Structure–Activity Relationship for the Oxadiazole Class of Antibiotics
Edward Spink
1
,
Derong Ding
1
,
Zhihong Peng
1
,
Marc A Boudreau
1
,
Erika Leemans
1
,
Elena Lastochkin
1
,
Wei Song
1
,
Katerina Lichtenwalter
1
,
Peter I Odaniel
1
,
Sebastian A Testero
1
,
Hualiang Pi
1
,
Valerie A. Schroeder
2
,
William R. Wolter
2
,
Nuno T. Antunes
1
,
Mark A. Suckow
2
,
Sergei Vakulenko
1
,
Mayland Chang
1
,
Publication type: Journal Article
Publication date: 2015-01-30
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
25590813
Drug Discovery
Molecular Medicine
Abstract
The structure-activity relationship (SAR) for the newly discovered oxadiazole class of antibiotics is described with evaluation of 120 derivatives of the lead structure. This class of antibiotics was discovered by in silico docking and scoring against the crystal structure of a penicillin-binding protein. They impair cell-wall biosynthesis and exhibit activities against the Gram-positive bacterium Staphylococcus aureus, including methicillin-resistant S. aureus (MRSA) and vancomycin-resistant and linezolid-resistant S. aureus. 5-(1H-Indol-5-yl)-3-(4-(4-(trifluoromethyl)phenoxy)phenyl)-1,2,4-oxadiazole (antibiotic 75b) was efficacious in a mouse model of MRSA infection, exhibiting a long half-life, a high volume of distribution, and low clearance. This antibiotic is bactericidal and is orally bioavailable in mice. This class of antibiotics holds great promise in recourse against infections by MRSA.
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87
Total citations:
87
Citations from 2025:
6
(6.9%)
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MLA
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GOST
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Spink E. et al. Structure–Activity Relationship for the Oxadiazole Class of Antibiotics // Journal of Medicinal Chemistry. 2015. Vol. 58. No. 3. pp. 1380-1389.
GOST all authors (up to 50)
Copy
Spink E., Ding D., Peng Z., Boudreau M. A., Leemans E., Lastochkin E., Song W., Lichtenwalter K., Odaniel P. I., Testero S. A., Pi H., Schroeder V. A., Wolter W. R., Antunes N. T., Suckow M. A., Vakulenko S., Chang M., Mobashery S. Structure–Activity Relationship for the Oxadiazole Class of Antibiotics // Journal of Medicinal Chemistry. 2015. Vol. 58. No. 3. pp. 1380-1389.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/jm501661f
UR - https://doi.org/10.1021/jm501661f
TI - Structure–Activity Relationship for the Oxadiazole Class of Antibiotics
T2 - Journal of Medicinal Chemistry
AU - Spink, Edward
AU - Ding, Derong
AU - Peng, Zhihong
AU - Boudreau, Marc A
AU - Leemans, Erika
AU - Lastochkin, Elena
AU - Song, Wei
AU - Lichtenwalter, Katerina
AU - Odaniel, Peter I
AU - Testero, Sebastian A
AU - Pi, Hualiang
AU - Schroeder, Valerie A.
AU - Wolter, William R.
AU - Antunes, Nuno T.
AU - Suckow, Mark A.
AU - Vakulenko, Sergei
AU - Chang, Mayland
AU - Mobashery, Shahriar
PY - 2015
DA - 2015/01/30
PB - American Chemical Society (ACS)
SP - 1380-1389
IS - 3
VL - 58
PMID - 25590813
SN - 0022-2623
SN - 1520-4804
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2015_Spink,
author = {Edward Spink and Derong Ding and Zhihong Peng and Marc A Boudreau and Erika Leemans and Elena Lastochkin and Wei Song and Katerina Lichtenwalter and Peter I Odaniel and Sebastian A Testero and Hualiang Pi and Valerie A. Schroeder and William R. Wolter and Nuno T. Antunes and Mark A. Suckow and Sergei Vakulenko and Mayland Chang and Shahriar Mobashery},
title = {Structure–Activity Relationship for the Oxadiazole Class of Antibiotics},
journal = {Journal of Medicinal Chemistry},
year = {2015},
volume = {58},
publisher = {American Chemical Society (ACS)},
month = {jan},
url = {https://doi.org/10.1021/jm501661f},
number = {3},
pages = {1380--1389},
doi = {10.1021/jm501661f}
}
Cite this
MLA
Copy
Spink, Edward, et al. “Structure–Activity Relationship for the Oxadiazole Class of Antibiotics.” Journal of Medicinal Chemistry, vol. 58, no. 3, Jan. 2015, pp. 1380-1389. https://doi.org/10.1021/jm501661f.