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Indole-fused spirochromenes as potential anti-tubercular agents: design, synthesis and in vitro evaluation

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As part of an ongoing effort to develop new anti-tubercular agents, a series of novel indole-fused spirochromene hybrids (7a–l) were efficiently synthesized in excellent yields by the popular ‘Fisher–Indole synthesis’… Click to show full abstract

As part of an ongoing effort to develop new anti-tubercular agents, a series of novel indole-fused spirochromene hybrids (7a–l) were efficiently synthesized in excellent yields by the popular ‘Fisher–Indole synthesis’ approach. The structure elucidation of the target compounds was carried out by different spectral techniques including 1H-NMR, 13C-NMR, ESI Mass, and FTIR analysis. Additionally, the proposed structure of 7i was proved by single-crystal X-ray analysis. These compounds (7a–l) were screened for in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv (ATCC 27294) strain. The results showed that most of the targets exhibited promising antimycobacterial activity with MICs of 1.56–6.25 μg/mL and weak cytotoxicity (19.93–32.16% at 50 μg/mL). Among them, compound 7l was found to be the most active compound (MIC of 1.56 μg/mL) with a good safety profile (32.16% at 50 μg/mL).

Keywords: tubercular agents; fused spirochromenes; anti tubercular; synthesis; indole fused

Journal Title: Molecular Diversity
Year Published: 2020

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