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Background Cinnamomum zeylanicum Blume bark a spice commonly used in the Indian household has been shown to have insulin-like biological activity.Objective The present work was aimed at isolation and characterization of oligomeric procyanidins OPCs rich polyphenol fraction from C. zeylanicum bark and to carry out its in vitro anti-diabetic activity.Material and Methods The polyphenol fraction from C. zeylanicum bark was afforded by extracting the bark with a series of solvents such as 30 aqueous acetone followed by hexane and butanol. The fraction was subjected to liquid chromatographyndashmass spectrometry LCMS analysis for characterization. From the LCMS data presence of a few OPCs was confirmed. In vitro anti-diabetic activity was performed on the fraction of the bark by alpha-amylase inhibition and non-enzymatic hemoglobin glycosylation assays.Results and Conclusion The fraction showed potential inhibition of glycosylation at half minimal inhibitory concentration IC50 value of 102 microgmL while an alpha-amylase inhibition was observed to be poor at an IC50 value of 540 microgmL. Thus the fraction showed potential anti-diabetic effect by antioxidant mechanism.Keywords C. zeylanicum Polyphenols Oligomeric procyanidins alpha-amylase inhibition Hemoglycosylation