A comparative study of flavonoid analogues on streptozotocin-nicotinamide induced diabetic rats: Quercetin as a potential antidiabetic agent acting via 11 beta-Hydroxysteroid dehydrogenase type 1 inhibition

Mariana Torres-Piedra, Rolffy Ortiz-Andrade, Rafael Villalobos-Molina, Narender Singh, Jose L. Medina-Franco, Scott P. Webster, Margaret Binnie, Gabriel Navarrete-Vazquez, Samuel Estrada-Soto

Research output: Contribution to journalArticlepeer-review


The aim of the current study was to investigate the oral antichabetic activity of six structurally related flavonoids: flavone (1), 3-hydroxyflavone (2), 6-hydroxyflavone (3), 7-hydroxyflavone (4), chrysin (5) and quercetin (6). Normoglycemic and STZ-nicotinamide diabetic rats were treated with these flavonoids (50 mg/kg) and the hypoglycemic and antidiabetic effects in acute and sub acute (five days of treatment) experiments were determined. Compounds 1, 5 and 6 were found most active in both experiments in comparison with control group (p < 0.05). After five days of administration to STZ-nicotinamide diabetic rats, flavonoids induced a significantly diminishing of total cholesterol, TG and LDL and an augment of HDL compared with the control group (p < 0.05). The in vivo inhibitory activity of the compounds against 11 beta-hydroxysteroid dehydrogenase type 1 (11 beta-HSD1) was also evaluated Quercetin, the most active compound, was docked Into the crystal structure of 11 beta-HSD1. Docking results indicate potential hydrogen bond interactions with hydroxyl groups of catalytic amino acid residues.

Original languageEnglish
Pages (from-to)2606-2612
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Issue number6
Publication statusPublished - Jun 2010


  • Diabetes
  • Flavonoids
  • Quercetin
  • 11β-Hydroxysteroid dehydrogenase type 1

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