An ultrasound based greener approach to 1-chloropyrrolo [1, 2-a] quinoxalines as potential anti-tubercular agents

28 5 2025

Authors: Jyothi Shivanoori, Mallesham Baldha, Sunder Kumar Kolli, Ravikumar Kapavarapu, Manojit Pal

Compounds containing the 1-chloropyrrolo[1,2-a]quinoxaline framework were assessed against MtbCM (chorismate mutase) for the identification of possible anti-tubercular entities. These compounds were synthesized via the sonochemical chlorination of pyrrolo[1,2-a]quinoxalines using N-chlorosaccharin. The regioselective C-1 chlorination, mild and eco-friendly conditions, and decreased reaction time are the key aspects of the present ultrasound-assisted method, an application of which is also demonstrated. The molecular docking of synthesized compounds into the target protein MtbCM revealed that they were oriented in the loop region of MtbCM and mostly interacted with the residues in the periphery of the loop via hydrophobic interactions e.g. (i) pi-sigma with LEU130 and LEU65, (ii) pi-anion with ASP69 and (iii) pi-cation with ARG134. Furthermore, similar molecular alignment of -Cl group displaying a …