Choline Salicylate Analysis: Chemical Stability and Degradation Product Identification

Choline salicylate (CS) as a derivative of acetylsalicylic acid is commonly used in different drug forms. In medicine, it is applied topically to inflammation of the oral cavity mucosa and in laryngology. However, this substance in the form of an ionic liquid has not been investigated enough. There...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2019-12, Vol.25 (1), p.51
Main Authors: Wróblewska, Katarzyna B, Plewa, Szymon, Dereziński, Paweł, Muszalska-Kolos, Izabela
Format: Article
Language:English
Subjects:
Acetic acid
Acetylsalicylic acid
Acids
Analgesics
Anticoagulants
Aqueous solutions
Choline
Choline - analogs & derivatives
Choline - chemistry
choline salicylate
Chromatography, High Pressure Liquid
Contraindications
Cytotoxicity
Degradation products
Dihydroxybenzoic acid
Drug Combinations
Drug dosages
Drug Stability
Gentisates - analysis
High-performance liquid chromatography
hplc
hplc-ms/ms
Hydrochloric acid
Hydrogen peroxide
Hydrolysis
Hydroxybenzoates - analysis
Inflammation
ionic liquid
Ionic liquids
Light effects
Liquid chromatography
Molecular Structure
Mucosa
Oral cavity
Oxidation
Pain
Phenols
Photodegradation
Photolysis
Rheumatic diseases
Salicylates - chemistry
Salicylic acid
Sodium hydroxide
Stability analysis
Stability tests
stress test
Tandem Mass Spectrometry
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Summary:Choline salicylate (CS) as a derivative of acetylsalicylic acid is commonly used in different drug forms. In medicine, it is applied topically to inflammation of the oral cavity mucosa and in laryngology. However, this substance in the form of an ionic liquid has not been investigated enough. There are no literature studies on stability tests constituting a stage of pre-formulation research. HPLC (Nucleosil C18, 4.6 × 150 mm, 5 μm; methanol-water-acetic acid 60:40:1, 230 nm or 270 nm) and UV (276 nm) methods for the determination of CS in 2% (g/mL) aqueous solutions were developed. Under stress conditions, CS susceptibility to hydrolytic degradation in aqueous medium, hydrochloric acid, sodium hydroxide, and hydrogen peroxide, and the effect of light on the stability of CS solutions were studied with HPLC analysis. The degradation degree of CS and the purity of the solutions were also tested. Choline salicylate has been qualified as practically stable in neutral and acid media, stable in an alkaline medium, very stable in an oxidizing environment, and photolabile in solution. The HPLC-MS/MS method was used to identify 2,3- and 2,5-dihydroxybenzoic acids as degradation products of CS under the tested conditions.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules25010051