title: Photobiological properties of 1-(3'-hydroxypropyl)-4,6,8-trimethylfur.
abstract: A new furoquinolinone derivative, 1-(3'-hydroxypropyl)-4,6,8-trimethylfuro[2,3-h]quinolin-2(1H)-one (HPFQ, 4), was prepared, in which the nitrogen atom in position 1 carries a hydroxypropyl chain. The antiproliferative activity of HPFQ was studied in comparison with its analogue 1,4,6,8-tetramethylfuro[2,3-h]quinolin-2(1H)-one (FQ) and 8-methoxypsoralen (8-MOP). By incubation in the dark, HPFQ, although retaining antitopoisomerase II activity, appeared less effective than FQ. Upon UVA irradiation, HPFQ produced little amounts of singlet oxygen, but detectable levels of superoxide anion; like FQ, HPFQ induced numbers of DNA-protein cross-links, but no interstrand cross-links in mammalian cells. The HPFQ phototoxicity was comparable to that of FQ and 8-MOP, while mutagenic activity, scored in two Escherichia coli strains, seemed much less remarkable.
authors.affiliation: Department of Pharmaceutical Sciences, University of Padova, Padua, Italy.
authors.forename: C
authors.initials: C
authors.lastname: Marzano
authors.forename: A
authors.initials: A
authors.lastname: Chilin
authors.forename: A
authors.initials: A
authors.lastname: Guiotto
authors.forename: F
authors.initials: F
authors.lastname: Baccichetti
authors.forename: F
authors.initials: F
authors.lastname: Carlassare
authors.forename: F
authors.initials: F
authors.lastname: Bordin
mesh_terms: D002455:Cell Division / Q000187:drug effects; D004249:DNA Damage; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D011564:Furocoumarins / Q000737:chemistry / Q000494:pharmacology*; D006367:HeLa Cells; D006801:Humans; D015394:Molecular Structure; D009153:Mutagens / Q000737:chemistry / Q000494:pharmacology*; D018462:Photobiology; D017319:Photosensitizing Agents / Q000737:chemistry / Q000494:pharmacology*; D059005:Topoisomerase II Inhibitors
chemical_list: C430455:1-(3'-hydroxypropyl)-4,6,8-trimethylfuro(2,3-h)quinolin-2(1H)-one; D004791:Enzyme Inhibitors; D011564:Furocoumarins; D009153:Mutagens; D017319:Photosensitizing Agents; D059005:Topoisomerase II Inhibitors