Design and synthesis of novel quinazolinone-pyrazole derivatives as potential α-glucosidase inhibitors: Structure-activity relationship, molecular modeling and kinetic study

Jul 11, 2021Bioorganic chemistry

Design and testing of new quinazolinone-pyrazole compounds as possible α-glucosidase blockers: relationship between structure and activity, computer modeling, and reaction analysis

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Abstract

All quinazolinone-pyrazole hybrids showed greater α-glucosidase inhibitory activity than standard acarbose, with IC values ranging from 60.5 ± 0.3 µM to 186.6 ± 20 μM.

  • The most potent compound 9i inhibited α-glucosidase in a competitive manner, with an inhibition constant (Ki) of 56 μM.
  • Variations in the inhibitory activities of the hybrids were influenced by different substitutions on the phenyl rings of the diphenyl pyrazole structure.
  • Molecular docking studies indicated that the designed pharmacophoric moieties effectively interacted with the enzyme's binding site.
  • Molecular dynamics and energy calculations revealed differences in structural behavior when comparing the active compound and acarbose with unbound α-glucosidase.

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