A Theoretical Study of Resveratrol Oxidation

Gomes, Bruno Alexandre Quadros; Queiroz, Auriekson N.; Borges, Rosivaldo S.

doi:10.1166/jctn.2009.1223

Cited by 7 publications

(5 citation statements)

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“…The spin density is an important parameter to characterize the stability of free radicals, since the energy of a free radical can be efficiently decreased if the unpaired electrons are highly delocalized through the conjugated system after hydrogen abstration [25,26,27,28,29,30]. This agrees with Rezk [3], who states that a possible explanation for the potential antioxidant activity of 2,6-dihydroxyacetophenone might be found in the possible stabilization of the radical that is formed after hydrogen abstraction.…”

Section: Resultsmentioning

confidence: 99%

Structure of Dihydrochalcones and Related Derivatives and Their Scavenging and Antioxidant Activity against Oxygen and Nitrogen Radical Species

et al. 2011

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Quantum mechanical calculations at B3LYP/6-31G** level of theory were employed to obtain energy (E), ionization potential (IP), bond dissociation enthalpy (O-H BDE) and stabilization energies (ΔE iso ) in order to infer the scavenging activity of dihydrochalcones (DHC) and structurally related compounds. Spin density calculations were also performed for the proposed antioxidant activity mechanism of 2,4,6-trihydroxyacetophenone (2,4,6-THA). The unpaired electron formed by the hydrogen abstraction from the phenolic hydroxyl group of 2,4,6-THA is localized on the phenolic oxygen at 2, 6, and 4 positions, the C 3 and C 6 carbon atoms at ortho positions, and the C 5 carbon atom at para position. The lowest phenolic oxygen contribution corresponded to the highest scavenging activity value. It was found that antioxidant activity depends on the presence of a hydroxyl at the C2 and C4 positions and that there is a correlation between IP and O-H BDE and peroxynitrite scavenging activity and lipid peroxidation. These results identified the pharmacophore group for DHC.

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Section: Resultsmentioning

confidence: 99%

Structure of Dihydrochalcones and Related Derivatives and Their Scavenging and Antioxidant Activity against Oxygen and Nitrogen Radical Species

et al. 2011

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“…Therefore, CPT is also a potential candidate drug for the treatment of prostate cancer. Furthermore, resveratrol is a phytoalexin extracted in many edible plants that may play a role in preventing inflammation, atherosclerosis, cancer, and so forth [ 12 , 13 ]. For example, Kueck et al found that Res inhibits glucose metabolism in human ovarian cancer cells.…”

Section: Introductionmentioning

confidence: 99%

Theoretical Study on the Aggregation and Adsorption Behaviors of Anticancer Drug Molecules on Graphene/Graphene Oxide Surface

Gong

Zhou

et al. 2022

Molecules

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Graphene and its derivatives are frequently used in cancer therapy, and there has been widespread interest in improving the therapeutic efficiency of targeted drugs. In this paper, the geometrical structure and electronic effects of anastrozole(Anas), camptothecin(CPT), gefitinib (Gefi), and resveratrol (Res) on graphene and graphene oxide(GO) were investigated by density functional theory (DFT) calculations and molecular dynamics (MD) simulation. Meanwhile, we explored and compared the adsorption process between graphene/GO and four drug molecules, as well as the adsorption sites between carriers and payloads. In addition, we calculated the interaction forces between four drug molecules and graphene. We believe that this work will contribute to deepening the understanding of the loading behaviors of anticancer drugs onto nanomaterials and their interaction.

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“…Therefore, The bond dissociation energy of hydroxyl groups (BDE OH ) represents the ease of hydrogen donation of phenol derivatives. [15][16][17][18] In fact, the hydrogen abstraction is other antioxidant mechanism. Therefore, molecules with a low BDE OH are more active.…”

Section: Resultsmentioning

confidence: 99%

“…Several studies have been shown that antioxidant activity of molecules is related to its hydroxyl (OH) groups which can scavenge free radicals. [22][23][24] The antioxidant activity of depends on the number of phenolic hydroxyl groups and the location of the hydroxyl groups, [15][16][17][18] double bond in conjugation, [25][26][27][28] and the presence of electron-donating groups further enhances this activity. 16 19 22 26 Moreover, the investigations of regioisomers of tocopherol is little limited.…”

Section: Introductionmentioning

confidence: 99%

An Electronic Study of Tocopherol-Ring Regioisomers as Antioxidants

Braga¹,

Moraes²,

Manhaes³

et al. 2011

Jnl of Comp & Theo Nano

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The electronic structures study have been used in the classification of tocopherol-rings regiosiomers as antioxidants by quantum chemistry calculations using DFT methods at the B3LYP/6-31G * level of theory. The HOMO, ionization potential, stabilization energies, and spin density distribution calculations were performed for radical formed by electron or hydrogen abstraction from the phenolic hydroxyl groups at the para-, meta-or ortho-positions. These values are related with HOMO and MEPs for antioxidant regioisomers classification. Our results shown that para-regioisomer is more nucleophilic compounds by electron transfer and more reactive molecule by hydrogen donating, followed by ortho-, and meta-regioisomers.

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A Theoretical Study of Resveratrol Oxidation

Cited by 7 publications

References 0 publications

Structure of Dihydrochalcones and Related Derivatives and Their Scavenging and Antioxidant Activity against Oxygen and Nitrogen Radical Species

Structure of Dihydrochalcones and Related Derivatives and Their Scavenging and Antioxidant Activity against Oxygen and Nitrogen Radical Species

Theoretical Study on the Aggregation and Adsorption Behaviors of Anticancer Drug Molecules on Graphene/Graphene Oxide Surface

An Electronic Study of Tocopherol-Ring Regioisomers as Antioxidants

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