ChemInform Abstract: One‐Pot Synthesis of Polyfunctionally Substituted 2,3‐Dihydrothiazoles and Thiazolidinones.

Abstract

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Thiazolidinones: Synthesis, Reactivity, and Their Biological Applications

“…The reaction of non-ionizable compounds with bromoacetyl bromide affords the thiazolidin-5-ones by KBr and HBr elimination ( Fig. 8) [22,23].…”

“…4-Thiazolidinones have been shown to act as antidiabetic agents via the inhibition of PPARγ enzyme. A recent molecular modeling study on 2-thioxo-4thiazolidinone derivatives (22) using the crystal structure of PPARγ (PDB ID: 2PRG) revealed that the 2thioxothiazolidin-4-one scaffold fits well in the active site and also shows a good overlap with the thiazolidiendione (TZD) group of rosiglitazone, which is a bound inhibitor in the crystal structure and a clinically approved antidiabetic drug. The presence of an unsaturated linker in the derivatives is positive for the PPARγ binding activity, while substitutions of hydrophobic groups with the phenyl ring show a negative impact [97].…”