Effects of linoleic and oleic acid anilides on prostacyclin synthesis and fibrinolytic profile of human endothelial cells in culture: relevance to the toxic oil syndrome

Castellarnau, Conxita de; Pich, Isabel; Chanquía, C.J.; Vilá, Luis M.; Lagunas, Carmen; Fontcuberta, Jordi; Rutllant, Miquel

doi:10.1016/0300-483x(93)90011-g

Cited by 5 publications

(1 citation statement)

References 35 publications

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“…Chemically, macamides consist of a residue of a benzylamine (product of the hydrolysis of glucosinolates by the enzyme myrosinase) and a fatty acid residue (product of the hydrolysis of membrane lipids). 10 Recent pharmacological studies have shown that macamides have also other activities such as antioxidants, analgesics and antidepressants; 11 anti-tuberculosis; 12 anticholesterolemics; 13 antifibrogenics; 14 anticonvulsants; 15 neuroprotectives 16 and anticancer, 17 being interesting molecules for chemical studies due to their wide pharmacological spectrum use.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological screening of a library of macamides as TNF-α inhibitors

et al. 2020

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Section: Introductionmentioning

confidence: 99%

Synthesis and biological screening of a library of macamides as TNF-α inhibitors

et al. 2020

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Decrease of 12-hydroxyeicosatetraenoic acid production in mouse lungs following dietary oleic anilide consumption: Implications for the toxic oil syndrome

Yoshida

Bruenner

German

et al. 1995

Arch. Environ. Contam. Toxicol.

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A study was performed to examine the ability of dietary oleic anilide to alter 12-hydroxyeicosatetraenoic acid (12-HETE) production. The structure of oleic anilide, synthesized by reacting oleic acid with aniline, was confirmed by mass spectrometry. The purity of oleic anilide, 75%, was measured by gas chromatography. Oleic acid, which constituted the remaining 25%, is a major component of the rapeseed oil vehicle. Balb/c mice were fed oleic anilide as 0.75% of their diet by weight for three weeks. Their lungs were excised and examined for 12-HETE production in vitro. The 12-HETE levels were significantly (p < 0.01) lower in mice fed oleic anilide than in mice fed the oleic acid control diet. This result illustrates eicosanoid production as a target of fatty acid anilide toxicity. The fatty acid composition, including arachidonic acid, of mouse lungs from both dietary groups was not different. This confirms the availability of substrate for 12-lipoxygenase in both groups. Spleen weights were higher in mice fed oleic anilide than in control mice (p < 0.005). These observations are relevant to immunoregulation and the autoimmune syndromes noted in patients of the Toxic Oil Syndrome (TOS).

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Interactions of cis-fatty acids and their anilides with formyl-methionyl-leucyl-phenylalanine, phorbol myristate acetate and dioctanoyl-s,n-glycerol in human leukocytes

Heiskanen¹,

Ruotsalainen²,

Savolainen

1995

Toxicology

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Effects of linoleic and oleic acid anilides on prostacyclin synthesis and fibrinolytic profile of human endothelial cells in culture: relevance to the toxic oil syndrome

Cited by 5 publications

References 35 publications

Synthesis and biological screening of a library of macamides as TNF-α inhibitors

Synthesis and biological screening of a library of macamides as TNF-α inhibitors

Decrease of 12-hydroxyeicosatetraenoic acid production in mouse lungs following dietary oleic anilide consumption: Implications for the toxic oil syndrome

Interactions of cis-fatty acids and their anilides with formyl-methionyl-leucyl-phenylalanine, phorbol myristate acetate and dioctanoyl-s,n-glycerol in human leukocytes

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