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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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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. |
format | Online Article Text |
id | pubmed-6804419 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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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