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Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines

AuthorsLeón, Leticia G.; Carballo, Rubén M.; Vega-Hernández, María C.; Martín, Víctor S.; Padrón, Juan I. ; Padrón, José M.
KeywordsMarine drugs
Anticancer drugs
Halogenated piperidines
Halogenated tetrahydropyridines
Solid tumors
Structure–activity relationship
Issue Date17-May-2007
CitationBioorganic and Medicinal Chemistry Letters 17(10): 2681-2684 (2007)
AbstractA series of trans-2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines were prepared by means of an iron(III) catalyzed process. The in vitro antiproliferative activities were examined in the human solid tumor cell lines A2780 (ovarian cancer), SW1573 (non-small cell lung cancer), and WiDr (colon cancer). The results on the biological activity revealed that, in general, the 2-alkyl-4-halo-1,2,5,6-tetrahydropyridine analogs are more potent than the trans-2-alkyl-4-halopiperidine derivatives. A remarkable selectivity of the aza compound 5f for the resistant cell line WiDr was observed. Cell cycle studies revealed a G2/M phase arrest for 5f.
Publisher version (URL)https://doi.org/10.1016/j.bmcl.2007.03.010
Appears in Collections:(IPNA) Artículos
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