Collect. Czech. Chem. Commun. 1999, 64, 299-312

Ring-Opened Analogs of Indomethacin Affecting Human Neutrophil Functions

Aldo Andreania,*, Alberto Leonia, Alessandra Locatellia, Rita Morigia, Mirella Rambaldia, Jean-Claude Gehretb, Serena Tranielloc, Alessio Carianic and Susanna Spisanic

a Department of Pharmaceutical Sciences, University of Bologna, Via Belmeloro 6, 40126 Bologna, Italy
b Novartis Crop Protection AG, P.O. Box, CH-4002 Basel, Switzerland
c Department of Biochemistry and Molecular Biology, University of Ferrara, Via L. Borsari 46, 44100 Ferrara, Italy


A series of ring-opened analogs of indomethacin was synthesized and tested in vitro (at concentrations ranging from 10-9 to 10-5 mol/l) on human neutrophil functions. Two compounds lacking the carboxylic group were subjected to the same tests and one of these showed unexpected activity. Among the acidic derivatives, compound 12 bearing the same substituents as indomethacin 10 (methoxy and 4-chlorobenzoyl groups) was the most active: it significantly lowered neutrophil responses in all five bioassays and at the three concentrations considered.

Keywords: Imidazo[2,1-b]thiazoles; Thiazoles; Indomethacin; Inflammation; Neutrophil functions; Antiinflammatory agents.