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

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, 1 H, 13 C NMR, mass spectral data as well as elemental analysis. These compounds were likewi...

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Bibliographic Details
Published in:Polycyclic aromatic compounds 2022-04, Vol.42 (4), p.1545-1559
Main Authors: Verma, Vaijinath A., Saundane, Anand R., Meti, Rajkumar S., Shamrao, Raju, Katkar, Vijaykumar
Format: Article
Language:English
Subjects:
Anticancer properties
Antiinfectives and antibacterials
Antioxidants
Azetidinone
Bactericidal activity
Cancer
Chemical analysis
Crystal structure
docking
E coli
Fungicides
Imines
indole
Molecular docking
NMR
Nuclear magnetic resonance
pyridine
Pyridines
Structure-activity relationships
thiazolidinone
Tuberculosis
Tumor cell lines
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Summary: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, 1 H, 13 C 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).
ISSN:1040-6638
1563-5333
DOI:10.1080/10406638.2020.1786706