We herein report the design and synthesis of a novel series of thiophene-and furan-based aminoquinoline derivatives which were found to be potent antimalarials and inhibitors of b-hematin polymerization. Tested compounds were 3-71 times more potent in vitro than CQ against chloroquine-resistant (CQR) W2 strain with benzonitrile 30 being as active as mefloquine (MFQ), and almost all synthesized aminoquinolines (22/27) were more potent than MFQ against multidrug-resistant (MDR) strain C235. In vivo experiments revealed that compound 28 showed clearance with recrudescence at 40 mg/kg/day, while 5/5 mice survived in Thompson test at 160 mg/kg/day.
TY - JOUR
AU - Opsenica, Igor
AU - Verbić, Tatjana
AU - Tot, Mikloš
AU - Sciotti, Richard J.
AU - Pybus, Brandon S.
AU - Đurković-Đaković, Olgica
AU - Slavić, Ksenija
AU - Šolaja, Bogdan
PY - 2015
UR - http://rimi.imi.bg.ac.rs/handle/123456789/661
AB - We herein report the design and synthesis of a novel series of thiophene-and furan-based aminoquinoline derivatives which were found to be potent antimalarials and inhibitors of b-hematin polymerization. Tested compounds were 3-71 times more potent in vitro than CQ against chloroquine-resistant (CQR) W2 strain with benzonitrile 30 being as active as mefloquine (MFQ), and almost all synthesized aminoquinolines (22/27) were more potent than MFQ against multidrug-resistant (MDR) strain C235. In vivo experiments revealed that compound 28 showed clearance with recrudescence at 40 mg/kg/day, while 5/5 mice survived in Thompson test at 160 mg/kg/day.
PB - Pergamon-Elsevier Science Ltd, Oxford
T2 - Bioorganic & Medicinal Chemistry
T1 - Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice
EP - 2186
IS - 9
SP - 2176
VL - 23
DO - 10.1016/j.bmc.2015.02.061
UR - conv_3469
ER -
@article{
author = "Opsenica, Igor and Verbić, Tatjana and Tot, Mikloš and Sciotti, Richard J. and Pybus, Brandon S. and Đurković-Đaković, Olgica and Slavić, Ksenija and Šolaja, Bogdan",
year = "2015",
abstract = "We herein report the design and synthesis of a novel series of thiophene-and furan-based aminoquinoline derivatives which were found to be potent antimalarials and inhibitors of b-hematin polymerization. Tested compounds were 3-71 times more potent in vitro than CQ against chloroquine-resistant (CQR) W2 strain with benzonitrile 30 being as active as mefloquine (MFQ), and almost all synthesized aminoquinolines (22/27) were more potent than MFQ against multidrug-resistant (MDR) strain C235. In vivo experiments revealed that compound 28 showed clearance with recrudescence at 40 mg/kg/day, while 5/5 mice survived in Thompson test at 160 mg/kg/day.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic & Medicinal Chemistry",
title = "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice",
pages = "2186-2176",
number = "9",
volume = "23",
doi = "10.1016/j.bmc.2015.02.061",
url = "conv_3469"
}
Opsenica, I., Verbić, T., Tot, M., Sciotti, R. J., Pybus, B. S., Đurković-Đaković, O., Slavić, K.,& Šolaja, B.. (2015). Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic & Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 23(9), 2176-2186.
https://doi.org/10.1016/j.bmc.2015.02.061
conv_3469
Opsenica I, Verbić T, Tot M, Sciotti RJ, Pybus BS, Đurković-Đaković O, Slavić K, Šolaja B. Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic & Medicinal Chemistry. 2015;23(9):2176-2186.
doi:10.1016/j.bmc.2015.02.061
conv_3469 .
Opsenica, Igor, Verbić, Tatjana, Tot, Mikloš, Sciotti, Richard J., Pybus, Brandon S., Đurković-Đaković, Olgica, Slavić, Ksenija, Šolaja, Bogdan, "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice" in Bioorganic & Medicinal Chemistry, 23, no. 9 (2015):2176-2186,
https://doi.org/10.1016/j.bmc.2015.02.061 .,
conv_3469 .
