Anti-tumoral activity of imidazoquines, a new class of antimalarials derived from primaquine

被引：19

作者：

Fernandes, Iva ^{[1
]}

Vale, Nuno ^{[1
]}

de Freitas, Victor ^{[1
]}

Moreira, Rui ^{[2
]}

Mateus, Nuno ^{[1
]}

Gomes, Paula ^{[1
]}

机构：

[1] Univ Porto, CIQUP, Dept Quim, Fac Ciencias, P-4169007 Oporto, Portugal

[2] iMed UL, CECF, Fac Farm Lisboa, P-1600083 Lisbon, Portugal

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 24期

关键词：

Anti-tumoral; Breast cancer; Imidazolidin-4-ones; Malaria; Primaquine; Quinolines; BREAST-CANCER; OXIDATIVE STRESS; DIPEPTIDE DERIVATIVES; IMIDAZOLIDIN-4-ONE DERIVATIVES; POTENTIAL ANTIMALARIAL; HYPOXIA; DIFFERENTIATION; STATISTICS;

D O I：

10.1016/j.bmcl.2009.10.081

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The growth inhibitory activity of imidazoquines, antimalarial imidazolidin-4-ones derived from primaquine, on human cancer cell lines HT-29, Caco-2, and MCF-7 has been evaluated. Primaquine, N-dipeptidyl-primaquine derivatives, and other quinolines have been included in the study for comparison purposes. Primaquine and some of its derivatives were significantly active against the MCF-7 human breast cancer cell line, so these compounds might represent useful leads targeted at the development of novel specific agents against breast cancer. Conversely, all compounds were generally inactive against HT-29, with only one of the imidazoquines having IC50 below 50 mu M. Activities against the Caco-2 cell line were modest and did not follow any defined trend. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：6914 / 6917

页数：4

共 43 条

[1] Imidazolidin-4-one derivatives of primaquine as novel transmission-blocking antimalarials
Araújo, MJ
Bom, J
Capela, R
Casimiro, C
Chambel, P
Gomes, P
Iley, J
Lopes, F
Morais, J
Moreira, R
de Oliveira, E
do Rosário, V
Vale, N
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (03) : 888 - 892
[2] Reactivity of imidazolidin-4-one derivatives of primaquine: implications for prodrug design
Chambel, Paula
Capela, Rita
Lopes, Francisca
Iley, Jim
Morais, Jose
Gouveia, Luis
Gomes, Jose R. B.
Gomes, Paula
Moreira, Rui
[J]. TETRAHEDRON, 2006, 62 (42) : 9883 - 9891
[3] Dawson R. M. C., 1959, DATA BIOCH RES
[4] THE HEATS AND ENTROPIES OF IONISATION OF SOME AROMATIC AND N-HETEROAROMATIC AMINES
ELLIOTT, JJ
MASON, SF
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1959, (JUL-A): : 2352 - 2359
[5] Unanticipated stereoselectivity in the reaction of primaquine α-aminoamides with substituted benzaldehydes:: A computational and experimental study
Ferraz, Ricardo
Gomes, Jose R. B.
de Oliveira, Eliandre
Moreira, Rui
Gomes, Paula
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (11) : 4189 - 4197
[6] Quinoline antimalarials: Mechanisms of action and resistance and prospects for new agents
Foley, M
Tilley, L
[J]. PHARMACOLOGY & THERAPEUTICS, 1998, 79 (01) : 55 - 87
[7] Lipid peroxidation, oxidative stress genes and dietary factors in breast cancer protection: a hypothesis
Gago-Dominguez, Manuela
Jiang, Xuejuan
Castelao, J. Esteban
[J]. BREAST CANCER RESEARCH, 2007, 9 (01) : 201
[8] Synthesis of imidazolidin-4-one and 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-dione derivatives of primaquine:: scope and limitations
Gomes, P
Araújo, MJ
Rodrigues, M
Vale, N
Azevedo, Z
Iley, J
Chambel, P
Morais, J
Moreira, R
[J]. TETRAHEDRON, 2004, 60 (26) : 5551 - 5562
[9] GUNJAN G, 2008, DRUG DEVELOP RES, V69, P526
[10] CORRELATION OF THE BASE STRENGTHS OF AMINES
HALL, HK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (20) : 5441 - 5444

← 1 2 3 4 5 →