Guanaconetins, new antitumoral acetogenins, mitochondrial complex I and tumor cell growth inhibitors.
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.
Chahboune
Nadia
N
Departamento de Farmacología, Facultad de Farmacia, Universidad de Valencia, Burjassot, Spain.
Barrachina
Isabel
I
Royo
Inmaculada
I
Romero
Vanessa
V
Sáez
Jairo
J
Tormo
José R
JR
De Pedro
Nuria
N
Estornell
Ernesto
E
Zafra-Polo
M Carmen
MC
Peláez
Fernando
F
Cortes
Diego
D
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
D054378:Acetogenins; D000970:Antineoplastic Agents; D005233:Fatty Alcohols; D006131:Growth Inhibitors; D007783:Lactones; D042967:Electron Transport Complex I