Yayınlanmış 1 Ocak 2016 | Sürüm v1
Dergi makalesi Açık

4,5-Diarylisoxazol-3-carboxylic acids: A new class of leukotriene biosynthesis inhibitors potentially targeting 5-lipoxygenase-activating protein (FLAP)

  • 1. Gazi Univ, Dept Pharmaceut Chem, Fac Pharm, TR-06330 Ankara, Turkey
  • 2. Univ Jena, Inst Pharm, Chair Pharmaceut Med Chem, Philosophenweg 14, D-07743 Jena, Germany
  • 3. Univ Perugia, Dipartimento Sci Farmaceut, Via Liceo 1, I-06123 Perugia, Italy

Açıklama

In this article, we report novel leukotriene (LT) biosynthesis inhibitors that may target 5-lipoxygenase-activating protein (FLAP) based on the previously identified isoxazole derivative (8). The design and synthesis was directed towards a subset of 4,5-diaryl-isoxazole-3-carboxylic acid derivatives as LT biosynthesis inhibitors. Biological evaluation disclosed a new skeleton of potential anti-inflammatory agents, exemplified by 39 and 40, which potently inhibit cellular 5-LO product synthesis (IC50 = 0.24 mu M, each) seemingly by targeting FLAP with weak inhibition on 5-LO (IC50 > 8 mu M). Docking studies and molecular dynamic simulations with 5-LO and FLAP provide valuable insights into potential binding modes of the inhibitors. Together, these diaryl-isoxazol-3-carboxylic acids may possess potential as leads for development of effective anti-inflammatory drugs through inhibition of LT biosynthesis. (C) 2016 Elsevier Masson SAS. All rights reserved.

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