Application of density functional theory (DFT) to study the properties and degradation of natural estrogen hormones with chemical oxidizers

Rokhina, Ekaterina V.; Suri, Rominder

doi:10.1016/j.scitotenv.2011.12.008

Cited by 58 publications

(18 citation statements)

References 34 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…the Fukui functions, instead of the electronic density, to predict the possible reactive site. In fact, Fukui function (f) and local softness have already been applied to a wide range of chemical problems, such as to study solute-solvent interactions [39,40], stabilization of different tautomeric forms [41] and also to predict the reaction mechanisms of many types of reactions [42][43][44]. Table 2 list the values of condensed radical Fukui functions and local softness, in terms of Hirshfeld charges, computed for azo nitrogen atoms and carbon atoms linked to azo bond.…”

Section: Fukui Functions As Site Reactivity Descriptors For Predictinmentioning

confidence: 99%

Quantitative structure-activity relationship analysis of substituted arylazo pyridone dyes in photocatalytic system: Experimental and theoretical study

Dostanić

Lončarević

Zlatar

et al. 2016

Journal of Hazardous Materials

View full text Add to dashboard Cite

A series of arylazo pyridone dyes was synthesized by changing the type of the substituent group in the diazo moiety, ranging from strong electron-donating to strong electron-withdrawing groups. The structural and electronic properties of the investigated dyes was calculated at the M062X/6-31+G(d,p) level of theory. The observed good linear correlations between atomic charges and Hammett σp constants provided a basis to discuss the transmission of electronic substituent effects through a dye framework. The reactivity of synthesized dyes was tested through their decolorization efficiency in TiO2 photocatalytic system (Degussa P-25). Quantitative structure-activity relationship analysis revealed a strong correlation between reactivity of investigated dyes and Hammett substituent constants. The reaction was facilitated by electron-withdrawing groups, and retarded by electron-donating ones. Quantum mechanical calculations was used in order to describe the mechanism of the photocatalytic oxidation reactions of investigated dyes and interpret their reactivities within the framework of the Density Functional Theory (DFT). According to DFT based reactivity descriptors, i.e. Fukui functions and local softness, the active site moves from azo nitrogen atom linked to benzene ring to pyridone carbon atom linked to azo bond, going from dyes with electron-donating groups to dyes with electron-withdrawing groups.

show abstract

Section: Fukui Functions As Site Reactivity Descriptors For Predictinmentioning

confidence: 99%

Quantitative structure-activity relationship analysis of substituted arylazo pyridone dyes in photocatalytic system: Experimental and theoretical study

Dostanić

Lončarević

Zlatar

et al. 2016

Journal of Hazardous Materials

View full text Add to dashboard Cite

show abstract

“…It's the ratio between the HOMO and LUMO energies. Molecules with low values of f H/L show more persistent character to oxidation than the molecules having high values of f H/L 11…”

Section: Resultsmentioning

confidence: 96%

“…Hence, they are more reactive in reduction reactions. This information is used in describing the reactivity (stability) of the molecules 11. The f H/L index is defined as a stability index of molecules through oxidation.…”

Section: Resultsmentioning

confidence: 99%

“…As TNT has three electron withdrawing nitro groups, it has a higher electron accepting property (reducibility) than estrone (the f H/L value is much lower than that of estrone), whereas estrone has an electron rich OH‐substituted aromatic ring (ring A) and can be oxidized more easily than TNT. Note that it was mentioned the estrogen derivatives can undergo oxidation reaction with the oxidizers of ozone and hydroxyl radical 11. In the oxidation reaction, the π bond of the aromatic ring (ring A) of the estrone derivative is broken and the radical coupling reaction takes place between this aromatic ring and an oxidizing agent.…”

Section: Resultsmentioning

confidence: 99%

“…Quantitative Structure Activity Relationship (QSAR) studies (QSAR: the method that is used to find out the relationship between the biological activities and quantum chemical properties of the molecules) of different sets of hormone molecules containing estrone were published 7–10. Additionally, the structural and electronic properties and oxidation reactions of estrogen hormones including estrone were studied using DFT method 11…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A DFT Study on Estrone – TNT Interaction

Türker

Bayar

2013

Zeitschrift anorg allge chemie

View full text Add to dashboard Cite

Abstract. Trinitrotoluene, known as TNT, is a widely used powerful explosive. It is a poisonous material, which injures almost all cells, especially those of liver, bone marrow, and kidney. Estrone is a sex hormone having an electron rich aromatic (phenolic) ring that is capable of forming a π complex with molecules containing an electron deficient π system. This study has focused on investigating the tendency of the complex formation of TNT with estrone. It has been thought that the formation of estrone-TNT π complex might take place in a human body exposed to acute or prolong period of this hazardous

show abstract

Insight into sulfapyridine degradation mechanism and antibacterial activity change using enhanced hydrolysis

Yao,

Wu,

You

et al. 2024

Env Prog and Sustain Energy

View full text Add to dashboard Cite

Antibiotics in wastewater may inhibit the operation of biological treatment systems. Sulfapyridine (SPY) not only has antibacterial activity, but also chelates with other substances, and its antibacterial activity becomes stronger. An enhanced hydrolysis was applied to remove antibiotics as a promising pretreatment. An increase of 10°C accelerated the SPY hydrolysis rate by 1.98–2.40 fold, and the hydrolysis half‐life of SPY was shortened by 2.92 fold when pH was increased from 3 to 11 at 85°C. Herein, the contribution of hydrolysis to the SPY degradation increased as temperature, and the cleavage of bond is mainly way of SPY hydrolysis. The trend in the TP1 concentration indicate that NC cleavage may occur at the beginning of the reaction. According to result, the contribution of SPY to antibacterial activity decreased as the reaction progressed. The hydrolysis half‐life of SPY was shortened by condition optimization under normal pressure. The optimal conditions are pH = 10.8 and 60°C through response surface methodology (RSM) and EEO value with SPY concentration, antibacterial activity removal efficiency and low energy consumption as targets. Enhanced hydrolysis broken chemical bonds through hydrolysis and oxidation, shortening the hydrolysis half‐life of SPY at high temperature and alkaline. The energy consumption of SPY hydrolysis was calculated for the first time. Under the conditions of pH = 11 and 65°C, the energy consumption of per unit concentration SPY degradation was minimal. The results of this study demonstrated that enhanced hydrolysis is effective and energy conservation as a pretreatment technology for antibiotic.

show abstract

Application of density functional theory (DFT) to study the properties and degradation of natural estrogen hormones with chemical oxidizers

Cited by 58 publications

References 34 publications

Quantitative structure-activity relationship analysis of substituted arylazo pyridone dyes in photocatalytic system: Experimental and theoretical study

Quantitative structure-activity relationship analysis of substituted arylazo pyridone dyes in photocatalytic system: Experimental and theoretical study

A DFT Study on Estrone – TNT Interaction

Insight into sulfapyridine degradation mechanism and antibacterial activity change using enhanced hydrolysis

Contact Info

Product

Resources

About