Investigation and Synthesis of Benzothiazole-Derived Schiff Base Ligand Against Mycobacterium tuberculosis

Tuberculosis (TB) is a critical issue for medical purposes. The synthesis of the hetero-atoms holding in the compound, Benzhydrylidene-(6-methyl-benzothiazol-2-yl)-amine (MTA) Schiff base ligand for the versatile application in anti-tuberculosis (anti-TB). Synthesis of the aliphatic or aromatic amine reacts with an active carbonyl compound (aldehyde or ketone) by nucleophilic addition, giving a hemiaminal solution followed by elimination of water to form a C=N double bond (an imine) during reflux of seven hr. at the 65oC. Reaction in ethanol, equimolar amounts of 6-methyl-benzothiazol-2-ylamine and Diphenyl-methanone were combined to form the Schiff base ligand. The MTA Schiff base ligand is characterized by several spectroscopic techniques like Fourier-Transform Infrared (FT-IR), Proton Nuclear Magnetic Resonance (1H-NMR), and Ultraviolet-Visible (UV-Vis) and Electron Spray Ionization (ESI) Mass spectroscopy. The computational study checked the biological activity to calculate the molecular docking against the glutamine protein enzyme (PDB ID-3ZXR). The molecular docking score was – 8.1 kcal mol-1 for the MTA Schiff base ligand, whereas – 4.6 kcal mol-1 is reported for the standard drug (Pyrazinamide). The MTA Schiff base ligand's product formation yield has significant potential. The synthesized compound is obtained, yielding 86%.