Repair of dGMP hydroxyl radical adducts by verbascoside via electron transfer: a pulse radiolysis study

Wy, Li; Zheng, Rong; Su, BN; Jia, ZJ; Hc, Li; Jiang, Yue; Yao, Side; Lin, NY

doi:10.1080/095530096145779

Cited by 29 publications

(15 citation statements)

References 15 publications

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“…[28"291 Pulse radiolysis studies have provided both spectral [3°-32] and redox [33'34] information on DNA base radicals formed upon one-electron oxidation. Fast chemical repair by antioxidants of the guanyl radical formed upon the reaction of the "OH radicals with guanosine and dGMP [3°' [35][36][37][38] has been demonstrated. Most attention has been paid to the repair of the guanyl radical as guanine is the most easily oxidised of the DNA bases.…”

Section: Introductionmentioning

confidence: 99%

Reduction in free-radical-induced DNA strand breaks and base damage through fast chemical repair by flavonoids

Anderson

Amarasinghe

Fisher

et al. 2000

Free Radical Research

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This paper provides evidence that dietary flavonoids can repair a range of oxidative radical damages on DNA, and thus give protection against radical-induced strand breaks and base alterations. We have irradiated dilute aqueous solutions of plasmid DNA in the absence and presence of flavonoids (F) in a "constant *OH radical scavenging environment", k of 1.5 x 10(7) s(-1) by decreasing the concentration of TRIS buffer in relation to the concentration of added flavonoids. We have shown that the flavonoids can reduce the incidence of single-strand breaks in double-stranded DNA as well as residual base damage (assayed as additional single-strand breaks upon post-irradiation incubation with endonucleases) with dose modification factors of up to 2.0+/-0.2 at [F] < 100 microM by a mechanism other than through direct scavenging of *OH radicals. Pulse radiolysis measurements support the mechanism of electron transfer or H* atom transfer from the flavonoids to free radical sites on DNA which result in the fast chemical repair of some of the oxidative damage on DNA resulting from *OH radical attack. These in vitro assays point to a possible additional role for antioxidants in reducing DNA damage.

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Section: Introductionmentioning

confidence: 99%

Reduction in free-radical-induced DNA strand breaks and base damage through fast chemical repair by flavonoids

Anderson

Amarasinghe

Fisher

et al. 2000

Free Radical Research

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“…We have reported that the repair mechanism of damaged DNA by PPG molecules is believed through an electron transfer process by the formation of drug-receptor complex in minor groove of the double helix [23,24,45]. The exocyclic nitrogen atom (N2) of guanine in DNA double helix and one of phenolic groups of PPG are involved in electron transfer process.…”

Section: Conformational Searching Of Drug Moleculesmentioning

confidence: 99%

Comparative Study of Activities between Verbascoside and Rutin by Docking Method

et al. 2003

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Verbascoside and rutin possess anti-cancer properties and are capable of repairing DNA damaged by oxygen radicals, acting as powerful antioxidants. Based on kinetic measurements and experiments on tumor cells, docking studies of the two ligand molecules with the receptor telomeric DNA fragments have been carried out. The docking calculations performed using JUMNA software showed that the both molecules can be docked into the minor groove of telomeric DNA and form complexes with suitable geometry for electron transfer between guanine radical and ligands. The reaction mechanism via the electron transfer process is further confirmed through energy calculations for transition states using MOPAC 93 program. Complexes can be formed without major distortion of DNA structure and are further stabilized by the interaction of DNA with the saccharide side-groups. By comparing their energies, the difference of activities of the two compounds can be explained.

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“…2 (inset), follows first order kinetics. The rate constant can be deduced from the slopes by varying the initial concentrations of PPGs (0.02 -0.1 mM) [21,23,24]. The rate constants for studied PPGs and their analogs are gathered in Table I.…”

Section: Experimental Observationsmentioning

confidence: 99%

“…Based on experimental results, the repair mechanism of PPGs has been analyzed and reported [21,23]. It is believed that the repair reaction is achieved via an electron transfer process.…”

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confidence: 99%

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Theoretical study of fast repair of DNA damage by cistanoside C and analogs: Mechanism and docking

Sperandio

Fan

Zakrzewska

et al. 2002

SAR and QSAR in Environmental Research

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Experiments show that the natural substances phenylpropanoid glycosides (PPGs) extracted from pelicularis spicata are capable of repairing DNA damaged by oxygen radicals. Based on kinetic measurements and experiments on tumor cells, a theoretical study of the interaction between PPG molecules and isolated DNA bases, as well as a DNA fragment has been performed. An interaction mechanism reported early has been refined. The docking calculations performed using junction minimization of nucleic acids (JUMNA) software showed that the PPG molecules can be docked into the minor groove of DNA and form complexes with the geometry suitable for an electron transfer between guanine radical and the ligand. Such complexes can be formed without major distortions of DNA structure and are further stabilized by the interaction with the rhamnosyl side-groups.

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Repair of dGMP hydroxyl radical adducts by verbascoside via electron transfer: a pulse radiolysis study

Cited by 29 publications

References 15 publications

Reduction in free-radical-induced DNA strand breaks and base damage through fast chemical repair by flavonoids

Reduction in free-radical-induced DNA strand breaks and base damage through fast chemical repair by flavonoids

Comparative Study of Activities between Verbascoside and Rutin by Docking Method

Theoretical study of fast repair of DNA damage by cistanoside C and analogs: Mechanism and docking

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