Synthesis, characterization and α-amylase inhibition activity of new family of tetrapodal ligands with pyrazole-tetrazole subunits

•New tetrapodal compounds with pyrazole-tetrazole motif were synthesized.•The characterization was performed by spectroscopic and spectrometric methods.•α-amylase inhibition activity of these compounds were examined.•Docking study supports the antimicrobial study results. New family of tetrapodal co...

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Veröffentlicht in:Journal of molecular structure 2025-02, Vol.1321, p.140254, Article 140254
Hauptverfasser: Oulous, Ahlam, Cherfi, Mounir, Daoudi, Nour Elhouda, Harit, Tarik, Yahyi, Abderrahmane, Bnouham, Mohamed, Malek, Fouad
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Sprache:eng
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Zusammenfassung:•New tetrapodal compounds with pyrazole-tetrazole motif were synthesized.•The characterization was performed by spectroscopic and spectrometric methods.•α-amylase inhibition activity of these compounds were examined.•Docking study supports the antimicrobial study results. New family of tetrapodal compounds entitled 3-(bis((5-methyl-1-((2-isopentyl-2H-tetrazol-5-yl)methyl)-1H-pyrazol-3 yl)methyl)amino)propan-1-ol.(T1),2-(4-(bis((5-methyl-1-((2-propyl-2H-tetrazol-5-yl)methyl)-1H-pyrazol-3-yl)methyl)amino)phenyl)ethan-1-ol.(T2),N,N-bis((1-((2-isopentyl-2H-tetrazol-5-yl)methyl)-5-methyl-1H-pyrazol-3-yl)methyl)propan-1-amine.(T3).and.N,N-bis((1-((2-isopentyl-2H-tetrazol-5-yl)methyl)-5-methyl-1H-pyrazol-3-yl)methyl)propan-2 amine (T4) were synthesised as drug candidates to treat Type 2 diabetes. Their structures as the intermediates compounds were ensured by NMR and FTIR analysis as well as the spectrometric methods including high-resolution mass spectrometry and elemental analysis. The tetrapodal molecules were obtained in moderate yields in the range of 37–45 %. Their anti-diabetic activity was evaluated based on their α-amylase inhibition potency by determining their IC50 values. The obtained results showed that the tetrapodal compounds possess potent α−amylase inhibition activity 3 to 236 times higher than that of the acarbose, used as positive control. These findings were also supported by docking calculations. [Display omitted]
ISSN:0022-2860
DOI:10.1016/j.molstruc.2024.140254