title: Squaraine dyes for photodynamic therapy: study of their cytotoxicity and genotoxicity in bacteria and mammalian cells.
abstract: Halogenated squaraine dyes are characterized by long wavelength absorption (>600 nm) and high triplet yields and therefore represent new types of photosensitizers that could be useful for photodynamic therapy. We have analyzed the cytotoxicity and genotoxicity of the bromo derivative 1, the iodo derivative 2 and the corresponding nonhalogenated dye 3 in the absence and presence of visible light. At concentrations of 1-2 microM, 1 and 2 reduced the cloning efficiency of AS52 Chinese hamster ovary cells to less than 1% under conditions that were well tolerated in the dark. Similarly, the proliferation of L5178Y mouse lymphoma cells was inhibited by photoexcited 1 and 2 with high selectivity. The squaraine 3 was much less efficient. Both 1 and 2 induced only few mutations in the gpt locus of the AS52 cells in the presence of light and were not mutagenic in the dark. No mutagenicity with and without irradiation was observed in Salmonella typhimurium TA100 and TA2638. However, both 1 and 2 plus light increased the frequency of micronuclei in AS52 cells. The results indicate that halogenated squaraines exhibit photobiological properties in vitro that are favorable for photodynamic therapeutical applications.
authors.affiliation: Photochemistry Research Unit, Regional Research Laboratory (CSIR), Trivandrum, India.
authors.forename: Danaboyina
authors.initials: D
authors.lastname: Ramaiah
authors.forename: Inge
authors.initials: I
authors.lastname: Eckert
authors.forename: Kalliat T
authors.initials: KT
authors.lastname: Arun
authors.forename: Lydia
authors.initials: L
authors.lastname: Weidenfeller
authors.forename: Bernd
authors.initials: B
authors.lastname: Epe
mesh_terms: D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003503:Cyclobutanes / Q000009:adverse effects* / Q000737:chemistry; D003603:Cytotoxins / Q000009:adverse effects; D004305:Dose-Response Relationship, Drug; D008027:Light; D051379:Mice; D015162:Micronucleus Tests; D015394:Molecular Structure; D009152:Mutagenicity Tests; D009153:Mutagens / Q000009:adverse effects; D009154:Mutation / Q000187:drug effects; D010636:Phenols / Q000009:adverse effects* / Q000737:chemistry; D010778:Photochemotherapy / Q000379:methods*; D017319:Photosensitizing Agents / Q000009:adverse effects* / Q000737:chemistry; D012486:Salmonella typhimurium / Q000187:drug effects / Q000528:radiation effects; D014407:Tumor Cells, Cultured
chemical_list: D003503:Cyclobutanes; D003603:Cytotoxins; D009153:Mutagens; D010636:Phenols; D017319:Photosensitizing Agents; C480596:squaraine