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Linoleic acid esters of hydroxy linoleic acids are anti-inflammatory lipids found in plants and mammals

Kolar, Matthew J. ; Konduri, Srihari ; Chang, Tina ; Wang, Huijing ; McNerlin, Clare ; Ohlsson, Lena LU ; Härröd, Magnus ; Siegel, Dionicio and Saghatelian, Alan (2019) In Journal of Biological Chemistry 294(27). p.10698-10707
Abstract

Fatty acid esters of hydroxy fatty acids (FAHFAs) are a recently discovered class of biologically active lipids. Here we identify the linoleic acid ester of 13-hydroxy linoleic acid (13-LAHLA) as an anti-inflammatory lipid. An oat oil fraction and FAHFA-enriched extract from this fraction showed anti-inflammatory activity in a lipopolysaccharide-induced cytokine secretion assay. Structural studies identified three LAHLA isomers (15-, 13-, and 9-LAHLA) as being the most abundant FAHFAs in the oat oil fraction. Of these LAHLAs, 13-LAHLA is the most abundant LAHLA isomer in human serum after ingestion of liposomes made of fractionated oat oil, and it is also the most abundant endogenous LAHLA in mouse and human adipose tissue. As a result,... (More)

Fatty acid esters of hydroxy fatty acids (FAHFAs) are a recently discovered class of biologically active lipids. Here we identify the linoleic acid ester of 13-hydroxy linoleic acid (13-LAHLA) as an anti-inflammatory lipid. An oat oil fraction and FAHFA-enriched extract from this fraction showed anti-inflammatory activity in a lipopolysaccharide-induced cytokine secretion assay. Structural studies identified three LAHLA isomers (15-, 13-, and 9-LAHLA) as being the most abundant FAHFAs in the oat oil fraction. Of these LAHLAs, 13-LAHLA is the most abundant LAHLA isomer in human serum after ingestion of liposomes made of fractionated oat oil, and it is also the most abundant endogenous LAHLA in mouse and human adipose tissue. As a result, we chemically synthesized 13-LAHLA for biological assays. 13-LAHLA suppresses lipopolysaccharide-stimulated secretion of cytokines and expression of pro-inflammatory genes. These studies identify LAHLAs as an evolutionarily conserved lipid with anti-inflammatory activity in mammalian cells.

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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Biological Chemistry
volume
294
issue
27
pages
10 pages
publisher
American Society for Biochemistry and Molecular Biology
external identifiers
  • scopus:85069047335
  • pmid:31152059
ISSN
0021-9258
DOI
10.1074/jbc.RA118.006956
language
English
LU publication?
yes
id
535d7099-c6d2-4393-95ff-e7dc6a1e9d30
date added to LUP
2019-07-26 16:23:41
date last changed
2024-04-16 17:08:06
@article{535d7099-c6d2-4393-95ff-e7dc6a1e9d30,
  abstract     = {{<p>Fatty acid esters of hydroxy fatty acids (FAHFAs) are a recently discovered class of biologically active lipids. Here we identify the linoleic acid ester of 13-hydroxy linoleic acid (13-LAHLA) as an anti-inflammatory lipid. An oat oil fraction and FAHFA-enriched extract from this fraction showed anti-inflammatory activity in a lipopolysaccharide-induced cytokine secretion assay. Structural studies identified three LAHLA isomers (15-, 13-, and 9-LAHLA) as being the most abundant FAHFAs in the oat oil fraction. Of these LAHLAs, 13-LAHLA is the most abundant LAHLA isomer in human serum after ingestion of liposomes made of fractionated oat oil, and it is also the most abundant endogenous LAHLA in mouse and human adipose tissue. As a result, we chemically synthesized 13-LAHLA for biological assays. 13-LAHLA suppresses lipopolysaccharide-stimulated secretion of cytokines and expression of pro-inflammatory genes. These studies identify LAHLAs as an evolutionarily conserved lipid with anti-inflammatory activity in mammalian cells.</p>}},
  author       = {{Kolar, Matthew J. and Konduri, Srihari and Chang, Tina and Wang, Huijing and McNerlin, Clare and Ohlsson, Lena and Härröd, Magnus and Siegel, Dionicio and Saghatelian, Alan}},
  issn         = {{0021-9258}},
  language     = {{eng}},
  month        = {{07}},
  number       = {{27}},
  pages        = {{10698--10707}},
  publisher    = {{American Society for Biochemistry and Molecular Biology}},
  series       = {{Journal of Biological Chemistry}},
  title        = {{Linoleic acid esters of hydroxy linoleic acids are anti-inflammatory lipids found in plants and mammals}},
  url          = {{http://dx.doi.org/10.1074/jbc.RA118.006956}},
  doi          = {{10.1074/jbc.RA118.006956}},
  volume       = {{294}},
  year         = {{2019}},
}