Synthesis, Structural Confirmation, and Biosynthesis of 22-OH-PD1_{n-3 DPA}.

ABSTRACT: PD1_{n-3 DPA} belongs to the protectin family of specialized pro-resolving lipid mediators. The protectins are endogenously formed mediators that display potent anti-inflammatory properties and pro-resolving bioactivities and have attracted interest in drug discovery. However, few studies have been reported of the secondary metabolism of the protectins. To investigate the metabolic formation of the putative C22 mono-hydroxylated product, coined 22-OH-PD1_{n-3 DPA}, a stereoselective synthesis was performed. LC/MS-MS data of synthetic 22-OH-PD1_{n-3 DPA} matched the data for the biosynthetic formed product. Cellular studies revealed that 22-OH-PD1_{n-3 DPA} is formed from n-3 docosapentaenoic acid in human serum, and we confirmed that 22-OH-PD1_{n-3 DPA}

SUBMITTER: Nesman JI 

PROVIDER: S-EPMC6767081 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature