Extraction Property of p-tert-Butylsulfonylcalix[4]arene Possessing Irradiation Stability towards Cesium(I) and Strontium(II)

Liu, Cong; Zhang, Dongxiang; Zhao, Laiping; Zhang, Peng; Lü, Xin; He, Shengnan

doi:10.3390/app6080212

Cited by 8 publications

(2 citation statements)

References 44 publications

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“…Formation of host-guest type inclusion complexes typically occurs when the host molecule uses its cavity to encapsulate a guest through noncovalent interactions. According to the significant practical utility of macrocyclic molecules, such as calixarenes [1,2], cavitands [3,4], and cyclodextrins (CDs) [5,6] in host-guest complex formations, chemists, biologists, and material scientists got interested the physical properties, chemical nature, and related biological activity of these molecules. However, utilization of these noncovalent interactions (hydrogen-bonding, π-stacking, electrostatic interaction, van der Waals force, and hydrophobic/hydrophilic attraction) are still a great challenge [7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Thermodynamic Characterization of the Interaction between the Antimicrobial Drug Sulfamethazine and Two Selected Cyclodextrins

et al. 2019

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Sulfamethazine is a representative member of the sulfonamide antibiotic drugs; it is still used in human and veterinary therapy. The protonation state of this drug affects its aqueous solubility, which can be controlled by its inclusion complexes with native or chemically-modified cyclodextrins. In this work, the temperature-dependent (298-313 K) interaction of sulfamethazine with native and randomly methylated β-cyclodextrins have been investigated at acidic and neutral pH. Surprisingly, the interaction between the neutral and anionic forms of the guest molecule and cyclodextrins with electron rich cavity are thermodynamically more favorable compared to the cationic guest. This property probably due to the enhanced formation of zwitterionic form of sulfamethazine in the hydrophobic cavities of cyclodextrins. Spectroscopic measurements and molecular modeling studies indicated the possible driving forces (hydrophobic interaction, hydrogen bonding, and electrostatic interaction) of the complex formation, and highlighted the importance of the reorganization of the solvent molecules during the entering of the guest molecule into the host's cavity.Molecules 2019, 24, 4565 2 of 12 tissues [13,14]. Furthermore, sulfonamides can appear as contaminants in various foods, which may cause adverse health effects [15][16][17]. The host-guest type complex formation of these antibiotics with CDs is an extensively studied field [18][19][20][21][22][23][24]. Zoppi et al. focus on the increased water solubility of sulfonamide drugs in the presence of native and methylated β-CD [23,24]. In the case of sulfamethazine (SMT), their nuclear magnetic resonance (NMR) and molecular modeling results demonstrate that SMT included the substituted pyrimidine ring into the β-CD cavity. Contradictory, NMR and quantum chemical results of Bani-Yaseen and Mo'ala revealed that complex formation is favorable with inclusion of the aniline moiety through the β-CD cavity [18].Several studies have been performed to get an insight into the factors which affect the thermodynamic and kinetic stability or selectivity of host-guest complexes [25,26], because the deeper understanding of these interactions has high importance. The pH-responsive host-guest encapsulation is also a highly studied field in material sciences [27] and in pharmacology [28,29]. Therefore, besides the complex stability and stoichiometry of SMT -β-CD complex and along the contradictory description of the related structures [18,23,24], the investigation of the pH dependence interaction of SMT with CDs is also reasonable.In our recent study [30], we demonstrated the importance of pH-dependent dipole moment of SMT molecule, which phenomenon can affect the complex geometry formed with β-CD (BCD) and randomly methylated β-CD (RAMEB) (Figure 1). Now we focus on the thermodynamic properties of the formation of inclusion complexes at different pH values. Our aim is to analyze the weak interactions between the pH dependent ionic and neutral forms of SMT and native or methylated CDs at molecular l...

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Section: Introductionmentioning

confidence: 99%

Thermodynamic Characterization of the Interaction between the Antimicrobial Drug Sulfamethazine and Two Selected Cyclodextrins

et al. 2019

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“…For Na + , Cs + and Mg 2+ ions, primary hydration shell of six water molecules was considered. While for Sr 2+ ion, based on the previous QM and MD based studies,[59][60][61][62][63][64][65][66][67][68][69] octa-hydrated solvation shell was considered in the present calculations.Furthermore, the effect of nitrate coordination on the Cs + binding affinity of CC6 ligand was calculated using the following reaction scheme.…”

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confidence: 99%

Achieving highly efficient and selective cesium extraction using 1,3-di-octyloxycalix[4]arene-crown-6 in n-octanol based solvent system: experimental and DFT investigation

et al. 2021

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Triazole functional groups modified attapulgite with petal-like morphology for efficient removal of strontium contaminant from aqueous solution

Liu

Zheng

2020

J Radioanal Nucl Chem

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Extraction Property of p-tert-Butylsulfonylcalix[4]arene Possessing Irradiation Stability towards Cesium(I) and Strontium(II)

Cited by 8 publications

References 44 publications

Thermodynamic Characterization of the Interaction between the Antimicrobial Drug Sulfamethazine and Two Selected Cyclodextrins

Thermodynamic Characterization of the Interaction between the Antimicrobial Drug Sulfamethazine and Two Selected Cyclodextrins

Achieving highly efficient and selective cesium extraction using 1,3-di-octyloxycalix[4]arene-crown-6 in n-octanol based solvent system: experimental and DFT investigation

Triazole functional groups modified attapulgite with petal-like morphology for efficient removal of strontium contaminant from aqueous solution

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