Synthesis of some novel 2,5-disubstituted thiazolidinones from a long chain fatty acid as possible anti-inflammatory, analgesic and hydrogen peroxide scavenging agents

Abstract

Some new decanoic acid [2,5-disubstituted-4-oxo-thiazolidin-3-yl]amides (6a-j) have been synthesised by the condensation of decanoic acid hydrazide with various aromatic aldehydes to yield the Schiff’s bases. Cyclocondensation of the Schiff’s bases with thioglycollic acid afforded 4-thiazolidinone derivatives. The structures of the newly synthesised compounds were confirmed by analytical and spectral methods. The anti-inflammatory, analgesic and antioxidant activity of the title compounds were evaluated. Compound 6j exhibited 44.84 % inhibition of inflammation and was the most potent anti-inflammatory agent of the series whereas compound 6f demonstrated the most potent analgesic activity (69.82% inhibition of writhing) followed by compounds 6e and 6g. All the synthesised compounds exhibited a potent antioxidant activity.

Keywords::

• 4-Thiazolidinone
• capric acid
• anti-inflammatory activity
• analgesic activity
• hydrogen peroxide scavenging activity

Acknowledgement

Dr. Sandeep Jain, Assistant Professor, Department of Pharmaceutical Sciences, Guru Jambheshwar University of Science and Technology, Hisar-125001, India is duly acknowledged for his valuable suggestions. Prof. Om Prakash, Director, Institute of Pharmaceutical Sciences, Kurukshetra University, Kurukshetra-136119, India, is duly acknowledged for providing necessary facilities.

Declaration of interest

The authors report no conflicts of interest. The authors alone are responsible for the content and writing of the paper.