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Synthesis and Antileukemic Activity of Novel 4-(3-(Piperidin-4-yl) Propyl)Piperidine Derivatives

Vinaya, Kambappa and Kavitha, Chandagirikoppal V and Chandrappa, Siddappa and Prasanna, Doddakunche S and Raghavan, Sathees C and Rangappa, Kanchugarakoppal S (2011) Synthesis and Antileukemic Activity of Novel 4-(3-(Piperidin-4-yl) Propyl)Piperidine Derivatives. In: Chemical Biology & Drug Design, 78 (4). pp. 622-630.

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Official URL: http://onlinelibrary.wiley.com/doi/10.1111/j.1747-...


To explore the anticancer effect associated with the piperidine framework, several (substituted phenyl) {4-[3-(piperidin-4-yl)propyl]piperidin-1-yl} methanone derivatives 3(a-i) were synthesized. Variation in the functional group at N-terminal of the piperidine led to a set of compounds bearing amide moiety. Their chemical structures were confirmed by (1)H NMR, IR and mass spectra analysis. Among these, compounds 3a, 3d and 3e were endowed with antiproliferative activity. The most active compound among this series was 3a with nitro and fluoro substitution on the phenyl ring of aryl carboxamide moiety, which inhibited the growth of human leukemia cells (K562 and Reh) at low concentration. Comparison with other derivative (3h) results shown by LDH assay, cell cycle analysis and DNA fragmentation suggested that 3a is more potent to induce apoptosis.

Item Type: Journal Article
Publication: Chemical Biology & Drug Design
Publisher: John Wiley & Sons
Additional Information: Copyright of this article belongs to John Wiley & Sons.
Keywords: 4-amino benzoic acid;anticancer agents;apoptosis;cell death; DNA damage;leukemia
Department/Centre: Division of Biological Sciences > Biochemistry
Date Deposited: 30 Sep 2011 05:00
Last Modified: 30 Sep 2011 05:00
URI: http://eprints.iisc.ac.in/id/eprint/41003

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