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Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents

The Michael addition reaction of barbituric acid with chalcones incorporating the indole scaffold was achieved by using a highly efficient bimetallic Iron–palladium catalyst in the presence of acetylacetone (acac). This catalytic approach produced the desired products in a simple operation and low c...

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Autores principales: Badria, Farid A., Atef, Saleh, Al‐Majid, Abdullah Mohammed, Ali, M., Elshaier, Yaseen A. M. M., Ghabbour, Hazem A., Islam, Mohammad Shahidul, Barakat, Assem
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804419/
https://www.ncbi.nlm.nih.gov/pubmed/31649838
http://dx.doi.org/10.1002/open.201900240
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author Badria, Farid A.
Atef, Saleh
Al‐Majid, Abdullah Mohammed
Ali, M.
Elshaier, Yaseen A. M. M.
Ghabbour, Hazem A.
Islam, Mohammad Shahidul
Barakat, Assem
author_facet Badria, Farid A.
Atef, Saleh
Al‐Majid, Abdullah Mohammed
Ali, M.
Elshaier, Yaseen A. M. M.
Ghabbour, Hazem A.
Islam, Mohammad Shahidul
Barakat, Assem
author_sort Badria, Farid A.
collection PubMed
description The Michael addition reaction of barbituric acid with chalcones incorporating the indole scaffold was achieved by using a highly efficient bimetallic Iron–palladium catalyst in the presence of acetylacetone (acac). This catalytic approach produced the desired products in a simple operation and low catalyst loading with acceptable yield of the new hybrids. All tested compounds were subjected for biological activity on α‐glucosidase and α‐amylase. The results revealed that all synthesized compounds exhibited very good activity against both enzymes when compared to positive control (acarbose). Moreover, compound 5o showed the best activity whereas its IC(50) (μM) are 13.02+0.01 and 21.71+0.82 for α‐glucosidase and α‐amylase respectively. Both compounds 5o and 5l exhibited high similarity in binding mode and pose with amylase protein (4UAC). The obtained data may be used for developing potential hypoglycemic agents.
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spelling pubmed-68044192019-10-24 Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents Badria, Farid A. Atef, Saleh Al‐Majid, Abdullah Mohammed Ali, M. Elshaier, Yaseen A. M. M. Ghabbour, Hazem A. Islam, Mohammad Shahidul Barakat, Assem ChemistryOpen Full Papers The Michael addition reaction of barbituric acid with chalcones incorporating the indole scaffold was achieved by using a highly efficient bimetallic Iron–palladium catalyst in the presence of acetylacetone (acac). This catalytic approach produced the desired products in a simple operation and low catalyst loading with acceptable yield of the new hybrids. All tested compounds were subjected for biological activity on α‐glucosidase and α‐amylase. The results revealed that all synthesized compounds exhibited very good activity against both enzymes when compared to positive control (acarbose). Moreover, compound 5o showed the best activity whereas its IC(50) (μM) are 13.02+0.01 and 21.71+0.82 for α‐glucosidase and α‐amylase respectively. Both compounds 5o and 5l exhibited high similarity in binding mode and pose with amylase protein (4UAC). The obtained data may be used for developing potential hypoglycemic agents. John Wiley and Sons Inc. 2019-10-22 /pmc/articles/PMC6804419/ /pubmed/31649838 http://dx.doi.org/10.1002/open.201900240 Text en ©2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Badria, Farid A.
Atef, Saleh
Al‐Majid, Abdullah Mohammed
Ali, M.
Elshaier, Yaseen A. M. M.
Ghabbour, Hazem A.
Islam, Mohammad Shahidul
Barakat, Assem
Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title_full Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title_fullStr Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title_full_unstemmed Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title_short Synthesis and Inhibitory Effect of Some Indole‐Pyrimidine Based Hybrid Heterocycles on α‐Glucosidase and α‐Amylase as Potential Hypoglycemic Agents
title_sort synthesis and inhibitory effect of some indole‐pyrimidine based hybrid heterocycles on α‐glucosidase and α‐amylase as potential hypoglycemic agents
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804419/
https://www.ncbi.nlm.nih.gov/pubmed/31649838
http://dx.doi.org/10.1002/open.201900240
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