Study of kaempferol glycoside as an insulin mimic reveals glycon to be the key active structure

ACS Med Chem Lett. 2010 Oct 11;2(1):17-21. doi: 10.1021/ml100171x. eCollection 2011 Jan 13.

Abstract

Diabetes mellitus is increasing in prevalence with patient numbers rising throughout the world. Current treatments for diabetes mellitus focus on control of blood glucose levels. Certain kinds of flavonoids or their glycosides stimulate cells to improve glucose uptake and lower blood glucose levels. We synthesized kaempferol 3-O-neohesperidoside (1), a naturally occurring substance present in Cyathea phalerata Mart., reported to mimic the action of insulin. Synthetic 1 promoted glucose uptake in the cultured cell line, L6. Further studies to determine the core structure responsible for this activity using synthetic compounds revealed neohesperidose to be the primary pharmacophore. These findings support the use of certain saccharides as a potential novel treatment for diabetes mellitus by replacing or supporting insulin.

Keywords: Diabetes mellitus; flavonoid glycoside; glucose uptake; insulin.