Literature DB >> 30661823

Design and synthesis of new fused carbazole-imidazole derivatives as anti-diabetic agents: In vitro α-glucosidase inhibition, kinetic, and in silico studies.

Mehdi Adib1, Fariba Peytam2, Reihaneh Shourgeshty2, Maryam Mohammadi-Khanaposhtani3, Mehdi Jahani2, Somaye Imanparast4, Mohammad Ali Faramarzi4, Bagher Larijani5, Ali Akbar Moghadamnia6, Ensieh Nasli Esfahani7, Fatemeh Bandarian7, Mohammad Mahdavi8.   

Abstract

Twenty three fused carbazole-imidazoles 6a-w were designed, synthesized, and screened as new α-glucosidase inhibitors. All the synthesized fused carbazole-imidazoles 6a-w were found to be more active than acarbose (IC50 = 750.0 ± 1.5 µM) against yeast α-glucosidase with IC50 values in the range of 74.0 ± 0.7-298.3 ± 0.9 µM. Kinetic study of the most potent compound 6v demonstrated that this compound is a competitive inhibitor for α-glucosidase (Ki value = 75 µM). Furthermore, the in silico studies of the most potent compounds 6v and 6o confirmed that these compounds interacted with the key residues in the active site of α-glucosidase.
Copyright © 2019. Published by Elsevier Ltd.

Entities:  

Keywords:  Carbazole; Imidazole; In silico study; In vitro evaluation; α-Glucosidase

Mesh:

Substances:

Year:  2019        PMID: 30661823     DOI: 10.1016/j.bmcl.2019.01.012

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  5 in total

1.  Design and synthesis of 4,5-diphenyl-imidazol-1,2,3-triazole hybrids as new anti-diabetic agents: in vitro α-glucosidase inhibition, kinetic and docking studies.

Authors:  Mohammad Sadegh Asgari; Maryam Mohammadi-Khanaposhtani; Zeinab Sharafi; Mohammad Ali Faramarzi; Hossein Rastegar; Ensieh Nasli Esfahani; Fatemeh Bandarian; Parviz Ranjbar Rashidi; Rahmatollah Rahimi; Mahmood Biglar; Mohammad Mahdavi; Bagher Larijani
Journal:  Mol Divers       Date:  2020-03-18       Impact factor: 2.943

2.  Utility of arylglyoxal hydrates in synthesis of 4-aroyl-[1,3,5]triazino[1,2-a]benzimidazol-2(1H)-imines and 5-aryl-2-phenyl-4H-imidazol-4-imines.

Authors:  Bahgat R M Hussein; Amr H Moustafa
Journal:  Mol Divers       Date:  2022-01-21       Impact factor: 2.943

Review 3.  A Review on Recent Advances in Nitrogen-Containing Molecules and Their Biological Applications.

Authors:  Nagaraju Kerru; Lalitha Gummidi; Suresh Maddila; Kranthi Kumar Gangu; Sreekantha B Jonnalagadda
Journal:  Molecules       Date:  2020-04-20       Impact factor: 4.411

4.  An efficient and targeted synthetic approach towards new highly substituted 6-amino-pyrazolo[1,5-a]pyrimidines with α-glucosidase inhibitory activity.

Authors:  Fariba Peytam; Mehdi Adib; Reihaneh Shourgeshty; Loghman Firoozpour; Mahmoud Rahmanian-Jazi; Mehdi Jahani; Setareh Moghimi; Kouros Divsalar; Mohammad Ali Faramarzi; Somayeh Mojtabavi; Fatemeh Safari; Mohammad Mahdavi; Alireza Foroumadi
Journal:  Sci Rep       Date:  2020-02-13       Impact factor: 4.379

5.  Arylsulfonyl histamine derivatives as powerful and selective α-glucosidase inhibitors.

Authors:  M I Osella; M O Salazar; M D Gamarra; D M Moreno; F Lambertucci; D E Frances; R L E Furlan
Journal:  RSC Med Chem       Date:  2020-03-12
  5 in total

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