Resolvin E1 Metabolome in Local Inactivation during Inflammation-Resolution

Resolvin E1 (RvE1; 5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid) is a potent anti-inflammatory and proresolving mediator derived from the omega-3 eicosapentaenoic acid. In this study, we report the RvE1 metabolome, namely, the metabolic products derived from RvE1. RvE1 was converted...

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Published inThe Journal of immunology (1950) Vol. 180; no. 5; pp. 3512 - 3519
Main Authors Hong, Song, Porter, Timothy F, Lu, Yan, Oh, Sungwhan F, Pillai, Padmini S, Serhan, Charles N
Format Journal Article
LanguageEnglish
Published United States Am Assoc Immnol 01.03.2008
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Abstract Resolvin E1 (RvE1; 5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid) is a potent anti-inflammatory and proresolving mediator derived from the omega-3 eicosapentaenoic acid. In this study, we report the RvE1 metabolome, namely, the metabolic products derived from RvE1. RvE1 was converted to several novel products by human polymorphonuclear leukocytes and whole blood as well as in murine inflammatory exudates, spleen, kidney, and liver. The potential activity of each of the newly identified products was directly compared with that of RvE1. The new RvE1 products elucidated included 19-hydroxy-RvE1, 20-carboxy-RvE1, and 10,11-dihydro-RvE1. Metabolomic profiles of RvE1 were species-, tissue-, and cell type-specific. Direct comparisons of the bioactions between isolated RvE1 metabolic products indicated that 10,11-dihydro-RvE1, 18-oxo-RvE1, and 20-carboxy-RvE1 displayed reduced bioactivity in vivo. At concentrations as low as 1 nM, RvE1 enhanced macrophage phagocytosis, a proresolving activity that was reduced by metabolic inactivation. These results document novel metabolic products of RvE1 that impact its actions and that both omega-1 hydroxylation and reduction of conjugated double bonds in RvE1 are new pathways of four main routes of RvE1 metabolism in mammalian tissues. Together, these findings indicate that, during inflammation and its controlled resolution, specific tissues inactivate proresolving signals, i.e., RvE1, to permit the coordinated return to homeostasis. Moreover, the RvE1 metabolome may serve as a biomarker of these processes.
AbstractList Resolvin E1 (RvE1; 5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid) is a potent anti-inflammatory and proresolving mediator derived from the omega-3 eicosapentaenoic acid. In this study, we report the RvE1 metabolome, namely, the metabolic products derived from RvE1. RvE1 was converted to several novel products by human polymorphonuclear leukocytes and whole blood as well as in murine inflammatory exudates, spleen, kidney, and liver. The potential activity of each of the newly identified products was directly compared with that of RvE1. The new RvE1 products elucidated included 19-hydroxy-RvE1, 20-carboxy-RvE1, and 10,11-dihydro-RvE1. Metabolomic profiles of RvE1 were species-, tissue-, and cell type-specific. Direct comparisons of the bioactions between isolated RvE1 metabolic products indicated that 10,11-dihydro-RvE1, 18-oxo-RvE1, and 20-carboxy-RvE1 displayed reduced bioactivity in vivo. At concentrations as low as 1 nM, RvE1 enhanced macrophage phagocytosis, a proresolving activity that was reduced by metabolic inactivation. These results document novel metabolic products of RvE1 that impact its actions and that both omega-1 hydroxylation and reduction of conjugated double bonds in RvE1 are new pathways of four main routes of RvE1 metabolism in mammalian tissues. Together, these findings indicate that, during inflammation and its controlled resolution, specific tissues inactivate proresolving signals, i.e., RvE1, to permit the coordinated return to homeostasis. Moreover, the RvE1 metabolome may serve as a biomarker of these processes.
Author Oh, Sungwhan F
Pillai, Padmini S
Porter, Timothy F
Lu, Yan
Serhan, Charles N
Hong, Song
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Snippet Resolvin E1 (RvE1; 5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid) is a potent anti-inflammatory and proresolving mediator derived from the...
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SubjectTerms Animals
Anti-Inflammatory Agents, Non-Steroidal - antagonists & inhibitors
Anti-Inflammatory Agents, Non-Steroidal - blood
Anti-Inflammatory Agents, Non-Steroidal - metabolism
Ascitic Fluid - immunology
Ascitic Fluid - metabolism
Ascitic Fluid - pathology
Eicosapentaenoic Acid - analogs & derivatives
Eicosapentaenoic Acid - antagonists & inhibitors
Eicosapentaenoic Acid - blood
Eicosapentaenoic Acid - metabolism
Eicosapentaenoic Acid - physiology
Humans
Inflammation - immunology
Inflammation - metabolism
Inflammation - pathology
Inflammation Mediators - antagonists & inhibitors
Inflammation Mediators - blood
Inflammation Mediators - metabolism
Inflammation Mediators - physiology
Macrophages, Peritoneal - metabolism
Macrophages, Peritoneal - pathology
Male
Mice
Mice, Inbred Strains
Neutrophils - metabolism
Neutrophils - pathology
Phagocytosis - immunology
Signal Transduction - immunology
Title Resolvin E1 Metabolome in Local Inactivation during Inflammation-Resolution
URI http://www.jimmunol.org/cgi/content/abstract/180/5/3512
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