Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines
A 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.
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| Format: | artículo biblioteca |
| Language: | English |
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Elsevier
2007-05-17
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| Subjects: | Marine drugs, Anticancer drugs, Halogenated piperidines, Halogenated tetrahydropyridines, Solid tumors, Structure–activity relationship, |
| Online Access: | http://hdl.handle.net/10261/212239 |
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dig-ipna-es-10261-2122392020-05-27T01:12:30Z Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines León, Leticia G. Carballo, Rubén M. Vega-Hernández, María C. Martín, Víctor S. Padrón, Juan I. Padrón, José M. Ministerio de Educación y Ciencia (España) Gobierno de Canarias Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship A 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. Peer reviewed 2020-05-26T15:15:58Z 2020-05-26T15:15:58Z 2007-05-17 artículo http://purl.org/coar/resource_type/c_6501 Bioorganic and Medicinal Chemistry Letters 17(10): 2681-2684 (2007) 0960-894X http://hdl.handle.net/10261/212239 10.1016/j.bmcl.2007.03.010 1464-3405 en Postprint https://doi.org/10.1016/j.bmcl.2007.03.010 No none Elsevier |
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Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship |
| spellingShingle |
Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship León, Leticia G. Carballo, Rubén M. Vega-Hernández, María C. Martín, Víctor S. Padrón, Juan I. Padrón, José M. Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| description |
A 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. |
| author2 |
Ministerio de Educación y Ciencia (España) |
| author_facet |
Ministerio de Educación y Ciencia (España) León, Leticia G. Carballo, Rubén M. Vega-Hernández, María C. Martín, Víctor S. Padrón, Juan I. Padrón, José M. |
| format |
artículo |
| topic_facet |
Marine drugs Anticancer drugs Halogenated piperidines Halogenated tetrahydropyridines Solid tumors Structure–activity relationship |
| author |
León, Leticia G. Carballo, Rubén M. Vega-Hernández, María C. Martín, Víctor S. Padrón, Juan I. Padrón, José M. |
| author_sort |
León, Leticia G. |
| title |
Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| title_short |
Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| title_full |
Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| title_fullStr |
Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| title_full_unstemmed |
Antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| title_sort |
antiproliferative activity of 2-alkyl-4-halopiperidines and 2-alkyl-4-halo-1,2,5,6-tetrahydropyridines in solid tumor cell lines |
| publisher |
Elsevier |
| publishDate |
2007-05-17 |
| url |
http://hdl.handle.net/10261/212239 |
| work_keys_str_mv |
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