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

被引：40

作者：

Barraja, Paola ^{[1
]}

Spano, Virginia ^{[1
]}

Patrizia, Diana ^{[1
]}

Carbone, Anna ^{[1
]}

Cirrincione, Girolamo ^{[1
]}

Vedaldi, Daniela ^{[2
]}

Salvador, Alessia ^{[2
]}

Viola, Giampietro ^{[2
]}

Dall'Acqua, Francesco ^{[2
]}

机构：

[1] Univ Palermo, Dipartimento Farmacochim Tossicol & Biol, I-90123 Palermo, Italy

[2] Univ Padua, Dipartimento Sci Farmaceut, I-35131 Padua, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2009年 / 19卷 / 06期

关键词：

Pyrano-isoindoles; Angelicin heteroanalogues; Photochemotherapeutic activity; Apoptosis; PYRROLOCOUMARIN DERIVATIVES; PSORALEN; ANALOGS;

D O I：

10.1016/j.bmcl.2009.01.096

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 pro. le and membrane photodamage. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：1711 / 1714

页数：4

共 14 条

[1] Synthesis and photochemotherapeutic activity of thiopyrano[2,3-e]indol-2-ones [J].