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Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine

Quinoline is one of the most common nitrogen-containing heterocycles owing to its fascinating pharmacological properties and synthetic value in organic and pharmaceutical chemistry. Functionalization of this moiety at different positions has allowed for varying pharmacological activities of its deri...

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Autores principales: Elebiju, Oluwadunni F., Ajani, Olayinka O., Oduselu, Gbolahan O., Ogunnupebi, Temitope A., Adebiyi, Ezekiel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9859673/
https://www.ncbi.nlm.nih.gov/pubmed/36688036
http://dx.doi.org/10.3389/fchem.2022.1074331
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author Elebiju, Oluwadunni F.
Ajani, Olayinka O.
Oduselu, Gbolahan O.
Ogunnupebi, Temitope A.
Adebiyi, Ezekiel
author_facet Elebiju, Oluwadunni F.
Ajani, Olayinka O.
Oduselu, Gbolahan O.
Ogunnupebi, Temitope A.
Adebiyi, Ezekiel
author_sort Elebiju, Oluwadunni F.
collection PubMed
description Quinoline is one of the most common nitrogen-containing heterocycles owing to its fascinating pharmacological properties and synthetic value in organic and pharmaceutical chemistry. Functionalization of this moiety at different positions has allowed for varying pharmacological activities of its derivative. Several publications over the last few decades have specified various methods of synthesis. This includes classical methods of synthesizing the primary quinoline derivatives and efficient methods that reduce reaction time with increased yield employing procedures that fulfill one of the twelve green chemistry principles, “safer solvent”. The metal nanoparticle-catalyzed reaction also serves as a potent and effective technique for the synthesis of quinoline with excellent atom efficiency. The primary focus of this review is to highlight the routes to synthesizing functionalized quinoline derivatives, including hybrids that have moieties with predetermined activities bound to the quinoline moiety which are of interest in synthesizing drug candidates with dual modes of action, overcoming toxicity, and resistance amongst others. This was achieved using updated literature, stating the biological activities and mechanisms through which these compounds administer relief. The ADMET studies and Structure-Activity Relationship (SAR) of novel derivatives were also highlighted to explore the drug-likeness of the quinoline-hybrids and the influence of substituent characteristics and position on the biological activity of the compounds.
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spelling pubmed-98596732023-01-21 Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine Elebiju, Oluwadunni F. Ajani, Olayinka O. Oduselu, Gbolahan O. Ogunnupebi, Temitope A. Adebiyi, Ezekiel Front Chem Chemistry Quinoline is one of the most common nitrogen-containing heterocycles owing to its fascinating pharmacological properties and synthetic value in organic and pharmaceutical chemistry. Functionalization of this moiety at different positions has allowed for varying pharmacological activities of its derivative. Several publications over the last few decades have specified various methods of synthesis. This includes classical methods of synthesizing the primary quinoline derivatives and efficient methods that reduce reaction time with increased yield employing procedures that fulfill one of the twelve green chemistry principles, “safer solvent”. The metal nanoparticle-catalyzed reaction also serves as a potent and effective technique for the synthesis of quinoline with excellent atom efficiency. The primary focus of this review is to highlight the routes to synthesizing functionalized quinoline derivatives, including hybrids that have moieties with predetermined activities bound to the quinoline moiety which are of interest in synthesizing drug candidates with dual modes of action, overcoming toxicity, and resistance amongst others. This was achieved using updated literature, stating the biological activities and mechanisms through which these compounds administer relief. The ADMET studies and Structure-Activity Relationship (SAR) of novel derivatives were also highlighted to explore the drug-likeness of the quinoline-hybrids and the influence of substituent characteristics and position on the biological activity of the compounds. Frontiers Media S.A. 2023-01-06 /pmc/articles/PMC9859673/ /pubmed/36688036 http://dx.doi.org/10.3389/fchem.2022.1074331 Text en Copyright © 2023 Elebiju, Ajani, Oduselu, Ogunnupebi and Adebiyi. https://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
Elebiju, Oluwadunni F.
Ajani, Olayinka O.
Oduselu, Gbolahan O.
Ogunnupebi, Temitope A.
Adebiyi, Ezekiel
Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title_full Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title_fullStr Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title_full_unstemmed Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title_short Recent advances in functionalized quinoline scaffolds and hybrids—Exceptional pharmacophore in therapeutic medicine
title_sort recent advances in functionalized quinoline scaffolds and hybrids—exceptional pharmacophore in therapeutic medicine
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9859673/
https://www.ncbi.nlm.nih.gov/pubmed/36688036
http://dx.doi.org/10.3389/fchem.2022.1074331
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