Open Access

Journal of Medicinal Chemistry, volume 60, issue 20, pages 8456-8465

Membrane-Active Hydantoin Derivatives as Antibiotic Agents

Ma Su ¹

Donglin Xia ²

Teng Peng ¹

Nimmagadda Alekhya ¹

Zhang Chao ²

Odom Timothy ¹

Cao Annie ¹

Hu Y ²

Cai Jianfeng ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

Department of Chemistry, University of South Florida, 4202 E. Fowler Ave, Tampa, Florida 33620, United States |

Department of Biomedical Engineering, College of Engineering and Applied Science, Nanjing University, 22 Hankou Road, Nanjing, Jiangsu 210093, P. R. China |

Publication type: Journal Article

Publication date: 2017-10-06

American Chemical Society (ACS)

Journal: Journal of Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor: 7.3

ISSN: 00222623, 15204804

DOI: 10.1021/acs.jmedchem.7b00847

Copy DOI

PubMed ID: 28984451

Drug Discovery

Molecular Medicine

Abstract

Hydantoin (imidazolidinedione) derivatives such as nitrofurantoin are small molecules that have aroused considerable interest recently due to their low rate of bacterial resistance. However, their moderate antimicrobial activity may hamper their application combating antibiotic resistance in the long run. Herein, we report the design of bacterial membrane-active hydantoin derivatives, from which we identified compounds that show much more potent antimicrobial activity than nitrofurantoin against a panel of clinically relevant Gram-positive and Gram-negative bacterial strains. These compounds are able to act on bacterial membranes, analogous to natural host-defense peptides. Additionally, these hydantoin compounds not only kill bacterial pathogens rapidly but also prevent the development of methicillin-resistant Staphylococcus aureus (MRSA) bacterial resistance under the tested conditions. More intriguingly, the lead compound exhibited in vivo efficacy that is much superior to vancomycin by eradicating bacteria and suppressing inflammation caused by MRSA-induced pneumonia in a rat model, demonstrating its promising therapeutic potential.

By date By citations

Citations by journals

	2 4 6 8 10 12
Journal of Medicinal Chemistry	Journal of Medicinal Chemistry, 12, 15.38% Journal of Medicinal Chemistry 12 publications, 15.38%
European Journal of Medicinal Chemistry	European Journal of Medicinal Chemistry, 8, 10.26% European Journal of Medicinal Chemistry 8 publications, 10.26%
Molecules	Molecules, 5, 6.41% Molecules 5 publications, 6.41%
Bioorganic Chemistry	Bioorganic Chemistry, 3, 3.85% Bioorganic Chemistry 3 publications, 3.85%
ACS applied materials & interfaces	ACS applied materials & interfaces, 3, 3.85% ACS applied materials & interfaces 3 publications, 3.85%
Frontiers in Microbiology	Frontiers in Microbiology, 2, 2.56% Frontiers in Microbiology 2 publications, 2.56%
Journal of Organic Chemistry	Journal of Organic Chemistry, 2, 2.56% Journal of Organic Chemistry 2 publications, 2.56%
Bioorganic and Medicinal Chemistry Letters	Bioorganic and Medicinal Chemistry Letters, 2, 2.56% Bioorganic and Medicinal Chemistry Letters 2 publications, 2.56%
Pest Management Science	Pest Management Science, 2, 2.56% Pest Management Science 2 publications, 2.56%
ACS Infectious Diseases	ACS Infectious Diseases, 2, 2.56% ACS Infectious Diseases 2 publications, 2.56%
Biomaterials Science	Biomaterials Science, 2, 2.56% Biomaterials Science 2 publications, 2.56%
Chemical Communications	Chemical Communications, 2, 2.56% Chemical Communications 2 publications, 2.56%
Combinatorial Chemistry and High Throughput Screening	Combinatorial Chemistry and High Throughput Screening, 1, 1.28% Combinatorial Chemistry and High Throughput Screening 1 publication, 1.28%
Materials	Materials, 1, 1.28% Materials 1 publication, 1.28%
Frontiers in Chemistry	Frontiers in Chemistry, 1, 1.28% Frontiers in Chemistry 1 publication, 1.28%
Frontiers in Immunology	Frontiers in Immunology, 1, 1.28% Frontiers in Immunology 1 publication, 1.28%
Medicinal Chemistry Research	Medicinal Chemistry Research, 1, 1.28% Medicinal Chemistry Research 1 publication, 1.28%
Journal of Nanoparticle Research	Journal of Nanoparticle Research, 1, 1.28% Journal of Nanoparticle Research 1 publication, 1.28%
Journal of Molecular Graphics and Modelling	Journal of Molecular Graphics and Modelling, 1, 1.28% Journal of Molecular Graphics and Modelling 1 publication, 1.28%
Bioorganic and Medicinal Chemistry	Bioorganic and Medicinal Chemistry, 1, 1.28% Bioorganic and Medicinal Chemistry 1 publication, 1.28%
Applied Surface Science	Applied Surface Science, 1, 1.28% Applied Surface Science 1 publication, 1.28%
Journal of Molecular Structure	Journal of Molecular Structure, 1, 1.28% Journal of Molecular Structure 1 publication, 1.28%
Microbiology and Molecular Biology Reviews	Microbiology and Molecular Biology Reviews, 1, 1.28% Microbiology and Molecular Biology Reviews 1 publication, 1.28%
Advanced Drug Delivery Reviews	Advanced Drug Delivery Reviews, 1, 1.28% Advanced Drug Delivery Reviews 1 publication, 1.28%
Macromolecular Rapid Communications	Macromolecular Rapid Communications, 1, 1.28% Macromolecular Rapid Communications 1 publication, 1.28%
Chemistry - An Asian Journal	Chemistry - An Asian Journal, 1, 1.28% Chemistry - An Asian Journal 1 publication, 1.28%
Journal of Heterocyclic Chemistry	Journal of Heterocyclic Chemistry, 1, 1.28% Journal of Heterocyclic Chemistry 1 publication, 1.28%
Advanced Functional Materials	Advanced Functional Materials, 1, 1.28% Advanced Functional Materials 1 publication, 1.28%
Advanced Optical Materials	Advanced Optical Materials, 1, 1.28% Advanced Optical Materials 1 publication, 1.28%
Biomacromolecules	Biomacromolecules, 1, 1.28% Biomacromolecules 1 publication, 1.28%
	2 4 6 8 10 12

