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Inhibition of inflammatory response in LPS induced macrophages by 9-KOTE and 13-KOTE produced by biotransformation

Paper ID Volume ID Publish Year Pages File Format Full-Text
17203 42651 2014 8 PDF Available
Title
Inhibition of inflammatory response in LPS induced macrophages by 9-KOTE and 13-KOTE produced by biotransformation
Abstract

•α-Linolenic acid (ALA) was biotransformed by Aspergillus niger into species with different degree of oxygenation.•The main biotransformation products were characterized by LC-MS/MS analyses.•Their anti-inflammatory potential was evaluated with NO and TNF-α quantification in LPS-stimulated RAW264.7 macrophages.•The isomeric ketoacids 9-KOTE and 13-KOTE were the most active.•Biotransformation was successfully employed for the production of potential analogs to lipid mediators.

Lipid mediators such as the leukotrienes, resolvins and protectins have been considered excellent models for the development of new anti-inflammatory drugs, due to their high potentiality. Nevertheless, only tiny amounts are available from natural sources and they have to be prepared by total synthesis. It is known that besides chemical reagents, microorganisms can also promote fatty acid oxygenation, via enzymatic reactions. In this context, the aim of this work was to produce oxylipids analogues in structure to lipid mediators employing microbial biotransformation. To this end, α-linolenic acid (ALA) was biotransformed by the fungi Aspergillus niger into oxylipids with different levels of oxygenation within 24 h or 48 h. The anti-inflammatory potential of products were evaluated by means of NO and TNF-α quantification in LPS-stimulated RAW264.7 macrophage cell line which guided the isolation of the regioisomers at m/z [M-H]− 291, 9-keto-10E,12Z,15Z-octadecatrienoic acid (9-KOTE) and 13-keto-9Z,11E,15Z-octadecatrienoic acid (13-KOTE). We showed that biotransformation represents a powerful strategy for the production of potentially interesting candidates for development of anti-inflammation therapies.

Keywords
Biotransformation; Polyunsaturated fatty acid (PUFA); Lipid mediators; Inflammation; Liquid chromatography-tandem mass spectrometryPUFA, polyunsaturated fatty acid (s); ALA, α-linolenic acid; LNA, linoleic acid; ALA24 h, biotransformation crude extract of
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Inhibition of inflammatory response in LPS induced macrophages by 9-KOTE and 13-KOTE produced by biotransformation
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Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volumes 58–59, 10 May 2014, Pages 36–43
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us