Oxindole Derivatives: Synthesis and Antiglycation Activity

Author(s): Khalid Mohammed Khan, Momin Khan, Nida Ambreen, Muhammad Taha, Fazal Rahim, Saima Rasheed, Sumayya Saied, Humaira Shafi, Shahnaz Perveen, Muhammad Iqbal Choudhary

Journal Name: Medicinal Chemistry

Volume 9 , Issue 5 , 2013

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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.

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Article Details

Year: 2013
Page: [681 - 688]
Pages: 8
DOI: 10.2174/1573406411309050007
Price: $65

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