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Updated: May 16, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
Oxindole derivatives: synthesis and antiglycation activity
Khalid Mohammed Khan1, Momin Khan, Nida Ambreen
1H.E.J Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan. khalid.khan@iccs.edu
New oxindole derivatives were synthesized and tested for antiglycation activity. Compound 3-[(3-Chlorophenyl)methylidene]-1,3-dihydro-2H-indol-2-one demonstrated potent inhibition of protein glycation, outperforming the standard rutin.
Area of Science:
- Medicinal Chemistry
- Organic Synthesis
- Biochemistry
Background:
- Protein glycation is implicated in aging and diabetic complications.
- Oxindole derivatives are known for diverse biological activities.
- Developing effective antiglycation agents is crucial for therapeutic interventions.
Purpose of the Study:
- To synthesize novel oxindole derivatives.
- To evaluate the in vitro antiglycation potential of synthesized compounds.
- To identify potent antiglycation agents for further development.
Main Methods:
- Synthesis of oxindole derivatives (3-25) via refluxing oxindole with aromatic aldehydes.
- In vitro antiglycation assay to determine IC50 values.
- Structural elucidation using 1H-NMR, mass spectroscopy, and elemental analysis.
Main Results:
- Successfully synthesized oxindole derivatives in good yields.
- Compounds exhibited varying antiglycation activity, with IC50 values from 150.4 to 856.7 µM.
- 3-[(3-Chlorophenyl)methylidene]-1,3-dihydro-2H-indol-2-one showed the highest activity (IC50 = 150.4 ± 2.5 µM), surpassing the standard rutin (IC50 = 294.5 ± 1.50 µM).
Conclusions:
- The synthesized oxindole derivatives possess significant in vitro antiglycation properties.
- 3-[(3-Chlorophenyl)methylidene]-1,3-dihydro-2H-indol-2-one is a promising lead compound for antiglycation drug discovery.
- Structure-activity relationship insights were gained for this series of compounds.
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