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Oxindole Derivatives: Synthesis and Antiglycation Activity

[ Vol. 9 , Issue. 5 ]

Author(s):

Khalid Mohammed Khan, Momin Khan, Nida Ambreen, Muhammad Taha, Fazal Rahim, Saima Rasheed, Sumayya Saied, Humaira Shafi, Shahnaz Perveen and Muhammad Iqbal Choudhary   Pages 681 - 688 ( 8 )

Abstract:


Oxindole derivatives 3-25 have been synthesized from commercially available oxindole by refluxing with different aromatic aldehydes in good yields. Their in vitro antiglycation potential has been evaluated. They showed a varying degree of antiglycation activity with IC50 values ranging between 150.4 - 856.7 µM. 3-[(3-Chlorophenyl)methylidene]- 1,3-dihydro-2H-indol-2-one (IC50 = 150.4 ± 2.5 µM) is the most active compound among the series, better than the standard rutin with an IC50 value 294.5 ± 1.50 µM. The structures of the compounds were elucidated by 1H-NMR and mass spectroscopy and elemental analysis. A limited structure-activity relationship has been developed.

Keywords:

Oxindole, benzaldehydes, antiglycation, rutin, AGEPs.

Affiliation:

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan.



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