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Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors

[Image: see text] The catalytic efficacy of silver nanoparticles was investigated toward the chemoselective reduction of nitro-tetrazole or amino acid-substituted derivatives into the corresponding amines in high isolated yields. This highly efficient protocol was thereafter applied toward the multi...

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Autores principales: Iordanidou, Domna, Zarganes-Tzitzikas, Tryfon, Neochoritis, Constantinos G., Dömling, Alexander, Lykakis, Ioannis N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6276200/
https://www.ncbi.nlm.nih.gov/pubmed/30533584
http://dx.doi.org/10.1021/acsomega.8b02749
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author Iordanidou, Domna
Zarganes-Tzitzikas, Tryfon
Neochoritis, Constantinos G.
Dömling, Alexander
Lykakis, Ioannis N.
author_facet Iordanidou, Domna
Zarganes-Tzitzikas, Tryfon
Neochoritis, Constantinos G.
Dömling, Alexander
Lykakis, Ioannis N.
author_sort Iordanidou, Domna
collection PubMed
description [Image: see text] The catalytic efficacy of silver nanoparticles was investigated toward the chemoselective reduction of nitro-tetrazole or amino acid-substituted derivatives into the corresponding amines in high isolated yields. This highly efficient protocol was thereafter applied toward the multicomponent reaction synthesis of heterocyclic dihydroquinoxalin-2-ones with high isolated yields. The reaction proceeds with low catalyst loading (0.8–1.4 mol %) and under mild catalytic conditions, a very good functional-group tolerance, and high yields and can be easily scaled up to more than 1 mmol of product. Thus, the present catalytic methodology highlights a useful synthetic application. Different molecules are designed and accordingly synthesized with the current protocol that could play the role of inhibitors of the soluble epoxide hydrolase, an important target for therapies against hypertension or inflammation.
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spelling pubmed-62762002018-12-05 Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors Iordanidou, Domna Zarganes-Tzitzikas, Tryfon Neochoritis, Constantinos G. Dömling, Alexander Lykakis, Ioannis N. ACS Omega [Image: see text] The catalytic efficacy of silver nanoparticles was investigated toward the chemoselective reduction of nitro-tetrazole or amino acid-substituted derivatives into the corresponding amines in high isolated yields. This highly efficient protocol was thereafter applied toward the multicomponent reaction synthesis of heterocyclic dihydroquinoxalin-2-ones with high isolated yields. The reaction proceeds with low catalyst loading (0.8–1.4 mol %) and under mild catalytic conditions, a very good functional-group tolerance, and high yields and can be easily scaled up to more than 1 mmol of product. Thus, the present catalytic methodology highlights a useful synthetic application. Different molecules are designed and accordingly synthesized with the current protocol that could play the role of inhibitors of the soluble epoxide hydrolase, an important target for therapies against hypertension or inflammation. American Chemical Society 2018-11-27 /pmc/articles/PMC6276200/ /pubmed/30533584 http://dx.doi.org/10.1021/acsomega.8b02749 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Iordanidou, Domna
Zarganes-Tzitzikas, Tryfon
Neochoritis, Constantinos G.
Dömling, Alexander
Lykakis, Ioannis N.
Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title_full Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title_fullStr Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title_full_unstemmed Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title_short Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors
title_sort application of silver nanoparticles in the multicomponent reaction domain: a combined catalytic reduction methodology to efficiently access potential hypertension or inflammation inhibitors
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6276200/
https://www.ncbi.nlm.nih.gov/pubmed/30533584
http://dx.doi.org/10.1021/acsomega.8b02749
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