Microwave Assisted, Solvent-Free, “Green” Synthesis of Novel Indole Analogs as Potent Antitubercular and Antimicrobial Agents and Their Molecular Docking Studies

• Published in: Russian journal of general chemistry Vol. 88; no. 6; pp. 1238 - 1246
• Main Authors: Rathod, A. S., Godipurge, S. S., Biradar, J. S.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 01-06-2018; Springer; Springer Nature B.V
• Subjects: Analogs; Antiinfectives and antibacterials; Antimicrobial agents; Antitubercular agents; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Coumarin; Enzymes; Halogens; Mass spectra; Molecular docking; NMR; Nuclear magnetic resonance; Solvents; Tuberculosis; mycobacterial enoyl reductase; antimicrobial; indole; molecular docking; MW irradiation; coumarin; solvent-free; thiazolidinone; anti-TB
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363218060324

A rapid, efficient and environmentally benign synthesis of novel indole analogs bearing thiazolidinone attached to substituted thiazolyl coumarin scaffolds are synthesized. Conventional and microwave-assisted (MW) approaches are studied. Structures of the products are confirmed by FT-IR, NMR (
1
H and
13
C) and Mass spectra. The
in vitro
antitubercular and antimicrobial activities are evaluated. Several screened compounds demonstrate promising anti-TB and antimicrobial properties. The structure activity relationship (SAR) study reveal that the compounds containing halogens are most potent. Docking of the potent compounds inside the active site of a target enzyme mycobacterial enoyl reductase (InhA)(PDB code 4TZK) is performed.