Synthesis and biological evaluation of chromone- thiazolidine-2,4-dione derivatives as potential a-glucosidase inhibitors

A series of chromone-thiazolidine-2,4-dione derivatives (e1 -28) were synthesized and screened for their a-glucosidase inhibitory. All synthetic derivatives presented excellent a-glucosidase inhibitory with IC50 values ranging from 2.40 +/- 0.11 to 5.66 +/- 0.15 lM, comparing to positive control acarbose (IC50 value: 640.57 +/- 5.13 lM). Among them, compound e28 dis-played the strongest a-glucosidase inhibitory (IC50 value: 2.40 +/- 0.11),-267 times stronger than positive control acarbose. Kinetic studies revealed that compound e28 was a reversible non-competitive inhibitor. CD spectra and 3D fluorescence spectra results explained that compound e28 changed the conformational changes of a-glucosidase. Molecular docking simulated the binding between compound e28 and a-glucosidase. In vitro cytotoxicity assay ascertained the good security of e28.(c) 2023 The Author(s). Published by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

Automated summary

A series of chromone-thiazolidine-2,4-dione derivatives were synthesized and tested for their a-glucosidase inhibitory activity. Compound e28 showed the strongest inhibitory activity, which was reversible and non-competitive. Further studies revealed that e28 had good safety.