Open Access

Antimicrobial Agents and Chemotherapy, volume 61, issue 11

Dual Mechanism of Action of 5-Nitro-1,10-Phenanthroline against Mycobacterium tuberculosis

Saqib Kidwai ¹

Chan Yong Park ^{2, 3}

Shradha Mawatwal ⁴

PRABHAKAR TIWARI ¹

Myung Geun Jung ²

Tannu Priya Gosain ¹

Pradeep Kumar ⁵

David Alland ⁵

Sandeep Kumar ⁶

Avinash Bajaj ⁶

Yun Kyung Hwang ²

Chang Sik Song ³

Rohan Dhiman ⁴

Ill Young Lee ²

Ramandeep Singh ¹

Hide authors affiliations Show authors affiliations: 6 affiliations

Vaccine and Infectious Disease Research Centre, Translational Health Science and Technology Institute, NCR Biotech Science Cluster, Faridabad, Haryana, India |

Eco-Friendly New Materials Research Centre, Korean Research Institute of Chemical Technology, Daejeon, South Korea |

Department of Chemistry, Sung Kyun Kwan University, Suwon, South Korea |

⁴

Laboratory of Mycobacterial Immunology, Department of Life Science, National Institute of Technology, Rourkela, Odisha, India |

⁵

Division of Infectious Disease, Department of Medicine, and the Ruy V. Lourenco Centre for the Study of Emerging and Reemerging Pathogens, Rutgers University-New Jersey Medical School, Newark, New Jersey, USA |

⁶

Laboratory of Nanotechnology and Chemical Biology, Regional Centre for Biotechnology, NCR Biotech Science Cluster, Faridabad, Haryana, India |

Publication type: Journal Article

Publication date: 2017-11-05

American Society for Microbiology

Journal: Antimicrobial Agents and Chemotherapy

Quartile SCImago

Quartile WOS

Impact factor: 4.9

ISSN: 00664804, 10986596

DOI: 10.1128/aac.00969-17

Copy DOI

PubMed ID: 28893784

Pharmacology

Infectious Diseases

Pharmacology (medical)

Abstract

ABSTRACT New chemotherapeutic agents with novel mechanisms of action are urgently required to combat the challenge imposed by the emergence of drug-resistant mycobacteria. In this study, a phenotypic whole-cell screen identified 5-nitro-1,10-phenanthroline (5NP) as a lead compound. 5NP-resistant isolates harbored mutations that were mapped to fbiB and were also resistant to the bicyclic nitroimidazole PA-824. Mechanistic studies confirmed that 5NP is activated in an F420-dependent manner, resulting in the formation of 1,10-phenanthroline and 1,10-phenanthrolin-5-amine as major metabolites in bacteria. Interestingly, 5NP also killed naturally resistant intracellular bacteria by inducing autophagy in macrophages. Structure-activity relationship studies revealed the essentiality of the nitro group for in vitro activity, and an analog, 3-methyl-6-nitro-1,10-phenanthroline, that had improved in vitro activity and in vivo efficacy in mice compared with that of 5NP was designed. These findings demonstrate that, in addition to a direct mechanism of action against Mycobacterium tuberculosis, 5NP also modulates the host machinery to kill intracellular pathogens.

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Citations by journals

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Frontiers in Microbiology	Frontiers in Microbiology, 2, 6.67% Frontiers in Microbiology 2 publications, 6.67%
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Antimicrobial Agents and Chemotherapy	Antimicrobial Agents and Chemotherapy, 2, 6.67% Antimicrobial Agents and Chemotherapy 2 publications, 6.67%
Journal of Structural Chemistry	Journal of Structural Chemistry, 1, 3.33% Journal of Structural Chemistry 1 publication, 3.33%
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Results in Chemistry	Results in Chemistry, 1, 3.33% Results in Chemistry 1 publication, 3.33%
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Citations by publishers

