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

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

  • Bioorg Med Chem. 2008 Nov 15;16(22):9668-83. doi: 10.1016/j.bmc.2008.10.002.
Paola Barraja 1,  Patrizia Diana,  Alessandra Montalbano,  Anna Carbone,  Girolamo Cirrincione,  Giampietro Viola,  Alessia Salvador,  Daniela Vedaldi,  Francesco Dall'acqua
Affiliations

Affiliation

  • 1 Dipartimento Farmacochimico, Tossicologico e Biologico Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy.
PMID: 18951030 DOI: 10.1016/j.bmc.2008.10.002
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.

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