TY - JOUR
T1 - Linoleic acid esters of hydroxy linoleic acids are anti-inflammatory lipids found in plants and mammals
AU - Kolar, Matthew J.
AU - Konduri, Srihari
AU - Chang, Tina
AU - Wang, Huijing
AU - McNerlin, Clare
AU - Ohlsson, Lena
AU - Härröd, Magnus
AU - Siegel, Dionicio
AU - Saghatelian, Alan
PY - 2019/7/5
Y1 - 2019/7/5
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85069047335&partnerID=8YFLogxK
U2 - 10.1074/jbc.RA118.006956
DO - 10.1074/jbc.RA118.006956
M3 - Article
C2 - 31152059
AN - SCOPUS:85069047335
SN - 0021-9258
VL - 294
SP - 10698
EP - 10707
JO - Journal of Biological Chemistry
JF - Journal of Biological Chemistry
IS - 27
ER -