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PATRIZIA DIANA

Pyrano[2,3-e]isoindol-2-ones, new angelicin heteroanalogues

  • Authors: BARRAJA, P; SPANÒ, V; DIANA, P; CARBONE, A; CIRRINCIONE, G; VEDALDI, D; SALVADOR, A; VIOLA, G; DALL'ACQUA, F
  • Publication year: 2009
  • Type: Articolo in rivista (Articolo in rivista)
  • Key words: Pyrano-isoindoles; Angelicin heteroanalogues; Photochemotherapeutic activity; Apoptosis
  • OA Link: http://hdl.handle.net/10447/43885

Abstract

A convenient synthesis of the pyrano[2,3-e ]isoindol-2-one ring system, an heteroanalogue of angelicin, is reported. Our synthetic approach consists of the annelation of the pyran ring on the isoindole moiety using 5-dialkylamino- or 5-hydroxymethylene intermediates as building blocks. The photoantiproliferative activity of the new derivatives was studied. Some of them bearing the benzyl group at the 8 position were active with IC50 in the micromolar range. Cell cytotoxicity involves apoptosis, alteration of cell cycle profile and membrane photodamage.