Literature DB >> 25943249

α-Tocopherol long-chain metabolite α-13'-COOH affects the inflammatory response of lipopolysaccharide-activated murine RAW264.7 macrophages.

Maria Wallert1,2, Lisa Schmölz1,2, Andreas Koeberle3, Verena Krauth3, Michael Glei2,3,4, Francesco Galli5, Oliver Werz2,3, Marc Birringer6, Stefan Lorkowski1,2.   

Abstract

SCOPE: Inflammatory response of macrophages is regulated by vitamin E forms. The long-chain metabolite α-13'-carboxychromanol (α-13'-COOH) is formed by hepatic α-tocopherol (α-TOH) catabolism and acts as a regulatory metabolite via pathways that are different from its metabolic precursor. METHODS AND
RESULTS: Using semisynthetically-derived α-13'-COOH we profiled its action on LPS-induced expression of pro- and anti-inflammatory genes using RT-qPCR and of key proteins by Western blotting. Effects on inflammatory response were assessed by measuring production of nitric oxide and prostaglandin (PG) E2 , PGD2 , and PGF2α. α-13'-COOH inhibits proinflammatory pathways in LPS-stimulated RAW264.7 macrophages more efficiently than α-TOH. Profiling inflammation-related genes showed significant blocking of interleukin (Il)1β by the metabolite and its precursor as well, while upregulation of Il6 was not impaired. However, induction of Il10, cyclooxygenase 2 (Cox2) and inducible nitric oxide synthase (iNos) by LPS and consequently the formation of nitric oxide and PG was significantly reduced by α-13'-COOH. Interestingly, α-13'-COOH acted independently from translocation of NFκB subunit p65.
CONCLUSION: Our study sheds new light on the mode of action of α-TOH on the inflammatory response in macrophages, which may be mediated in vivo at least in part by its metabolite α-13'-COOH. Our data show that α-13'-COOH is a potent anti-inflammatory molecule.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Inflammation; Inflammatory response; Macrophage activation; Macrophages; α-13’-COOH; α-Tocopherol

Mesh:

Substances:

Year:  2015        PMID: 25943249     DOI: 10.1002/mnfr.201400737

Source DB:  PubMed          Journal:  Mol Nutr Food Res        ISSN: 1613-4125            Impact factor:   5.914


  10 in total

1.  Analysis of vitamin E metabolites including carboxychromanols and sulfated derivatives using LC/MS/MS.

Authors:  Qing Jiang; Tianlin Xu; Jianjie Huang; Amber S Jannasch; Bruce Cooper; Chao Yang
Journal:  J Lipid Res       Date:  2015-09-08       Impact factor: 5.922

Review 2.  Complexity of vitamin E metabolism.

Authors:  Lisa Schmölz; Marc Birringer; Stefan Lorkowski; Maria Wallert
Journal:  World J Biol Chem       Date:  2016-02-26

3.  Shikonofuran E plays an anti-inflammatory role by down-regulating MAPK and NF-κB signaling pathways in lipopolysaccharide-stimulated RAW264.7 macrophages.

Authors:  Lang Cao; Yong Xue; Zixiong Yang; Yanhong Li; Hongmei Li; Xuanqin Chen; Rongtao Li; Dan Liu
Journal:  J Nat Med       Date:  2018-08-18       Impact factor: 2.343

4.  Metabolism of natural forms of vitamin E and biological actions of vitamin E metabolites.

Authors:  Qing Jiang
Journal:  Free Radic Biol Med       Date:  2021-11-14       Impact factor: 8.101

5.  Tocopherols and Tocotrienols Are Bioavailable in Rats and Primarily Excreted in Feces as the Intact Forms and 13'-Carboxychromanol Metabolites.

Authors:  Kilia Y Liu; Qing Jiang
Journal:  J Nutr       Date:  2020-02-01       Impact factor: 4.798

Review 6.  Long-Chain Metabolites of Vitamin E: Metabolic Activation as a General Concept for Lipid-Soluble Vitamins?

Authors:  Martin Schubert; Stefan Kluge; Lisa Schmölz; Maria Wallert; Francesco Galli; Marc Birringer; Stefan Lorkowski
Journal:  Antioxidants (Basel)       Date:  2018-01-12

7.  Vitamin e-loaded membrane dialyzers reduce hemodialysis inflammaging.

Authors:  Vincenzo Sepe; Marilena Gregorini; Teresa Rampino; Pasquale Esposito; Rosanna Coppo; Francesco Galli; Carmelo Libetta
Journal:  BMC Nephrol       Date:  2019-11-15       Impact factor: 2.388

Review 8.  Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications.

Authors:  Marc Birringer; Karsten Siems; Alexander Maxones; Jan Frank; Stefan Lorkowski
Journal:  RSC Adv       Date:  2018-01-26       Impact factor: 4.036

9.  α-tocopherol pretreatment alleviates cerebral ischemia-reperfusion injury in rats.

Authors:  Shitao Lv; Haiyan Yang; Pengcheng Jing; Haiying Song
Journal:  CNS Neurosci Ther       Date:  2022-03-18       Impact factor: 7.035

10.  Olive Oil Extracts and Oleic Acid Attenuate the LPS-Induced Inflammatory Response in Murine RAW264.7 Macrophages but Induce the Release of Prostaglandin E2.

Authors:  Anke Katharina Müller; Franziska Albrecht; Carsten Rohrer; Andreas Koeberle; Oliver Werz; Wiebke Schlörmann; Michael Glei; Stefan Lorkowski; Maria Wallert
Journal:  Nutrients       Date:  2021-12-11       Impact factor: 5.717

  10 in total

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