New Matrix Compounds for the Detection of Carboxyl-Containing Nonsteroidal Anti-Inflammatory Drugs by MALDI Mass Spectro
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NIC SYNTHESIS AND INDUSTRIAL ORGANIC CHEMISTRY
New Matrix Compounds for the Detection of Carboxyl-Containing Nonsteroidal Anti-Inflammatory Drugs by MALDI Mass Spectrometry M. L. Khrushchevaa,*, M. S. Krivosheinab, M. D. Matveevab, D. I. Zhilyaevc, and R. S. Borisovb,c,** a
b
Scientific Centre for Expert Evaluation of Medicinal Products, Moscow, 127051 Russia Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Moscow, 119991 Russia c Peoples’ Friendship University of Russia, Moscow, 117198 Russia *e-mail: [email protected] **e-mail: [email protected] Received April 17, 2020; revised May 14, 2020; accepted May 21, 2020
Abstract—The possibility of employing the method of mass spectrometry with matrix-assisted laser desorption/ ionization (MALDI) for the rapid detection of carboxyl-containing nonsteroidal anti-inflammatory drugs has been studied. Comparison of the results obtained using the previously described and newly proposed as matrix compounds 4-(dimethylamino)benzaldehyde and N,N-dimethyl-p-phenylenediamine, showed that the latter provide the registration of mass spectra containing intense peaks of deprotonated molecules of all drugs used in the work. Comparison of the time required for their detection by various mass spectrometric methods has shown that MALDI mass spectrometry provides the highest performance in streaming analysis. Keywords: nonsteroidal anti-inflammatory drugs, carboxyl-containing compounds, quality control, authenticity, detection, deprotonating matrices, MALDI mass spectrometry, negative ions DOI: 10.1134/S1070427220080182
Nonsteroidal anti-inflammatory drugs (NSAIDs) are a group of drugs that are widely used in clinical practice for rheumatic, neurological, traumatological diseases, as well as in cardiology as antiplatelet therapy. More than 30 million people worldwide take NSAIDs every day, including about 20% of patients receiving treatment in hospitals [1]. The group of NSAIDs includes drugs of various chemical structures with a different ratio of analgesic and anti-inflammatory effects. According to their chemical structure, NSAIDs have pronounced acidic or basic properties to varying degrees, depending on the presence of functional groups. The main drugs containing acidic and other functional groups include derivatives of salicylic, acetic, propionic acids, derivatives of pyrazolone and oxycams [1]. Today’s Russian market for NSAIDs is predominantly monocomponent, with carboxyl-containing drugs such as diclofenac, meloxicam, ibuprofen, ketoprofen, and
ketorolac taking the leading position. Thanks to the import substitution campaign, the number of offers of domestically produced drugs has increased since 2016, however, market saturation is achieved through the release of not original, but already existing drugs [2]. In this regard, the problem of quality control of manufactured drugs is urgent, including control of the authenticity of drugs and the content of impurities in them. As the main methods for confirming the authenticity of NSAIDs, according to State P
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