Inflammation and conjugated linoleic acid: mechanisms of action and implications for human health

Zulet, M. Ángeles; Marti, Amelia; Parra, M. Dolores; Martínez, Joseline

doi:10.1007/bf03168454

Cited by 53 publications

(29 citation statements)

References 81 publications

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“…Today a number of beneficial physiological properties are attributed to CLA such as anti-cancer, anti-atherosclerosis, anti-inflammatory, and anti-obesity effects (reviewed in Scimeca 1999;Gnädig et al 2001;Pariza et al 2001;Evans ME et al 2002;Belury 2002;Terpstra 2004;Wahle et al 2004;Zulet et al 2005; Kelley et al 2007;Li et al 2008). These beneficial effects seem to be structure-specific.…”

Section: Introductionmentioning

confidence: 99%

Autoxidation of Conjugated Linoleic Acid Methyl Ester in the Presence of α‐Tocopherol: The Hydroperoxide Pathway

Pajunen

Johansson

Hase

et al. 2008

Lipids

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The autoxidation of conjugated linoleic acid (CLA) is poorly understood in spite of increasing interest in the beneficial biological properties of CLA and growing consumption of CLA-rich foods. In this thesis, the autoxidation reactions of the two major CLA isomers, 9-cis,11-transoctadecadienoic acid and 10-trans,12-cis-octadecadienoic acid, are investigated. The results contribute to an understanding of the early stages of the autoxidation of CLA methyl ester, and provide for the first time a means of producing and separating intact CLA methyl ester hydroperoxides as well as basic knowledge on lipid hydroperoxides and their hydroxy derivatives.Conjugated diene allylic monohydroperoxides were discovered as primary autoxidation products formed during autoxidation of CLA methyl esters in the presence and absence oftocopherol. This established that one of the autoxidation pathways of CLA methyl ester is the hydroperoxide pathway.Hydroperoxides were produced from the two major CLA methyl esters by taking advantage of the effect of -tocopherol to promote hydroperoxide formation. The hydroperoxides were analysed and separated first as methyl hydroxyoctadecadienoates and then as intact hydroperoxides by HPLC. The isolated products were characterized by UV, GC-MS, and NMR techniques. In the presence of a high amount of -tocopherol, the autoxidation of CLA methyl ester yields six kinetically-controlled conjugated diene monohydroperoxides and is diastereoselective in favour of one particular geometric isomer as a pair of enantiomers. The primary autoxidation products produced from the two major CLA isomers include new positional isomers of conjugated diene monohydroperoxides, the 8-, 10-, 12-, and 14-hydroperoxyoctadecadienoates. Furthermore, two of these new positional isomers have an unusual structure for a cis,trans lipid hydroperoxide where the allylic methine carbon is adjacent to the cis instead of the usual trans double bond.The 1 H and 13 C NMR spectra of nine isomeric methyl hydroxyoctadecadienoates and of ten isomeric methyl hydroperoxyoctadecadienoates including the unusual cis,trans hydroperoxides, i.e. Me 8-OOH-9c,11t and Me 14-OOH-10t,12c, were fully assigned with the aid of 2D NMR spectroscopy. The assigned NMR data enabled determination of the effects of the hydroxyl and hydroperoxyl groups on the carbon chemical shifts of CLA isomers, identification of diagnostic signals, and determination of chemical shift differences of the olefinic resonances that may help with the assignment of structure to as yet unknown lipid hydroperoxides either as hydroxy derivatives or as intact hydroperoxides.A mechanism for the hydroperoxide pathway of CLA autoxidation in the presence of a high amount of -tocopherol was proposed based on the characterized primary products, their relative distribution, and theoretical calculations. This is an important step forward in CLA research, where exact mechanisms for the autoxidation of CLA have not been presented before. Knowledge of these hydroperoxide formation steps is of cr...

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Section: Introductionmentioning

confidence: 99%

Autoxidation of Conjugated Linoleic Acid Methyl Ester in the Presence of α‐Tocopherol: The Hydroperoxide Pathway

Pajunen

Johansson

Hase

et al. 2008

Lipids

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“…45 Therefore, CLA can improve different inflammatory conditions through activation of PPARγ. In addition, CLA reduces proinflammatory eicosanoid (PGE2, LTB4) production 46,47 and attenuates the NF-κB pathway, 48 which is involved in cytokine gene expression, cell cycle activation, apoptosis, and carcinogenesis. 26 It seems that CLA may have a beneficial effect on inflammation, which influences initiation, progression, and metastasis of colorectal tumors 49 and also tumor resistance to cancer treatments and side effects of these treatments.…”

