Synthesis, crystal structure and antidiabetic activity of substituted (E)-3-(Benzo [d]thiazol-2-ylamino) phenylprop-2-en-1-one

A novel series of substituted (E)-3-(Benzo [d]thiazol-2-ylamino)phenylprop-2-en-1-onewere synthesized starting from 2-aminobenzothiazole and 1-aryl-3,3-bis- (methylsulfanyl)-2-propen-1-onesin the presence of a catalytic amount of sodium hydride in THF. The synthesised compounds' structures were confirmed by IR, Mass spectrometry, 1H NMR, 13C NMR and HRMS spectral data. These compounds were evaluated for their antidiabetic activity, and most of the derivatives of (E)-3-(Benzo [d]thiazol-2-ylamino)phenylprop-2-en-1-one displayed significant antidiabetic activity.

Graphical abstractNovel series of substituted (E)-3-(Benzo [d]thiazol-2-ylamino)phenylprop-2-en-1-one [3(a–k)] were prepared and investigated for antidiabetic activity.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► New benzothiazole derivatives are reported. ► 3c, 3e, 3f, 3d and 3h showed excellent inhibitory activity against α-amylase. ► 3b, 3c, 3d, 3f, 3g and 3h are efficient glycosidase inhibitors.