Effect of 13-hydroxyoctadeca-9,11-dienoic acid (13-hode) on thrombin induced platelet adherence to endothelial cells in vitro

Tloti, M.A.; Moon, Dudley G.; Weston, L. K.; Kaplan, John E.

doi:10.1016/0049-3848(91)90151-l

Cited by 28 publications

(16 citation statements)

References 25 publications

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“…This increased binding was evenly distributed over the endothelial cell monolayer. Our results were consistent with data obtained by previously reported methods (3,16,18). 4A).…”

Section: Resultssupporting

confidence: 94%

“…Existing methods have produced reproducible and useful results with flow cytometry (10,11), radioisotopes (3,4,7,(12)(13)(14)(15)(16)(17), and fluorescence (18) to label platelets. The most significant challenge is in vitro identification and quantification of platelets bound to an intact undisturbed monolayer of endothelial cells.…”

mentioning

confidence: 99%

“…The most significant challenge is in vitro identification and quantification of platelets bound to an intact undisturbed monolayer of endothelial cells. Other methods do not disturb the endothelial cell layer but use an average intensity indicator to detect fluorescence or radioactivity emitted from bound platelets (3,4,7,(12)(13)(14)(15)(16)(17)(18). Each method has tech-nical restrictions.…”

mentioning

confidence: 99%

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Laser scanning cytometry: A novel method for the detection of platelet-endothelial cell adhesion

Claytor

Furman

et al. 2001

Cytometry

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“…This increased binding was evenly distributed over the endothelial cell monolayer. Our results were consistent with data obtained by previously reported methods (3,16,18). 4A).…”

Section: Resultssupporting

confidence: 94%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Laser scanning cytometry: A novel method for the detection of platelet-endothelial cell adhesion

Claytor

Furman

et al. 2001

Cytometry

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“…Additionally, 13-HODE was demonstrated to inhibit thrombin-induced TXB2 and 12-HETE production in platelets as well as platelet adherence to endothelial cells in vitro [99, 100]. Interestingly, 15-HETrE exhibited biphasic effects on platelet aggregation in which low concentrations potentiated and higher concentrations inhibited platelet aggregation [101]. …”

Section: -Lox-derived Metabolites and Regulation Of Platelet Functionmentioning

confidence: 99%

The expansive role of oxylipins on platelet biology

2017

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In mammals, three major oxygenases, cyclooxygenases (COXs), lipoxygenases (LOXs), and cyto-chrome P450 (CYP450), generate an assortment of unique lipid mediators (oxylipins) from polyunsaturated fatty acids (PUFAs) which exhibit pro- or anti-thrombotic activity. Over the years, novel oxylipins generated from the interplay of theoxygenase activity in various cells, such as the specialized pro-resolving mediators (SPMs), have been identified and investigated in inflammatory disease models. Although platelets have been implicated in inflammation, the role and mechanism of these SPMs produced from immune cells on platelet function are still unclear. This review highlights the burgeoning classes of oxylipins that have been found to regulate platelet function; however, their mechanism of action still remains to be elucidated.

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“…These metabolites were shown to have anti-platelet effects mainly through inhibition of collagen and thromboxane-dependent aggregation for 12-HETE [1,2], 13-hydroperoxy-9Z,11E- octadecadienoic acid (13-HPODE) [3] and 13-HODE [4]. This later metabolite was also shown to decrease the adherence of platelets to endothelial cells [5]. The mechanisms by which these anti-platelet molecules affect platelet activation and aggregation involved inhibition of thromboxane (TX) synthesis or blocking of its receptors, ADP, thrombin and collagen receptors as well as blocking of glycoprotein –dependent binding of extracellular matrix and fibrinogen [6,7].…”

Section: Introductionmentioning

confidence: 99%

New analogues of 13-hydroxyocatdecadienoic acid and 12-hydroxyeicosatetraenoic acid block human blood platelet aggregation and cyclooxygenase-1 activity

Hirz

Khalaf

El-Hachem

et al. 2012

Chemistry Central Journal

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BackgroundThromboxane A2 is derived from arachidonic acid through the action of cyclooxygenases and thromboxane synthase. It is mainly formed in blood platelets upon activation and plays an important role in aggregation. Aspirin is effective in reducing the incidence of complications following acute coronary syndrome and stroke. The anti-thrombotic effect of aspirin is obtained through the irreversible inhibition of cyclooxygenases. Analogues of 12-hydroxyeicosatetraenoic acid and 13-hydroxyocatdecadienoic acid were shown previously to modulate platelet activation and to block thromboxane receptors.Results and discussionWe synthesized 10 compounds based on the structures of analogues of 12-hydroxyeicosatetraenoic acid and 13-hydroxyocatdecadienoic acid and evaluated their effect on platelet aggregation triggered by arachidonic acid. The structure activity relationship was evaluated. Five compounds showed a significant inhibition of platelet aggregation and highlighted the importance of the lipidic hydrophobic hydrocarbon chain and the phenol group. Their IC50 ranged from 7.5 ± 0.8 to 14.2 ± 5.7 μM (Mean ± S.E.M.). All five compounds decreased platelet aggregation and thromboxane synthesis in response to collagen whereas no modification of platelet aggregation in response to thromboxane receptor agonist, U46619, was observed. Using COS-7 cells overexpressing human cyclooxygenase-1, we showed that these compounds are specific inhibitors of cyclooxygenase-1 with IC50 ranging from 1.3 to 12 μM. Docking observation of human recombinant cyclooxygenase-1 supported a role of the phenol group in the fitting of cyclooxygenase-1, most likely related to hydrogen bonding with the Tyr 355 of cyclooxygenase-1.ConclusionsIn conclusion, the compounds we synthesized at first based on the structures of analogues of 12 lipoxygenase metabolites showed a role of the phenol group in the anti-platelet and anti-cyclooxygenase-1 activities. These compounds mediate their effects via blockade of cyclooxygenase-1.

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Effect of 13-hydroxyoctadeca-9,11-dienoic acid (13-hode) on thrombin induced platelet adherence to endothelial cells in vitro

Cited by 28 publications

References 25 publications

Laser scanning cytometry: A novel method for the detection of platelet-endothelial cell adhesion

Laser scanning cytometry: A novel method for the detection of platelet-endothelial cell adhesion

The expansive role of oxylipins on platelet biology

New analogues of 13-hydroxyocatdecadienoic acid and 12-hydroxyeicosatetraenoic acid block human blood platelet aggregation and cyclooxygenase-1 activity

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