SAR Studies Leading to the Identification of a Novel Series of Metallo-β-lactamase Inhibitors for the Treatment of Carbapenem-Resistant Enterobacteriaceae Infections That Display Efficacy in an Animal Infection Model
Leiris, S.; Coelho, A.; Castandet, J.et al.
2019 • In ACS Infectious Diseases, 5 (1), p. 131-140
Leiris, S.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Coelho, A.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Castandet, J.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Bayet, M.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Lozano, C.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Bougnon, J.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Bousquet, J.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Everett, M.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Lemonnier, M.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Sprynski, N.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
Zalacain, M.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France, Zala Drug Discovery Consulting LLC, West Chester, PA 19380, United States
Pallin, T. D.; Charles River Laboratories, 8-9 the Spire Green Centre, Harlow, CM19 5TR, United Kingdom
Cramp, M. C.; Charles River Laboratories, 8-9 the Spire Green Centre, Harlow, CM19 5TR, United Kingdom
Jennings, N.; Charles River Laboratories, 8-9 the Spire Green Centre, Harlow, CM19 5TR, United Kingdom
Raphy, G.; Charles River Laboratories, 8-9 the Spire Green Centre, Harlow, CM19 5TR, United Kingdom
Jones, M. W.; Charles River Laboratories, 8-9 the Spire Green Centre, Harlow, CM19 5TR, United Kingdom
Pattipati, R.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Shankar, B.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Sivasubrahmanyam, R.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Soodhagani, A. K.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Juventhala, R. R.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Pottabathini, N.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Pothukanuri, S.; GVK Biosciences Private Limited, IDA Nacharam, Hyderabad, 500076, India
Benvenuti, M.; Department of Biotechnology Chemistry and Pharmacy, University of Siena, 2 Via Aldo Moro, Siena, 53100, Italy
Pozzi, C.; Department of Biotechnology Chemistry and Pharmacy, University of Siena, 2 Via Aldo Moro, Siena, 53100, Italy
Mangani, S.; Department of Biotechnology Chemistry and Pharmacy, University of Siena, 2 Via Aldo Moro, Siena, 53100, Italy
De Luca, F.; Department of Medical Biotechnology, University of Siena, 16 Viale Bracci, Siena, 53100, Italy
Cerboni, G.; Department of Medical Biotechnology, University of Siena, 16 Viale Bracci, Siena, 53100, Italy
Docquier, Jean-Denis ; Université de Liège - ULiège > Département des sciences de la vie > Centre d'ingénierie des protéines
Davies, D. T.; Antabio SAS, 436 Rue Pierre et Marie Curie, Labège, 31670, France
SAR Studies Leading to the Identification of a Novel Series of Metallo-β-lactamase Inhibitors for the Treatment of Carbapenem-Resistant Enterobacteriaceae Infections That Display Efficacy in an Animal Infection Model
O'Neill, J. (2016) Review on Antimicrobial Resistance, Antimicrobial Resistance: Tackling a Crisis for the Health and Wealth of Nations. For this seminal review of antibacterial resistance, see https://amr-review.org/Publications.html (accessed June 28, 2018).
CARB-X. https://www.phe.gov/about/barda/CARB-X/Pages/default.aspx (accessed June 28, 2018).
Biomedical Advanced Research and Development Authority. http://www.phe.gov/about/barda/Pages/default.aspx (accessed June 28, 2018).
