TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Srbljanović, Jelena
AU  - Đurković-Đaković, Olgica
AU  - Bogojević, Katarina
AU  - Sciotti, Richard J.
AU  - Šolaja, Bogdan A.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2441
AB  - Malaria is a severe and life-threatening disease caused by Plasmodium parasites that are spread to humans through bites of infected Anopheles mosquitoes. Here, we report on the efficacy of aminoquinolines coupled to benzothiophene and thiophene rings in inhibiting Plasmodium falciparum parasite growth. Synthesized compounds were evaluated for their antimalarial activity and toxicity, in vitro and in mice. Benzothiophenes presented in this paper showed improved activities against a chloroquine susceptible (CQS) strain, with potencies of IC50 = 6 nM, and cured 5/5 Plasmodium berghei infected mice when dosed orally at 160 mg/kg/day x 3 days. In the benzothiophene series, the examined antiplasmodials were more active against the CQS strain D6, than against strains chloroquine resistant (CQR) W2 and multidrug-resistant (MDR) TM91C235. For the thiophene series, a very interesting feature was revealed: hypersensitivity to the CQR strains, resistance index (RI) of  lt  1. This is in sharp contrast to chloroquine, indicating that further development of the series would provide us with more potent antimalarials against CQR strains.
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners
VL  - 22
IS  - 3
DO  - 10.3390/molecules22030343
ER  - 

@article{
author = "Konstantinović, Jelena M. and Videnović, Milica and Srbljanović, Jelena and Đurković-Đaković, Olgica and Bogojević, Katarina and Sciotti, Richard J. and Šolaja, Bogdan A.",
year = "2017",
abstract = "Malaria is a severe and life-threatening disease caused by Plasmodium parasites that are spread to humans through bites of infected Anopheles mosquitoes. Here, we report on the efficacy of aminoquinolines coupled to benzothiophene and thiophene rings in inhibiting Plasmodium falciparum parasite growth. Synthesized compounds were evaluated for their antimalarial activity and toxicity, in vitro and in mice. Benzothiophenes presented in this paper showed improved activities against a chloroquine susceptible (CQS) strain, with potencies of IC50 = 6 nM, and cured 5/5 Plasmodium berghei infected mice when dosed orally at 160 mg/kg/day x 3 days. In the benzothiophene series, the examined antiplasmodials were more active against the CQS strain D6, than against strains chloroquine resistant (CQR) W2 and multidrug-resistant (MDR) TM91C235. For the thiophene series, a very interesting feature was revealed: hypersensitivity to the CQR strains, resistance index (RI) of  lt  1. This is in sharp contrast to chloroquine, indicating that further development of the series would provide us with more potent antimalarials against CQR strains.",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners",
volume = "22",
number = "3",
doi = "10.3390/molecules22030343"
}

Konstantinović, J. M., Videnović, M., Srbljanović, J., Đurković-Đaković, O., Bogojević, K., Sciotti, R. J.,& Šolaja, B. A.. (2017). Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. in Molecules
Mdpi Ag, Basel., 22(3).
https://doi.org/10.3390/molecules22030343

Konstantinović JM, Videnović M, Srbljanović J, Đurković-Đaković O, Bogojević K, Sciotti RJ, Šolaja BA. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. in Molecules. 2017;22(3).
doi:10.3390/molecules22030343 .

Konstantinović, Jelena M., Videnović, Milica, Srbljanović, Jelena, Đurković-Đaković, Olgica, Bogojević, Katarina, Sciotti, Richard J., Šolaja, Bogdan A., "Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners" in Molecules, 22, no. 3 (2017),
https://doi.org/10.3390/molecules22030343 . .

TY  - DATA
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Srbljanović, Jelena
AU  - Đurković-Đaković, Olgica
AU  - Bogojević, Katarina
AU  - Sciotti, Richard J.
AU  - Šolaja, Bogdan A.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3022
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3022
ER  - 

@misc{
author = "Konstantinović, Jelena M. and Videnović, Milica and Srbljanović, Jelena and Đurković-Đaković, Olgica and Bogojević, Katarina and Sciotti, Richard J. and Šolaja, Bogdan A.",
year = "2017",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3022"
}

Konstantinović, J. M., Videnović, M., Srbljanović, J., Đurković-Đaković, O., Bogojević, K., Sciotti, R. J.,& Šolaja, B. A.. (2017). Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343. in Molecules
Mdpi Ag, Basel..
https://hdl.handle.net/21.15107/rcub_cherry_3022

Konstantinović JM, Videnović M, Srbljanović J, Đurković-Đaković O, Bogojević K, Sciotti RJ, Šolaja BA. Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343. in Molecules. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3022 .

