Research Article

5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents

Volume: 24 Number: 1 June 27, 2025
EN

5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents

Abstract

This paper reports the synthesis, characterization and evaluation of some 5-methyl-4-thiazolidinone derivatives for their in vitro antimycobacterial activities against Mycobacterium tuberculosis H37Rv strain by microplate alamar blue assay. Also the crystal structures of the compounds (2a and 2c) were determined by the single-crystal Xray diffraction study. Among the target compounds, 2-(4-ethoxyphenyl)-5-methyl-3-(phenylamino)thiazolidin-4-one (2g) was promising with a minimum inhibitory concentration of 12.5 μg/mL against M. tuberculosis. Based on the preliminary results, 2g was considered as a lead compound for further optimization of antimycobacterial activity.

Keywords

References

  1. [1] WHO Global tuberculosis report 2018. https://www.who.int/tb/publications/global_report/en/, (accessed October 02, 2019).
  2. [2] Jonas da Silva S, Joel Jones J, Flavia MdS. 1,3-Thiazolidin-4-ones: Biological potential, history, synthetic development and green methodologies. Curr Org Synth. 2018; 15(8): 1109-1123. [CrossRef]
  3. [3] Ekinci D, Fidan İ, Durdagi S, Kaban Ş, Supuran CT. Kinetic and in silico analysis of thiazolidin-based inhibitors of α-carbonic anhydrase isoenzymes. J Enzym Inhib Med Ch. 2013; 28(2): 370-374. [CrossRef]
  4. [4] Tripathi AC, Gupta SJ, Fatima GN, Sonar PK, Verma A, Saraf SK. 4-Thiazolidinones: The advances continue…. Eur J Med Chem. 2014; 72: 52-77. [CrossRef]
  5. [5] Raza S, Srivastava SP, Srivastava DS, Srivastava AK, Haq W, Katti SB. Thiazolidin-4-one and thiazinan-4-one derivatives analogous to rosiglitazone as potential antihyperglycemic and antidyslipidemic agents. Eur J Med Chem. 2013; 63: 611-620. [CrossRef]
  6. [6] Verma A, Saraf SK. 4-Thiazolidinone–A biologically active scaffold. Eur J Med Chem. 2008; 43(5): 897-905. [CrossRef]
  7. [7] Chitre TS, Asgaonkar KD, Miniyar PB, Dharme AB, Arkile MA, Yeware A, et al. Synthesis and docking studies of pyrazine–thiazolidinone hybrid scaffold targeting dormant tuberculosis. Bioorg Med Chem Lett. 2016; 26(9): 2224- 2228. [CrossRef]
  8. [8] Güzel Ö, Salman A. Synthesis and biological evaluation of new 4-thiazolidinone derivatives. J Enzym Inhib Med Ch. 2009; 24(4): 1015-1023. [CrossRef]

Details

Primary Language

English

Subjects

Pharmaceutical Chemistry

Journal Section

Research Article

Authors

Ahmet Serhat Ekinci This is me
Türkiye

Jan Moncol This is me
Slovakia

Publication Date

June 27, 2025

Submission Date

October 13, 2019

Acceptance Date

November 5, 2019

Published in Issue

Year 2020 Volume: 24 Number: 1

APA
Ekinci, A. S., Moncol, J., Vagolu, S. K., Dharmarajan, S., & Ozadalı Sarı, K. (2025). 5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents. Journal of Research in Pharmacy, 24(1), 30-37. https://doi.org/10.35333/jrp.2020.110
AMA
1.Ekinci AS, Moncol J, Vagolu SK, Dharmarajan S, Ozadalı Sarı K. 5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents. J. Res. Pharm. 2025;24(1):30-37. doi:10.35333/jrp.2020.110
Chicago
Ekinci, Ahmet Serhat, Jan Moncol, Siva Krishna Vagolu, Sriram Dharmarajan, and Keriman Ozadalı Sarı. 2025. “5-Methyl-4-Thiazolidinones: Synthesis and Evaluation As Antitubercular Agents”. Journal of Research in Pharmacy 24 (1): 30-37. https://doi.org/10.35333/jrp.2020.110.
EndNote
Ekinci AS, Moncol J, Vagolu SK, Dharmarajan S, Ozadalı Sarı K (June 1, 2025) 5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents. Journal of Research in Pharmacy 24 1 30–37.
IEEE
[1]A. S. Ekinci, J. Moncol, S. K. Vagolu, S. Dharmarajan, and K. Ozadalı Sarı, “5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents”, J. Res. Pharm., vol. 24, no. 1, pp. 30–37, June 2025, doi: 10.35333/jrp.2020.110.
ISNAD
Ekinci, Ahmet Serhat - Moncol, Jan - Vagolu, Siva Krishna - Dharmarajan, Sriram - Ozadalı Sarı, Keriman. “5-Methyl-4-Thiazolidinones: Synthesis and Evaluation As Antitubercular Agents”. Journal of Research in Pharmacy 24/1 (June 1, 2025): 30-37. https://doi.org/10.35333/jrp.2020.110.
JAMA
1.Ekinci AS, Moncol J, Vagolu SK, Dharmarajan S, Ozadalı Sarı K. 5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents. J. Res. Pharm. 2025;24:30–37.
MLA
Ekinci, Ahmet Serhat, et al. “5-Methyl-4-Thiazolidinones: Synthesis and Evaluation As Antitubercular Agents”. Journal of Research in Pharmacy, vol. 24, no. 1, June 2025, pp. 30-37, doi:10.35333/jrp.2020.110.
Vancouver
1.Ahmet Serhat Ekinci, Jan Moncol, Siva Krishna Vagolu, Sriram Dharmarajan, Keriman Ozadalı Sarı. 5-Methyl-4-thiazolidinones: Synthesis and evaluation as antitubercular agents. J. Res. Pharm. 2025 Jun. 1;24(1):30-7. doi:10.35333/jrp.2020.110

Cited By