	1 2 3 4 5 6 7 8
Elsevier	Elsevier, 8, 26.67% Elsevier 8 publications, 26.67%
American Society for Microbiology	American Society for Microbiology, 4, 13.33% American Society for Microbiology 4 publications, 13.33%
Frontiers Media S.A.	Frontiers Media S.A., 3, 10% Frontiers Media S.A. 3 publications, 10%
Wiley	Wiley, 2, 6.67% Wiley 2 publications, 6.67%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 2, 6.67% Royal Society of Chemistry (RSC) 2 publications, 6.67%
Pleiades Publishing	Pleiades Publishing, 1, 3.33% Pleiades Publishing 1 publication, 3.33%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 1, 3.33% Multidisciplinary Digital Publishing Institute (MDPI) 1 publication, 3.33%
Springer Nature	Springer Nature, 1, 3.33% Springer Nature 1 publication, 3.33%
American Society for Biochemistry and Molecular Biology	American Society for Biochemistry and Molecular Biology, 1, 3.33% American Society for Biochemistry and Molecular Biology 1 publication, 3.33%
American Chemical Society (ACS)	American Chemical Society (ACS), 1, 3.33% American Chemical Society (ACS) 1 publication, 3.33%
Taylor & Francis	Taylor & Francis, 1, 3.33% Taylor & Francis 1 publication, 3.33%
Oxford University Press	Oxford University Press, 1, 3.33% Oxford University Press 1 publication, 3.33%
American Association for the Advancement of Science (AAAS)	American Association for the Advancement of Science (AAAS), 1, 3.33% American Association for the Advancement of Science (AAAS) 1 publication, 3.33%
Sociedade Brasileira de Genetica	Sociedade Brasileira de Genetica, 1, 3.33% Sociedade Brasileira de Genetica 1 publication, 3.33%
	1 2 3 4 5 6 7 8

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Kidwai S. et al. Dual Mechanism of Action of 5-Nitro-1,10-Phenanthroline against Mycobacterium tuberculosis // Antimicrobial Agents and Chemotherapy. 2017. Vol. 61. No. 11.

GOST all authors (up to 50) Copy

Kidwai S., Park C. Y., Mawatwal S., TIWARI P., Jung M. G., Gosain T. P., Kumar P., Alland D., Kumar S., Bajaj A., Hwang Y. K., Song C. S., Dhiman R., Lee I. Y., Singh R. Dual Mechanism of Action of 5-Nitro-1,10-Phenanthroline against Mycobacterium tuberculosis // Antimicrobial Agents and Chemotherapy. 2017. Vol. 61. No. 11.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1128/aac.00969-17

UR - https://doi.org/10.1128/aac.00969-17

TI - Dual Mechanism of Action of 5-Nitro-1,10-Phenanthroline against Mycobacterium tuberculosis

T2 - Antimicrobial Agents and Chemotherapy

AU - Kidwai, Saqib

AU - Park, Chan Yong

AU - Mawatwal, Shradha

AU - TIWARI, PRABHAKAR

AU - Jung, Myung Geun

AU - Gosain, Tannu Priya

AU - Kumar, Pradeep

AU - Alland, David

AU - Kumar, Sandeep

AU - Bajaj, Avinash

AU - Hwang, Yun Kyung

AU - Song, Chang Sik

AU - Dhiman, Rohan

AU - Lee, Ill Young

AU - Singh, Ramandeep

PY - 2017

DA - 2017/11/05 00:00:00

PB - American Society for Microbiology

IS - 11

VL - 61

PMID - 28893784

SN - 0066-4804

SN - 1098-6596

ER -

BibTex

Cite this

BibTex Copy

@article{2017_Kidwai,

author = {Saqib Kidwai and Chan Yong Park and Shradha Mawatwal and PRABHAKAR TIWARI and Myung Geun Jung and Tannu Priya Gosain and Pradeep Kumar and David Alland and Sandeep Kumar and Avinash Bajaj and Yun Kyung Hwang and Chang Sik Song and Rohan Dhiman and Ill Young Lee and Ramandeep Singh},

title = {Dual Mechanism of Action of 5-Nitro-1,10-Phenanthroline against Mycobacterium tuberculosis},

journal = {Antimicrobial Agents and Chemotherapy},

year = {2017},

volume = {61},

publisher = {American Society for Microbiology},

month = {nov},

url = {https://doi.org/10.1128/aac.00969-17},

number = {11},

doi = {10.1128/aac.00969-17}

}

Found error?

Publisher

American Society for Microbiology

Journal

Antimicrobial Agents and Chemotherapy

Quartile SCImago

Quartile WOS

Impact factor

4.9

ISSN

00664804 (Print)
10986596 (Electronic)