Konstantinović, Jelena M., Videnović, Milica, Srbljanović, Jelena, Đurković-Đaković, Olgica, Bogojević, Katarina, Sciotti, Richard J., Šolaja, Bogdan A., "Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343" in Molecules (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3022 .

TY  - DATA
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 A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3381
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3381
ER  - 

@misc{
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 A.",
year = "2015",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3381"
}

Opsenica, I., Verbić, T., Tot, M., Sciotti, R. J., Pybus, B. S., Đurković-Đaković, O., Slavić, K.,& Šolaja, B. A.. (2015). Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3381

Opsenica I, Verbić T, Tot M, Sciotti RJ, Pybus BS, Đurković-Đaković O, Slavić K, Šolaja BA. Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061. in Bioorganic and Medicinal Chemistry. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3381 .

Opsenica, Igor, Verbić, Tatjana, Tot, Mikloš, Sciotti, Richard J., Pybus, Brandon S., Đurković-Đaković, Olgica, Slavić, Ksenija, Šolaja, Bogdan A., "Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061" in Bioorganic and Medicinal Chemistry (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3381 .

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 A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1691
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 and Medicinal Chemistry
T1  - Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice
VL  - 23
IS  - 9
SP  - 2176
EP  - 2186
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 A.",
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 and Medicinal Chemistry",
title = "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice",
volume = "23",
number = "9",
pages = "2176-2186",
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. A.. (2015). Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic and 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 BA. Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic and 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 A., "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice" in Bioorganic and Medicinal Chemistry, 23, no. 9 (2015):2176-2186,
https://doi.org/10.1016/j.bmc.2015.02.061 . .

TY  - JOUR
AU  - Videnović, Milica
AU  - Opsenica, Dejan M.
AU  - Burnett, James C.
AU  - Gomba, Laura
AU  - Nuss, Jonathan E.
AU  - Selaković, Života
AU  - Konstantinović, Jelena M.
AU  - Krstić-Ristivojević, Maja
AU  - Šegan, Sandra B.
AU  - Zlatović, Mario
AU  - Sciotti, Richard J.
AU  - Bavari, Sina
AU  - Šolaja, Bogdan A.
PY  - 2014
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1781
AB  - Significantly more potent second generation 4-amino-7-chloroquinoline (4,7-ACQ) based inhibitors of the botulinum neurotoxin serotype A (BoNT/A) light chain were synthesized. Introducing an amino group at the C(3) position of the cholate component markedly increased potency (IC50 values for such derivatives ranged from 0.81 to 2.27 mu M). Two additional subclasses were prepared: bis(steroidal)-4,7-ACQ derivatives and bis(4,7-ACQ)cholate derivatives; both classes provided inhibitors with nanomolar-range potencies (e.g., the K-i of compound 67 is 0.10 mu M). During BoNT/A challenge using primary neurons, select derivatives protected SNAP-25 by up to 89%. Docking simulations were performed to rationalize the compounds' in vitro potencies. In addition to specific residue contacts, coordination of the enzyme's catalytic zinc and expulsion of the enzyme's catalytic water were a consistent theme. With respect to antimalarial activity, the compounds provided better IC90 activities against chloroquine resistant (CQR) malaria than CQ, and seven compounds were more active than mefloquine against CQR strain W2.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Second Generation Steroidal 4-Aminoquinolines Are Potent, Dual-Target Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease and P. falciparum Malaria
VL  - 57
IS  - 10
SP  - 4134
EP  - 4153
DO  - 10.1021/jm500033r
ER  - 

