Quantitative Structure–Activity Analyses of Novel Hydroxyphenylurea Derivatives as Antioxidants

Nakao, Kazuya; Shimizu, Ryo; Kubota, Hitoshi; Yasuhara, Michiru; Hashimura, Yoshimasa; Suzuki, Toshikazu; Fujita, Toshio; Ohmizu, Hiroshi

doi:10.1016/s0968-0896(98)00039-x

Cited by 29 publications

(20 citation statements)

References 23 publications

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“…18) Moreover, Nakao et al has demonstrated that no hydrophobic contribution is involved in the inhibitory activities of hydroxyphenylurea derivatives against lipid peroxidation of rat brain homogenate. 27) In conclusion, the OH-BZs tested here inhibited the oxidation of membrane lipids and the DNA damage of bacterial cells induced by peroxynitrite. Both oxidation systems were inhibited by OH-BZs more effectively than with Trolox, mainly depending on the electron-donating effect.…”

Section: Resultsmentioning

confidence: 63%

Antioxidant Effects of Hydroxybenzalacetones on Peroxynitrite-Induced Lipid Peroxidation in Red Blood Cell Membrane Ghost and SOS Response in Salmonella typhimurium TA4107/pSK1002

Motohashi

Takahashi

Yamagami

et al. 2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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Section: Resultsmentioning

confidence: 63%

Antioxidant Effects of Hydroxybenzalacetones on Peroxynitrite-Induced Lipid Peroxidation in Red Blood Cell Membrane Ghost and SOS Response in Salmonella typhimurium TA4107/pSK1002

Motohashi

Takahashi

Yamagami

et al. 2005

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…We believe that this report and others like it [29,33,37,39] are the beginning of a new focus in QSAR of antioxidants. Despite all of the investigations of antioxidants radical toxicity has been missed because the studies did not contain the proper substituents to bring it out.…”

Section: Discussionmentioning

confidence: 62%

“…Novel 2-hydroxy-5-methoxyphenylureas of types I, II and III were designed and synthesized by combining the structural features of the natural antioxidant α-tocopherol and uric acid [37].…”

Section: Xiii) Phenylureasmentioning

confidence: 99%

A Review on Quantitative Structure-Activity Relationships (QSARs) of Natural and Synthetic Antioxidants Compounds

Kontogiorgis

Pontiki²,

Hadjipavlou‐Litina³

2005

MRMC

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During the last decade an increasing number of reports describe the roles of active oxygen species in the development or exacerbation of various kinds of diseases. Antioxidants are of great interest because of their involvement in important biological and industrial processes. They have been found to possess anticancer, anti-cardiovascular, anti-inflammatory and many other activities. Many attempts have been made to elucidate the QSAR of antioxidants by using different physicochemical parameters. Unfortunately the limited number of antioxidants and the unavailable sigma Hammett values of complex substituents did not lead to significant results in regression analysis. The redox potentials are well correlated to the antioxidant activities. In this report we will attempt to collect and discuss all the published results concerning the QSAR research on natural and synthetic antioxidants compounds.

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“…The molecular lipophilicity parameter of substituted phenylureas was estimated [13,14]. Furthermore, the Quantitative Structure -Activity Relationships (QSAR) of certain substituted phenylureas, using free energy-related substituent parameters as well as quantum chemical index and regression analyses were reported [15].…”

Section: Introductionmentioning

confidence: 99%

QSAR of Novel Hydroxyphenylureas as Antioxidant Agents

2008

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A set of descriptors consisting of quantum, chemical, and topological descriptors has been used for modeling the activity of novel hydroxyphenylureas to scavenge Free Radicals (FRs) produced by Peripheral Multinuclear Neutrophil Cells (PMNs) expressed as the rate of change per unit added volume of FR (K app min À1). Simple as well as multiple regressions have indicated that PW2 (Path\Walk-2-Randic Shape Index) is the most dominating parameter to be used in modeling K app . Excellent results are obtained in multiparametric regressions. The results are critically discussed using a variety of statistical parameters. The models are validated using Leave-One-Out (LOO) and LeaveGroup-Out (LGO) crossvalidation, external test set, and chance correlation.

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Quantitative Structure–Activity Analyses of Novel Hydroxyphenylurea Derivatives as Antioxidants

Cited by 29 publications

References 23 publications

Antioxidant Effects of Hydroxybenzalacetones on Peroxynitrite-Induced Lipid Peroxidation in Red Blood Cell Membrane Ghost and SOS Response in Salmonella typhimurium TA4107/pSK1002

Antioxidant Effects of Hydroxybenzalacetones on Peroxynitrite-Induced Lipid Peroxidation in Red Blood Cell Membrane Ghost and SOS Response in Salmonella typhimurium TA4107/pSK1002

A Review on Quantitative Structure-Activity Relationships (QSARs) of Natural and Synthetic Antioxidants Compounds

QSAR of Novel Hydroxyphenylureas as Antioxidant Agents

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