Journal of Medicinal Chemistry, volume 61, issue 17, pages 7827-7848
2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction
Felicetti Tommaso
1
,
Cannalire Rolando
1
,
Latacz Gniewomir
2
,
Lubelska Annamaria
2
,
Manfroni Giuseppe
1
,
Barreca Maria Letizia
1
,
Massari Serena
1
,
Tabarrini Oriana
1
,
Kieć-Kononowicz Katarzyna
2
,
Schindler Bryan D
3
,
Kaatz Glenn W.
3
,
Cecchetti Violetta
1
,
Sabatini Stefano
1
1
2
Department of Technology and Biotechnology of Drugs, Faculty of Pharmacy, Jagiellonian University-Medical College, ul. Medyczna 9, 31-688 Cracow, Poland
|
3
John D. Dingell Department of Veterans Affairs Medical Centre and the Department of Internal Medicine, Division of Infectious Diseases, School of Medicine, Wayne State University, Detroit, Michigan 48201, United States
|
Publication type: Journal Article
Publication date: 2018-08-01
Journal:
Journal of Medicinal Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 7.3
ISSN: 00222623, 15204804
Drug Discovery
Molecular Medicine
Abstract
Antimicrobial resistance (AMR) represents a hot topic in drug discovery. Besides the identification of new antibiotics, the use of nonantibiotic molecules to block resistance mechanisms is a powerful alternative. Bacterial efflux pumps exert an early step in AMR development by allowing bacteria to grow at subinhibitorial drug concentrations. Thus, efflux pump inhibitors (EPIs) offer a great opportunity to fight AMR. Given our experience in developing Staphylococcus aureus NorA EPIs, in this work, starting from the 2-phenylquinoline hit 1, we planned the introduction of methoxy groups on the basis of their presence in known NorA EPIs. Among the 35 different synthesized derivatives, compounds 3b and 7d exhibited the best NorA inhibition activity by restoring at very low concentrations ciprofloxacin MICs against resistant S. aureus strains. Interestingly, both compounds displayed EPI activities at nontoxic concentrations for human cells as well as highlighted promising results by preliminary pharmacokinetic studies.
Citations by journals
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Citations by publishers
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14
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Elsevier
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14 publications, 33.33%
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7 publications, 16.67%
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5 publications, 11.9%
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4 publications, 9.52%
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3 publications, 7.14%
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2 publications, 4.76%
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Beilstein-Institut
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1 publication, 2.38%
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Frontiers Media S.A.
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Frontiers Media S.A.
1 publication, 2.38%
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Springer Nature
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Springer Nature
1 publication, 2.38%
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Oxford University Press
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Oxford University Press
1 publication, 2.38%
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2
4
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Felicetti T. et al. 2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction // Journal of Medicinal Chemistry. 2018. Vol. 61. No. 17. pp. 7827-7848.
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Felicetti T., Cannalire R., Pietrella D., Latacz G., Lubelska A., Manfroni G., Barreca M. L., Massari S., Tabarrini O., Kieć-Kononowicz K., Schindler B. D., Kaatz G. W., Cecchetti V., Sabatini S. 2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction // Journal of Medicinal Chemistry. 2018. Vol. 61. No. 17. pp. 7827-7848.
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TY - JOUR
DO - 10.1021/acs.jmedchem.8b00791
UR - https://doi.org/10.1021%2Facs.jmedchem.8b00791
TI - 2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction
T2 - Journal of Medicinal Chemistry
AU - Schindler, Bryan D
AU - Felicetti, Tommaso
AU - Cannalire, Rolando
AU - Manfroni, Giuseppe
AU - Barreca, Maria Letizia
AU - Sabatini, Stefano
AU - Pietrella, Donatella
AU - Latacz, Gniewomir
AU - Lubelska, Annamaria
AU - Massari, Serena
AU - Tabarrini, Oriana
AU - Kieć-Kononowicz, Katarzyna
AU - Kaatz, Glenn W.
AU - Cecchetti, Violetta
PY - 2018
DA - 2018/08/01 00:00:00
PB - American Chemical Society (ACS)
SP - 7827-7848
IS - 17
VL - 61
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2018_Felicetti,
author = {Bryan D Schindler and Tommaso Felicetti and Rolando Cannalire and Giuseppe Manfroni and Maria Letizia Barreca and Stefano Sabatini and Donatella Pietrella and Gniewomir Latacz and Annamaria Lubelska and Serena Massari and Oriana Tabarrini and Katarzyna Kieć-Kononowicz and Glenn W. Kaatz and Violetta Cecchetti},
title = {2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction},
journal = {Journal of Medicinal Chemistry},
year = {2018},
volume = {61},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021%2Facs.jmedchem.8b00791},
number = {17},
pages = {7827--7848},
doi = {10.1021/acs.jmedchem.8b00791}
}
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MLA
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Felicetti, Tommaso, et al. “2-Phenylquinoline S. aureus NorA Efflux Pump Inhibitors: Evaluation of the Importance of Methoxy Group Introduction.” Journal of Medicinal Chemistry, vol. 61, no. 17, Aug. 2018, pp. 7827-7848. https://doi.org/10.1021%2Facs.jmedchem.8b00791.