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A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices

Aldehydes are compounds that are widely used and popular in organic synthesis due to their high reactivity. This advantage is a disadvantage in medicinal chemistry. Due to the ability of aldehydes to participate in nucleophilic reactions (especially in aqueous biological media) and access to nucleop...

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Autores principales: Nasiri, Azadeh, Mokhtari, Shaya, Daraei, Bahram, Yazdanpanah, Hassan, Faizi, Mehrdad, Kobarfard, Farzad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Brieflands 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9420214/
https://www.ncbi.nlm.nih.gov/pubmed/36060912
http://dx.doi.org/10.5812/ijpr-127036
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author Nasiri, Azadeh
Mokhtari, Shaya
Daraei, Bahram
Yazdanpanah, Hassan
Faizi, Mehrdad
Kobarfard, Farzad
author_facet Nasiri, Azadeh
Mokhtari, Shaya
Daraei, Bahram
Yazdanpanah, Hassan
Faizi, Mehrdad
Kobarfard, Farzad
author_sort Nasiri, Azadeh
collection PubMed
description Aldehydes are compounds that are widely used and popular in organic synthesis due to their high reactivity. This advantage is a disadvantage in medicinal chemistry. Due to the ability of aldehydes to participate in nucleophilic reactions (especially in aqueous biological media) and access to nucleophiles such as amino acids and nucleic acids, drugs with aldehyde functional groups are always used with caution and carefully quantified in biological fluids. Our experience in working on biologically active aldehydes indicates the transformation of these groups of compounds in aqueous or alcoholic solution and thus the failure of analytical methods for their accurate monitoring in such media. Both mass spectrometry and Proton nuclear magnetic resonance spectroscopic findings indicate the reaction of spiramycin with water molecules in an aqueous solution, resulting in the conversion of spiramycin to a new molecule with 18 mass unit difference and thus, the residue amount which is measured and reported based on a mass spectrometries method does not show the correct amount of spiramycin in these samples.
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spelling pubmed-94202142022-09-02 A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices Nasiri, Azadeh Mokhtari, Shaya Daraei, Bahram Yazdanpanah, Hassan Faizi, Mehrdad Kobarfard, Farzad Iran J Pharm Res Rapid Communication Aldehydes are compounds that are widely used and popular in organic synthesis due to their high reactivity. This advantage is a disadvantage in medicinal chemistry. Due to the ability of aldehydes to participate in nucleophilic reactions (especially in aqueous biological media) and access to nucleophiles such as amino acids and nucleic acids, drugs with aldehyde functional groups are always used with caution and carefully quantified in biological fluids. Our experience in working on biologically active aldehydes indicates the transformation of these groups of compounds in aqueous or alcoholic solution and thus the failure of analytical methods for their accurate monitoring in such media. Both mass spectrometry and Proton nuclear magnetic resonance spectroscopic findings indicate the reaction of spiramycin with water molecules in an aqueous solution, resulting in the conversion of spiramycin to a new molecule with 18 mass unit difference and thus, the residue amount which is measured and reported based on a mass spectrometries method does not show the correct amount of spiramycin in these samples. Brieflands 2022-05-24 /pmc/articles/PMC9420214/ /pubmed/36060912 http://dx.doi.org/10.5812/ijpr-127036 Text en Copyright © 2022, Author(s) https://creativecommons.org/licenses/by-nc/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) ) which permits copy and redistribute the material just in noncommercial usages, provided the original work is properly cited.
spellingShingle Rapid Communication
Nasiri, Azadeh
Mokhtari, Shaya
Daraei, Bahram
Yazdanpanah, Hassan
Faizi, Mehrdad
Kobarfard, Farzad
A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title_full A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title_fullStr A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title_full_unstemmed A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title_short A Neglected Challenge in the Analysis of Active Pharmaceutical Substances with Aldehyde Functional Group in Aqueous Matrices
title_sort neglected challenge in the analysis of active pharmaceutical substances with aldehyde functional group in aqueous matrices
topic Rapid Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9420214/
https://www.ncbi.nlm.nih.gov/pubmed/36060912
http://dx.doi.org/10.5812/ijpr-127036
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