Abstract <p><b>Objective:</b> Quinoline-fused heterocycles demonstrate various biological activities, including antibacterial, antifungal, anticancer and anti-inflammatory. However, their therapeutic potential in the context of diabetes remains underexplored. This research focuses on evaluating the α-glucosidase inhibitory potential of benzo[<i>g</i>]quinoline derivatives. <b>Methods:</b> An efficient synthetic route was established to generate a series of 3-((<i>E</i>)-((<i>E</i>)-benzylidene)hydrazineylidene)methyl)-2-chlorobenzo[<i>g</i>]quinoline derivatives <b>6a–6o</b>. Structural elucidation of the newly synthesized compounds was performed using <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, FT-IR spectroscopy, mass spectrometry, and elemental analysis. The compounds were subsequently evaluated for their α-glucosidase inhibitory activity <i>in vitro</i>. <b>Results and Discussion:</b> All synthesized compounds exhibited α-glucosidase inhibitory activity. Notably, derivatives <b>6c</b>, <b>6g</b>, and <b>6h</b> demonstrated significantly higher potency, with IC<sub>50</sub> values of 16.40 ± 0.60, 6.80 ± 0.20, and 9.60 ± 0.30 µM, respectively, compared to the standard drug acarbose (IC<sub>50</sub> = 38.45 ± 0.80 µM). <b>Conclusions:</b> The findings highlight the promising therapeutic potential of benzo[<i>g</i>]quinoline derivatives as α-glucosidase inhibitors, warranting further investigation for the management of diabetes.</p>

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Benzo[g]quinoline Derivatives as Potent α-Glucosidase Inhibitors: Synthesis, Characterization, and In Vitro Inhibition

  • Shantaben K. Kangad,
  • Sachin M. Sitapara,
  • V. N. Patolia

摘要

Abstract

Objective: Quinoline-fused heterocycles demonstrate various biological activities, including antibacterial, antifungal, anticancer and anti-inflammatory. However, their therapeutic potential in the context of diabetes remains underexplored. This research focuses on evaluating the α-glucosidase inhibitory potential of benzo[g]quinoline derivatives. Methods: An efficient synthetic route was established to generate a series of 3-((E)-((E)-benzylidene)hydrazineylidene)methyl)-2-chlorobenzo[g]quinoline derivatives 6a–6o. Structural elucidation of the newly synthesized compounds was performed using 1H and 13C NMR spectroscopy, FT-IR spectroscopy, mass spectrometry, and elemental analysis. The compounds were subsequently evaluated for their α-glucosidase inhibitory activity in vitro. Results and Discussion: All synthesized compounds exhibited α-glucosidase inhibitory activity. Notably, derivatives 6c, 6g, and 6h demonstrated significantly higher potency, with IC50 values of 16.40 ± 0.60, 6.80 ± 0.20, and 9.60 ± 0.30 µM, respectively, compared to the standard drug acarbose (IC50 = 38.45 ± 0.80 µM). Conclusions: The findings highlight the promising therapeutic potential of benzo[g]quinoline derivatives as α-glucosidase inhibitors, warranting further investigation for the management of diabetes.