title: Bisanthracene bis(dicarboxylic imide)s as potential photosensitizers in photodynamic therapy: a theoretical investigation.
abstract: The electronic structures and spectroscopic properties of four bisanthracene bis(dicarboxylic imide)s (M1-M4) have been investigated theoretically by using density functional theory (DFT) and its time-dependent extension (TDDFT) in view of their potential use as photosensitizers in photodynamic therapy (PDT). The optimized geometries, electronic absorption transitions, singlet-triplet energy gaps, spin-orbit matrix elements, ionization potentials, and electron affinities have been determined in gas phase and in solvent. Both type I and II PDT mechanisms have been considered. In addition, the variation of a series of relevant properties upon heavy atom substitution (Br and I) have been determined and discussed. Results show that only M4 is able to support the type I reaction, and one of its brominated and iodinated derivatives can produce cytotoxic singlet oxygen (type II reaction).
authors.affiliation: Dipartimento di Chimica e Tecnologie Chimiche, Università della Calabria , 87036 Rende, Italy.
authors.forename: Marta E
authors.initials: ME
authors.lastname: Alberto
authors.forename: Cristina
authors.initials: C
authors.lastname: Iuga
authors.forename: Angelo D
authors.initials: AD
authors.lastname: Quartarolo
authors.forename: Nino
authors.initials: N
authors.lastname: Russo
mesh_terms: D000042:Absorption; D000873:Anthracenes / Q000737:chemistry; D004583:Electrons; D007094:Imides / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D000873:Anthracenes; D007094:Imides; D017319:Photosensitizing Agents; C031404:bisantrene