Experimental and theoretical insights into free radical capturing activity of 1,5-diaminonaphthalene and 1,5-dihydroxynaphthalene

Huong, Dinh Quy; Nam, Pham Cam; Dương, Trần

doi:10.1016/j.molstruc.2023.135537

Cited by 7 publications

(2 citation statements)

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“…In addition to thermodynamic parameters, the reactivity of antioxidants and free radicals also depends on their reaction rate ( k ). Table S1 provides detailed instructions on calculating the rate constants for the HAT, SET, and RAF mechanisms …”

Section: Methodsmentioning

confidence: 99%

“…30 In addition to thermodynamic parameters, the reactivity of antioxidants and free radicals also depends on their reaction rate (k). Table S1 provides detailed instructions on calculating the rate constants for the HAT, 31 SET, 32 and RAF mechanisms. 33 The proportions of products (P%) produced by various reaction mechanisms were approximated utilizing eqs 18−20.…”

Section: Ete H(rn ) H(e ) H(rn ) = +mentioning

confidence: 99%

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Evaluation of Free Radical Scavenging Ability of Triazole-3-Thiol: A Combination of Experimental and Theoretical Approaches

Quy Huong,

Nam,

Quang

et al. 2024

ACS Omega

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An assessment of the free radical scavenging potential of 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol (AT) and 4-amino-5-(4-pyridyl)-4H-1,2,4-triazole-3-thiol (AP) involved a combination of experimental methodologies and theoretical calculations. In the 2,2-diphenyl-1-picrylhydrazyl (DPPH•) assay, AT exhibited an heightened efficacy in scavenging DPPH• radicals compared to AP. This was evidenced by the notably lower IC50DPPH value observed for AT (1.3 × 10–3 ± 0.2 × 10–3 M) in comparison to AP (2.2 × 10–3 ± 0.1 × 10–3 M). Similarly, in the 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS• +) test, AT exhibited superior ability in neutralizing ABTS•+ free radical cations compared to AP, with the computed IC50ABTS values of 4.7 × 10–5 ± 0.1 × 10–5 M for AT and 5.5 × 10–5 ± 0.2 × 10–5 M for AP. Density functional theory served as the tool for evaluating the correlation between structural attributes and the antioxidant efficacy of the studied molecules. The findings highlighted the flexibility of hydrogen atoms within NH and NH2 groups to nucleophilic attacks, indicative of their pivotal role in the scavenging mechanism. Furthermore, investigations into the interactions between AT and AP with the free radical HOO• revealed predominantly the reaction via the hydrogen atom transfer mechanism. Both experimental observations and theoretical deductions collectively affirmed AT’s superior free radical scavenging ability over AP in the gas phase and ethanol.

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Section: Methodsmentioning

confidence: 99%