Heteroaromatic Lipoxin A4 Analogues, 2012
Synthesis and Biological Evaluation
Springer Theses Series

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 in  the synthesis of further heteroaromatic analogues for biological evaluation.

Nominated by University College Dublin as an outstanding PhD thesis

Author describes for the first time the synthesis of an enantiomerically pure form of pyridine-containing LXA4

Description of an excellent route to a thiophene-containing LXA4 analogue

Includes supplementary material: sn.pub/extras