Synthesis and Evaluation of Anti-Tubercular Activity of Schiff Base Divalent Metal Complexes of 7‑Amino‑4‑Methyl‑Benzopyran‑2‑One Derivatives

Abstract

Background: The anti-tubercular characteristics of coumarin-metal complexes have received greater research attention than their other biological attributes because of the urgency of TB treatment. This study focuses on the synthesis and anti-tubercular activity of Schiff base manganese metal complexes of derivatives of 7-amino-4-methyl-benzopyran-2-one. Five of the title compounds have been synthesized. These were made by mixing m-aminophenol, ethyl acetate, and ethyl chloroformate together to create substituted urethane. The resultant substance was further condensed with sulphuric acid and ethyl acetoacetate to produce 7-carbethoxyamino-4-methyl benzopyran-2-one, which was then converted to 7-amino-4-methyl-benzopyran-2-one.

Results: This was then used to synthesize the (S1-5) Schiff base compounds by reacting it with a series of substituted aromatic aldehydes. Metal complexes (M1–5) of benzopyran-2-one Schiff derivatives were generated by stirring at 25°C, followed by filtering. TLC was used to determine the purity of the compounds. Spectroscopic measurements verified the structures of these substances.

Conclusion: The consequently produced title compounds are next characterized by IR and 1H NMR spectrum analyses. The IR characteristic peaks validated the production of the desired chemicals. A thorough 1H NMR analysis of the products also confirmed the process. The MABA method was used to examine all of these recently synthesized compounds M1–M5 for their in vitro anti-tubercular activity.