Design, synthesis and glucose uptake activity of some novel glitazones

•Library consisting of some novel glitazones are reported for their antidiabetic activity.•Screened for in vitro glucose uptake assay in the absence and presence of insulin to confirm their antidiabetic activity.•The titled compounds exhibited glucose uptake activity ranging weak to significant activity.•Compound 16 happens to be the candidate compound from this study to investigate further.•Illustration about their design, synthesis, in vitro and in silico results are presented.

Herein, we report a library consisting of some novel glitazones containing thiazolidinedione and its bioisosteres, rhodanine and oxadiazolidine ring structures as their basic scaffold for their antidiabetic activity. Twelve novel glitazones with diverse chemical structures were designed and synthesized by adopting appropriate synthetic schemes and analyzed. Later, subjected to in vitro glucose uptake assay in the absence and presence of insulin to confirm their antidiabetic activity using rat hemi-diaphragm. The titled compounds exhibited glucose uptake activity ranging weak to significant activity. Compounds 4, 5, 9, 11, 15, 16, 19 and 20 showed considerable glucose uptake activity apart from rosiglitazone, a standard drug. Compound 16 happens to be the candidate compound from this study to investigate further. The illustration about their design, synthesis, analysis and glucose uptake activity is reported here along with the in vitro and in silico study based structure–activity relationships.

Graphical abstractStructurally diverse glitazones are reported here for their antidiabetic activity.Figure optionsDownload full-size imageDownload as PowerPoint slide