Open AccessA convenient approach to synthesize substituted 5-Arylidene-3-m-tolyl thiazolidine-2, 4-diones by using morpholine as a catalyst and its theoretical study
Author(s) -
Khurshid Jahan,
Kaif Rashid Khan,
Khaleda Akhter,
Ukr Romman,
Ershad Halim
Publication year - 2021
Publication title -
plos one
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.99
H-Index - 332
ISSN - 1932-6203
DOI - 10.1371/journal.pone.0247619
Subject(s) - morpholine , chemistry , docking (animal) , thiazolidinedione , thiazolidine , catalysis , stereochemistry , combinatorial chemistry , peroxisome proliferator activated receptor , medicinal chemistry , receptor , biochemistry , type 2 diabetes , diabetes mellitus , biology , medicine , nursing , endocrinology
Thiazolidinediones are very important and used as a drug for the treatment of type 2 diabetes. Here, we report a convenient approach to synthesis 3-m-tolyl-5-arylidene-2,4-thiazolidinediones (TZDs) derivatives 7a-e in two steps with moderate to good yield using morpholine as a catalyst. All the structures were confirmed by their spectral IR, 1 H NMR and 13 C NMR data. The anti-diabatic activity of all synthesized molecules is evaluated by docking with peroxisome proliferator-activated receptor-γ (PPARγ). Preliminary flexible docking studies reveals that our compounds 7a , 7d and 7e showed better binding affinity with the protein and could be a potential candidate for the treatment of type 2 diabetes in near future.