Dilinoleoylphosphatidylcholine is the active antioxidant of polyenylphosphatidylcholine.

Abstract

BACKGROUND:

Polyenylphosphatidylcholine, a mixture of polyunsaturated phospholipids, prevents the fibrosis induced by alcohol in baboons and by CCl4 in rats and opposes the associated oxidative stress.

METHODS:

To determine the responsible phosphatidylcholine species, a Morris hepatoma cell line (RH 7777) was incubated with 100 mumol/L arachidonate supplemented with 20 mumol/L dilinoleoylphosphatidylcholine or 20 mumol/L palmitoyllinoleoylphosphatidylcholine which comprise 42% and 24% of polyenylphosphatidylcholine, respectively or with equivalent amounts of polyenylphosphatidylcholine. Distearoylphosphatidylcholine, the saturated analog of dilinoleoylphosphatidylcholine, also was used for comparison. Two markers of lipid peroxidation (4-hydroxynonenal and F2-isoprostanes) were measured by GC/MS.

RESULTS:

Arachidonate caused 8- and 11-fold rises of cellular 4-hydroxynonenal and F2-isoprostanes, respectively; these increases were reduced more than 50% by polyenylphosphatidylcholine and dilinoleoylphosphatidylcholine. By contrast, palmitoyllinoleoylphosphatidylcholine and distearoylphosphatidylcholine had no significant effect. Lipid peroxidation was associated with a striking exacerbation of cell death, observed microscopically, and documented by a 2.5-fold decrease in cellular DNA and a 2- to 3-fold increase in lactic dehydrogenase leakage. Dilinoleoylphosphatidylcholine and polyenylphosphatidylcholine decreased the release of lactic dehydrogenase (47% and 67%, respectively); whereas, palmitoyllinoleoylphosphatidylcholine had no effect.

CONCLUSIONS:

An in vitro system of oxidative stress revealed that polyenylphosphatidylcholine is a potent antioxidant and that dilinoleoylphosphatidylcholine is mainly responsible for this protective effect; whereas, its saturated counterpart distearoylphosphatidylcholine is inactive.

• Authors: S I Aleynik, M A Leo, U Takeshige, M K Aleynik, C S Lieber
• Journal: Journal of investigative medicine : the official publication of the American Federation for Clinical Research (J Investig Med) Vol. 47 Issue 9 Pg. 507-12 (Nov 1999) ISSN: 1081-5589 [Print] England
• PMID: 10572382 (Publication Type: Comparative Study, Journal Article, Research Support, U.S. Gov't, Non-P.H.S., Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Antioxidants
• DNA, Neoplasm
• Phosphatidylcholines
• lipostabil
• Arachidonic Acid
• 1,2-linoleoylphosphatidylcholine
• L-Lactate Dehydrogenase

Topics

• Animals
• Antioxidants (pharmacology)
• Arachidonic Acid (toxicity)
• Carcinoma, Hepatocellular (chemically induced, pathology)
• Cell Death (drug effects, genetics)
• Cell Survival (drug effects, genetics)
• DNA, Neoplasm (drug effects)
• L-Lactate Dehydrogenase (metabolism)
• Lipid Peroxidation (drug effects)
• Liver Neoplasms, Experimental (chemically induced, pathology)
• Oxidative Stress
• Phosphatidylcholines (pharmacology)
• Rats
• Tumor Cells, Cultured