کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1373048 | 981888 | 2008 | 6 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Design and synthesis of benzo-lipoxin A4 analogs with enhanced stability and potent anti-inflammatory properties Design and synthesis of benzo-lipoxin A4 analogs with enhanced stability and potent anti-inflammatory properties](/preview/png/1373048.png)
A new class of chemically and metabolically stable lipoxin analogs featuring a replacement of the tetraene unit of native LXA4 with a substituted benzo-fused ring system have been designed and studied. These molecules were readily synthesized via a convergent synthetic route involving iterative palladium-mediated cross-coupling, and exhibit enhanced chemical stability, as well as resistance to metabolic inactivation via eicosanoid oxido-reductase. These new LX analogs were evaluated in a model of acute inflammation and were shown to exhibit potent anti-inflammatory properties, significantly decreasing neutrophil infiltration in vivo. The most potent among these was compound 9 (o-[9,12]-benzo-15-epi-LXA4 methyl ester. Taken together, these findings help identify a new class of stable and easily prepared LX analogs that may serve as novel tools and as promising leads for new anti-inflammatory agents with improved therapeutic profile.
New types of benzo-lipoxin A4 analogs, such as 9, were synthesized and shown to have potent anti-inflammatory properties by suppressing neutrophil infiltration in vivo.Figure optionsDownload as PowerPoint slide
Journal: Bioorganic & Medicinal Chemistry Letters - Volume 18, Issue 4, 15 February 2008, Pages 1382–1387