Identification of Novel Imidazo[1,2-a]pyridine Inhibitors Targeting M. tuberculosis QcrB
Publication Date
December 31, 2012
Journal
PLOS ONE
Authors
Katherine A. Abrahams, Jonathan A. G. Cox, Vickey L. Spivey, Nicholas J. Loman, et al
Volume
7
Issue
12
Pages
e52951
DOI
https://dx.plos.org/10.1371/journal.pone.0052951
Publisher URL
http://journals.plos.org/plosone/article?id=10.1371%2Fjournal.pone.0052951
PubMed
http://www.ncbi.nlm.nih.gov/pubmed/23300833
PubMed Central
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3534098
Europe PMC
http://europepmc.org/abstract/MED/23300833
Web of Science
000313872600041
Scopus
84871764621
Mendeley
http://www.mendeley.com/research/identification-novel-imidazo12apyridine-inhibitors-targeting-m-tuberculosis-qcrb
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Mendeley | Further Information

{"title"=>"Identification of Novel Imidazo[1,2-a]pyridine Inhibitors Targeting M. tuberculosis QcrB", "type"=>"journal", "authors"=>[{"first_name"=>"Katherine A.", "last_name"=>"Abrahams", "scopus_author_id"=>"55542599000"}, {"first_name"=>"Jonathan A.G.", "last_name"=>"Cox", "scopus_author_id"=>"55542146100"}, {"first_name"=>"Vickey L.", "last_name"=>"Spivey", "scopus_author_id"=>"37075808200"}, {"first_name"=>"Nicholas J.", "last_name"=>"Loman", "scopus_author_id"=>"6701414703"}, {"first_name"=>"Mark J.", "last_name"=>"Pallen", "scopus_author_id"=>"7005883114"}, {"first_name"=>"Chrystala", "last_name"=>"Constantinidou", "scopus_author_id"=>"6603440157"}, {"first_name"=>"Raquel", "last_name"=>"Fernández", "scopus_author_id"=>"35315493700"}, {"first_name"=>"Carlos", "last_name"=>"Alemparte", "scopus_author_id"=>"57194286516"}, {"first_name"=>"Modesto J.", "last_name"=>"Remuiñán", "scopus_author_id"=>"56658709100"}, {"first_name"=>"David", "last_name"=>"Barros", "scopus_author_id"=>"56653725900"}, {"first_name"=>"Lluis", "last_name"=>"Ballell", "scopus_author_id"=>"6508364138"}, {"first_name"=>"Gurdyal S.", "last_name"=>"Besra", "scopus_author_id"=>"7004651537"}], "year"=>2012, "source"=>"PLoS ONE", "identifiers"=>{"sgr"=>"84871764621", "doi"=>"10.1371/journal.pone.0052951", "pui"=>"368034352", "pmid"=>"23300833", "scopus"=>"2-s2.0-84871764621", "issn"=>"19326203", "isbn"=>"1932-6203"}, "id"=>"4ca87eb2-d0a9-3c68-9e16-1c9a4cc38d02", "abstract"=>"Mycobacterium tuberculosis is a major human pathogen and the causative agent for the pulmonary disease, tuberculosis (TB). Current treatment programs to combat TB are under threat due to the emergence of multi-drug and extensively-drug resistant TB. Through the use of high throughput whole cell screening of an extensive compound library a number of imidazo[1,2-a]pyridine (IP) compounds were obtained as potent lead molecules active against M. tuberculosis and Mycobacterium bovis BCG. The IP inhibitors (1-4) demonstrated minimum inhibitory concentrations (MICs) in the range of 0.03 to 5 microM against a panel of M. tuberculosis strains. M. bovis BCG spontaneous resistant mutants were generated against IP 1, 3, and 4 at 5x MIC and subsequent whole genome sequencing identified a single nucleotide polymorphism (937)ACC>(937)GCC (T313A) in qcrB, which encodes the b subunit of the electron transport ubiquinol cytochrome C reductase. This mutation also conferred cross-resistance against IP 1, 3 and 4 demonstrating a common target. Gene dosage experiments confirmed M. bovis BCG QcrB as the target where over-expression in M. bovis BCG led to an increase in MIC from 0.5 to >8 microM for IP 3. An acute murine model of TB infection established bacteriostatic activity of the IP series, which await further detailed characterization.", "link"=>"http://www.mendeley.com/research/identification-novel-imidazo12apyridine-inhibitors-targeting-m-tuberculosis-qcrb", "reader_count"=>80, "reader_count_by_academic_status"=>{"Unspecified"=>4, "Researcher"=>19, "Student > Doctoral Student"=>3, "Student > Ph. D. Student"=>16, "Student > Postgraduate"=>1, "Student > Master"=>11, "Other"=>4, "Student > Bachelor"=>19, "Lecturer"=>1, "Professor"=>2}, "reader_count_by_user_role"=>{"Unspecified"=>4, "Researcher"=>19, "Student > Doctoral Student"=>3, "Student > Ph. D. Student"=>16, "Student > Postgraduate"=>1, "Student > Master"=>11, "Other"=>4, "Student > Bachelor"=>19, "Lecturer"=>1, "Professor"=>2}, "reader_count_by_subject_area"=>{"Unspecified"=>5, "Biochemistry, Genetics and Molecular Biology"=>13, "Mathematics"=>1, "Medicine and Dentistry"=>12, "Agricultural and Biological Sciences"=>21, "Pharmacology, Toxicology and Pharmaceutical Science"=>6, "Chemistry"=>19, "Immunology and Microbiology"=>3}, "reader_count_by_subdiscipline"=>{"Medicine and Dentistry"=>{"Medicine and Dentistry"=>12}, "Chemistry"=>{"Chemistry"=>19}, "Immunology and Microbiology"=>{"Immunology and Microbiology"=>3}, "Agricultural and Biological Sciences"=>{"Agricultural and Biological Sciences"=>21}, "Biochemistry, Genetics and Molecular Biology"=>{"Biochemistry, Genetics and Molecular Biology"=>13}, "Mathematics"=>{"Mathematics"=>1}, "Unspecified"=>{"Unspecified"=>5}, "Pharmacology, Toxicology and Pharmaceutical Science"=>{"Pharmacology, Toxicology and Pharmaceutical Science"=>6}}, "reader_count_by_country"=>{"Brazil"=>1, "United Kingdom"=>1, "India"=>1, "Spain"=>1}, "group_count"=>1}

