The role of hydrogen bonds in an aqueous solution of acetylsalicylic acid: a molecular dynamics simulation study

Donnamarǐa, Marǐa C.; Oro, Juan R. de Xammar

doi:10.1007/s00894-010-0930-2

Cited by 4 publications

(2 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Providing an atomistic resolution, molecular simulation techniques are a promising tool to further understand the underlying properties. Recent work on aspirin includes the influence of hydrogen bonds for aspirin in the liquid state, 10 the calculation of surface energies, 11 the interaction of aspirin molecules with specific surfaces, 12 and aspirin crystal structure prediction. 13,14 Especially the knowledge of surface or lattice energies are crucial, e.g., to predict correct crystal shape and morphology.…”

Section: ■ Introductionmentioning

confidence: 99%

Insights into Pharmaceutical Nanocrystal Dissolution: A Molecular Dynamics Simulation Study on Aspirin

2014

View full text Add to dashboard Cite

The presented molecular dynamics simulations are the first simulations to reveal dynamic dissolution of a pharmaceutical crystal in its experimentally determined shape. Continuous dissolution at constant undersaturation of the surrounding medium is ensured by introducing a plane of sticky dummy atoms into the water slab. These atoms have a strong interaction potential with dissolved aspirin molecules, but interactions with water are excluded from the calculations. Thus, the number of aspirin molecules diffusing freely in solution is kept at a low value and continuous dissolution of the aspirin crystal is monitored. Further insight into face-specific dissolution is drawn. The dissolution mechanism of receding edges is found for the (001) plane. These findings are in good agreement with experimental results. While the proposed dissolution mechanism for the (100) plane is terrace sinking on a rough surface, no pronounced dissolution of the perfectly flat face is seen in the present work. Molecular simulations of pharmaceuticals in their experimentally obtained structure therefore have shown to be especially suited for the investigation of dissolving faces, where the edges have a pronounced effect. In contrast to previous studies a propagation of the dissolution front into the crystal face is reported, and the crystal bulk is stable over the whole simulation time of 150 ns.

show abstract

Section: ■ Introductionmentioning

confidence: 99%

Insights into Pharmaceutical Nanocrystal Dissolution: A Molecular Dynamics Simulation Study on Aspirin

2014

View full text Add to dashboard Cite

show abstract

“…Acetylsalicylic acid ( 79 ), commonly known as aspirin, possesses a bonding strength similar to those of other benzoic acids (Figure ). In aqueous solutions, intramolecular hydrogen bonding with the ortho -ester stabilizes a particular configuration …”

Section: Resultsmentioning

confidence: 99%

Quantification of Hydrogen-Bond-Donating Ability of Biologically Relevant Compounds

Berlin,

Sharma,

Kozlowski

2024

J. Org. Chem.

View full text Add to dashboard Cite

Hydrogen bonding is a key factor in the design of ligands for biological binding, including drug targets. Our group previously developed a method for experimentally assessing the hydrogen-bond-donating ability of an analyte using UV−vis titrations with a colorimetric sensor. Using this method, 79 new titrations were performed on weak hydrogen-bond donors, with a focus on heterocycles and pharmaceutically relevant motifs. The hydrogen-bond donating abilities of drug compounds and the substructures of drug compounds were also measured. These titrations will be used to build a database of hydrogen-bond donors.

show abstract

Molecular simulation study of PAMAM dendrimer composite membranes

2014

View full text Add to dashboard Cite

Pure polysulfone (PSF) and its composites with chitosan (CST), hyaluronic acid (HA), conventional poly(amidoamine), and hydroxyl poly(amidoamine) dendrimers as the membranes for separation of the gases, methane, carbon dioxide, hydrogen sulfide, nitrogen, and oxygen have been studied by molecular dynamics (MD) and grand canonical Monte Carlo (GCMC) simulations. The transport properties (solubility, diffusivity, and permeability) of pure and gas mixtures in the membranes were calculated and the results of the simulations were compared with the available experimental data. The simulated structural properties of the pure and composite PSF membranes including occupied volume, free volume, surface area, fractional free volume (FFV), and radius of gyration (R g ) were evaluated and their effects on the separability of the gases by the membranes were analyzed and interpreted by the obtained results.

show abstract

The role of hydrogen bonds in an aqueous solution of acetylsalicylic acid: a molecular dynamics simulation study

Cited by 4 publications

References 11 publications

Insights into Pharmaceutical Nanocrystal Dissolution: A Molecular Dynamics Simulation Study on Aspirin

Insights into Pharmaceutical Nanocrystal Dissolution: A Molecular Dynamics Simulation Study on Aspirin

Quantification of Hydrogen-Bond-Donating Ability of Biologically Relevant Compounds

Molecular simulation study of PAMAM dendrimer composite membranes

Contact Info

Product

Resources

About