Structure−Activity Relationship Studies of Chemical Mutagens and Carcinogens:  Mechanistic Investigations and Prediction Approaches

Benigni, Romualdo

doi:10.1021/cr030049y

Cited by 155 publications

(112 citation statements)

References 179 publications

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“…Electric properties were frequently used to explain enzyme-substrate interactions [42][43][44][45][46][47]. Additionally, the electronic polarizability was associated to the concept of hydrophobic effect, often correlated to the mutagenic capacity of series of nitroPAHs [36,48]. Table 4 Both the investigated compounds are highly polar structures.…”

Section: Dipole Moments and Electronic Polarizabilitiesmentioning

confidence: 99%

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Alparone

Librando

2012

Monatsh Chem

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Molecular geometries, nucleus independent chemical shifts, electronic, infrared and Raman spectra, vertical ionization energy and electron affinity, dipole moment, and electronic polarizabilities of 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative were calculated for the gas phase using semiempirical and density functional theory. The influence of the N-oxidation on structural, electronic, and spectroscopic properties is discussed. The infrared spectral region around 1,300 cm -1 involving the azabenzene N-O and the NO 2 stretching vibrations is potentially useful to distinguish 3-nitro-6-azabenzo[a]pyrene from its N-oxide derivative. The calculated vertical ionization energy for 3-nitro-6-azabenzo[a]pyrene N-oxide is smaller than that of its parent compound, whereas the vertical electron affinity is higher in agreement with the experimental electrochemical reduction potentials. Both dipole moment and polarizability increase on passing from 3-nitro-6-azabenzo[a]pyrene to its N-oxide derivative, the contribution from the N-O bond formation being substantial. The electric property enhancements are explained through atomic charges and spectral shifts. Present results support the higher mutagenic activity for the N-oxide derivative in comparison with its parent compound.

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Section: Dipole Moments and Electronic Polarizabilitiesmentioning

confidence: 99%

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Alparone

Librando

2012

Monatsh Chem

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“…In the Ames mutagenesis assay, 1-NP nitroreduction is a critical pathway that leads to mutagenesis. Salmonella typhimurium YG1024 is derived from S. typhimurium TA98 and it has an improved sensitivity to nitroaromatic mutagens [4,8,34,35].…”

Section: Antimutagenicity Testingmentioning

confidence: 99%

“…diet, lifestyle and smoking) show a high correlation with cancer; as a matter of fact, around 35% of cancer cases may be associated with diet [4,5]. DNA mutation is considered a key event in cancer development [6].…”

Section: Introductionmentioning

confidence: 99%

Antioxidant and Antimutagenic Activities of Randia echinocarpa Fruit

Santos-Cervantes

Ibarra-Zazueta

Loarca-Piña

et al. 2007

Plant Foods Hum Nutr

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We report for the first time the antioxidant and antimutagenic activities of fractions from Randia echinocarpa fruit, which is a Rubiaceae plant native to Sinaloa, Mexico. This fruit has been traditionally used in the prevention or treatment of cancer, among other diseases. The pulp of the fruit was sequentially extracted with solvents of different polarity (i.e. hexane, chloroform, methanol and water). A high extraction yield was obtained with methanol (72.17% d.w.). The aqueous extract showed the highest content of phenolics (2.27 mg/g as ferulic acid equivalents) and the highest antioxidant activity based on the beta-carotene bleaching method (486.15). The commercial antioxidant BHT was used as control (835.05). Antimutagenic activity of the aqueous extract (0-500 microg/tube) was evaluated using the Salmonella microsuspension assay (YG1024 strain) and 1-NP as the mutagen (50 and 100 ng/tube). The aqueous extract was neither toxic nor mutagenic and the percentage of inhibition on 1-NP mutagenicity was 32 and 53% at doses of 50 and 100 ng/tube, respectively. The results of the double incubation assay suggest that the extract inhibited the mutagenicity of 1-NP by a combination of desmutagenic and bioantimutagenic effects.

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“…The research related to phospholipase, hemolytic and genotoxic activities of natural products with the perspective of use is a priority measure because the pharmacological and toxic effects are related to the form of administration and the dose may either cure or be harmful to humans [12]. The aim of this study was to determine the toxicity and pharmacological potential of the essential oils from M. viridis and M. pulegium through induction trials and inhibition of hemolysis and phospholipid degradation, as well as to evaluate the genotoxic activity.…”

Section: Introductionmentioning

confidence: 99%

Essential Oils from <i>Mentha viridis</i> (L). L. and <i>Mentha pulegium</i> L.: Cytogenotoxic Effects on Human Cells

Silva¹,

Cardoso²,

Prete³

et al. 2017

AJPS

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The essential oils from Mentha viridis (L). L. and Mentha pulegium L. were studied to assess their inhibitory potential on phospholipase from snake venoms and to determine their cytogenotoxic action on human cells. These essential oils were able to inhibit the breakdown of phospholipids induced by The results extend the characterization of these essential oils and demonstrate their potential use in industries.

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Structure−Activity Relationship Studies of Chemical Mutagens and Carcinogens: Mechanistic Investigations and Prediction Approaches

Cited by 155 publications

References 179 publications

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Antioxidant and Antimutagenic Activities of Randia echinocarpa Fruit

Essential Oils from <i>Mentha viridis</i> (L). L. and <i>Mentha pulegium</i> L.: Cytogenotoxic Effects on Human Cells

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Structure−Activity Relationship Studies of Chemical Mutagens and Carcinogens: Mechanistic Investigations and Prediction Approaches

Cited by 155 publications

References 179 publications

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Physicochemical characterization of environmental mutagens: 3-nitro-6-azabenzo[a]pyrene and its N-oxide derivative

Antioxidant and Antimutagenic Activities of Randia echinocarpa Fruit

Essential Oils from &lt;i&gt;Mentha viridis&lt;/i&gt; (L). L. and &lt;i&gt;Mentha pulegium&lt;/i&gt; L.: Cytogenotoxic Effects on Human Cells

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Essential Oils from <i>Mentha viridis</i> (L). L. and <i>Mentha pulegium</i> L.: Cytogenotoxic Effects on Human Cells