Synthesis and biological activity of novel thiazolidinediones

Targeting Peroxisome Proliferator-Activated Receptors Using Thiazolidinediones: Strategy for Design of Novel Antidiabetic Drugs

“…Linkers with more than three carbons were found to have branching in their structure. Compound (13) in Figure 7 has unsaturated alkyl group which may provide extra hydrophobic interactions resulting in better binding efficiency [79]. Thus, it is important to maintain the nature and length of the alkyl linker so as to space the acidic head and the lipophilic tail in their appropriate binding clefts of the PPAR γ LBD.…”

3-Aryl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxy]-phenyl}-acrylic acid alkyl ester: synthesis and antihyperglycemic evaluation

“…Esterification of this substituted acid followed by condensation with 4-fluorobenzaldehyde in the presence of sodium hydride in dimethyl formamide at 80°C for 18 h yielded 3-Aryl-2-[4-(4-formylphenoxy)-phenyl]-acrylic acid alkyl ester 5. Knovenagel condensation (Prabhakar et al, 1998;Duendar et al, 2006) of this ester with 2,4-thiazolidinedione in the presence of piperidinium benzoate followed by hydrogenation using 10% Pd/C (3.52 g) in glacial acetic acid gave a good yield of final compound 3-Aryl-2-{4-[4-(2,4-dioxothiazolidin-5-ylmethyl)-phenoxy]-phenyl}-acrylic acid alkyl ester 7 (Thz1-24).…”

Synthesis and Antidiabetic Evaluation of 5-(2-Methoxy-6-pentadecylbenzylidene)-3-alkyl/aryl substituted thiazolidine-2,4-dione Derivatives

“…Compounds containing thiazolidinedione moiety have been found to demonstrate an extensive assortment of biological activities viz., COX-2 inhibitor [9], antihyperglycemic [10], anti-inflammatory [11], antioxidant [12], cytotoxic [13], antimicrobial [14], neuro-protective [15], antiproliferative [16], antitumor [17], MurD ligase inhibitor [18], monoamine oxidase B (MAO-B) inhibitor [19], antimalarial [20] and chemotherapeutic activities [21].…”