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

TY - JOUR

T1 - A Facile Synthesis of C2-Substituted Pyrrolo[2,3-f]quinolines with Cytotoxic Activity

AU - Tsotinis, Andrew

AU - Vlachou, Margarita

AU - Zouroudis, Spyridon

AU - Jeney, Andras

AU - Timar, Ferenc

AU - Thurston, David E

AU - Roussakis, Christos

PY - 2005/5/1

Y1 - 2005/5/1

N2 - 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.

AB - 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.

U2 - 10.2174/1570180053765075

DO - 10.2174/1570180053765075

M3 - Article

SN - 1570-1808

VL - 2

SP - 189

EP - 192

JO - Letters In Drug Design & Discovery

JF - Letters In Drug Design & Discovery

IS - 3

ER -