Bush, K. and Jacoby, G. A. (2010) Updated functional classification of beta-lactamases. Antimicrob. Agents Chemother. 54, 969-976, 10.1128/AAC.01009-09
De Koning, G. A., Tio, D., Coster, J. F., Coutinho, R. A., and Ansink-Schipper, M. C. (1981) The combination of clavulanic acid and amoxycillin (Augmentin) in the treatment of patients infected with penicillinase producing gonococci. J. Antimicrob. Chemother. 8, 81-82, 10.1093/jac/8.1.81
Bryson, H. M. and Brogden, R. N. (1994) Piperacillin/tazobactam. A review of its antibacterial activity, pharmacokinetic properties and therapeutic potential. Drugs 47 (3), 506-35, 10.2165/00003495-199447030-00008
Mawal, Y., Critchley, I. A., Riccobene, T. A., and Talley, A. K. (2015) Ceftazidime-avibactam for the treatment of complicated urinary tract infections and complicated intra-abdominal infections. Expert Rev. Clin. Pharmacol. 8 (6), 691-707, 10.1586/17512433.2015.1090874
Castanheira, M., Huband, M. D., Mendes, R. E., and Flamm, R. K. (2017) Meropenem-Vaborbactam Tested against Contemporary Gram-Negative Isolates Collected Worldwide during 2014, Including Carbapenem-Resistant, KPC-Producing, Multidrug-Resistant, and Extensively Drug-Resistant Enterobacteriaceae. Antimicrob. Agents Chemother. 61 (9), e00567-17, 10.1128/AAC.00567-17
Hackel, M., and Sahm, D. (2018) In vitro activity of cefepime in combination with VNRX-5133 against meropenem and/or cefepime resistant clinical isolates of Pseuodomonas aeruginosa; Poster Presentation ECCMID 2018, April 21-24; Madrid, Spain, Abstract P1543 (European Society of Clinical Microbiology and Infectious Diseases).
Brem, J., Cain, R., Cahill, S., McDonough, M. A., Clifton, I. J., Jimenez-Castellanos, J.-C., Avison, M. B., Spencer, J., Fishwick, C. W. G., and Schofield, C. J. (2016) Structural basis of metallo-β-lactamase, serine-β-lactamase and penicillin-binding protein inhibition by cyclic boronates. Nat. Commun. 7, 12406, 10.1038/ncomms12406
Dortet, L., Poirel, L., and Nordmann, P. (2014) Worldwide dissemination of the NDM-type carbapenemases in Gram-negative bacteria. BioMed Res. Int. 2014, 249856, 10.1155/2014/249856
Docquier, J. D. and Mangani, S. (2018) An update on β-lactamase inhibitor discovery and development. Drug Resist. Updates 36, 13-29, 10.1016/j.drup.2017.11.002
Chen, A. Y., Thomas, P. W., Stewart, A. C., Bergstrom, A., Cheng, Z., Miller, C., Bethel, S. H., Credille, C. V., Riley, C. L., Page, R. C., Bonomo, R. A., Crowder, M. W., Tierney, D. L., Fast, W., Cohen, S., and Marshall, S. H. (2017) Dipicolinc acid derivatives as inhibitors of New Delhi Metallo-betalactamase-1. J. Med. Chem. 60 (7), 7267-7283, 10.1021/acs.jmedchem.7b00407
Horsfall, L. E., Garau, G., Lienard, B. M. R., Dideberg, O., Schofield, C. J., Frere, J. M., and Galleni, M. (2007) Competitive inhibitors of the CphA metallo-β-lactamase from Aeromonas hydrophila. Antimicrob. Agents Chemother. 51 (6), 2136-2142, 10.1128/AAC.00866-06
Bomhard, E. M. (2003) High-dose clastogenic activity of aniline in the rat bone marrow and its relationship to the carcinogenicity in the spleen of rats. Arch. Toxicol. 77 (5), 291-297, 10.1007/s00204-003-0443-1
