Comparative QSAR and the Radical Toxicity of Various Functional Groups

Selassie, Cynthia Dias; Garg, Rajni; Kapur, Sanjay; Kurup, Alka; Verma, Rajeshwar P.; Mekapati, Suresh Babu; Hansch, Corwin

doi:10.1021/cr940024m

Cited by 91 publications

(64 citation statements)

References 127 publications

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“…Thus the ionized form of phenols can lead to toxicity, but not the ionized form of carboxylic acids. It is in agreement with the findings of Selassie, et al, 16) that the polarization of the -OH moiety by the substituent may enhance its toxicity. In addition, the fraction of negatively charged form (F − ) may reflect the electrophilicity of phenols.…”

Section: =[Concentration In -Octanol]/[concentration In Water]supporting

confidence: 93%

“…16) In order to investigate the underlying toxicity mechanism of di-and tri-hydroxybenzenes, Eq. (8) was developed for the toxicity of 18 di-and tri-hydroxybenzenes to T. pyriformis.…”

Section: =[Concentration In -Octanol]/[concentration In Water]mentioning

confidence: 99%

“…The authors suggested using Eqs. (16) or (17) to calculate IC′ 50 (in mol/L) of the unionized form of the phenol that can be used to calculate toxicity (log 1/IC′ 50 ) of phenols under different pH conditions. (17) Note that (IC 50 ) pH x is the observed toxicity of phenol at pH x.…”

Section: Daphnia Magna Daphnia Magna Is a Species Ofmentioning

confidence: 99%

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QSAR of toxicology of substituted phenols

Selassie

Verma

2015

J. Pestic. Sci.

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The quantitative structure activity relationship paradigm provides an excellent avenue for investigating ligand-receptor interactions in medicinal chemistry/toxicology. Lateral validation of models formulated using this approach allows for a cohesive understanding of the mechanistic underpinnings of a specific class of related molecules. The diverse biological activities of substituted phenols (X-phenols) in organisms that run the gamut from protozoa to animals are herein examined and compared. Correlations between biological activities and physicochemical attributes of X-phenols reveal strong consistencies between various models. Two parameters in particular, hydrophobicity and electronic terms dominate the extent of interactions between these chemical entities and their molecular targets. Hydrophobicity is represented by π values or partition coefficients while electronic contributions are delineated by molecular orbital indices or Hammett sigma constants. They help us to define the similarity in these mechanistic models that allow for an understanding of forces that are at play at the molecular level.

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Section: =[Concentration In -Octanol]/[concentration In Water]supporting

confidence: 93%

“…16) In order to investigate the underlying toxicity mechanism of di-and tri-hydroxybenzenes, Eq. (8) was developed for the toxicity of 18 di-and tri-hydroxybenzenes to T. pyriformis.…”

Section: =[Concentration In -Octanol]/[concentration In Water]mentioning

confidence: 99%

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QSAR of toxicology of substituted phenols

Selassie

Verma

2015

J. Pestic. Sci.

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“…Widely used in biology [13,14], toxicology [15,16] and drug design [17,18], their applications for physico-chemical properties increased since many years [19,20], particularly for the properties of energetic materials [21][22][23][24][25][26][27][28][29][30][31][32]. Their principle consists in developing a mathematic relationship connecting a macroscopic property of a compounds series to microscopic descriptors derived from their molecular structures, using a reliable experimental data set.…”

Section: Introductionmentioning

confidence: 99%

Development of a QSPR model for predicting thermal stabilities of nitroaromatic compounds taking into account their decomposition mechanisms

et al. 2010

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“…[43] This method is useful in elucidating the mechanisms of chemical-biological interaction in various biomolecules, particularly enzymes, membranes, organelles, and cells. [43,44] It has also been utilized for the evaluation of absorption, distribution, metabolism, and excretion (ADME) phenomena in many organisms and in whole animal studies. The QSAR approach employs extrathermodynamically derived and computational-based descriptors to correlate biological Caffeic acid and its derivatives are already known to possess a wide range of biological activities.…”

Section: Introductionmentioning

confidence: 99%

An Approach towards the Quantitative Structure–Activity Relationships of Caffeic Acid and its Derivatives

Verma

Hansch

2004

ChemBioChem

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Caffeic acid and its derivatives are already known to possess a wide range of biological activities. We have developed quantitative structure-activity relationships (QSARs) for different series of caffeic acid derivatives (including caffeic acid) in order to understand the chemical-biological interactions governing antitumor activity against six different tumor cell lines, nitric oxide production, anti-HIV and enzymatic activities, and binding affinity to the lck domain. QSAR results have shown that the different activities of caffeic acid and its derivatives are largely dependent on their hydrophobicity or molar refractivity, with a bilinear correlation being the most important.

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Comparative QSAR and the Radical Toxicity of Various Functional Groups

Cited by 91 publications

References 127 publications

QSAR of toxicology of substituted phenols

QSAR of toxicology of substituted phenols

Development of a QSPR model for predicting thermal stabilities of nitroaromatic compounds taking into account their decomposition mechanisms

An Approach towards the Quantitative Structure–Activity Relationships of Caffeic Acid and its Derivatives

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