Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share By
1-Phenyl-Β-Carboline-3-Carboxamide-1,2,3-Triazole-N-Phenylacetamide Hybrids As New Α-Glucosidase Inhibitors Publisher Pubmed



Safaie E1 ; Sayahi MH2 ; Dastyafteh N1 ; Halimi M3 ; Noori M1 ; Mohammadikhanaposhtani M4 ; Zonouzi A5 ; Mirzazadeh R6 ; Tajmirriahi A5 ; Mojtabavi S7 ; Faramarzi MA7 ; Larijani B1 ; Asadi M8, 9 ; Mahdavi M1
Authors

Source: Scientific Reports Published:2025


Abstract

In this work, 1-phenyl-β-carboline-3-carboxamide-1,2,3-triazole-N-phenylacetamide skeleton as a novel scaffold was designed based on hybridization of moieties that were found in the potent α-glucosidase inhibitors. Fourteen derivatives 14a-n of this scaffold were synthesized by the efficient chemical reactions. In vitro anti-α-glucosidase assay demonstrated that all the new fourteen derivatives with IC50 values ranging from 64.0 to 661.4 µM were more potent than positive control acarbose with IC50 value of 750.0 and in vitro kinetic study revealed that the most potent compound among them, compound 14b, was an uncompetitive α-glucosidase inhibitor. Moreover, determination of the circular dichroism (CD) spectra demonstrated that compound 14b altered the secondary structure of α-glucosidase. Prediction of the pharmacokinetics and toxicity of the most potent compound 14b showed that our new compound had good toxicity profile as an oral drug candidate. Based on these findings, compound 14b can be considered as a promising candidate for the development of a new α-glucosidase inhibitor. © The Author(s) 2025.
Related Docs
View other Related Docs
1. New Acridine-9-Carboxamide Linked to 1,2,3-Triazole-N-Phenylacetamide Derivatives As Potent Α-Glucosidase Inhibitors: Design, Synthesis, in Vitro, and in Silico Biological Evaluations, Medicinal Chemistry Research (2020)
2. Synthesis and Biological Evaluation of a New Series of Benzofuran-1,3,4-Oxadiazole Containing 1,2,3-Triazole-Acetamides As Potential Α-Glucosidase Inhibitors, Journal of Biochemical and Molecular Toxicology (2021)
3. Synthesis, In-Vitro Evaluation, Molecular Docking, and Kinetic Studies of Pyridazine-Triazole Hybrid System As Novel Α-Glucosidase Inhibitors, Bioorganic Chemistry (2021)
Experts (# of related papers)
View all Related Experts
Mohammad Mahdavi (17)
Mohammad Ali Faramarzi (16)
Other Related Docs
4. A Review on Synthesis, Mechanism of Action, and Structure-Activity Relationships of 1,2,3-Triazole-Based Α-Glucosidase Inhibitors As Promising Anti-Diabetic Agents, Journal of Molecular Structure (2022)
5. Design, Synthesis, Biological Evaluation, and Docking Study of New Acridine-9-Carboxamide Linked to 1,2,3-Triazole Derivatives As Antidiabetic Agents Targeting Α-Glucosidase, Journal of Heterocyclic Chemistry (2020)
6. Design and Synthesis of Novel Quinazolinone-1,2,3-Triazole Hybrids As New Anti-Diabetic Agents: In Vitro Α-Glucosidase Inhibition, Kinetic, and Docking Study, Bioorganic Chemistry (2019)
7. Alpha- Glucosidase Inhibition Analysis and in Silico Studies of New Tetrahydroquinazolin-4(1H)-One Derivatives, Results in Chemistry (2024)
8. Synthesis and Biological Assessment of Benzimidazole-Acrylonitrile-1,2,3-Triazole Derivatives As Α-Glucosidase Inhibitors, Bioorganic Chemistry (2025)
9. 4-Phenylthiazol-1,2,3-Triazole Derivatives As New Potential Α-Glucosidase and Α-Amylase Inhibitors, Journal of Molecular Structure (2025)
10. Discovery of Phthalimide-1,2,3-Triazole-N-Phenylacetamide Hybrids As Potent Α-Glucosidase Inhibitors: Design, Synthesis, Admet Prediction, and in Vitro and in Silico Enzymatic Evaluations, ChemistrySelect (2023)
11. Synthesis and Biological Evaluation of New Benzimidazole-1,2,3-Triazole Hybrids As Potential Α-Glucosidase Inhibitors, Bioorganic Chemistry (2020)
12. Design, Synthesis, in Vitro, and in Silico Anti-Α-Glucosidase Assays of N-Phenylacetamide-1,2,3-Triazole-Indole-2-Carboxamide Derivatives As New Anti-Diabetic Agents, Scientific Reports (2024)
13. In Vivo Anti-Diabetic and Anti-Lipidemic Evaluations of an Excellent Synthetic Α-Glucosidase Inhibitor With Dihydropyrano[3,2-C]Quinoline Skeleton, Journal of Diabetes and Metabolic Disorders (2024)
14. 2,4-Dioxochroman Moiety Linked to 1,2,3-Triazole Derivatives As Novel Α-Glucosidase Inhibitors: Synthesis, in Vitro Biological Evaluation, and Docking Study, Current Organic Chemistry (2020)
15. Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors, Scientific Reports (2024)
16. Indole-Carbohydrazide Linked Phenoxy-1,2,3-Triazole-N-Phenylacetamide Derivatives As Potent Α-Glucosidase Inhibitors: Design, Synthesis, in Vitro Α-Glucosidase Inhibition, and Computational Studies, BMC Chemistry (2023)
17. New 4,5-Diphenylimidazole-Acetamide-1,2,3-Triazole Hybrids As Potent Α-Glucosidase Inhibitors: Synthesis, in Vitro and in Silico Enzymatic and Toxicity Evaluations, Monatshefte fur Chemie (2021)
18. Synthesis and Structure–Activity Relationship Studies of Benzimidazole-Thioquinoline Derivatives As Α-Glucosidase Inhibitors, Scientific Reports (2023)
19. Novel N′-Substituted Benzylidene Benzohydrazides Linked to 1,2,3-Triazoles: Potent Α-Glucosidase Inhibitors, Scientific Reports (2023)
20. New Phenylthiosemicarbazide-Phenoxy-1,2,3-Triazole-N-Phenylacetamides As Dual Inhibitors Against Α-Glucosidase and Ptp-1B for the Treatment of Type 2 Diabetes, Archiv der Pharmazie (2024)