Dependence of Phenol Toxicity on Kind and Position of Substitutes

Belostotskaja, Irina; Burlakova, E. B.; Misin, V. M.; Nikiforov, Grigory B.; Храпова, Н. П.; Shtol’ko, V. N.

doi:10.23939/chcht07.04.457

Cited by 2 publications

(2 citation statements)

References 8 publications

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“…In addition, the toxicity effects of phenol derivatives with different alkyl substitutes in different positions have been systematically investigated, and the compounds with the lowest toxicities were found to be the phenols with two tertbutyls in the o-position. 131 This information could guide future development of less toxic SPAs.…”

Section: Toxicitymentioning

confidence: 99%

Synthetic Phenolic Antioxidants: A Review of Environmental Occurrence, Fate, Human Exposure, and Toxicity

Liu

Mabury

2020

Environ. Sci. Technol.

204

148

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Synthetic phenolic antioxidants (SPAs) are widely used in various industrial and commercial products to retard oxidative reactions and lengthen product shelf life. In recent years, numerous studies have been conducted on the environmental occurrence, human exposure, and toxicity of SPAs. Here, we summarize the current understanding of these issues and provide recommendations for future research directions. SPAs have been detected in various environmental matrices including indoor dust, outdoor air particulates, sea sediment, and river water. Recent studies have also observed the occurrence of SPAs, such as 2,6-ditert-butyl-4-methylphenol (BHT) and 2,4-di-tert-butyl-phenol (DBP), in humans (fat tissues, serum, urine, breast milk, and fingernails). In addition to these parent compounds, some transformation products have also been detected both in the environment and in humans. Human exposure pathways include food intake, dust ingestion, and use of personal care products. For breastfeeding infants, breast milk may be an important exposure pathway. Toxicity studies suggest some SPAs may cause hepatic toxicity, have endocrine disrupting effects, or even be carcinogenic. The toxicity effects of some transformation products are likely worse than those of the parent compound. For example, 2,6-di-tertbutyl-p-benzoquinone (BHT-Q) can cause DNA damage at low concentrations. Future studies should investigate the contamination and environmental behaviors of novel high molecular weight SPAs, toxicity effects of coexposure to several SPAs, and toxicity effects on infants. Future studies should also develop novel SPAs with low toxicity and low migration ability, decreasing the potential for environmental pollution.

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Section: Toxicitymentioning

confidence: 99%

Synthetic Phenolic Antioxidants: A Review of Environmental Occurrence, Fate, Human Exposure, and Toxicity

Liu

Mabury

2020

Environ. Sci. Technol.

204

148

View full text Add to dashboard Cite

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“…Despite the fact that BPs are characterised by a high affinity for bone, and their overall tolerability is generally good, BPs treatment involves some risk of serious adverse drug reactions, e.g., oral and gastric carcinomas (Varenna et al, 2013) or a decline of the antioxidant status in postmenopausal women with osteoporosis (Kalyan et al, 2014). Phenols with two sterically hindered tert-butyl substitutes in o-position have the lowest toxicity (Belostotskaja et al, 2013).…”

Section: Resultsmentioning

confidence: 99%

Antioxidant Activity and Toxic Effects of Phosphorus-Containing Derivatives of 2,6-Di-tert-Butylphenol in silico and in vitro, in vivo

Половинкина

Осипова

Kolyada

et al. 2019

EREM

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By using PASS online web resource, it was predicted that phosphorus-containing derivatives of 2,6-di-tert-butylphenol had high probability to possess antioxidant activity and to act as active oxygen metabolite "traps" and heavy metal antidotes. The values of the acute toxicity index of phosphorus-containing phenols for rats, aquatic organisms, and bioaccumulation factor, calculated by the GUSAR programme, indicate potentially low toxicity. The results of the forecast are comparable with the data of experimental studies in vitro and in vivo experiments.

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Dependence of Phenol Toxicity on Kind and Position of Substitutes

Cited by 2 publications

References 8 publications

Synthetic Phenolic Antioxidants: A Review of Environmental Occurrence, Fate, Human Exposure, and Toxicity

Synthetic Phenolic Antioxidants: A Review of Environmental Occurrence, Fate, Human Exposure, and Toxicity

Antioxidant Activity and Toxic Effects of Phosphorus-Containing Derivatives of 2,6-Di-tert-Butylphenol in silico and in vitro, in vivo

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