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confidence: 99%

Effect of Conjugated Linoleic Acid Supplementation on Inflammatory Factors and Matrix Metalloproteinase Enzymes in Rectal Cancer Patients Undergoing Chemoradiotherapy

et al. 2013

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Objectives. The aims of this study were to determine the effect of conjugated linoleic acid (CLA) supplementation on inflammatory factors and matrix metalloproteinase (MMP) enzymes in rectal cancer patients undergoing chemoradiothetrapy. Method and Material. In this randomized, double-blind, placebo-controlled pilot study, 34 volunteer patients with rectal cancer undergoing chemoradiotherapy assigned into the CLA group (n = 16), receiving 3 g CLA/d, and placebo group (n = 18) receiving placebo capsules (sunflower oil) for 6 weeks. The supplementation began 1 week before starting RT (loading period) and continued every day during treatment. Before and after intervention, serum tumor necrosis factor α (TNF-α), interleukin 1β (IL-1β), IL-6, MMP-2, MMP-9, and high-sensitivity C-reactive protein (hsCRP) were measured by enzymelinked immunosorbent assay (ELISA) kits and immunoturbidimetric method, respectively. Independent t tests and paired t tests were used to compare parameters between and within groups, respectively. Results. In the CLA group, the mean serum TNF-α, IL-1β, hsCRP, MMP-9, and MMP-2 levels reduced insignificantly. However, significant changes in TNF-α (P = 0.04), hsCRP (P = 0.03), and MMP-9 (P = 0.04) concentrations were observed in the CLA group when compared with the placebo group. The mean serum IL-6 level remained unchanged in the CLA group but increased remarkably in the placebo group. Conclusion. According to our results, CLA supplementation improved inflammatory factors, MMP-2, and MMP-9 as biomarkers of angiogenesis and tumor invasion. It seems that CLA may provide new complementary treatment by reducing tumor invasion and resistance to cancer treatment in patients with rectal cancer.

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“…The improvement of milk quality by increasing the unsaturated fatty acid concentration is the answer to a higher demand for milk-derived bioactive components with special consideration of their effects on the human health. Although CLA is the best known for its anti-cancer properties, researchers have also found, among others, that the C18:2 c9 t11 form of CLA can reduce the risk of cardiovascular diseases and help fight inflammation (Tricon et al, 2004;Zulet et al, 2005). VA is a precursor of CLA synthesis in mammary gland, and hence dietary VA may contribute to the amount of CLA available to the human body.…”

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confidence: 99%

Enhancing unsaturated fatty acids in ewe's milk by feeding rapeseed or linseed oil

Cieślak¹,

Kowalczyk²,

Czauderna³

et al. 2010

CZECH J ANIM SCI

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The aim of our research was to evaluate whether rapeseed and linseed oils used as feed additives to ewe's diets allow to achieve the higher secretion of unsaturated fatty acids into milk with extended emphasis on the conjugated linoleic acid concentration. Two experiments were carried out on 6 lactating ewes in two independent 3 × 3 Latin square designs. In each feeding cycle the animals were subjected to one of the treatments: (1) without oil supplementation, (2) with 3.5% of rapeseed oil (RS) or linseed oil (LS), (3) with 7.0% of rapeseed oil or linseed oil. Feeding diets rich in mono- and polyunsaturated fatty acids to lactating ewes under our experimental conditions resulted in demanded changes in milk fatty acid content without causing milk fat depression or modification of other milk constituents. Milk fat was improved in unsaturated fatty acids including C18:2 c9 t11 CLA isomer without changing the milk fat concentration. The C18:2 c9 t11 concentration increased from 0.03 (FAME, %) in the control group to 0.21 and 0.12 (FAME, %) in groups receiving 3.5 and 7% RS, respectively. The diet with 7% LS also elevated the C18:2 c9 t11 level in milk from 0.04 (FAME, %) in the control group to 0.11 (FAME, %). Hence a conclusion is drawn that plant oils may be an important source of monoenic and also polyenic fatty acids in milk, however, our research and analysis of literature data indicate that results are strictly dietary and supplement-dependent.

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Inflammation and conjugated linoleic acid: mechanisms of action and implications for human health

Cited by 53 publications

References 81 publications

Autoxidation of Conjugated Linoleic Acid Methyl Ester in the Presence of α‐Tocopherol: The Hydroperoxide Pathway

Autoxidation of Conjugated Linoleic Acid Methyl Ester in the Presence of α‐Tocopherol: The Hydroperoxide Pathway

Effect of Conjugated Linoleic Acid Supplementation on Inflammatory Factors and Matrix Metalloproteinase Enzymes in Rectal Cancer Patients Undergoing Chemoradiotherapy

Enhancing unsaturated fatty acids in ewe's milk by feeding rapeseed or linseed oil

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