Citations by publishers

	5 10 15 20 25
American Chemical Society (ACS)	American Chemical Society (ACS), 24, 30.77% American Chemical Society (ACS) 24 publications, 30.77%
Elsevier	Elsevier, 20, 25.64% Elsevier 20 publications, 25.64%
Wiley	Wiley, 9, 11.54% Wiley 9 publications, 11.54%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 7, 8.97% Multidisciplinary Digital Publishing Institute (MDPI) 7 publications, 8.97%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 5, 6.41% Royal Society of Chemistry (RSC) 5 publications, 6.41%
Frontiers Media S.A.	Frontiers Media S.A., 4, 5.13% Frontiers Media S.A. 4 publications, 5.13%
Taylor & Francis	Taylor & Francis, 3, 3.85% Taylor & Francis 3 publications, 3.85%
Springer Nature	Springer Nature, 2, 2.56% Springer Nature 2 publications, 2.56%
Bentham Science	Bentham Science, 1, 1.28% Bentham Science 1 publication, 1.28%
American Society for Microbiology	American Society for Microbiology, 1, 1.28% American Society for Microbiology 1 publication, 1.28%
Hindawi Limited	Hindawi Limited, 1, 1.28% Hindawi Limited 1 publication, 1.28%
Pleiades Publishing	Pleiades Publishing, 1, 1.28% Pleiades Publishing 1 publication, 1.28%
	5 10 15 20 25

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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GOST |

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GOST Copy

Ma S. et al. Membrane-Active Hydantoin Derivatives as Antibiotic Agents // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 20. pp. 8456-8465.

GOST all authors (up to 50) Copy

Ma S., Donglin X., Teng P., Nimmagadda A., Zhang C., Odom T., Cao A., Hu Y., Cai J. Membrane-Active Hydantoin Derivatives as Antibiotic Agents // Journal of Medicinal Chemistry. 2017. Vol. 60. No. 20. pp. 8456-8465.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/acs.jmedchem.7b00847

UR - https://doi.org/10.1021%2Facs.jmedchem.7b00847

TI - Membrane-Active Hydantoin Derivatives as Antibiotic Agents

T2 - Journal of Medicinal Chemistry

AU - Ma, Su

AU - Donglin, Xia

AU - Nimmagadda, Alekhya

AU - Odom, Timothy

AU - Cao, Annie

AU - Hu, Y

AU - Cai, Jianfeng

AU - Teng, Peng

AU - Zhang, Chao

PY - 2017

DA - 2017/10/06 00:00:00

PB - American Chemical Society (ACS)

SP - 8456-8465

IS - 20

VL - 60

PMID - 28984451

SN - 0022-2623

SN - 1520-4804

ER -

BibTex |

Cite this

BibTex Copy

@article{2017_Ma,

author = {Su Ma and Xia Donglin and Alekhya Nimmagadda and Timothy Odom and Annie Cao and Y Hu and Jianfeng Cai and Peng Teng and Chao Zhang},

title = {Membrane-Active Hydantoin Derivatives as Antibiotic Agents},

journal = {Journal of Medicinal Chemistry},

year = {2017},

volume = {60},

publisher = {American Chemical Society (ACS)},

month = {oct},

url = {https://doi.org/10.1021%2Facs.jmedchem.7b00847},

number = {20},

pages = {8456--8465},

doi = {10.1021/acs.jmedchem.7b00847}

}

MLA

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MLA Copy

Ma, Su, et al. “Membrane-Active Hydantoin Derivatives as Antibiotic Agents.” Journal of Medicinal Chemistry, vol. 60, no. 20, Oct. 2017, pp. 8456-8465. https://doi.org/10.1021%2Facs.jmedchem.7b00847.

Found error?

Publisher

American Chemical Society (ACS)

Journal

Journal of Medicinal Chemistry

Quartile SCImago

Quartile WOS

Impact factor

7.3

ISSN

00222623 (Print)
15204804 (Electronic)