized. Regarding radical scavenging, thermodynamic data confirm that Hydrogen Atom Transfer (HAT) and Radical Adduct Formation (RAF) are spontaneous pathways; notably, the O1 site of trans-PTE serves as the optimal hydrogen donor. Conceptual DFT (CDFT) analysis reveals that photoexcitation triggers a dramatic electronic reconfiguration, particularly for cis-PTE, whose ionization potential in the S1 state drops sharply to 4.66 eV, accompanied by an increased softness of 0.38 eV
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