Heteroaromatic Lipoxin A4 Analogues Synthesis and Biological Evaluation /

• Main Author: Duffy, Colm (Author)
• Corporate Author: SpringerLink (Online service)
• Format: Electronic eBook
• Language: English
• Published: Berlin, Heidelberg : Springer Berlin Heidelberg, 2012.
• Series: Springer Theses
• Subjects: Chemistry.; Bioorganic chemistry.; Medicinal chemistry.; Catalysis.; Biochemistry.; Bioorganic Chemistry.; Biochemistry, general.; Medicinal Chemistry.

 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. 

 Introduction -- Recent advances in the chemistry and biology of stable synthetic Lipoxin analogues -- Synthesis of Heck coupling partner for the preparation of heteroaromatic Lipoxin A4 analogues -- Synthesis and biological evaluation of pyridine-containing Lipoxin A4 analogues -- Thiophene-containing Lipoxin A4 analogues: synthesis and their effect on the production of key cytokines -- Towards the synthesis of various heteroaromatic Lipoxin A4 analogues.