title: Guanaconetins, new antitumoral acetogenins, mitochondrial complex I and tumor cell growth inhibitors.
abstract: The antitumoral activity of a series of acetylated bis-tetrahydrofuranic acetogenins with a threo/trans/threo/trans/erythro relative configuration was characterized by four new natural and two semisynthetic, 15,24,30-trioxygenated acetogenins that were found to inhibit mitochondrial complex I enzyme as well as growth of several tumor cell lines. Placement of acetyl groups along the alkyl chain modulated the potency of the bis-tetrahydrofuranic acetogenins and could be important for future utilization of these compounds as chemotherapeutic agents.
authors.affiliation: Departamento de Farmacología, Facultad de Farmacia, Universidad de Valencia, Burjassot, Spain.
authors.forename: Nadia
authors.initials: N
authors.lastname: Chahboune
authors.forename: Isabel
authors.initials: I
authors.lastname: Barrachina
authors.forename: Inmaculada
authors.initials: I
authors.lastname: Royo
authors.forename: Vanessa
authors.initials: V
authors.lastname: Romero
authors.forename: Jairo
authors.initials: J
authors.lastname: Sáez
authors.forename: José R
authors.initials: JR
authors.lastname: Tormo
authors.forename: Nuria
authors.initials: N
authors.lastname: De Pedro
authors.forename: Ernesto
authors.initials: E
authors.lastname: Estornell
authors.forename: M Carmen
authors.initials: MC
authors.lastname: Zafra-Polo
authors.forename: Fernando
authors.initials: F
authors.lastname: Peláez
authors.forename: Diego
authors.initials: D
authors.lastname: Cortes
mesh_terms: D054378:Acetogenins; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D042967:Electron Transport Complex I / Q000037:antagonists & inhibitors* / Q000378:metabolism; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006131:Growth Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009369:Neoplasms / Q000201:enzymology / Q000473:pathology; D021241:Spectrometry, Mass, Electrospray Ionization; D013329:Structure-Activity Relationship
chemical_list: D054378:Acetogenins; D000970:Antineoplastic Agents; D005233:Fatty Alcohols; D006131:Growth Inhibitors; D007783:Lactones; D042967:Electron Transport Complex I