CrossRef

Scopus | Further Information

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Figshare

  • {"files"=>["https://ndownloader.figshare.com/files/514510"], "description"=>"<p>Structures of the initial IP hits (<b>1</b> and <b>2</b>) identified in the HTS campaign against <i>M. bovis</i> BCG (activity later confirmed in <i>M. tuberculosis</i>) and of optimized compounds <b>3</b> and <b>4</b>.</p>", "links"=>[], "tags"=>["ip"], "article_id"=>184992, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g001", "stats"=>{"downloads"=>3, "page_views"=>5, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Compounds_from_the_IP_series_active_against_M_tuberculosis_/184992", "title"=>"Compounds from the IP series active against <i>M. tuberculosis</i>.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:41:46"}
  • {"files"=>["https://ndownloader.figshare.com/files/515283"], "description"=>"a<p>Restriction sites used for cloning are underlined (Bam<i>HI,</i> Hind<i>III</i>).</p>", "links"=>[], "tags"=>["genetics and genomics", "chemistry", "Infectious diseases", "microbiology", "Biochemistry"], "article_id"=>185764, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.t002", "stats"=>{"downloads"=>9, "page_views"=>27, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Primers_used_for_the_construction_of_pMV261_qcrB_pMV261_qcrCAB_and_pMV261_ctaE_qcrCAB_/185764", "title"=>"Primers used for the construction of pMV261::<i>qcrB</i>, pMV261::<i>qcrCAB</i> and pMV261::<i>ctaE-qcrCAB.</i>", "pos_in_sequence"=>0, "defined_type"=>3, "published_date"=>"2013-02-19 17:46:19"}
  • {"files"=>["https://ndownloader.figshare.com/files/514803"], "description"=>"<p><i>M. bovis</i> BCG resistant mutants raised against IP <b>1</b>, <b>3</b> and <b>4</b> were plated at 5× MIC of each of the respective compounds. A wild-type control demonstrates the resistant nature of the mutants.</p>", "links"=>[], "tags"=>["bcg", "mutants", "resistant", "ip"], "article_id"=>185285, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g004", "stats"=>{"downloads"=>0, "page_views"=>7, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Cross_resistance_of_M_bovis_BCG_mutants_resistant_to_IP_compounds_/185285", "title"=>"Cross-resistance of <i>M. bovis</i> BCG mutants resistant to IP compounds.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:43:34"}
  • {"files"=>["https://ndownloader.figshare.com/files/515100"], "description"=>"<p>The over-expression constructs pMV261, pMV261::<i>qcrB</i>, pMV261::<i>qcrCAB</i> and pMV261::<i>ctaE-qcrCAB</i> were electroporated into <i>M. bovis</i> BCG and the MIC of IP <b>3</b> was evaluated. The plate lay-out is shown (<i>M. bovis</i> BCG containing the construct detailed) and the MIC of IP <b>3</b> with reference to wild-type <i>M. bovis</i> BCG is stated along with the corresponding concentration analyzed. Kanamycin was present at 25 µg/ml to select for the pMV261 vector.</p>", "links"=>[], "tags"=>["mic", "ip", "over-expression", "qcrb"], "article_id"=>185583, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g006", "stats"=>{"downloads"=>0, "page_views"=>0, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Effect_on_the_MIC_of_IP_3_during_the_over_expression_of_QcrB_in_M_bovis_BCG_/185583", "title"=>"Effect on the MIC of IP 3 during the over-expression of QcrB in <i>M. bovis</i> BCG.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:45:14"}
  • {"files"=>["https://ndownloader.figshare.com/files/515325"], "description"=>"<p>Wild-type alleles are denoted by a ‘−’ character. Where mixtures of alleles were seen in the population this is indicated, e.g. A/V demonstrates both the genotype coding for alanine and the genotype coding for valine is seen.</p>a<p>Genomic positions are relative to <i>M. bovis</i> BCG str. Pasteur 1173P2 chromosome (Genbank accession: NC_008769.1).</p>", "links"=>[], "tags"=>["nucleotide", "polymorphisms", "bcg", "spontaneous", "mutants", "resistant", "ip"], "article_id"=>185810, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.t003", "stats"=>{"downloads"=>1, "page_views"=>7, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Single_nucleotide_polymorphisms_detected_in_M_bovis_BCG_spontaneous_mutants_resistant_to_IP_compounds_/185810", "title"=>"Single nucleotide polymorphisms detected in <i>M. bovis</i> BCG spontaneous mutants resistant to IP compounds.", "pos_in_sequence"=>0, "defined_type"=>3, "published_date"=>"2013-02-19 17:46:33"}
