Synthesis, Biological Evaluation and Docking Studies of Some New Indolyl-Pyridine Containing Thiazolidinone and Azetidinone Analogs

Abstract

A novel series of Schiff base indolyl-pyridine derivatives containing, thiazolidinone and azetidinone moieties were synthesized. The structure of these recently integrated compounds was asserted by their IR, ¹H, ¹³C NMR, mass spectral data as well as elemental analysis. These compounds were likewise evaluated for in vitro antimicrobial, antioxidant, anti-TB and anticancer activities. The structure-activity relationships of compounds were also established. Among which compound 4a has dynamic bactericidal activity against S. aureus and B. subtilis, compound 5a applied extraordinary action against E. coli and K. pneumonia and fungicidal activities. Antioxidant studies revealed that 4c, 5 b and 5e showed noteworthy antioxidant activities. While, anticancer movement demonstrated that compound 4e was most strong toward all attempted cancer cell lines. Compound 5e apparently was generally powerful against H37Rv strain M. tuberculosis. Further, to understand the binding modes of the incorporated compounds molecular docking contemplates were performed using crystal structure of mycobacterium smegmat complexed with SQ109 (PDB ID: 6AJG, resolution: 2.604 Å).

Graphical Abstract

Graphical Abstract

Keywords:

• Azetidinone
• docking
• indole
• pyridine
• thiazolidinone

Acknowledgements

The authors would like thankful to Dr. Bharathi Halu, Lecturer in Biology, Govt. Pre University College Sedam-585222, Karnataka, India for helping in evaluating biological activities and article preparation. The Director, National Collection of Industrial Microorganisms (NCIM), National Chemical Laboratory (NCL), the Director, National Centre for Cell Science (NCCS), Pune, India, for providing test materials and the Director, IIT Madras, Chennai, India, for providing spectral data.

Disclosure statement

No potential conflict of interest was reported by the author(s).