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Note | Regular issue | Vol 57, No. 2, 2002, pp.341-351
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9402
Synthesis and Cytotoxic Activity of Isoacronycine and Its Derivatives

Prokopios Magiatis, Sofia Mitaku,* Alain Pierré, and Ghanem Atassi

*Laboratory of Pharmacognosy, School of Pharmacy, University of Athens, Panepistimiopolis-Zografou, Athens GR-15771, Greece

Abstract

Condensation of N-methyl-1,3-dihydroxyacridone with 3-methyl-2-butenal led selectively to norisoacronycine, which upon methylation gave isoacronycine. Functionalization of the 1,2 double bond of isoacronycine led to derivatives with reduced cytotoxicity compared with the corresponding ones deriving from acronycine. Two very interesting exceptions were 1-hydroxy-1,2-dihydroisoacronycine (14) and its acetate (16), which showed strong induction of apoptosis.