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

Paola Barraja; Laura Sciabica; Patrizia Diana; Antonino Lauria; Alessandra Montalbano; Anna Maria Almerico; Gaetano Dattolo; Girolamo Cirrincione; Silvia Disarò; Giuseppe Basso; Giampietro Viola; Francesco Dall'Acqua

doi:10.1016/j.bmcl.2005.03.016

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

Bioorg Med Chem Lett. 2005 May 2;15(9):2291-4. doi: 10.1016/j.bmcl.2005.03.016.

Authors

Paola Barraja¹, Laura Sciabica, Patrizia Diana, Antonino Lauria, Alessandra Montalbano, Anna Maria Almerico, Gaetano Dattolo, Girolamo Cirrincione, Silvia Disarò, Giuseppe Basso, Giampietro Viola, Francesco Dall'Acqua

Affiliation

¹ Dipartimento Farmacochimico, Tossicologico e Biologico, Università degli Studi di Palermo Via Archirafi 32, 90123 Palermo, Italy.

PMID: 15837311
DOI: 10.1016/j.bmcl.2005.03.016

Abstract

A series of derivatives of the new ring system thiopyrano[2,3-e]indol-2-one was prepared with the aim of obtaining new photochemotherapeutic drugs. Biological screenings were performed on this new class of photoactivable drugs and a strong antiproliferative effect was observed upon irradiation with UVA light. The compound bearing a methyl substituent at the pyrrole nitrogen resulted as the most interesting showing IC50 in the nanomolar range.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Division / drug effects
Cell Division / radiation effects
Cell Line, Tumor
Cell Survival / drug effects
Cell Survival / radiation effects
DNA, Neoplasm / drug effects
DNA, Neoplasm / radiation effects
HL-60 Cells
Humans
Indoles / chemical synthesis*
Indoles / pharmacology
Photochemotherapy* / methods
Photosensitizing Agents / chemical synthesis*
Photosensitizing Agents / pharmacology
Pyrans / chemical synthesis*
Pyrans / pharmacology
Ultraviolet Rays

Substances

DNA, Neoplasm
Indoles
Photosensitizing Agents
Pyrans