title: Pyrrolo[3,2-h]quinazolines as photochemotherapeutic agents.
abstract: Heteroanalogues of angelicin, pyrrolo[3,2-h]quinazolines, were synthesized with the aim of obtaining new potent photochemotherapeutic agents. Many derivatives caused a significant decrease in cell proliferation in several human tumor cell lines after irradiation with UVA light (GI(50) =15.2-0.2 μM). Their phototoxicity effected apoptosis in Jurkat cells with the involvement of mitochondria (as determined by the loss of mitochondrial membrane potential and production of reactive oxygen species) and lysosomes. The phototoxicity of these compounds could be explained by lipid peroxidation.
authors.affiliation: Dipartimento di Scienze e Tecnologie Molecolari e Biomolecolari, Sezione Chimica Farmaceutica e Biologica, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy.
authors.forename: Paola
authors.initials: P
authors.lastname: Barraja
authors.forename: Libero
authors.initials: L
authors.lastname: Caracausi
authors.forename: Patrizia
authors.initials: P
authors.lastname: Diana
authors.forename: Alessandra
authors.initials: A
authors.lastname: Montalbano
authors.forename: Anna
authors.initials: A
authors.lastname: Carbone
authors.forename: Alessia
authors.initials: A
authors.lastname: Salvador
authors.forename: Paola
authors.initials: P
authors.lastname: Brun
authors.forename: Ignazio
authors.initials: I
authors.lastname: Castagliuolo
authors.forename: Silvia
authors.initials: S
authors.lastname: Tisi
authors.forename: Francesco
authors.initials: F
authors.lastname: Dall'Acqua
authors.forename: Daniela
authors.initials: D
authors.lastname: Vedaldi
authors.forename: Girolamo
authors.initials: G
authors.lastname: Cirrincione
mesh_terms: D017209:Apoptosis / Q000187:drug effects; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D011564:Furocoumarins / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D006801:Humans; D017319:Photosensitizing Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D017382:Reactive Oxygen Species / Q000378:metabolism; D013329:Structure-Activity Relationship; D014466:Ultraviolet Rays
chemical_list: D011564:Furocoumarins; D017319:Photosensitizing Agents; D011758:Pyrroles; D011804:Quinolines; D017382:Reactive Oxygen Species; C410406:pyrroloquinoline; C011659:angelicin