Document Detail

Part 1: Effect of vitamin C on the biological activity of two euryfurylbenzoquinones on TLT, a murine hepatoma cell line.
MedLine Citation:
PMID:  18179847     Owner:  NLM     Status:  MEDLINE    
2-euryfuryl- and 2-euryfuryl-3-nitro-1,4-benzoquinone Q2 and Q3, prepared via oxidative coupling reactions of sesquiterpene euryfuran 1 to 2-nitro-1,4-benzoquinone and 1,4-benzoquinone, were tested for their cytotoxicity towards TLT cells (a murine hepatoma cell line) in the absence and in the presence of vitamin C. Their cytotoxic profile was completely different. In cells incubated with Q2 (from 1 to 50 microg/ml), cell survival was not modified, both GSH and ATP were depleted to about 50% of control values (at 50 microg/ml); and caspase-3 was activated in a dose-dependent manner. These effects were observed whatever cells were incubated or not in the presence of vitamin C. In the case of Q3, the cytotoxicity was rather unrelated to its concentration but the association of vitamin C plus the highest Q3 concentration (50 microg/ml) results in a strong cell death (more than 60%). At such a concentration, a complete lack of caspase-3 activity was observed, probably due to cell lysis. At lower concentrations of Q3 (1 and 10 microg/ml), caspase-3 activity was lower than that observed in the absence of vitamin C or even under control conditions. Both GSH and ATP were kept fairly constant as compared to control values but in the presence of vitamin C and Q3, at 50 microg/ml, a decrease in their amounts was observed.
Julio Benites; Leonel Rojo; Jaime A Valderrama; Henryk Taper; Pedro Buc Calderon
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2007-12-05
Journal Detail:
Title:  European journal of medicinal chemistry     Volume:  43     ISSN:  0223-5234     ISO Abbreviation:  Eur J Med Chem     Publication Date:  2008 Sep 
Date Detail:
Created Date:  2008-09-12     Completed Date:  2008-12-09     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0420510     Medline TA:  Eur J Med Chem     Country:  France    
Other Details:
Languages:  eng     Pagination:  1813-7     Citation Subset:  IM    
Departamento de Ciencias Químicas y Farmacéuticas, Universidad Arturo Prat, Iquique, Chile, Avenida Arturo Prat 2120, Casilla 121 Iquique, Chile.
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MeSH Terms
Adenosine Triphosphate / metabolism
Antineoplastic Agents / chemistry*,  pharmacology*
Ascorbic Acid / pharmacology*
Benzoquinones / chemistry*,  pharmacology*
Carcinoma, Hepatocellular / pathology*
Caspase 3 / metabolism
Cell Death / drug effects
Cell Line, Tumor
Cell Survival / drug effects
Cytoplasm / drug effects,  enzymology
Enzyme Activation / drug effects
Glutathione / metabolism
Intracellular Space / drug effects,  metabolism
L-Lactate Dehydrogenase / metabolism
Reg. No./Substance:
0/Antineoplastic Agents; 0/Benzoquinones; 106-51-4/benzoquinone; 50-81-7/Ascorbic Acid; 56-65-5/Adenosine Triphosphate; 70-18-8/Glutathione; EC Dehydrogenase; EC 3.4.22.-/Caspase 3

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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