88419-02-7Relevant articles and documents
Design, synthesis and bioactivity evaluation of thiazolidinedione derivatives as partial agonists targeting PPARγ
Fang, Ze-Yu,Liu, Han-Yu,Lv, Peng-Cheng,Sun, Juan,Zhang, Yi-Heng
, (2021)
Thiazolidinedione (TZD) is a novel peroxides proliferator activated receptor γ (PPARγ) agonist with many side effects. Herein, we developed a series of novel TZD analogues as partial agonists targeting PPARγ. The study of anti-hyperglycemic activity and anti-inflammatory activity enabled us to identify a novel compound, 4 g, which quickly recover the blood glucose of mice at the concentration of 100 mg/kg, and show similar anti-inflammatory activity to ibuprofen at the concentration of 20 mg/kg. The competitive binding assay confirmed direct binding of 4 g to the LBD of PPARγ with IC50 being 1790 nM, and dose-dependently increased the transcriptional activity of PPARγ. Besides, through computer-aided drug design software simulation docking, it was found that compound 4 g showed the best binding ability to target protein PPARγ. Furthermore, because of the introduction of benzene containing group at N3 position, the stability of H12 in the active pocket is reduced and the stability of H3 and β-fold is increased, showing the characteristics of some PPARγ agonists, based on the docking model analysis. Together, these results suggest that 4 g is a promising PPARγ agonist that deserves further investigation.
Synthesis and antidiabetic activity of morpholinothiazolyl-2,4- thiazolidindione derivatives
Ezer, Melis,Yildirim, Leyla Tatar,Bayro, Ornela,Verspohl, Eugen J.,Dundar, Oya Bozdag
scheme or table, p. 419 - 427 (2012/08/28)
We report the synthesis and the in vitro insulin releasing and glucose uptake activity of the morpholino thiazolyl-2,4-thiazolidinediones (1-15). Compounds 5, 1115 (at lower concentration; 0.001mg/ml) were able to increase insulin release in the presence
Substituted thiazolidinediones and thio-imidazolidinones: Synthesis, structural study and pharmacological activity
Albuquerque,Albuquerque,Azevedo,Thomasson,Galdino,Chantegrel,Catanho,Pitta,Luu-Duc
, p. 387 - 389 (2007/10/02)
Synthesis and physico-chemical properties of six 3-(4-bromophenacyl)-5-arylidene-thiazolidine-2,4-diones and eight 3-(4-chlorobenzyl)-5-arylidene-4-thio-imidazolidine-2-ones are described. These products were synthesized by an aldolisation-crotonisation reaction from aromatic aldehydes and 3-substituted thiazolidine-2,4-diones or 4-thio-imidazolidine-2-ones. Hypoglycemic and peripheral antinociceptive activities were investigated for these compounds.