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

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

  • Bioorg Med Chem Lett. 2009 Mar 15;19(6):1711-4. doi: 10.1016/j.bmcl.2009.01.096.
Paola Barraja 1,  Virginia Spanò,  Diana Patrizia,  Anna Carbone,  Girolamo Cirrincione,  Daniela Vedaldi,  Alessia Salvador,  Giampietro Viola,  Francesco Dall'acqua
Affiliations

Affiliation

  • 1 Dipartimento Farmacochimico, Tossicologico e Biologico, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy.
PMID: 19230658 DOI: 10.1016/j.bmcl.2009.01.096
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 IC(50) in the micromolar range. Cell cytotoxicity involves Apoptosis, alteration of cell cycle profile and membrane photodamage.

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