Schiff Base of Isatin with 2-Thiopheneethylamine and Its Mannich Bases: Synthesis, Docking, and In Vitro Anti-Inflammatory and Antitubercular Activity

A series of Schiff base conjugate of isatin with 2-thiopheneethylamine and its Mannich bases 3‑(2-(thiophen-2-yl) ethylimino)indolin-2-ones (I–VIII) were synthesized in good yield and investigated for in-vitro antitubercular and anti-inflammatory activity. The in vitro anti-inflammatory activity of compounds was tested by analyzing percentage inhibition of denaturation of Bovine Serum Albumin (BSA) and the antitubercular activity was tested against Mycobacterium tuberculosis (MTB H37Rv strain, ATCC 27294) by Almar blue assay. The compounds 3-(2-(thiophen-2-yl)ethylimino)-1-((4-phenylpiperazin-1-yl)methyl)-indolin-2-one (VII) showed better in vitro antitubercular (MIC: 3.12 µg/mL) and anti-inflammatory activity (81.85% inhibition of denaturation of BSA at 100 µg/mL) amongst synthesized compounds. The docking study revealed the possible interaction of compounds with the receptor protein binding site for anti-inflammatory activity. In silico drug-likeness and ADME analysis studies were performed to understand possible pharmacokinetic properties.