@article{
author = "Videnović, Milica and Opsenica, Dejan M. and Burnett, James C. and Gomba, Laura and Nuss, Jonathan E. and Selaković, Života and Konstantinović, Jelena M. and Krstić-Ristivojević, Maja and Šegan, Sandra B. and Zlatović, Mario and Sciotti, Richard J. and Bavari, Sina and Šolaja, Bogdan A.",
year = "2014",
abstract = "Significantly more potent second generation 4-amino-7-chloroquinoline (4,7-ACQ) based inhibitors of the botulinum neurotoxin serotype A (BoNT/A) light chain were synthesized. Introducing an amino group at the C(3) position of the cholate component markedly increased potency (IC50 values for such derivatives ranged from 0.81 to 2.27 mu M). Two additional subclasses were prepared: bis(steroidal)-4,7-ACQ derivatives and bis(4,7-ACQ)cholate derivatives; both classes provided inhibitors with nanomolar-range potencies (e.g., the K-i of compound 67 is 0.10 mu M). During BoNT/A challenge using primary neurons, select derivatives protected SNAP-25 by up to 89%. Docking simulations were performed to rationalize the compounds' in vitro potencies. In addition to specific residue contacts, coordination of the enzyme's catalytic zinc and expulsion of the enzyme's catalytic water were a consistent theme. With respect to antimalarial activity, the compounds provided better IC90 activities against chloroquine resistant (CQR) malaria than CQ, and seven compounds were more active than mefloquine against CQR strain W2.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Second Generation Steroidal 4-Aminoquinolines Are Potent, Dual-Target Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease and P. falciparum Malaria",
volume = "57",
number = "10",
pages = "4134-4153",
doi = "10.1021/jm500033r"
}

Videnović, M., Opsenica, D. M., Burnett, J. C., Gomba, L., Nuss, J. E., Selaković, Ž., Konstantinović, J. M., Krstić-Ristivojević, M., Šegan, S. B., Zlatović, M., Sciotti, R. J., Bavari, S.,& Šolaja, B. A.. (2014). Second Generation Steroidal 4-Aminoquinolines Are Potent, Dual-Target Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease and P. falciparum Malaria. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 57(10), 4134-4153.
https://doi.org/10.1021/jm500033r

Videnović M, Opsenica DM, Burnett JC, Gomba L, Nuss JE, Selaković Ž, Konstantinović JM, Krstić-Ristivojević M, Šegan SB, Zlatović M, Sciotti RJ, Bavari S, Šolaja BA. Second Generation Steroidal 4-Aminoquinolines Are Potent, Dual-Target Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease and P. falciparum Malaria. in Journal of Medicinal Chemistry. 2014;57(10):4134-4153.
doi:10.1021/jm500033r .

Videnović, Milica, Opsenica, Dejan M., Burnett, James C., Gomba, Laura, Nuss, Jonathan E., Selaković, Života, Konstantinović, Jelena M., Krstić-Ristivojević, Maja, Šegan, Sandra B., Zlatović, Mario, Sciotti, Richard J., Bavari, Sina, Šolaja, Bogdan A., "Second Generation Steroidal 4-Aminoquinolines Are Potent, Dual-Target Inhibitors of the Botulinum Neurotoxin Serotype A Metalloprotease and P. falciparum Malaria" in Journal of Medicinal Chemistry, 57, no. 10 (2014):4134-4153,
https://doi.org/10.1021/jm500033r . .

TY  - JOUR
AU  - Opsenica, Igor
AU  - Tot, Mikloš
AU  - Gomba, Laura
AU  - Nuss, Jonathan E.
AU  - Sciotti, Richard J.
AU  - Bavari, Sina
AU  - Burnett, James C.
AU  - Šolaja, Bogdan A.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1381
AB  - Structurally simplified analogues of dual antimalarial and botulinum neurotoxin serotype A light chain (BoNT/A LC) inhibitor bis-aminoquinoline (1) were prepared. New compounds were designed to improve ligand efficiency while maintaining or exceeding the inhibitory potency of 1. Three of the new compounds are more active than 1 against both indications. Metabolically, the new inhibitors are relatively stable and nontoxic. 12, 14, and 15 are more potent BoNT/A LC inhibitors than 1. Additionally, 15 has excellent in vitro antimalarial efficacy, with IC90 values ranging from 4.45 to 12.11 nM against five Plasmodium falciparum (Pf) strains: W2, D6, C235, C2A, and C2B. The results indicate that the same level of inhibitory efficacy provided by 1 can be retained/exceeded with less structural complexity. 12, 14, and 15 provide new platforms for the development of more potent dual BoNT/A LC and P.f. inhibitors adhering to generally accepted chemical properties associated with the druggability of synthetic molecules.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - 4-Amino-7-chloroquinolines: Probing Ligand Efficiency Provides Botulinum Neurotoxin Serotype A Light Chain Inhibitors with Significant Antiprotozoal Activity
VL  - 56
IS  - 14
SP  - 5860
EP  - 5871
DO  - 10.1021/jm4006077
ER  - 

