Structural and biological evaluation of a novel series of benzimidazole inhibitors of Francisella tularensis enoyl-ACP reductase (FabI)

Mehboob, Shahila; Song, Jinhua; Hevener, Kirk E.; Su, Pin-Chih; Boci, Teuta; Brubaker, Libby; Truong, Lena; Mistry, Tina; Deng, Jiangping; Cook, James L.; Santarsiero, Bernard D.; Ghosh, Arun K.; Johnson, Michael E.

doi:10.1016/j.bmcl.2015.01.048

Title: Structural and biological evaluation of a novel series of benzimidazole inhibitors of Francisella tularensis enoyl-ACP reductase (FabI)

Journal Article · Sun Mar 01 00:00:00 EST 2015 · Bioorganic and Medicinal Chemistry Letters

DOI:https://doi.org/10.1016/j.bmcl.2015.01.048· OSTI ID:1498354

Mehboob, Shahila; Song, Jinhua; Hevener, Kirk E.; Su, Pin-Chih; Boci, Teuta; Brubaker, Libby; Truong, Lena; Mistry, Tina; Deng, Jiangping; Cook, James L.; Santarsiero, Bernard D.; Ghosh, Arun K.; Johnson, Michael E.

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Research Organization:: Argonne National Laboratory (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: National Institutes of Health (NIH)

OSTI ID:: 1498354

Journal Information:: Bioorganic and Medicinal Chemistry Letters, Vol. 25, Issue 6; ISSN 0960-894X

Publisher:: Elsevier

Country of Publication:: United States

Language:: ENGLISH

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Indole Naphthyridinones as Inhibitors of Bacterial Enoyl-ACP Reductases FabI and FabK Seefeld, Mark A.; Miller, William H.; Newlander, Kenneth A. Journal of Medicinal Chemistry, Vol. 46, Issue 9 https://doi.org/10.1021/jm0204035	journal	April 2003
4-Pyridone derivatives as new inhibitors of bacterial enoyl-ACP reductase FabI Kitagawa, Hideo; Kumura, Ko; Takahata, Sho Bioorganic & Medicinal Chemistry, Vol. 15, Issue 2 https://doi.org/10.1016/j.bmc.2006.10.012	journal	January 2007
Synthesis and biological activity of diaryl ether inhibitors of malarial enoyl acyl carrier protein reductase. Part 2: 2′-Substituted triclosan derivatives Freundlich, Joel S.; Yu, Min; Lucumi, Edinson Bioorganic & Medicinal Chemistry Letters, Vol. 16, Issue 8 https://doi.org/10.1016/j.bmcl.2006.01.051	journal	April 2006
Identification of Inhibitors of Bacterial Enoyl-Acyl Carrier Protein Reductase Moir, Donald Current Drug Target -Infectious Disorders, Vol. 5, Issue 3 https://doi.org/10.2174/1568005054880154	journal	September 2005
Substituted diphenyl ethers as a broad-spectrum platform for the development of chemotherapeutics for the treatment of tularaemia England, K.; am Ende, C.; Lu, H. Journal of Antimicrobial Chemotherapy, Vol. 64, Issue 5 https://doi.org/10.1093/jac/dkp307	journal	September 2009
Type II fatty acid synthesis is not a suitable antibiotic target for Gram-positive pathogens Brinster, Sophie; Lamberet, Gilles; Staels, Bart Nature, Vol. 458, Issue 7234 https://doi.org/10.1038/nature07772	journal	March 2009
Essentiality of FASII pathway for Staphylococcus aureus Balemans, Wendy; Lounis, Nacer; Gilissen, Ron Nature, Vol. 463, Issue 7279 https://doi.org/10.1038/nature08667	journal	January 2010
Brinster et al. reply Brinster, Sophie; Lamberet, Gilles; Staels, Bart Nature, Vol. 463, Issue 7279 https://doi.org/10.1038/nature08668	journal	January 2010
Metabolic basis for the differential susceptibility of Gram-positive pathogens to fatty acid synthesis inhibitors Parsons, J. B.; Frank, M. W.; Subramanian, C. Proceedings of the National Academy of Sciences, Vol. 108, Issue 37 https://doi.org/10.1073/pnas.1109208108	journal	August 2011
The Francisella tularensis FabI Enoyl-Acyl Carrier Protein Reductase Gene Is Essential to Bacterial Viability and Is Expressed during Infection Kingry, Luke C.; Cummings, Jason E.; Brookman, Kerry W. Journal of Bacteriology, Vol. 195, Issue 2 https://doi.org/10.1128/JB.01957-12	journal	November 2012
Discovery of a Novel and Potent Class of F. tularensis Enoyl-Reductase (FabI) Inhibitors by Molecular Shape and Electrostatic Matching Hevener, Kirk E.; Mehboob, Shahila; Su, Pin-Chih Journal of Medicinal Chemistry, Vol. 55, Issue 1 https://doi.org/10.1021/jm201168g	journal	December 2011
Structural and Enzymatic Analyses Reveal the Binding Mode of a Novel Series of Francisella tularensis Enoyl Reductase (FabI) Inhibitors Mehboob, Shahila; Hevener, Kirk E.; Truong, Kent Journal of Medicinal Chemistry, Vol. 55, Issue 12 https://doi.org/10.1021/jm300489v	journal	June 2012
Relationship between the inhibition constant (KI) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction Yung-Chi, Cheng; Prusoff, William H. Biochemical Pharmacology, Vol. 22, Issue 23 https://doi.org/10.1016/0006-2952(73)90196-2	journal	December 1973
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Evaluating thermodynamic integration performance of the new amber molecular dynamics package and assess potential halogen bonds of enoyl-ACP reductase (FabI) benzimidazole inhibitors: TI Performance of the New Amber MD Package Su, Pin-Chih; Johnson, Michael E. Journal of Computational Chemistry, Vol. 37, Issue 9 https://doi.org/10.1002/jcc.24274	journal	December 2015
Comparison of radii sets, entropy, QM methods, and sampling on MM-PBSA, MM-GBSA, and QM/MM-GBSA ligand binding energies of F . tularensis enoyl-ACP reductase (FabI) Su, Pin-Chih; Tsai, Cheng-Chieh; Mehboob, Shahila Journal of Computational Chemistry, Vol. 36, Issue 25 https://doi.org/10.1002/jcc.24011	journal	July 2015
Structure‐based drug design and in vitro testing reveal new inhibitors of enoyl‐acyl carrier protein reductases Ghattas, Mohammad A.; Eissa, Nermin A.; Tessaro, Francesca Chemical Biology & Drug Design https://doi.org/10.1111/cbdd.13536	journal	June 2019
Antimicrobial potential of 1H-benzo[d]imidazole scaffold: a review Tahlan, Sumit; Kumar, Sanjiv; Narasimhan, Balasubramanian BMC Chemistry, Vol. 13, Issue 1 https://doi.org/10.1186/s13065-019-0521-y	journal	February 2019
Design and Synthesis of Benzimidazole-Chalcone Derivatives as Potential Anticancer Agents Molecules, Vol. 24, Issue 18 https://doi.org/10.3390/molecules24183259	journal	September 2019

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