Squaraines bearing halogenated moieties as anticancer photosensitizers: Synthesis, characterization and biological evaluation.

Authors :: Serpe L
Ellena S
Barbero N
Foglietta F
Prandini F
Gallo MP
Levi R
Barolo C
Canaparo R
Visentin S
Source :: European journal of medicinal chemistry [Eur J Med Chem] 2016 May 04; Vol. 113, pp. 187-97. Date of Electronic Publication: 2016 Feb 20.
Publication Year :: 2016
Abstract: We report the synthesis and characterization of a series of symmetrical indolenine-based squaraine dyes along with the evaluation of their singlet oxygen generation efficiency. The photodynamic activity of these new photosensitizers has been evaluated on a human tumor fibrosarcoma (HT-1080) cell line. The cytotoxicity increased over time and is induced by the photoactivation of bromo (Br-C4) and iodio (I-C4) long carbon chain squaraine dyes and the consequent increase in reactive oxygen species (ROS) production (p < 0.001), which leads to necrosis 6 h after treatment. Induction of cytochrome c release, DNA damage and up-regulation of GPX1, NQO1 and SOD2 mRNA gene expression after PDT were investigated.<br /> (Copyright © 2016 Elsevier Masson SAS. All rights reserved.)

Full Text Access

Tools