Étude mécanoquantique de l’activité anti-inflammatoire de dérivés de l’acide α-phénylpropionique en fonction de leur pK<sub>a</sub>

Smeyers, Yves G.; Hernández-Laguna, Alfonso; Aguilera, Jean-François

doi:10.1051/jcp/1987840779

Cited by 11 publications

(3 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…To verify the quality of the theoretical calculations, the electronic densities, calculated by the Gaussian 98 package in the gas phase and in solution, on the α‐carbon atom of the carboxylic moiety, the α‐carbon atoms of the benzene ring, as well as the hydrogen atom bearing by these atoms were compared with the 13 C and 1 H chemical shifts in Table III, as in Refs. 9 and 13, in ibufenac, ibuprofen, and α‐methyl‐ibuprofen. Note that the RMN measurements of the chemical shifts were performed in CDCl 3 solution, which possesses a dielectric constant between those of water and vacuum.…”

Section: Calculations and Resultsmentioning

confidence: 99%

“…In Ref. 9, the influence of this conformation on the activities was again considered in ibufenac [2‐ p ‐isobutyl‐phenyl‐acetic acid], ibuprofen, and α‐methyl‐ibuprofen, as well as the incidence of the protonation energy of the acidic moiety on the activity in a series of 10 α‐aryl‐propionic acids that present their α‐hydrogen atom in the aromatic plane, using the same CNDO/2 method, still without geometry optimization. It was found that the smaller the protonation energies, the larger the anti‐inflammatory activities.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Pedra

Esteves

et al. 2004

Cathet Cardio Intervent

136

View full text Add to dashboard Cite

Percutaneous closure of perimembranous ventricular septal defects (VSDs) has been feasible, safe, and effective with the new Amplatzer membranous septal occluder. We report further experience with this device with emphasis on morphological aspects of the VSDs and technical issues. Ten patients (median age and weight, 14 years and 34.5 kg, respectively) with volume-overloaded left ventricles underwent closure under general anesthesia and transesophageal guidance (TEE). The VSD diameter was 7.1 +/- 4.0 mm by angiography and 7.8 +/- 3.7 mm by TEE. Three patients had defects associated with aneurysm-like formations (two with multiple exit holes), four had defects shrouded by extensive tricuspid valve tissue, two had defects with little or no tricuspid valve involvement, and one had a right aortic cusp prolapse with trivial aortic regurgitation. Implantation was successful in all patients, although in two the initial device had to be changed for a larger one. Kinkings in the delivery sheath, inability to position the sheath near the left ventricular apex, and device prolapse through the VSD prompted modifications in the standard technique of implantation. Device orientation was excellent except in one case. Nine patients had complete occlusion within 1-3 months. Device-related aortic or tricuspid insufficiency, arrhythmias, and embolization were not observed. Two patients had slight gradients across the left ventricular outflow tract, normalizing after 3 months. The Amplatzer membranous septal occluder was suitable to close a wide range of perimembranous VSD sizes and morphologies with good short-term outcomes. Longer follow-up is required.

show abstract

Section: Calculations and Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Pedra

Esteves

et al. 2004

Cathet Cardio Intervent

136

View full text Add to dashboard Cite

show abstract

“…In Ref. [9], the influence of this conformation on the activities was again considered in ibufenac [2-p-isobutyl-phenyl-acetic acid], ibuprofen, and ␣-methyl-ibu-profen, as well as the incidence of the protonation energy of the acidic moiety on the activity in a series of 10 ␣-aryl-propionic acids that present their ␣-hydrogen atom in the aromatic plane, using the same CNDO/2 method, still without geometry optimization. It was found that the smaller the protonation energies, the larger the anti-inflammatory activities.…”

Section: Introductionmentioning

confidence: 99%

Ab initio structural study of some substituted ibuprofen derivatives as possible anti‐inflammatory agents

Villa¹,

Bounaim²,

Smeyers³

et al. 2003

Int J of Quantum Chemistry

View full text Add to dashboard Cite

ABSTRACT:The formation energies of a series of substituted derivatives in ␣-position of ibuprofen (2-p-isobutyl-phenyl-propionic acid) are determined, at the ab initio level RHF/6-311G** with full geometry optimization, in their neutral and anionic forms and in the gas phase and water solution to correlate their physical-chemical properties with their anti-inflammatory activity. Conformational calculations on the acidic moiety were also performed on five of them. The ab initio methods foresee that all these molecules present two preferred conformations in which the substituting atom in ␣-position is lying approximately in the aromatic ring plane, in contrast with the results obtained with semiempirical methods. In this article, the protonation energy in solution, the solvation energy, the HOMO energy of the neutral form, and the lipophilicity will be considered as possible factors of anti-inflammatory activity. The protonation energy in solution, together with the lipophilicity, are verified to be good activity factors: The smaller the protonation energy and the lipophilicity, the larger the anti-inflammatory activity. In contrast, the larger the solvation energy, the smaller the activity.

show abstract

Quantum Mechanical Study and Nuclear Magnetic Resonance Measurements of Some α-Arylcarboxyalkyl Acids as Anti-inflammatory Agents

Smeyers

Hernández-Laguna

Munoz-Caro

et al. 1989

Journal of Pharmaceutical Sciences

Self Cite

View full text Add to dashboard Cite

Étude mécanoquantique de l’activité anti-inflammatoire de dérivés de l’acide α-phénylpropionique en fonction de leur pK_a

Cited by 11 publications

References 0 publications

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Ab initio structural study of some substituted ibuprofen derivatives as possible anti‐inflammatory agents

Quantum Mechanical Study and Nuclear Magnetic Resonance Measurements of Some α-Arylcarboxyalkyl Acids as Anti-inflammatory Agents

Contact Info

Product

Resources

About

Étude mécanoquantique de l’activité anti-inflammatoire de dérivés de l’acide α-phénylpropionique en fonction de leur pKa

Cited by 11 publications

References 0 publications

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Percutaneous closure of perimembranous ventricular septal defects with the Amplatzer device: Technical and morphological considerations

Ab initio structural study of some substituted ibuprofen derivatives as possible anti‐inflammatory agents

Quantum Mechanical Study and Nuclear Magnetic Resonance Measurements of Some α-Arylcarboxyalkyl Acids as Anti-inflammatory Agents

Contact Info

Product

Resources

About

Étude mécanoquantique de l’activité anti-inflammatoire de dérivés de l’acide α-phénylpropionique en fonction de leur pK_a