@article{
author = "Opsenica, Igor and Tot, Mikloš and Gomba, Laura and Nuss, Jonathan E. and Sciotti, Richard J. and Bavari, Sina and Burnett, James C. and Šolaja, Bogdan A.",
year = "2013",
abstract = "Structurally simplified analogues of dual antimalarial and botulinum neurotoxin serotype A light chain (BoNT/A LC) inhibitor bis-aminoquinoline (1) were prepared. New compounds were designed to improve ligand efficiency while maintaining or exceeding the inhibitory potency of 1. Three of the new compounds are more active than 1 against both indications. Metabolically, the new inhibitors are relatively stable and nontoxic. 12, 14, and 15 are more potent BoNT/A LC inhibitors than 1. Additionally, 15 has excellent in vitro antimalarial efficacy, with IC90 values ranging from 4.45 to 12.11 nM against five Plasmodium falciparum (Pf) strains: W2, D6, C235, C2A, and C2B. The results indicate that the same level of inhibitory efficacy provided by 1 can be retained/exceeded with less structural complexity. 12, 14, and 15 provide new platforms for the development of more potent dual BoNT/A LC and P.f. inhibitors adhering to generally accepted chemical properties associated with the druggability of synthetic molecules.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "4-Amino-7-chloroquinolines: Probing Ligand Efficiency Provides Botulinum Neurotoxin Serotype A Light Chain Inhibitors with Significant Antiprotozoal Activity",
volume = "56",
number = "14",
pages = "5860-5871",
doi = "10.1021/jm4006077"
}

Opsenica, I., Tot, M., Gomba, L., Nuss, J. E., Sciotti, R. J., Bavari, S., Burnett, J. C.,& Šolaja, B. A.. (2013). 4-Amino-7-chloroquinolines: Probing Ligand Efficiency Provides Botulinum Neurotoxin Serotype A Light Chain Inhibitors with Significant Antiprotozoal Activity. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 56(14), 5860-5871.
https://doi.org/10.1021/jm4006077

Opsenica I, Tot M, Gomba L, Nuss JE, Sciotti RJ, Bavari S, Burnett JC, Šolaja BA. 4-Amino-7-chloroquinolines: Probing Ligand Efficiency Provides Botulinum Neurotoxin Serotype A Light Chain Inhibitors with Significant Antiprotozoal Activity. in Journal of Medicinal Chemistry. 2013;56(14):5860-5871.
doi:10.1021/jm4006077 .

Opsenica, Igor, Tot, Mikloš, Gomba, Laura, Nuss, Jonathan E., Sciotti, Richard J., Bavari, Sina, Burnett, James C., Šolaja, Bogdan A., "4-Amino-7-chloroquinolines: Probing Ligand Efficiency Provides Botulinum Neurotoxin Serotype A Light Chain Inhibitors with Significant Antiprotozoal Activity" in Journal of Medicinal Chemistry, 56, no. 14 (2013):5860-5871,
https://doi.org/10.1021/jm4006077 . .