Aoki, N., Ishii, Y., Tateda, K., Saga, T., Kimura, S., Kikuchi, Y., Kobayashi, T., Tanabe, Y., Tsukada, H., Gejyo, F., and Yamaguchi, K. (2010) Efficacy of Calcium-EDTA as an Inhibitor for Metallo-β-Lactamase in a Mouse Model of Pseudomonas aeruginosa Pneumonia. Antimicrob. Agents Chemother. 54 (11), 4582-4588, 10.1128/AAC.00511-10
King, A. M., Reid-Yu, S. A., Wang, W., King, D. T., De Pascale, G., Strynadka, N. C., Walsh, T. T., Coombes, B. K., and Wright, G. D. (2014) Aspergillomarasmine A overcomes metallo-β-lactamase antibiotic resistance. Nature 510, 503-506, 10.1038/nature13445
Ashikawa, N. and Arai, K. (1993) Pharmacological profiles of aspergillomarasmines as endothelin converting enzyme inhibitors. Jpn. J. Pharmacol. 63, 187-193
Kazmierczak, K. M., Rabine, S., Hackel, M., McLaughlin, R. E., Biedenbach, D. J., Bouchillon, S. K., Sahm, D. F., and Bradford, P. A. (2016) Multiyear, Multinational Survey of the Incidence and Global Distribution of Metallo-β-Lactamase-Producing Enterobacteriaceae and Pseudomonas aeruginosa. Antimicrob. Agents Chemother. 60, 1067-1078, 10.1128/AAC.02379-15
Bahr, G., Vitor-Horen, L., Bethel, C. R., Bonomo, R. A., González, L. J., and Vila, A. J. (2017) Clinical Evolution of New Delhi Metallo-β-Lactamase (NDM) Optimizes Resistance under Zn(II) Deprivation. Antimicrob. Agents Chemother. 62 (1), e01849-17, 10.1128/AAC.01849-17
Cheng, Z., Thomas, P. W., Ju, L., Bergstrom, A., Mason, K., Clayton, D., Miller, C., Bethel, C. R., VanPelt, J., Tierney, D. L., Page, R. C., Bonomo, R. A., Fast, W., and Crowder, M. W. (2018) Evolution of New Delhi metallo-β-lactamase (NDM) in the clinic: effects of NDM mutations on stability, zinc affinity, mono-zinc activity. J. Biol. Chem. 293, 12606-12618, 10.1074/jbc.RA118.003835
Ju, L. C., Cheng, Z., Fast, W., Bonomo, R. A., and Crowder, M. W. (2018) The Continuing Challenge of Metallo-β-Lactamase Inhibition: Mechanism Matters. Trends Pharmacol. Sci. 39 (7), 635-647, 10.1016/j.tips.2018.03.007
Everett, M., Sprynski, N., Coelho, A., Castandet, J., Bayet, M., Lozano, C., Davies, D. T., Leiris, S., Zalacain, M., Morrissey, I., Magnet, S., Holden, K., Warn, P., De Luca, F., Docquier, J.-D., Lemonnier, M., and Bougnon, J. (2018) Discovery of a novel metallo-β-lactamase inhibitor, which can potentiate Meropenem activity against carbapenem-resistant Enterobacteriaceae. Antimicrob. Agents Chemother. 62 (5), e00074-18, 10.1128/AAC.00074-18
Docquier, J.-D., Lamotte-Brasseur, J., Galleni, M., Amicosante, G., Frère, J. M., and Rossolini, G. M. (2003) On functional and structural heterogeneity of VIM-type metallo-β-lactamases. J. Antimicrob. Chemother. 51, 257-266, 10.1093/jac/dkg067
Garcia-Saez, I., Docquier, J.-D., Rossolini, G. M., and Dideberg, O. (2008) The three-dimensional structure of VIM-2, a Zn-β-lactamase from Pseudomonas aeruginosa in its reduced and oxidised form. J. Mol. Biol. 375, 604-611, 10.1016/j.jmb.2007.11.012
Docquier, J.-D., Benvenuti, M., Calderone, V., Stoczko, M., Menciassi, N., Rossolini, G. M., and Mangani, S. (2010) High-resolution crystal structure of the subclass B3 metallo-β-lactamase BJP-1: rational basis for substrate specificity and interaction with sulfonamides. Antimicrob. Agents Chemother. 54, 4343-4351, 10.1128/AAC.00409-10
