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Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors

In this study, 18 novel quinoline-based-benzo[d]imidazole derivatives were synthesized and screened for their α-glucosidase inhibitory potential. All compounds in the series except 9q showed a significant α-glucosidase inhibition with IC(50) values in the range of 3.2 ± 0.3–185.0 ± 0.3 µM, as compar...

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Autores principales: Noori, Milad, Davoodi, Ali, Iraji, Aida, Dastyafteh, Navid, Khalili, Minoo, Asadi, Mehdi, Mohammadi Khanaposhtani, Maryam, Mojtabavi, Somayeh, Dianatpour, Mehdi, Faramarzi, Mohammad Ali, Larijani, Bagher, Amanlou, Massoud, Mahdavi, Mohammad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9386204/
https://www.ncbi.nlm.nih.gov/pubmed/35982225
http://dx.doi.org/10.1038/s41598-022-18455-7
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author Noori, Milad
Davoodi, Ali
Iraji, Aida
Dastyafteh, Navid
Khalili, Minoo
Asadi, Mehdi
Mohammadi Khanaposhtani, Maryam
Mojtabavi, Somayeh
Dianatpour, Mehdi
Faramarzi, Mohammad Ali
Larijani, Bagher
Amanlou, Massoud
Mahdavi, Mohammad
author_facet Noori, Milad
Davoodi, Ali
Iraji, Aida
Dastyafteh, Navid
Khalili, Minoo
Asadi, Mehdi
Mohammadi Khanaposhtani, Maryam
Mojtabavi, Somayeh
Dianatpour, Mehdi
Faramarzi, Mohammad Ali
Larijani, Bagher
Amanlou, Massoud
Mahdavi, Mohammad
author_sort Noori, Milad
collection PubMed
description In this study, 18 novel quinoline-based-benzo[d]imidazole derivatives were synthesized and screened for their α-glucosidase inhibitory potential. All compounds in the series except 9q showed a significant α-glucosidase inhibition with IC(50) values in the range of 3.2 ± 0.3–185.0 ± 0.3 µM, as compared to the standard drug acarbose (IC(50) = 750.0 ± 5.0 µM). A kinetic study indicated that compound 9d as the most potent derivative against α-glucosidase was a competitive type inhibitor. Furthermore, the molecular docking study revealed the effective binding interactions of 9d with the active site of the α-glucosidase enzyme. The results indicate that the designed compounds have the potential to be further studied as new anti-diabetic agents.
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spelling pubmed-93862042022-08-18 Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors Noori, Milad Davoodi, Ali Iraji, Aida Dastyafteh, Navid Khalili, Minoo Asadi, Mehdi Mohammadi Khanaposhtani, Maryam Mojtabavi, Somayeh Dianatpour, Mehdi Faramarzi, Mohammad Ali Larijani, Bagher Amanlou, Massoud Mahdavi, Mohammad Sci Rep Article In this study, 18 novel quinoline-based-benzo[d]imidazole derivatives were synthesized and screened for their α-glucosidase inhibitory potential. All compounds in the series except 9q showed a significant α-glucosidase inhibition with IC(50) values in the range of 3.2 ± 0.3–185.0 ± 0.3 µM, as compared to the standard drug acarbose (IC(50) = 750.0 ± 5.0 µM). A kinetic study indicated that compound 9d as the most potent derivative against α-glucosidase was a competitive type inhibitor. Furthermore, the molecular docking study revealed the effective binding interactions of 9d with the active site of the α-glucosidase enzyme. The results indicate that the designed compounds have the potential to be further studied as new anti-diabetic agents. Nature Publishing Group UK 2022-08-18 /pmc/articles/PMC9386204/ /pubmed/35982225 http://dx.doi.org/10.1038/s41598-022-18455-7 Text en © The Author(s) 2022 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Article
Noori, Milad
Davoodi, Ali
Iraji, Aida
Dastyafteh, Navid
Khalili, Minoo
Asadi, Mehdi
Mohammadi Khanaposhtani, Maryam
Mojtabavi, Somayeh
Dianatpour, Mehdi
Faramarzi, Mohammad Ali
Larijani, Bagher
Amanlou, Massoud
Mahdavi, Mohammad
Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title_full Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title_fullStr Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title_full_unstemmed Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title_short Design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
title_sort design, synthesis, and in silico studies of quinoline-based-benzo[d]imidazole bearing different acetamide derivatives as potent α-glucosidase inhibitors
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9386204/
https://www.ncbi.nlm.nih.gov/pubmed/35982225
http://dx.doi.org/10.1038/s41598-022-18455-7
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