TY  - JOUR
AU  - Opsenica, Igor
AU  - Burnett, James C.
AU  - Gussio, Rick
AU  - Opsenica, Dejan M.
AU  - Todorović, Nina
AU  - Lanteri, Charlotte A.
AU  - Sciotti, Richard J.
AU  - Gettayacamin, Montip
AU  - Basilico, Nicoletta
AU  - Taramelli, Donatella
AU  - Nuss, Jonathan E.
AU  - Wanner, Laura
AU  - Panchal, Rekha G.
AU  - Šolaja, Bogdan A.
AU  - Bavari, Sina
PY  - 2011
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1157
AB  - A 1,7-bis(alkylamino)diazachrysene-based small molecule was previously identified as an inhibitor of the botulinum neurotoxin serotype A light chain metalloprotease. Subsequently, a variety of derivatives of this chemotype were synthesized to develop structure activity relationships, and all are inhibitors of the BoNT/A LC. Three-dimensional analyses indicated that half of the originally discovered 1,7-DAAC structure superimposed well with 4-amino-7-chloroquinolinebased antimalarial agents. This observation led to the discovery that several of the 1,7-DAAC derivatives are potent in vitro inhibitors of Plasmodium falciparum and, in general, are more efficacious against CQ-resistant strains than against CQ-susceptible strains. In addition, by inhibiting beta-hematin formation, the most efficacious 1,7-DAAC-based antimalarials employ a mechanism of action analogous to that of 4,7-ACQ-based antimalarials and are well tolerated by normal cells. One candidate was also effective when administered orally in a rodent-based malaria model. Finally, the 1,7-DAAC-based derivatives were examined for Ebola filovirus inhibition in an assay employing Vero76 cells, and three provided promising antiviral activities and acceptably low toxicities.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus
VL  - 54
IS  - 5
SP  - 1157
EP  - 1169
DO  - 10.1021/jm100938u
ER  - 

@article{
author = "Opsenica, Igor and Burnett, James C. and Gussio, Rick and Opsenica, Dejan M. and Todorović, Nina and Lanteri, Charlotte A. and Sciotti, Richard J. and Gettayacamin, Montip and Basilico, Nicoletta and Taramelli, Donatella and Nuss, Jonathan E. and Wanner, Laura and Panchal, Rekha G. and Šolaja, Bogdan A. and Bavari, Sina",
year = "2011",
abstract = "A 1,7-bis(alkylamino)diazachrysene-based small molecule was previously identified as an inhibitor of the botulinum neurotoxin serotype A light chain metalloprotease. Subsequently, a variety of derivatives of this chemotype were synthesized to develop structure activity relationships, and all are inhibitors of the BoNT/A LC. Three-dimensional analyses indicated that half of the originally discovered 1,7-DAAC structure superimposed well with 4-amino-7-chloroquinolinebased antimalarial agents. This observation led to the discovery that several of the 1,7-DAAC derivatives are potent in vitro inhibitors of Plasmodium falciparum and, in general, are more efficacious against CQ-resistant strains than against CQ-susceptible strains. In addition, by inhibiting beta-hematin formation, the most efficacious 1,7-DAAC-based antimalarials employ a mechanism of action analogous to that of 4,7-ACQ-based antimalarials and are well tolerated by normal cells. One candidate was also effective when administered orally in a rodent-based malaria model. Finally, the 1,7-DAAC-based derivatives were examined for Ebola filovirus inhibition in an assay employing Vero76 cells, and three provided promising antiviral activities and acceptably low toxicities.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus",
volume = "54",
number = "5",
pages = "1157-1169",
doi = "10.1021/jm100938u"
}

Opsenica, I., Burnett, J. C., Gussio, R., Opsenica, D. M., Todorović, N., Lanteri, C. A., Sciotti, R. J., Gettayacamin, M., Basilico, N., Taramelli, D., Nuss, J. E., Wanner, L., Panchal, R. G., Šolaja, B. A.,& Bavari, S.. (2011). A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 54(5), 1157-1169.
https://doi.org/10.1021/jm100938u

Opsenica I, Burnett JC, Gussio R, Opsenica DM, Todorović N, Lanteri CA, Sciotti RJ, Gettayacamin M, Basilico N, Taramelli D, Nuss JE, Wanner L, Panchal RG, Šolaja BA, Bavari S. A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus. in Journal of Medicinal Chemistry. 2011;54(5):1157-1169.
doi:10.1021/jm100938u .

Opsenica, Igor, Burnett, James C., Gussio, Rick, Opsenica, Dejan M., Todorović, Nina, Lanteri, Charlotte A., Sciotti, Richard J., Gettayacamin, Montip, Basilico, Nicoletta, Taramelli, Donatella, Nuss, Jonathan E., Wanner, Laura, Panchal, Rekha G., Šolaja, Bogdan A., Bavari, Sina, "A Chemotype That Inhibits Three Unrelated Pathogenic Targets: The Botulinum Neurotoxin Serotype A Light Chain, P. falciparum Malaria, and the Ebola Filovirus" in Journal of Medicinal Chemistry, 54, no. 5 (2011):1157-1169,
https://doi.org/10.1021/jm100938u . .