Open Access
Journal of Medicinal Chemistry, volume 60, issue 14, pages 6045-6059
Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms
Picconi Pietro
1
,
Hind Charlotte
2
,
Jamshidi Shirin
1
,
NAHAR KAZI
1
,
Clifford Melanie
2
,
Wand Matthew P.
2
,
Sutton J. M.
2
,
Rahman Khondaker Miraz
1
2
National
Infections Service, Porton Down, Public Health England, Salisbury SP4 0JG, Wiltshire U.K.
|
Publication type: Journal Article
Publication date: 2017-07-11
Journal:
Journal of Medicinal Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 7.3
ISSN: 00222623, 15204804
Drug Discovery
Molecular Medicine
Abstract
A new class of nontoxic triaryl benzimidazole compounds, derived from existing classes of DNA minor groove binders, were designed, synthesized, and evaluated for their antibacterial activity against multidrug resistant (MDR) Gram-positive and Gram-negative species. Molecular modeling experiments suggest that the newly synthesized class cannot be accommodated within the minor groove of DNA due to a change in the shape of the molecules. Compounds 8, 13, and 14 were found to be the most active of the series, with MICs in the range of 0.5-4 μg/mL against the MDR Staphylococci and Enterococci species. Compound 13 showed moderate activity against the MDR Gram-negative strains, with MICs in the range of 16-32 μg/mL. Active compounds showed a bactericidal mode of action, and a mechanistic study suggested the inhibition of bacterial gyrase as the mechanism of action (MOA) of this chemical class. The MOA was further supported by the molecular modeling study.
Citations by journals
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Letters in Drug Design and Discovery
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1 publication, 3.23%
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Antibiotics
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Scientia Pharmaceutica
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1 publication, 3.23%
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Frontiers in Microbiology
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1 publication, 3.23%
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1 publication, 3.23%
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Chemistry Central Journal
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1 publication, 3.23%
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Journal of Inclusion Phenomena and Macrocyclic Chemistry
1 publication, 3.23%
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Polyhedron
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Polyhedron
1 publication, 3.23%
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Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
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Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
1 publication, 3.23%
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Journal of Electroanalytical Chemistry
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1 publication, 3.23%
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Luminescence
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1 publication, 3.23%
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1 publication, 3.23%
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1 publication, 3.23%
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1 publication, 3.23%
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Journal of Materials Research and Technology
1 publication, 3.23%
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Anais da Academia Brasileira de Ciencias, 1, 3.23%
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1 publication, 3.23%
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Bioorganic and Medicinal Chemistry Letters
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1 publication, 3.23%
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Journal of Biomolecular Structure and Dynamics
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Journal of Biomolecular Structure and Dynamics
1 publication, 3.23%
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2
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Citations by publishers
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1
2
3
4
5
6
7
8
9
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Elsevier
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Elsevier
9 publications, 29.03%
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Springer Nature
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Springer Nature
4 publications, 12.9%
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Bentham Science
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Bentham Science
3 publications, 9.68%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
3 publications, 9.68%
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Royal Society of Chemistry (RSC)
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Royal Society of Chemistry (RSC)
3 publications, 9.68%
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Taylor & Francis
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Taylor & Francis
3 publications, 9.68%
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
2 publications, 6.45%
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Beilstein-Institut
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Beilstein-Institut
1 publication, 3.23%
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Frontiers Media S.A.
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Frontiers Media S.A.
1 publication, 3.23%
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Wiley
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Wiley
1 publication, 3.23%
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Academia Brasileira de Ciencias
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Academia Brasileira de Ciencias, 1, 3.23%
Academia Brasileira de Ciencias
1 publication, 3.23%
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1
2
3
4
5
6
7
8
9
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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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Picconi P. et al. Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 14. pp. 6045-6059.
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Picconi P., Hind C., Jamshidi S., NAHAR K., Clifford M., Wand M. P., Sutton J. M., Rahman K. M. Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 14. pp. 6045-6059.
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TY - JOUR
DO - 10.1021/acs.jmedchem.7b00108
UR - https://doi.org/10.1021%2Facs.jmedchem.7b00108
TI - Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms
T2 - Journal of Medicinal Chemistry
AU - Picconi, Pietro
AU - Clifford, Melanie
AU - Rahman, Khondaker Miraz
AU - Hind, Charlotte
AU - Jamshidi, Shirin
AU - NAHAR, KAZI
AU - Wand, Matthew P.
AU - Sutton, J. M.
PY - 2017
DA - 2017/07/11 00:00:00
PB - American Chemical Society (ACS)
SP - 6045-6059
IS - 14
VL - 60
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
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@article{2017_Picconi,
author = {Pietro Picconi and Melanie Clifford and Khondaker Miraz Rahman and Charlotte Hind and Shirin Jamshidi and KAZI NAHAR and Matthew P. Wand and J. M. Sutton},
title = {Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms},
journal = {Journal of Medicinal Chemistry},
year = {2017},
volume = {60},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021%2Facs.jmedchem.7b00108},
number = {14},
pages = {6045--6059},
doi = {10.1021/acs.jmedchem.7b00108}
}
Cite this
MLA
Copy
Picconi, Pietro, et al. “Triaryl Benzimidazoles as a New Class of Antibacterial Agents against Resistant Pathogenic Microorganisms.” Journal of Medicinal Chemistry, vol. 60, no. 14, Jul. 2017, pp. 6045-6059. https://doi.org/10.1021%2Facs.jmedchem.7b00108.