4-Alkyl-4<i>H</i>-thieno[2',3':4,5]pyrrolo[2,3-<i>b</i>]quinoxaline Derivatives as New Heterocyclic Analogues of Indolo[2,3-<i>b</i>]quinoxalines: Synthesis and Antitubercular Activity
Sadykhov GA, Belyaev DV, Khramtsova EE, Vakhrusheva DV, Krasnoborova SY, Dianov DV, Pervova MG, Rusinov GL, et al. (10 authors)
International journal of molecular sciences · 2025-01
Abstract
The synthetic approach based on a sequence of Buchwald-Hartwig cross-coupling and annulation through intramolecular oxidative cyclodehydrogenation has been used for the construction of novel 4-alkyl-4 H -thieno[2',3':4,5]pyrrolo[2,3- b ]quinoxaline derivatives. For the first time, these polycyclic compounds were evaluated for antimycobacterial activity, including extensively drug-resistant strains. A reasonable bacteriostatic effect against Mycobacterium tuberculosis H 37 Rv was demonstrated. A plausible mechanism for antimycobacterial activity of heterocyclic analogues of indolo[2,3- b ]quinoxalines has been advanced on the basis of their molecular docking data.
MeSH terms
- Mycobacterium tuberculosis
- Quinoxalines
- Antitubercular Agents
- Microbial Sensitivity Tests
- Structure-Activity Relationship
- Molecular Docking Simulation