Modulation of the release of 9-hydroxy-octadecadienoic acid and other fatty acid derived mediators from guinea-pig pulmonary macrophages

Engels, Ferdi; Drijver, Annet A.; Nijkamp, Frans P.

doi:10.1016/0192-0561(90)90054-q

Cited by 13 publications

(5 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Interestingly, previous studies have demonstrated that oxidized forms of linoleic acid and arachidonic acid are elevated after burn injury. These oxidized lipids have been found both in burned tissue extracts [5,6,27] as well as circulating in the vascular compartment [4,11,20]. However, to our knowledge, no study has evaluated whether OLAMs contribute to post-burn pain.…”

Section: Introductionmentioning

confidence: 99%

Role of endogenous TRPV1 agonists in a postburn pain model of partial-thickness injury

Green

Ruparel

Roman

et al. 2013

Pain

View full text Add to dashboard Cite

Oxidized linoleic acid metabolites (OLAMs) are a class of endogenous transient receptor potential vanilloid 1 (TRPV1) channel agonists released upon exposure of tissue to transient noxious temperatures. These lipid compounds also contribute to inflammatory and heat allodynia. As persistent pain after a burn injury represents a significant clinical challenge for treatment, we developed an in vivo rat model of partial thickness cutaneous thermal injury and examined whether TRPV1 and specific OLAM metabolites play a role in mediating post-burn pain injury. This peripheral model of burn injury had marked thermal allodynia peaking at 24 hours post thermal injury, with allodynia being maintained for up to 7 days. Immunohistochemical characterization of tissue taken from injury site revealed an increase of leukocyte/macrophage infiltration that was co-localized with TRPV1-positive fibers. Utilizing this peripheral thermal injury model we found that pharmacological blockade of peripheral TRPV1 receptors reduced thermal allodynia by about 67%. Moreover, there was a significant increase in OLAM levels compared to naïve controls in hindpaw skin biopsies. Additional studies on metabolism of [C14]-linoleic acid in skin biopsies revealed the role of the cytochrome P450 (CYP) system in mediating the metabolism of linoleic acid post thermal injury. Finally, we demonstrated direct inhibition of OLAMs using OLAM antibodies and indirect inhibition using the CYP inhibitor ketoconazole significantly reduced post-burn thermal allodynia. Collectively, these findings point to a novel role of the OLAMs and CYP-related enzymes in generating post-burn allodynia via activation of peripheral TRPV1.

show abstract

Section: Introductionmentioning

confidence: 99%

Role of endogenous TRPV1 agonists in a postburn pain model of partial-thickness injury

Green

Ruparel

Roman

et al. 2013

Pain

View full text Add to dashboard Cite

show abstract

“…The oxygenation products of linoleic acid, 9-hydroxy-( Z , E )-10,12-octadecadienoic acid and 13-hydroxy-( Z , E )-9,11-octadecadienoic acid (9- and 13-HODE) are formed by both enzymatic and nonenzymatic pathways ( − ). The enzymatic oxygenation products are involved in the regulation of many cellular processes.…”

Section: Introductionmentioning

confidence: 99%

Characterization of the Enzymatic and Nonenzymatic Reaction of 13-Oxooctadecadienoic Acid with Glutathione

Blackburn

Ketterer

Meyer

et al. 1997

Chem. Res. Toxicol.

View full text Add to dashboard Cite

The enzymatic oxygenation of linoleic acid leads to the production of 13-hydroxyoctadecadienoic acid (13-HODE). Subsequent dehydrogenation of 13-HODE by the NAD(+)-dependent 13-HODE dehydrogenase results in the formation of the 2,4-dienone 13-oxooctadecadienoic acid (13-OXO). These oxidized derivatives of linoleic acid have been shown to be involved in several cellular regulatory processes. In the present study, we have examined the enzymatic and nonenzymatic reaction of 13-OXO with glutathione (GSH) and N-acetylcysteine (N-AcCySH). Nonenzymatic reaction rates were determined spectrophotometrically and exhibited a pH optimum of 9.0 which is consistent with attack of a thiolate anion. Product formation was evaluated by reverse-phase HPLC which showed formation of one major product upon reaction with either GSH or N-AcCySH. The HPLC-purified products were examined by FAB MS as well as one- and two-dimensional NMR. The products, with either GSH or N-AcCySH, were found to consist of an equal mixture of two diastereomers arising from addition of a thiolate to the 9 position of 13-OXO. Using GSH as the thiol, the reaction was also shown to be catalyzed by rat glutathione transferase 8-8. In the case of the enzymatic reaction there is stereoselective product formation. Furthermore, submicromolar concentrations of the 13-OXO-GSH conjugate were shown to significantly inhibit glutathione transferase activity in HT-29 homogenates. These investigations provide insight into the potential metabolic disposition of linoleate oxygenation products.

show abstract

“…64,65 The cyclooxygenase enzyme catalyzes the initial steps in the formation of the PGs and its activity is responsible for the HODE product. 66 The results of the current study implied that Leu supplementation induced the placenta to metabolize linoleic acid to PGs rather than to HODE by the catalyzation of the cyclooxygenase…”

Section: Transport and Metabolism Of Fatty Acidsmentioning

confidence: 62%

Leucine supplementation during late gestation globally alters placental metabolism and nutrient transportviamodulation of the PI3K/AKT/mTOR signaling pathway in sows

Cui¹,

Wu²,

Wang³

et al. 2022

Food Funct.

View full text Add to dashboard Cite

show abstract

Modulation of the release of 9-hydroxy-octadecadienoic acid and other fatty acid derived mediators from guinea-pig pulmonary macrophages

Cited by 13 publications

References 15 publications

Role of endogenous TRPV1 agonists in a postburn pain model of partial-thickness injury

Role of endogenous TRPV1 agonists in a postburn pain model of partial-thickness injury

Characterization of the Enzymatic and Nonenzymatic Reaction of 13-Oxooctadecadienoic Acid with Glutathione

Leucine supplementation during late gestation globally alters placental metabolism and nutrient transportviamodulation of the PI3K/AKT/mTOR signaling pathway in sows

Contact Info

Product

Resources

About