✦ LIBER ✦

N-alkylated 3,5-bis(arylidene)-4-piperidones. Synthetic approaches, X-ray structure and anticancer activity

✍ Scribed by Michael V. Makarov; Irina L. Odinets; Konstantin A. Lyssenko; Ekaterina Yu. Rybalkina; Ilya V. Kosilkin; Mikhail Yu. Antipin; Tatiana V. Timofeeva

Publisher: Journal of Heterocyclic Chemistry
Year: 2008
Tongue: English
Weight: 417 KB
Volume: 45
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570450315

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✦ Synopsis

Abstract

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In a search for cytotoxic fluorescent materials a series of N‐alkylated and N,N‐dialkylated 3,5‐bis(arylidene)piperidones was synthesized. Alkylation of 3,5‐bis(arylidene)‐4‐piperidone afforded quaternary salts only while condensation of N‐alkyl‐4‐piperidones with substituted benzaldehydes was a convenient route to the corresponding N‐alkylated compounds. Compounds and their pharmaceutically acceptable salts demonstrated high activity against resistant human lung carcinoma cell line A549 with IC~50~ values in the range of 0.3‐6.5 μM.

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