Drug Interactions with Plasticized PVCs

Sahnoune, Meriem; Tokhadzé, Nicolas; Kettani, Sarah Ech Cherif El; Devémy, Julien; Goujon, Florent; Chennell, Philip; Dequidt, Alain; Goutaudier, C.; Sautou, V.; Malfreyt, Patrice

doi:10.1021/acsapm.2c00532

Cited by 7 publications

(3 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compounds with isosbestic points (e.g., 85 and 101 ) were unstable and formed degradation product(s) regardless of incubation in glass vials or in microplates (Figure S1). Nevertheless, binding of the compounds in aqueous solutions to the labware (e.g., microplates, pipette tips, plastic containers) is an undesirable property, − and we thus excluded them from further evaluation.…”

Section: Resultsmentioning

confidence: 99%

Tunable Heteroaromatic Nitriles for Selective Bioorthogonal Click Reaction with Cysteine

et al. 2023

View full text Add to dashboard Cite

The binucleophilic properties of 1,2-aminothiol and its rare occurrence in nature make it a useful reporter for tracking molecules in living systems. The 1,2-aminothiol moiety is present in cysteine, which is a substrate for a biocompatible click reaction with heteroaromatic nitriles. Despite the wide range of applications for this reaction, the scope of nitrile substrates has been explored only to a limited extent. In this study, we expand the chemical space of heteroaromatic nitriles for bioconjugation under physiologically relevant conditions. We systematically assembled a library of 116 2-cyanobenzimidazoles, 1-methyl-2cyanobenzimidazoles, 2-cyanobenzothiazoles, and 2-cyanobenzoxazoles containing electron-donating and electron-withdrawing substituents at all positions of the benzene ring. The compounds were evaluated for their stability, reactivity, and selectivity toward the N-terminal cysteine of model oligopeptides. In comparison to the benchmark 6-hydroxy-2-cyanobenzothiazole or 6-amino-2cyanobenzothiazole, we provide highly selective and moderately reactive nitriles as well as highly reactive yet less selective analogs with a variety of enabling attachment chemistries to aid future applications in bioconjugation, chemical biology, and nanomaterial science.

show abstract

Section: Resultsmentioning

confidence: 99%

Tunable Heteroaromatic Nitriles for Selective Bioorthogonal Click Reaction with Cysteine

et al. 2023

View full text Add to dashboard Cite

show abstract

“…Physico-chemical properties such as lipophilicity, pKa and ionization state can have an impact on the ability of medications to adsorb onto plastics. It is known that nonionized and lipophilic molecules are more likely to adsorb onto plastics, especially PVC 22,23 . PVC-free oral dispensers were used to prepare and package the solutions, as a way to avoid possible interactions, since ATRA is lipophilic 24 .…”

Section: Rbfhssmentioning

confidence: 99%

Estudo de estabilidade físico-química de preparação extemporânea líquida à base de tretinoína para administração via sonda

COELHO,

VEIGA,

DE SOUZA

et al. 2024

Rev Bras Farm Hosp Serv Saude

View full text Add to dashboard Cite

Objetivo: O estudo visou investigar o teor e a estabilidade físico-química da formulação oral líquida obtida a partir de cápsulas gelatinosas moles de tretinoína (ATRA) no veículo óleo/água, visto a demanda desta formulação para pacientes entubados em tratamento de leucemia promielocítica aguda. Métodos: As análises foram realizadas por Cromatografia Líquida de Alta Eficiência (CLAE) acoplada a detector UV, utilizando coluna C-18. A corrida foi executada com fase móvel composta por água ultrapura com ácido acético glacial 0,5% (v/v) como solvente A e acetonitrila como solvente B, em corrida isocrática (25:75) (A/B), com fluxo de 1 mL/min, temperatura de 30°C e detecção em 355 nm. A injeção da amostra foi de 10 μL e o tempo de corrida foi de 12 min. As formulações orais foram preparadas a partir de ATRA (Vesanoid, FQM) em óleo mineral/água ultrapura (3:7) (v/v), por processo de dissolução e aquecimento a 40ºC, em dosadores orais protegidos da luz e conservadas sob refrigeração (2 - 8°C). As análises foram realizadas nos dias 1, 2, 3, 7, 9 e 14. Resultados: A preparação extemporânea apresentou estabilidade física visual aceitável, com alteração de aspecto pelo enrijecimento da fase aquosa corrigida com aquecimento da formulação em banho-maria a 40°C. O teor de ATRA foi considerado adequado até o D3, conforme a Farmacopeia Brasileira (FB) 6ª edição, apresentando 103,3%, 94,8% e 95,6%, nos dias 1, 2 e 3, respectivamente. A concentração de isotretinoína, produto de degradação, variou de 0,16% a 1,44%, entre os dias 1 e 14, respectivamente. Conclusão: Os resultados sugeriram que a preparação oral líquida apresentou teor satisfatório e estabilidade físico-química por até 48 horas após o preparo, quando conservada protegida da luz e sob refrigeração, conforme preconizado pela RDC 67/2007.

show abstract

“…Our interest in both the calculation of the free energy of adsorption and its decomposition into relevant contributions is driven by several recent studies on the adsorption of drugs into polymeric surfaces − for which the knowledge of the cost of the desolvation and desorption can explain in part the difference in the strength of the interaction between the surface and the drug. Nevertheless, these systems involve complex polymeric surfaces and drugs in terms of types of interactions and number of degrees of freedom.…”

Section: Introductionmentioning

confidence: 99%

A Consistent Thermodynamic Characterization of the Adsorption Process through the Calculation of Free Energy Contributions

2023

Self Cite

View full text Add to dashboard Cite

We apply in this study different methodologies based on thermodynamic integration (TI), free energy perturbation (FEP), and potential of mean force (PMF) to address the challenging issue of the calculation of the free energy of adsorption. A model system composed of a solid substrate, an adsorbate, and solvent particles is specifically designed to reduce the dependence of our free energy results on the sampling of the phase space and the choice of the pathway. The reliability and efficiency of these alchemical free energy simulations are established through the closure of a thermodynamic cycle describing the adsorption process in solution and in a vacuum. We complete this study by the calculation of free energy contributions related to phenomena of desorption of solvent molecules and desolvation of the adsorbate upon adsorption. This calculation relies on the work of adhesion, the interfacial tension of the liquid-vapor of the solvent, and the free energy of solvation of the substrate. The different ways of calculating the free energy of adsorption are in excellent agreement and could complete experiments in the field of adsorption by giving quantitative data on the different energy contributions involved in the process.

show abstract

Drug Interactions with Plasticized PVCs

Cited by 7 publications

References 65 publications

Tunable Heteroaromatic Nitriles for Selective Bioorthogonal Click Reaction with Cysteine

Tunable Heteroaromatic Nitriles for Selective Bioorthogonal Click Reaction with Cysteine

Estudo de estabilidade físico-química de preparação extemporânea líquida à base de tretinoína para administração via sonda

A Consistent Thermodynamic Characterization of the Adsorption Process through the Calculation of Free Energy Contributions

Contact Info

Product

Resources

About