Synthesis and structural characterization of a 8-hydroxyquinoline derivative coordinated to Zn(II)

Freitas, Leonardo Viana de; Santos, Abid Lohan da S.F. Dos; Costa, Felipe C. Da; Calixto, Jader B.; Miranda, Paulo Vinícius P.; Silva, Thamires J.J.; Pereira, Érika Sales Joviano; Rocha, Willian R.; Almeida, Wagner B. De; Souza, Leonardo A. De; Freitas, Maria Clara Ramalho

doi:10.1016/j.molstruc.2018.05.050

Cited by 7 publications

(2 citation statements)

References 51 publications

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“…Detailed analysis of NMR chemical shifts may provide specific information regarding molecular structure . Molecular modeling associated with density functional theory (DFT) has been widely employed by our group in studies at the molecular level of the action mechanism of potential drugs candidates for the treatment of cancer and other diseases. De Souza et al .…”

Section: Introductionmentioning

confidence: 99%

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Souza

Silva

2018

ChemistryOpen

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As the knowledge of the predominant molecular structure of antioxidant and anticancer flavonoid rutin in solution is very important for understanding the mechanism of action, a quantum chemical investigation of plausible rutin structures including solvent effects is of relevance. In this work, DFT calculations were performed to find possible minimum energy structures for the rutin molecule. 1H NMR chemical shift DFT calculations were carried out in DMSO solution using the polarizable continuum model (PCM) to simulate the solvent effect. Analysis of the experimental and theoretical 1H NMR chemical shift profiles offers a powerful fingerprint criterion to determine the predominant molecular structure in solution. Therefore, our aim is to find the best match between experimental (in DMSO‐d) and theoretical (PCM–DMSO) 1H NMR spectrum profiles. Among 34 optimized structures located on the potential energy surface, we found that structure 32, with a B‐ring deviated 30° from a planar configuration (geometry usually assumed for polyphenols), showed an almost perfect agreement with experimental the 1H NMR pattern when compared to the corresponding fully optimized planar geometry. This structure is also predicted as the global minimum based on room‐temperature Gibbs free energy calculations in solution and, therefore, should be experimentally observed. This is new and valuable structural information regarding structure–activity relationship studies, and such information is hard to obtain by experimentalists without the aid of the X‐ray diffraction technique.

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Section: Introductionmentioning

confidence: 99%

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Souza

Silva

2018

ChemistryOpen

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“…In the gas phase, the repulsive contribution of the T▵S term is larger and leads to lower ▵G F values. It can be observed the importance of the solvent effect in the electronic stabilization [53] of the reaction (▵E F values) and obtaining the thermodynamic parameters of the reactions of formation for the studied organic carbonates. Accordingly, the theoretical calculations performed showed that the reactions of short‐chain aliphatic alkoxides (methoxide and ethoxide) with the CO 2 molecule form more energetically stable organic carbonates.…”

Section: Resultsmentioning

confidence: 99%

Chemical Absorption of CO₂ Enhanced by Solutions of Alkali Hydroxides and Alkoxides at Room Temperature

et al. 2022

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This article presents the study of CO2 capture through aqueous solutions with high basicity conditions. Systematic experiments were conducted to assess the performance of alcohols mixed with aqueous alkaline hydroxides for carbon dioxide capture. Alcohols can work as a catalyst in the capture of CO2 providing greater basicity, a lower surface tension, and an amphiphilic character in the polar aqueous solvent/ (nonpolar CO2 and N2) gas mixture interface, and a lower temperature of solvent regeneration. The results showed that short‐chain alcohols, such as methanol and ethanol, and alkaline metals of greater molar mass (i. e., K compared to Na) can produce greater basicity and a higher CO2 absorption rate in the mixtures than conventional aqueous solutions such as ammonia or monoethanolamine in the same concentration. DFT calculations of electronic and thermodynamic properties for CO2 absorption reactions were carried out to analyze the nucleophilic trend of the short‐chain alkoxides studied. The volumetric proportion between water and alcohol, as well as the concentration of alkaline hydroxide, influences the rate of CO2 absorption, the temperature of regeneration and volatility of the solvent, and the formation of precipitates. CO2 absorption rates greater than 90 % v/v and solvent regeneration temperatures of approximately 78 °C were achieved using ethanol, water, and KOH.

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Structure and stability of Eu3+ complexes derivatives from non-steroidal anti-inflammatory drug ibuprofen through a DFT study

Souza

Ferreira

Gomes

et al. 2022

Computational and Theoretical Chemistry

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Synthesis and structural characterization of a 8-hydroxyquinoline derivative coordinated to Zn(II)

Cited by 7 publications

References 51 publications

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Chemical Absorption of CO₂ Enhanced by Solutions of Alkali Hydroxides and Alkoxides at Room Temperature

Structure and stability of Eu3+ complexes derivatives from non-steroidal anti-inflammatory drug ibuprofen through a DFT study

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Synthesis and structural characterization of a 8-hydroxyquinoline derivative coordinated to Zn(II)

Cited by 7 publications

References 51 publications

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of 1H NMR Chemical Shifts

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of 1H NMR Chemical Shifts

Chemical Absorption of CO2 Enhanced by Solutions of Alkali Hydroxides and Alkoxides at Room Temperature

Structure and stability of Eu3+ complexes derivatives from non-steroidal anti-inflammatory drug ibuprofen through a DFT study

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Product

Resources

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Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Structural Determination of Antioxidant and Anticancer Flavonoid Rutin in Solution through DFT Calculations of ¹H NMR Chemical Shifts

Chemical Absorption of CO₂ Enhanced by Solutions of Alkali Hydroxides and Alkoxides at Room Temperature