Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice
Само за регистроване кориснике
2015
Аутори
Opsenica, IgorVerbić, Tatjana
Tot, Mikloš
Sciotti, Richard J.
Pybus, Brandon S.
Đurković-Đaković, Olgica
Slavić, Ksenija
Šolaja, Bogdan
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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.
Кључне речи:
Malaria / Thiophene / Furan / Aminoquinoline inhibitors / P. berghei / Chemotherapy / Cytotoxicity / beta-Hematin polymerization inhibitorsИзвор:
Bioorganic & Medicinal Chemistry, 2015, 23, 9, 2176-2186Издавач:
- Pergamon-Elsevier Science Ltd, Oxford
Финансирање / пројекти:
- Serbian Academy of Sciences and Arts
- Синтеза аминохинолина и њихових деривата као антималарика и инхибитора ботулинум неуротоксина А (RS-MESTD-Basic Research (BR or ON)-172008)
- Контрола инфекција апикомплексним патогенима: од нових места деловања лека до предикције (RS-MESTD-Integrated and Interdisciplinary Research (IIR or III)-41019)
DOI: 10.1016/j.bmc.2015.02.061
ISSN: 0968-0896
PubMed: 25801154
WoS: 000352698700027
Scopus: 2-s2.0-84940003621
Институција/група
Institut za medicinska istraživanjaTY - 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 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" }
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
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 .
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 . .