  • {"files"=>["https://ndownloader.figshare.com/files/514661"], "description"=>"<p>B6 mice were infected by intra-tracheal instillation with 10<sup>5</sup> cfu <i>M. tuberculosis</i> H37Rv per mouse. The mice were treated with the anti-tubercular orally once a day from day 1 to day 8. Efficacy results are expressed as log cfu reduction in the lungs of infected mice and are the mean±SD of five mice. The shaded line indicates the levels of administered mycobacterial inoculum.</p>", "links"=>[], "tags"=>["efficacy", "anti-tubercular", "ip", "h37rv"], "article_id"=>185140, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g003", "stats"=>{"downloads"=>2, "page_views"=>7, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Therapeutic_efficacy_of_anti_tubercular_IP_3_against_M_tuberculosis_H37Rv_in_vivo_/185140", "title"=>"Therapeutic efficacy of anti-tubercular IP 3 against <i>M. tuberculosis</i> H37Rv <i>in vivo</i>.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:42:41"}
  • {"files"=>["https://ndownloader.figshare.com/files/514592"], "description"=>"<p>Main pharmacokinetic parameters were established after non-compartmental analysis: Cmax (maximum concentration observed in whole blood), 3.4 µg/ml; AUC (Area Under the Curve) (0–8 hours), 4.36 µg.h/ml; F (percentage bioavailability), 61%.</p>", "links"=>[], "tags"=>["pharmacokinetic", "parameters", "ip", "50", "suspension", "aqueous"], "article_id"=>185077, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g002", "stats"=>{"downloads"=>1, "page_views"=>5, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Whole_blood_pharmacokinetic_profile_and_main_parameters_of_IP_3_after_oral_administration_of_a_50_mg_kg_suspension_in_1_aqueous_methylcellulose_/185077", "title"=>"Whole blood pharmacokinetic profile and main parameters of IP 3 after oral administration of a 50 mg/kg suspension in 1% aqueous methylcellulose.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:42:14"}
  • {"files"=>["https://ndownloader.figshare.com/files/514950"], "description"=>"<p>The DNA regions cloned into the pMV261 vector are indicated.</p>", "links"=>[], "tags"=>["bcg", "genome", "harboring", "genes", "cytochrome"], "article_id"=>185432, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.g005", "stats"=>{"downloads"=>2, "page_views"=>14, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_M_bovis_BCG_genome_region_harboring_the_genes_for_the_cytochrome_bc_1_complex_and_ctaE_/185432", "title"=>"<i>M. bovis</i> BCG genome region harboring the genes for the cytochrome <i>bc</i><sub>1</sub> complex and <i>ctaE</i>.", "pos_in_sequence"=>0, "defined_type"=>1, "published_date"=>"2013-02-19 17:44:22"}
  • {"files"=>["https://ndownloader.figshare.com/files/515246"], "description"=>"<p>A small representative set of Gram-positive and Gram-negative organisms were analyzed in addition to the <i>mycobacteria</i>: <i>Enterococcus faecium</i>, <i>Enterococcus faecalis</i>, <i>Haemophilus influenzae</i>, <i>Moraxella catarrhalis</i>, <i>Streptococcus pneumoniae</i>, <i>Escherichia coli</i> and <i>Streptococcus pyogenes</i>.</p>a<p>L1210, HepG2, NEURO 2A, MDCK and H9C2(2-1).</p>b<p><i>M. tuberculosis</i> strains.</p>c<p>ND, Not determined.</p>", "links"=>[], "tags"=>["anti-tubercular", "cytotoxicity", "microsomal", "hts", "hits", "ip"], "article_id"=>185727, "categories"=>["Microbiology", "Biochemistry", "Chemistry", "Genetics", "Infectious Diseases"], "users"=>["Katherine A. Abrahams", "Jonathan A. G. Cox", "Vickey L. Spivey", "Nicholas J. Loman", "Mark J. Pallen", "Chrystala Constantinidou", "Raquel Fernández", "Carlos Alemparte", "Modesto J. Remuiñán", "David Barros", "Lluis Ballell", "Gurdyal S. Besra"], "doi"=>"https://dx.doi.org/10.1371/journal.pone.0052951.t001", "stats"=>{"downloads"=>3, "page_views"=>7, "likes"=>0}, "figshare_url"=>"https://figshare.com/articles/_Preliminary_anti_tubercular_activity_cytotoxicity_and_microsomal_stability_profile_of_the_HTS_hits_identified_in_the_IP_series_/185727", "title"=>"Preliminary anti-tubercular activity, cytotoxicity and microsomal stability profile of the HTS hits identified in the IP series.", "pos_in_sequence"=>0, "defined_type"=>3, "published_date"=>"2013-02-19 17:46:04"}

