Effects of unsaturated fatty acids and triacylglycerols on phosphatidylethanolamine membrane structure

Prades, Jesús; Funari, Sérgio S.; Escribá, Pablo V.; Barceló, Francisca

doi:10.1194/jlr.m300092-jlr200

Cited by 66 publications

(57 citation statements)

References 47 publications

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“…The lamellar phase is observed up to 75°C with a continuous minor decrease in the lattice parameter, indicating dehydration accompanied by increasing alkyl chain fluidity, as observed in many phospholipids, e.g., ref 18. More interesting is the lattice variation of the cubic phases, which expand until the It is worth noting two aspects: (a) both cubic phases followed similar thermal evolution of their lattice sizes up to 75°C, when the P4 3 32 vanishes.…”

Section: ' Results and Discussionmentioning

confidence: 92%

Membrane Morphology Modifications Induced by Hydroquinones

et al. 2011

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Section: ' Results and Discussionmentioning

confidence: 92%

Membrane Morphology Modifications Induced by Hydroquinones

et al. 2011

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“…The outcome of these measurements was compared with results obtained for a series of structurally and chemically related fatty acids and TO ( Fig. 6) (3,4). We found that there was a tendency for the reduction induced by these lipids on BP to be correlated with the in vitro effect on the L-to-H II phase transition (r ϭ 0.67; P ϭ 0.07; n ϭ 8) (Fig.…”

Section: Effects Of Voo On Bp In Spontaneously Hypertensive Rats (Shrs)mentioning

confidence: 99%

“…We assessed the effect of VOO and soybean oil on membrane lipid structure, and we found that, in agreement with the effect exerted by their major TGs constituents, both oils induced marked reductions in the L-to-H II phase transition (3). The outcome of these measurements was compared with results obtained for a series of structurally and chemically related fatty acids and TO ( Fig.…”

Section: Effects Of Voo On Bp In Spontaneously Hypertensive Rats (Shrs)mentioning

confidence: 99%

“…However, similar modulation of G protein-coupled receptor signaling is not induced by structurally different but closely related fatty acids with identical or similar chemical composition, such as elaidic acid (trans-18:1n-9) or stearic acid (18:0). Nevertheless, a structural analogue of OA, 2-hydroxyoleic acid, can regulate membrane lipid structure and cell signaling in a similar manner as OA, evidence of the high structural specificity (3)(4)(5).…”

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confidence: 99%

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Oleic acid content is responsible for the reduction in blood pressure induced by olive oil

Terés

Barceló‐Coblijn

Benet

et al. 2008

Proc. Natl. Acad. Sci. U.S.A.

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Numerous studies have shown that high olive oil intake reduces blood pressure (BP). These positive effects of olive oil have frequently been ascribed to its minor components, such as ␣-tocopherol, polyphenols, and other phenolic compounds that are not present in other oils. However, in this study we demonstrate that the hypotensive effect of olive oil is caused by its high oleic acid (OA) content (Ϸ70 -80%). We propose that olive oil intake increases OA levels in membranes, which regulates membrane lipid structure (HII phase propensity) in such a way as to control G protein-mediated signaling, causing a reduction in BP. This effect is in part caused by its regulatory action on G protein-associated cascades that regulate adenylyl cyclase and phospholipase C. In turn, the OA analogues, elaidic and stearic acids, had no hypotensive activity, indicating that the molecular mechanisms that link membrane lipid structure and BP regulation are very specific. Similarly, soybean oil (with low OA content) did not reduce BP. This study demonstrates that olive oil induces its hypotensive effects through the action of OA.aorta ͉ fatty acids ͉ membrane structure ͉ signaling proteins ͉ membrane-lipid therapy

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“…This drug interacts with cell membranes, inducing changes in their composition and structure (1,11,12), and it triggers a series of events that ultimately result in the dramatic knockdown of the proliferation-inducing transcription factor E2F-1 (3).…”

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confidence: 99%

Pivotal role of dihydrofolate reductase knockdown in the anticancer activity of 2-hydroxyoleic acid

Lladó¹,

Terés

Higuera

et al. 2009

Proc. Natl. Acad. Sci. U.S.A.

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␣-Hydroxy-9-cis-octadecenoic acid, a synthetic fatty acid that modifies the composition and structure of lipid membranes. 2-Hydroxyoleic acid (HOA) generated interest due to its potent, yet nontoxic, anticancer activity. It induces cell cycle arrest in human lung cancer (A549) cells and apoptosis in human leukemia (Jurkat) cells. These two pathways may explain how HOA induces regression of a variety of cancers. We showed that HOA repressed the expression of dihydrofolate reductase (DHFR), the enzyme responsible for tetrahydrofolate (THF) synthesis. Folinic acid, which readily produces THF without the participation of DHFR, reverses the antitumor effects of HOA in A549 and Jurkat cells, as well as the inhibitory influence on cyclin D and cdk2 in A549 cells, and on DNA and PARP degradation in Jurkat cells. This effect was very specific, because either elaidic acid (an analog of HOA) or other lipids, failed to alter A549 or Jurkat cell growth. THF is a cofactor necessary for DNA synthesis. Thus, impairment of DNA synthesis appears to be a common mechanism involved in the different responses elicited by cancer cells following treatment with HOA, namely cell cycle arrest or apoptosis. Compared with other antifolates, such as methotrexate, HOA did not directly inhibit DHFR but rather, it repressed its expression, a mode of action that offers certain therapeutic advantages. These results not only demonstrate the effect of a fatty acid on the expression of DHFR, but also emphasize the potential of HOA to be used as a wide-spectrum drug against cancer.anticancer ͉ DNA ͉ membrane-lipid therapy ͉ neoplasia ͉ nutrigenetics 2 -Hydroxyoleic acid (HOA) is a potent anticancer drug whose molecular mechanism of action is still not fully understood. Although HOA induces cell cycle exit in human lung cancer (A549) cells (1), it induces apoptosis in human leukemia cells (2). The IC 50 of this drug for most cancer cells studied is in the range of 30-150 M, whereas its IC 50 in normal cells is over 5,000 M (2). Thus, this drug does not produce toxicity at therapeutic doses despite acting efficiently in cell and animal models of human cancers (2, 3). Hence, it is important to define the mode of action of this compound and whether common molecular events underlie its therapeutic effects and the regression of different types of cancer.HOA was developed on the basis that the lipid composition and structure of the plasma membrane can be altered by certain antitumor drugs and that these modifications are involved in their action against cancer (4, 5). In this context, anthracyclines that are unable to enter cancer cells or bind to DNA still have strong antitumor activity (6). Indeed, those used in human therapy regulate plasma membrane structure, and they induce changes in the localization and activity of important peripheral signaling proteins, such as G proteins and PKC (4,7,8). This mode of action also appears to be responsible for the activity of hexamethylene bisacetamide against cancers (9, 10).In the search for molecules capable of i...

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Effects of unsaturated fatty acids and triacylglycerols on phosphatidylethanolamine membrane structure

Cited by 66 publications

References 47 publications

Membrane Morphology Modifications Induced by Hydroquinones

Membrane Morphology Modifications Induced by Hydroquinones

Oleic acid content is responsible for the reduction in blood pressure induced by olive oil

Pivotal role of dihydrofolate reductase knockdown in the anticancer activity of 2-hydroxyoleic acid

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