Citation
Stokes, Neil R., et al. "Design, Synthesis and Structure-activity Relationships of Substituted Oxazole-benzamide Antibacterial Inhibitors of FtsZ." Bioorganic & Medicinal Chemistry Letters, vol. 24, no. 1, 2014, pp. 353-9.
Stokes NR, Baker N, Bennett JM, et al. Design, synthesis and structure-activity relationships of substituted oxazole-benzamide antibacterial inhibitors of FtsZ. Bioorg Med Chem Lett. 2014;24(1):353-9.
Stokes, N. R., Baker, N., Bennett, J. M., Chauhan, P. K., Collins, I., Davies, D. T., Gavade, M., Kumar, D., Lancett, P., Macdonald, R., Macleod, L., Mahajan, A., Mitchell, J. P., Nayal, N., Nayal, Y. N., Pitt, G. R., Singh, M., Yadav, A., Srivastava, A., ... Haydon, D. J. (2014). Design, synthesis and structure-activity relationships of substituted oxazole-benzamide antibacterial inhibitors of FtsZ. Bioorganic & Medicinal Chemistry Letters, 24(1), 353-9. https://doi.org/10.1016/j.bmcl.2013.11.002
Stokes NR, et al. Design, Synthesis and Structure-activity Relationships of Substituted Oxazole-benzamide Antibacterial Inhibitors of FtsZ. Bioorg Med Chem Lett. 2014 Jan 1;24(1):353-9. PubMed PMID: 24287381.
TY - JOUR
T1 - Design, synthesis and structure-activity relationships of substituted oxazole-benzamide antibacterial inhibitors of FtsZ.
AU - Stokes,Neil R,
AU - Baker,Nicola,
AU - Bennett,James M,
AU - Chauhan,Pramod K,
AU - Collins,Ian,
AU - Davies,David T,
AU - Gavade,Maruti,
AU - Kumar,Dushyant,
AU - Lancett,Paul,
AU - Macdonald,Rebecca,
AU - Macleod,Leanne,
AU - Mahajan,Anu,
AU - Mitchell,Jeffrey P,
AU - Nayal,Narendra,
AU - Nayal,Yashodanand Nandan,
AU - Pitt,Gary R W,
AU - Singh,Mahipal,
AU - Yadav,Anju,
AU - Srivastava,Anil,
AU - Czaplewski,Lloyd G,
AU - Haydon,David J,
Y1 - 2013/11/13/
PY - 2013/10/02/received
PY - 2013/11/01/revised
PY - 2013/11/04/accepted
PY - 2013/11/30/entrez
PY - 2013/11/30/pubmed
PY - 2014/6/13/medline
KW - 3-Methoxybenzamide
KW - Antibacterial
KW - Cell division
KW - FtsZ
KW - MRSA
SP - 353
EP - 9
JF - Bioorganic & medicinal chemistry letters
JO - Bioorg Med Chem Lett
VL - 24
IS - 1
N2 - The design, synthesis and structure-activity relationships of a series of oxazole-benzamide inhibitors of the essential bacterial cell division protein FtsZ are described. Compounds had potent anti-staphylococcal activity and inhibited the cytokinesis of the clinically-significant bacterial pathogen Staphylococcus aureus. Selected analogues possessing a 5-halo oxazole also inhibited a strain of S. aureus harbouring the glycine-to-alanine amino acid substitution at residue 196 of FtsZ which conferred resistance to previously reported inhibitors in the series. Substitutions to the pseudo-benzylic carbon of the scaffold improved the pharmacokinetic properties by increasing metabolic stability and provided a mechanism for creating pro-drugs. Combining multiple substitutions based on the findings reported in this study has provided small-molecule inhibitors of FtsZ with enhanced in vitro and in vivo antibacterial efficacy.
SN - 1464-3405
UR - https://www.unboundmedicine.com/medline/citation/24287381/Design_synthesis_and_structure_activity_relationships_of_substituted_oxazole_benzamide_antibacterial_inhibitors_of_FtsZ_
DB - PRIME
DP - Unbound Medicine
ER -