PMC Usage Stats | Further Information

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Relative Metric

{"start_date"=>"2012-01-01T00:00:00Z", "end_date"=>"2012-12-31T00:00:00Z", "subject_areas"=>[{"subject_area"=>"/Biology and life sciences/Molecular biology", "average_usage"=>[324, 551, 679, 782, 879, 971, 1064, 1154, 1245, 1328, 1406, 1476, 1541, 1617, 1683, 1754, 1818, 1893, 1962, 2025, 2092, 2164, 2227, 2294, 2355]}, {"subject_area"=>"/Biology and life sciences/Organisms", "average_usage"=>[331, 557, 677, 777, 868, 960, 1050, 1136, 1223, 1307, 1390, 1466, 1536, 1603, 1673, 1741, 1814, 1889, 1954, 2028, 2096, 2164, 2233, 2305, 2362]}, {"subject_area"=>"/Biology and life sciences/Veterinary science", "average_usage"=>[368, 635, 753, 861, 975, 1103, 1205, 1302, 1411, 1512, 1630, 1714, 1767, 1840, 1918, 1992, 2095, 2196, 2254, 2308, 2385, 2438, 2520, 2604, 2682]}, {"subject_area"=>"/Medicine and health sciences", "average_usage"=>[312, 547, 668, 769, 861, 953, 1046, 1135, 1224, 1307, 1388, 1464, 1536, 1606, 1676, 1744, 1812, 1882, 1954, 2020, 2089, 2155, 2218, 2282, 2344]}, {"subject_area"=>"/Medicine and health sciences/Infectious diseases", "average_usage"=>[328, 580, 713, 821, 914, 1012, 1107, 1202, 1293, 1381, 1477, 1551, 1633, 1694, 1769, 1847, 1917, 1986, 2056, 2121, 2194, 2267, 2329, 2410, 2461]}]}
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