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Abstract <p>A series of Betti base derivatives were synthesized by the one-pot three-component DBU-catalyzed condensation of 6-bromonaphthalen-2-ol, qinolin-3-amine, and substituted benzaldehydes under mild reaction conditions and characterized by IR and NMR spectroscopy and mass spectrometry. In vitro α-amylase inhibition assay showed that the synthesized compounds compare in potency with the antidiabetic drug Acarbose, while one of the derivatives (R = 4-CF<sub>3</sub>) showed a superior activity than Ascarbose. In silico docking studies correlated the inhibitory potency with strong binding affinity, particularly for compounds bearing electron-acceptor substituents (F, NO<sub>2</sub>, and CF<sub>3</sub>). The results of the α-amylase assay and molecular docking suggest that the synthesized Betti base derivatives are promising candidates for further development as α-amylase inhibitors, with potential applications in antidiabetic therapies.</p>

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Design, Synthesis, and In Vitro α-Amylase Inhibitory Activity of 6-Bromo-1-[phenyl(quinolin-3-yl)amino]methyl)naphthalen-2-ol Betti Bases

  • 期刊论文

  • 发表日期：

    2025年8月1日

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  • Heta B. Vasveliya,
  • Jignesh H. Pandya,
  • Ghanshyam L. Jadav,
  • Amita J. Jivani,
  • Jyoti Kuchhadiya

摘要

Abstract

A series of Betti base derivatives were synthesized by the one-pot three-component DBU-catalyzed condensation of 6-bromonaphthalen-2-ol, qinolin-3-amine, and substituted benzaldehydes under mild reaction conditions and characterized by IR and NMR spectroscopy and mass spectrometry. In vitro α-amylase inhibition assay showed that the synthesized compounds compare in potency with the antidiabetic drug Acarbose, while one of the derivatives (R = 4-CF3) showed a superior activity than Ascarbose. In silico docking studies correlated the inhibitory potency with strong binding affinity, particularly for compounds bearing electron-acceptor substituents (F, NO2, and CF3). The results of the α-amylase assay and molecular docking suggest that the synthesized Betti base derivatives are promising candidates for further development as α-amylase inhibitors, with potential applications in antidiabetic therapies.