Selective hydrogenation of the cyclopropene acid groups in cottonseed oil

Ward, T. L.; Tango, J. S.; Cousins, E. R.; Feuge, R. O.

doi:10.1007/bf02666783

Cited by 8 publications

(2 citation statements)

References 9 publications

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“…The cyclopropene ring is destroyed during hydrogenation in the refining process of seed oils from plants of the order Malvales . This change is thought to negate the toxicity caused by unrefined oils such as cottonseed oil . Further, cyclopropane fatty acids do not appear to cause any of the metabolic changes reported for cyclopropene fatty acids in rats .…”

Section: Discussionmentioning

confidence: 99%

“…The cyclopropene ring, especially the double bond, is thought to impart toxicity, as the cyclopropane analogues dihydromalvalic and dihydrosterculic acids, that lack the double bond in the 3 carbon ring are not toxic [6,7]. The cyclopropene ring is destroyed during hydrogenation in the refining process of seed oils from plants of the order Malvales [16]. This change is thought to negate the toxicity caused by unrefined oils such as cottonseed oil [14,[16][17][18][19][20][21][22].…”

Section: Discussionmentioning

confidence: 99%

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Evidence for marsh mallow (Malva parviflora) toxicosis causing myocardial disease and myopathy in four horses

Bauquier

Stent

Gibney³

et al. 2016

Equine Veterinary Journal

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These findings suggest aetiology different to that of atypical myopathy or seasonal pasture myopathy. We hypothesise that cyclopropene fatty acids in M. parviflora interfere with fatty acid β-oxidation in horses in negative energy balance, causing the clinical signs and abnormal acyl carnitine profiles. These equine cases suggest a pathophysiological course that closely mimics the human genetic condition very long chain acyl CoA dehydrogenase deficiency.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Evidence for marsh mallow (Malva parviflora) toxicosis causing myocardial disease and myopathy in four horses

Bauquier

Stent

Gibney³

et al. 2016

Equine Veterinary Journal

View full text Add to dashboard Cite

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Synthesis and properties of organosoluble poly(amide imide imide)s based on tetraimide dicarboxylic acid condensed from 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride, 4,4′‐oxydianiline, and trimellitic anhydride and various aromatic diamines

Yang

Chen

Wang

2002

J. Polym. Sci. A Polym. Chem.

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A novel tetraimide dicarboxylic acid was synthesized with the ring‐opening addition of 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride, 4,4′‐oxydianiline, and trimellitic anhydride in a 1/2/2 molar ratio in N‐methyl‐2‐pyrrolidone followed by azeotropic condensation to tetraimide dicarboxylic acid. A series of poly(amide imide imide)s (PAIIs) with inherent viscosities of 0.8–1.1 dL/g were prepared from tetraimide dicarboxylic acid with various aromatic diamines by direct polycondensation. Most of the PAIIs were readily soluble in a variety of amide polar solvents and even in less polar m‐cresol and pyridine. Solvent‐cast films had tensile strengths ranging from 99 to 106 MPa, elongations at break ranging from 8 to 13%, and initial moduli ranging from 2.0 to 2.3 GPa. The glass‐transition temperatures of these PAIIs were recorded at 244–276 °C. They had 10% weight losses at temperatures above 520 °C in air or nitrogen atmospheres. © 2002 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 40: 1092–1102, 2002

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Effect of subacute toxic levels of dietary cyclopropenoid fatty acids upon membrane function and fatty acid composition in the rat

Nixon

Eisele

Wales

et al. 1974

Lipids

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The effect of subacute toxicity levels of dietary cyclopropenoid fatty acids upon several physiological parameters was determined in the rat. Diets containing 2% corn oil, 2%Sterculia foetida oil or 2% hydrogenatedSterculia foetida oil were fed.Sterculia foetida oil (50% cyclopropenoid fatty acids) fed rats exhibited retarded growth, elevated organ to body wt ratios, increased saturation of tissue lipid, and abnormal histopathology when compared to corn oil and hydrogenatedSterculia foetida oil fed rats. Growth was retarded 50%, liver/body wt doubled, and the percentage of saturated fatty acids in adipose tissue increased 2.5‐fold forSterculia foetida oil vs. corn oil comparisons. Three membrane systems were examined in corn oil andSterculia foetida oil fed rats. Erythrocyte hemolysis rate in 0.3 M glycerol was increased by 30%; induction of mitochondrial swelling by reduced glutathione was inhibited completely and microsomal codeine demethylase activity was depressed nearly 50% inSterculia foetida oil fed rats. The ability of cyclopropenoid fatty acids to inhibit fatty acyl desaturase and influence tissue and membrane lipid composition is discussed. Most of the detrimental effects observed in cyclopropenoid fatty acids fed rats may be associated with alteration of normal lipid metabolism and membrane function.

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Selective hydrogenation of the cyclopropene acid groups in cottonseed oil

Cited by 8 publications

References 9 publications

Evidence for marsh mallow (Malva parviflora) toxicosis causing myocardial disease and myopathy in four horses

Evidence for marsh mallow (Malva parviflora) toxicosis causing myocardial disease and myopathy in four horses

Synthesis and properties of organosoluble poly(amide imide imide)s based on tetraimide dicarboxylic acid condensed from 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride, 4,4′‐oxydianiline, and trimellitic anhydride and various aromatic diamines

Effect of subacute toxic levels of dietary cyclopropenoid fatty acids upon membrane function and fatty acid composition in the rat

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