Literature DB >> 33661961

A convenient approach to synthesize substituted 5-Arylidene-3-m-tolyl thiazolidine-2, 4-diones by using morpholine as a catalyst and its theoretical study.

Khorshada Jahan1, Kaif Rashid Khan1, Kawsari Akhter1, Umme Kulsum Rowzatur Romman1, Ershad Halim1.   

Abstract

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, 1H NMR and 13C 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.

Entities:  

Year:  2021        PMID: 33661961      PMCID: PMC7932548          DOI: 10.1371/journal.pone.0247619

Source DB:  PubMed          Journal:  PLoS One        ISSN: 1932-6203            Impact factor:   3.240


  18 in total

Review 1.  Thiazolidine-2,4-dione derivatives: programmed chemical weapons for key protein targets of various pathological conditions.

Authors:  Navriti Chadha; Malkeet Singh Bahia; Maninder Kaur; Om Silakari
Journal:  Bioorg Med Chem       Date:  2015-04-04       Impact factor: 3.641

2.  Thiazolidinediones: Pleiotropic drugs with potent anti-inflammatory properties for tissue protection.

Authors:  Robin E Buckingham
Journal:  Hepatol Res       Date:  2005-09-29       Impact factor: 4.288

Review 3.  Recent developments and biological activities of thiazolidinone derivatives: a review.

Authors:  Abhishek Kumar Jain; Ankur Vaidya; Veerasamy Ravichandran; Sushil Kumar Kashaw; Ram Kishore Agrawal
Journal:  Bioorg Med Chem       Date:  2012-04-13       Impact factor: 3.641

4.  Synthesis and aldose reductase inhibitory activity of 5-arylidene-2,4-thiazolidinediones.

Authors:  G Bruno; L Costantino; C Curinga; R Maccari; F Monforte; F Nicoló; R Ottanà; M G Vigorita
Journal:  Bioorg Med Chem       Date:  2002-04       Impact factor: 3.641

Review 5.  Thiazolidinediones as anti-inflammatory and anti-atherogenic agents.

Authors:  Antonio Ceriello
Journal:  Diabetes Metab Res Rev       Date:  2008 Jan-Feb       Impact factor: 4.876

6.  New benzylidenethiazolidinediones as antibacterial agents.

Authors:  Dirk A Heerding; Lisa T Christmann; Tammy J Clark; David J Holmes; Stephen F Rittenhouse; Dennis T Takata; Joseph W Venslavsky
Journal:  Bioorg Med Chem Lett       Date:  2003-11-03       Impact factor: 2.823

Review 7.  Rhodanine as a privileged scaffold in drug discovery.

Authors:  T Tomasić; L P Masic
Journal:  Curr Med Chem       Date:  2009       Impact factor: 4.530

8.  Rhodanine derivatives as selective protease inhibitors against bacterial toxins.

Authors:  Sherida L Johnson; Li-Hsing Chen; Rebecca Harbach; Mojgan Sabet; Alexei Savinov; Naomi J H Cotton; Alex Strongin; Donald Guiney; Maurizio Pellecchia
Journal:  Chem Biol Drug Des       Date:  2008-01-19       Impact factor: 2.817

Review 9.  Biologically active 4-thiazolidinones: a review of QSAR studies and QSAR modeling of antitumor activity.

Authors:  Oleh Devinyak; Borys Zimenkovsky; Roman Lesyk
Journal:  Curr Top Med Chem       Date:  2012       Impact factor: 3.295

10.  Synthesis of new pyrazolyl-2, 4-thiazolidinediones as antibacterial and antifungal agents.

Authors:  Deepak K Aneja; Poonam Lohan; Sanjiv Arora; Chetan Sharma; Kamal R Aneja; Om Prakash
Journal:  Org Med Chem Lett       Date:  2011-11-08
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