Thiopyrano[2,3-e]indol-2-ones: angelicin heteroanalogues with potent photoantiproliferative activity.

Abstract:

:A new class of compounds, the thiopyrano[2,3-e]indol-2-ones, bioisosters of the angular furocoumarin angelicin, was synthesized with the aim of obtaining new photochemotherapeutic agents. In particular 7,8-dimethyl-thiopyranoindolone 6c s showed a remarkable phototoxicity and a great dose UVA dependence reaching IC(50) values at submicromolar level. This latter photoinduced a massive apoptosis and a remarkable photodamage to lipids and proteins. Although it did not intercalate DNA, it was able to cause photooxidation of DNA bases.

journal_name

Bioorg Med Chem

authors

Barraja P,Diana P,Montalbano A,Carbone A,Cirrincione G,Viola G,Salvador A,Vedaldi D,Dall'acqua F

doi

10.1016/j.bmc.2008.10.002

subject

Has Abstract

pub_date

2008-11-15 00:00:00

pages

9668-83

issue

22

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(08)00940-1

journal_volume

16

pub_type

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