Hydroxyl radical reactions of (4-hydroxy, 3-methoxy-5-bromophenyl) pentenone, a curcuminoid antioxidant

Guha, S. N.; Priyadarsini, K. Indira; Devasagayam, T.P.A.; Sreejayan,; Rao, M. N. A.

doi:10.1016/s0969-806x(96)00104-1

Cited by 9 publications

(7 citation statements)

References 9 publications

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“…2). In the case of other methoxy phenol derivatives, namely, BP [3] and DZ [4], similar observations also were made. The two possible reactions of OH with the phenols may be schematically represented as shown in Scheme 2.…”

Section: Reaction With Oh Radicalssupporting

confidence: 68%

“…In the reactions of trichloromethylperoxyl radicals with these phenols, isoeugenol reacts much slower than eugenol. This behavior of isoeugenol is not understandable in view of its better antioxidant action and raises doubts about CCl 3 OOи radicals really being biologically relevant.…”

Section: Resultsmentioning

confidence: 99%

“…One-electron reduction potentials of the phenoxyl radicals of EgOH and iEgOH were determined pulse-radiolytically at pH 6 employing the equilibrium involving these phenols and a standard couple. Among the various standard couples with their known one-electron reduction potentials tried, PMZ 2ϩ /PMZ ϩ (E 1 ϭ 0.9 V vs. NHE) and CPZ 2ϩ /CPZ ϩ (E 1 ϭ 0.78 V vs. NHE) [3,13,14] were found to establish an equilibrium with EgOH and iEgOH, Eqs. (14) and (15), respectively.…”

Section: One-electron Reduction Potentialsmentioning

confidence: 99%

“…Because of their natural occurrence, they have the advantages over the synthetic antioxidants due to their lesser toxicities [1,2]. These compounds are structurally similar to bromophenylpentenone (BP) [3], dehydrozingerone (DZ) [4], etc. and are derivatives of curcumin from turmeric.…”

Section: Introductionmentioning

confidence: 99%

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Kinetic and redox characteristics of phenoxyl radicals of eugenol and isoeugenol: A pulse radiolysis study

Guha

Priyadarsini

2000

Int J Chem Kinet

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The phenoxyl radicals of eugenol (EgOH) and isoeugenol (iEgOH) were generated by the specific one-electron oxidant N 3 и using pulse radiolysis technique, and were characterized by their absorption spectra, decay and formation kinetics, and one-electron reduction potential (E 7 1 ) values. Reactivities of eugenol phenoxyl radical with the biologically important molecule, trolox C (analogue of vitamin E, ␣-tocopheral), were determined. Reactions of OH with these phenols were studied at different pHs and suitable mechanisms for these reactions were suggested. Scavenging abilities of the phenols toward highly damaging Brи, NO 2 и, and CCl 3 O 2 и radicals were evaluated.

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Section: Reaction With Oh Radicalssupporting

confidence: 68%

Section: Resultsmentioning

confidence: 99%

Section: One-electron Reduction Potentialsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Kinetic and redox characteristics of phenoxyl radicals of eugenol and isoeugenol: A pulse radiolysis study

Guha

Priyadarsini

2000

Int J Chem Kinet

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“…The absorption spectra of the transient species, with k max at 410 nm, matches very well with the reported absorption spectra of phenoxyl radicals [16][17][18]. The inset of Fig.…”

Section: Resultssupporting

confidence: 84%

Investigations on the antioxidant activity of 5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene (DDMN)

et al. 2009

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5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene (DDMN), a substituted phenol, is synthesized by the reduction of a cyclic dione, 1,4,4a,8a-tetrahydroendo-1,4-methano-naphtha-5,8-dione (THMND). The pulse radiolysis technique has been employed to understand the nature of transient species formed by the reaction of radiolytic species of water radiolysis with DDMN. • OH radicals were observed to react with DDMN with a bimolecular rate constant of 1.5 9 10 10 dm 3 mol -1 s -1 . The inhibition of radiation-induced lipid-peroxidation by DDMN was studied in rat liver microsomes by assessing the formation of thiobarbituric acid reactive substances (TBARS). It was found to be strongly inhibitory. The results suggest that DDMN has very good antioxidant activity and may possibly emerge as a good radio-protector.

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Antioxidant activity of 5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene

Mitra

Gawandi

George

et al. 2008

Res. Chem. Intermed.

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Abstract-5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene (DDMN), a substituted phenol, is synthesized by reduction of a cyclic dione, 1,4,4a,8a-tetrahydro-endo-1,4-methano-naphtha-5,8-dione (THMND). Pulse radiolysis technique has been employed to understand the nature of transient species formed on reaction of radiolytic species of water radiolysis with DDMN.• OH radicals were observed to react with DDMN with a bimolecular rate constant of 1.5 × 10 10 dm 3 mol −1 s −1 . Inhibition of radiation induced lipid-peroxidation by DDMN was studied in rat liver microsomes by assessing the formation of thiobarbituric acid reactive substances (TBARS). It was found to be strongly inhibitory. The results suggest that DDMN has very good antioxidant activity and may possibly emerge as a good radio-protector.

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Hydroxyl radical reactions of (4-hydroxy, 3-methoxy-5-bromophenyl) pentenone, a curcuminoid antioxidant

Cited by 9 publications

References 9 publications

Kinetic and redox characteristics of phenoxyl radicals of eugenol and isoeugenol: A pulse radiolysis study

Kinetic and redox characteristics of phenoxyl radicals of eugenol and isoeugenol: A pulse radiolysis study

Investigations on the antioxidant activity of 5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene (DDMN)

Antioxidant activity of 5,8-dihydroxy-1,4-dihydro-1,4-methanonaphthalene

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