Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents

Novel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display mea...

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Autores principales: Pedrola, Marina, Jorba, Marta, Jardas, Eda, Jardi, Ferran, Ghashghaei, Ouldouz, Viñas, Miguel, Lavilla, Rodolfo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6621506/
https://www.ncbi.nlm.nih.gov/pubmed/31334221
http://dx.doi.org/10.3389/fchem.2019.00475
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author Pedrola, Marina
Jorba, Marta
Jardas, Eda
Jardi, Ferran
Ghashghaei, Ouldouz
Viñas, Miguel
Lavilla, Rodolfo
author_facet Pedrola, Marina
Jorba, Marta
Jardas, Eda
Jardi, Ferran
Ghashghaei, Ouldouz
Viñas, Miguel
Lavilla, Rodolfo
author_sort Pedrola, Marina
collection PubMed
description Novel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display meaningful structural features of the initial drug together with relevant modifications at several points, keeping antibiotic potency and showing satisfactory antimicrobial profile (good activity levels and reduced growth rates), especially against methicillin-resistant Staphylococcus aureus. The new products may open new possibilities to fight bacterial infections.
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spelling pubmed-66215062019-07-22 Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents Pedrola, Marina Jorba, Marta Jardas, Eda Jardi, Ferran Ghashghaei, Ouldouz Viñas, Miguel Lavilla, Rodolfo Front Chem Chemistry Novel antibiotic compounds have been prepared through a selective multicomponent reaction upon the known drug Trimethoprim. The Groebke-Blackburn-Bienaymé reaction involving this α-aminoazine, with a range of aldehydes and isocyanides afforded the desired adducts in one-step. The analogs display meaningful structural features of the initial drug together with relevant modifications at several points, keeping antibiotic potency and showing satisfactory antimicrobial profile (good activity levels and reduced growth rates), especially against methicillin-resistant Staphylococcus aureus. The new products may open new possibilities to fight bacterial infections. Frontiers Media S.A. 2019-07-04 /pmc/articles/PMC6621506/ /pubmed/31334221 http://dx.doi.org/10.3389/fchem.2019.00475 Text en Copyright © 2019 Pedrola, Jorba, Jardas, Jardi, Ghashghaei, Viñas and Lavilla. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Pedrola, Marina
Jorba, Marta
Jardas, Eda
Jardi, Ferran
Ghashghaei, Ouldouz
Viñas, Miguel
Lavilla, Rodolfo
Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_full Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_fullStr Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_full_unstemmed Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_short Multicomponent Reactions Upon the Known Drug Trimethoprim as a Source of Novel Antimicrobial Agents
title_sort multicomponent reactions upon the known drug trimethoprim as a source of novel antimicrobial agents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6621506/
https://www.ncbi.nlm.nih.gov/pubmed/31334221
http://dx.doi.org/10.3389/fchem.2019.00475
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