A Facile Synthesis of C2-Substituted Pyrrolo[2,3-f]quinolines with Cytotoxic Activity

Title: A Facile Synthesis of C2-Substituted Pyrrolo[2,3-f]quinolines with Cytotoxic Activity

Volume: 2 Issue: 3

Author(s): Andrew Tsotinis, Margarita Vlachou, Spyridon Zouroudis, Andras Jeney, Ferenc Timar, David E. Thurston and Christos Roussakis

Affiliation:

Keywords: pyrrolo[f]quinolines, synthesis, cytotoxicity

Abstract: An expeditious four-step synthesis of the 1H-pyrrolo[2,3-f]quinoline-2-carboxamides (5a-h) is described. Readily available 6-quinolinecarboxaldehyde is converted to the parent acid (6) by nucleophilic attack of the azido-ester (9) and intramolecular cyclization of (10) followed by hydrolysis of the methyl ester (11). The cytotoxicity of the target molecules (5a-h) was evaluated in four tumour cell lines in vitro. One compound (5d) showed sufficient activity (IC50 = 10.2 μM) in the human non-small cell lung cell line NSCLCN16- L16 to be worthy of further study.

Cite this article as:

Tsotinis Andrew, Vlachou Margarita, Zouroudis Spyridon, Jeney Andras, Timar Ferenc, Thurston E. David and Roussakis Christos, A Facile Synthesis of C2-Substituted Pyrrolo[2,3-f]quinolines with Cytotoxic Activity, Letters in Drug Design & Discovery 2005; 2 (3) . https://dx.doi.org/10.2174/1570180053765075

DOI https://dx.doi.org/10.2174/1570180053765075	Print ISSN 1570-1808
Publisher Name Bentham Science Publisher	Online ISSN 1875-628X