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Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus

Journal Article


Abstract


  • The synthesis of 22 2-aryl-1H-indoles, including 12 new compounds, has been achieved via Pd- or Rh-mediated methodologies, or selective electrophilic substitution. All three methods were based on elaborations from simple indole precursors. SAR studies on these indoles and 2-phenyl-1H-indole in Staphylococcus aureus as NorA efflux pump inhibitors indicated 5-nitro-2-(3-methoxycarbonyl)phenyl-1H-indole was a slightly more potent inhibitor than the lead INF55. A promising new antibacterial lead compound against S. aureus (2-phenyl-1H-indol-5-yl)-methanol, was also found.

Authors


  •   Ambrus, Joseph (external author)
  •   Kelso, Michael J.
  •   Bremner, John B.
  •   Ball, Anthony R. (external author)
  •   Casadei, Gabriele (external author)
  •   Lewis, Kim (external author)

Publication Date


  • 2008

Citation


  • Ambrus, J. I., Kelso, M. J., Bremner, J. B., Ball, A. R., Casadei, G. & Lewis, K. (2008). Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus. Bioorganic and Medicinal Chemistry Letters, 18 (15), 4294-4297.

Scopus Eid


  • 2-s2.0-47849111266

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/4041

Number Of Pages


  • 3

Start Page


  • 4294

End Page


  • 4297

Volume


  • 18

Issue


  • 15

Place Of Publication


  • http://iii.library.uow.edu.au/search~S0?/sbioorganic+and+medicinal+chemistry+letters/sbioorganic+and+medicinal+chemistry+letters/1,2,2,E/l856~b1534848&FF=sbioorganic+and+medicinal+chemistry+letters&1,1,,1,0

Abstract


  • The synthesis of 22 2-aryl-1H-indoles, including 12 new compounds, has been achieved via Pd- or Rh-mediated methodologies, or selective electrophilic substitution. All three methods were based on elaborations from simple indole precursors. SAR studies on these indoles and 2-phenyl-1H-indole in Staphylococcus aureus as NorA efflux pump inhibitors indicated 5-nitro-2-(3-methoxycarbonyl)phenyl-1H-indole was a slightly more potent inhibitor than the lead INF55. A promising new antibacterial lead compound against S. aureus (2-phenyl-1H-indol-5-yl)-methanol, was also found.

Authors


  •   Ambrus, Joseph (external author)
  •   Kelso, Michael J.
  •   Bremner, John B.
  •   Ball, Anthony R. (external author)
  •   Casadei, Gabriele (external author)
  •   Lewis, Kim (external author)

Publication Date


  • 2008

Citation


  • Ambrus, J. I., Kelso, M. J., Bremner, J. B., Ball, A. R., Casadei, G. & Lewis, K. (2008). Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus. Bioorganic and Medicinal Chemistry Letters, 18 (15), 4294-4297.

Scopus Eid


  • 2-s2.0-47849111266

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/4041

Number Of Pages


  • 3

Start Page


  • 4294

End Page


  • 4297

Volume


  • 18

Issue


  • 15

Place Of Publication


  • http://iii.library.uow.edu.au/search~S0?/sbioorganic+and+medicinal+chemistry+letters/sbioorganic+and+medicinal+chemistry+letters/1,2,2,E/l856~b1534848&FF=sbioorganic+and+medicinal+chemistry+letters&1,1,,1,0