Background:
Postprandial hyperglycemia can be reduced by inhibiting major carbohydrate
hydrolyzing enzymes, such as α-glucosidase and α-amylase which is an effective approach in
both preventing and treating diabetes.
Objective:
The aim of this study was to synthesize a series of 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]
benzoic acid derivatives and evaluate α-glucosidase and α-amylase inhibitory activity
along with molecular docking and in silico ADMET property analysis.
Method:
Chlorosulfonation of 2,4-dichloro benzoic acid followed by reaction with corresponding
anilines/amines yielded 2,4-dichloro-5-[(N-aryl/alkyl)sulfamoyl]benzoic acid derivatives. For
evaluating their antidiabetic potential α-glucosidase and α-amylase inhibitory assays were carried
out. In silico molecular docking studies of these compounds were performed with respect to these
enzymes and a computational study was also carried out to predict the drug-likeness and ADMET
properties of the title compounds.
Results:
Compound 3c (2,4-dichloro-5-[(2-nitrophenyl)sulfamoyl]benzoic acid) was found to be
highly active having 3 fold inhibitory potential against α-amylase and 5 times inhibitory activity
against α-glucosidase in comparison to standard drug acarbose.
Conclusion:
Most of the synthesized compounds were highly potent or equipotent to standard
drug acarbose for inhibitory potential against α-glucosidase and α-amylase enzyme and hence this
may indicate their antidiabetic activity. The docking study revealed that these compounds interact
with active site of enzyme through hydrogen bonding and different pi interactions.
Docking of oxalyl aryl amino benzoic acid derivatives into PTP1B
