Literature DB >> 25987423

Hydroxyoctadecadienoic acids: Oxidised derivatives of linoleic acid and their role in inflammation associated with metabolic syndrome and cancer.

Venkat N Vangaveti1, Holger Jansen2, Richard Lee Kennedy3, Usman H Malabu4.   

Abstract

Linoleic acid (LA) is a major constituent of low-density lipoproteins. An essential fatty acid, LA is a polyunsaturated fatty acid, which is oxidised by endogenous enzymes and reactive oxygen species in the circulation. Increased levels of low-density lipoproteins coupled with oxidative stress and lack of antioxidants drive the oxidative processes. This results in synthesis of a range of oxidised derivatives, which play a vital role in regulation of inflammatory processes. The derivatives of LA include, hydroxyoctadecadienoic acids, oxo-​octadecadienoic acids, epoxy octadecadecenoic acid and epoxy-keto-octadecenoic acids. In this review, we examine the role of LA derivatives and their actions on regulation of inflammation relevant to metabolic processes associated with atherogenesis and cancer. The processes affected by LA derivatives include, alteration of airway smooth muscles and vascular wall, affecting sensitivity to pain, and regulating endogenous steroid hormones associated with metabolic syndrome. LA derivatives alter cell adhesion molecules, this initial step, is pivotal in regulating inflammatory processes involving transcription factor peroxisome proliferator-activated receptor pathways, thus, leading to alteration of metabolic processes. The derivatives are known to elicit pleiotropic effects that are either beneficial or detrimental in nature hence making it difficult to determine the exact role of these derivatives in the progress of an assumed target disorder. The key may lie in understanding the role of these derivatives at various stages of development of a disorder. Novel pharmacological approaches in altering the synthesis or introduction of synthesised LA derivatives could possibly help drive processes that could regulate inflammation in a beneficial manner. Chemical Compounds: Linoleic acid (PubChem CID: 5280450), 9- hydroxyoctadecadienoic acid (PubChem CID: 5312830), 13- hydroxyoctadecadienoic acid (PubChem CID: 6443013), 9-oxo-​octadecadienoic acid (PubChem CID: 3083831), 13-oxo-​octadecadienoic acid (PubChem CID: 4163990), 9,10-epoxy-12-octadecenoate (PubChem CID: 5283018), 12,13-epoxy-9-keto-10- trans -octadecenoic acid (PubChem CID: 53394018), Pioglitazone (PubChem CID: 4829).
Copyright © 2015 Elsevier B.V. All rights reserved.

Entities:  

Keywords:  Cancer; Hydroxyoctadecadienoic acids; Inflammation; Linoleic acid; Metabolic syndrome

Mesh:

Substances:

Year:  2015        PMID: 25987423     DOI: 10.1016/j.ejphar.2015.03.096

Source DB:  PubMed          Journal:  Eur J Pharmacol        ISSN: 0014-2999            Impact factor:   4.432


  37 in total

1.  α-Linolenic acid-enriched butter attenuated high fat diet-induced insulin resistance and inflammation by promoting bioconversion of n-3 PUFA and subsequent oxylipin formation.

Authors:  Rong Fan; Judy Kim; Mikyoung You; David Giraud; Ashley M Toney; Seung-Ho Shin; So-Youn Kim; Kamil Borkowski; John W Newman; Soonkyu Chung
Journal:  J Nutr Biochem       Date:  2019-11-12       Impact factor: 6.048

2.  Dietary LA and sex effects on oxylipin profiles in rat kidney, liver, and serum differ from their effects on PUFAs.

Authors:  Shan Leng; Tanja Winter; Harold M Aukema
Journal:  J Lipid Res       Date:  2017-06-30       Impact factor: 5.922

3.  An LC-MS/MS workflow to characterize 16 regio- and stereoisomeric trihydroxyoctadecenoic acids.

Authors:  David Fuchs; Mats Hamberg; C Magnus Sköld; Åsa M Wheelock; Craig E Wheelock
Journal:  J Lipid Res       Date:  2018-07-31       Impact factor: 5.922

4.  Discovery of aspirin-triggered eicosanoid-like mediators in a Drosophila metainflammation blood tumor model.

Authors:  Silvio Panettieri; Indira Paddibhatla; Jennifer Chou; Roma Rajwani; Rebecca S Moore; Tamara Goncharuk; George John; Shubha Govind
Journal:  J Cell Sci       Date:  2019-10-28       Impact factor: 5.285

5.  Metabolomic Markers of Essential Fatty Acids, Carnitine, and Cholesterol Metabolism in Adults and Adolescents with Phenylketonuria.

Authors:  Bridget M Stroup; Nivedita Nair; Sangita G Murali; Katarzyna Broniowska; Fran Rohr; Harvey L Levy; Denise M Ney
Journal:  J Nutr       Date:  2018-02-01       Impact factor: 4.798

6.  Biosynthesis of oxidized lipid mediators via lipoprotein-associated phospholipase A2 hydrolysis of extracellular cardiolipin induces endothelial toxicity.

Authors:  Justin R Buland; Karla J Wasserloos; Vladimir A Tyurin; Yulia Y Tyurina; Andrew A Amoscato; Rama K Mallampalli; Bill B Chen; Jing Zhao; Yutong Zhao; Solomon Ofori-Acquah; Valerian E Kagan; Bruce R Pitt
Journal:  Am J Physiol Lung Cell Mol Physiol       Date:  2016-05-27       Impact factor: 5.464

7.  Dietary Linoleic Acid and Its Oxidized Metabolites Exacerbate Liver Injury Caused by Ethanol via Induction of Hepatic Proinflammatory Response in Mice.

Authors:  Dennis R Warner; Huilin Liu; Matthew E Miller; Christopher E Ramsden; Bin Gao; Ariel E Feldstein; Susanne Schuster; Craig J McClain; Irina A Kirpich
Journal:  Am J Pathol       Date:  2017-10       Impact factor: 4.307

8.  Bioactive Oxylipins in Infants and Children With Congenital Heart Disease Undergoing Pediatric Cardiopulmonary Bypass.

Authors:  Nahmah Kim-Campbell; Catherine Gretchen; Vladimir B Ritov; Patrick M Kochanek; Goundappa K Balasubramani; Elizabeth Kenny; Mahesh Sharma; Melita Viegas; Clifton Callaway; Valerian E Kagan; Hülya Bayír
Journal:  Pediatr Crit Care Med       Date:  2020-01       Impact factor: 3.624

9.  Sequence-Based Analysis of Lipid-Related Metabolites in a Multiethnic Study.

Authors:  Elena V Feofanova; Bing Yu; Ginger A Metcalf; Xiaoming Liu; Donna Muzny; Jennifer E Below; Lynne E Wagenknecht; Richard A Gibbs; Alanna C Morrison; Eric Boerwinkle
Journal:  Genetics       Date:  2018-04-02       Impact factor: 4.562

Review 10.  Epoxy Fatty Acids Are Promising Targets for Treatment of Pain, Cardiovascular Disease and Other Indications Characterized by Mitochondrial Dysfunction, Endoplasmic Stress and Inflammation.

Authors:  Cindy McReynolds; Christophe Morisseau; Karen Wagner; Bruce Hammock
Journal:  Adv Exp Med Biol       Date:  2020       Impact factor: 2.622

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