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October 13 , 2007

Heteroaromatic Lipoxin A4 Analogues

Synthesis and Biological Evaluation


In this thesis Colm Duffy reviews the chemistry and biology of stable lipoxin analogues. Colm has prepared for the first time ever a pyridine-containing LXA4 analogue in enantiomerically pure form. Biological evaluation determined that both epimers at the benzylic position suppress key cytokines known to be involved in inflammatory disease, with the (R)-epimer proving most efficacious. Moreover the author developed an excellent route to a related thiophene-containing analogue that also showed interesting biological activity. Both routes have inspired further work inthe synthesis of further heteroaromatic analogues for biological evaluation.

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