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Synthesis and biological evaluation of novel heterocyclic ionone-like derivatives as anti-inflammatory agents

2006; Elsevier BV; Volume: 14; Issue: 15 Linguagem: Inglês

10.1016/j.bmc.2006.04.007

1464-3391

Alessandro Balbi, Maria Anzaldi, Mauro Mazzei, Mariangela Miele, Maria Bertolotto, Luciano Ottonello, Franco Dallegri,

Synthesis and biological activity

Five- and six-membered heterocyclic ionone-like derivatives 4–6 have been synthesised in one step and with good yield from the key intermediate 3a and appropriate bifunctional reagents. Four were active as inhibitors of the respiratory burst of human neutrophils without affecting cell viability. The two most active compounds (5a,d) tested in neutrophil migration assays, were also found to be potent inhibitors of neutrophil chemotactic responsiveness. These two molecules could be considered as lead compounds of new drugs which can be an effective tool to treat psoriasis and related neutrophilic dermatoses.