First total synthesis of the macrophage derived anti-inflammatory and pro-resolving lipid mediator Maresin 2

Abstract

The first total synthesis of the potent anti-inflammatory lipid mediator Maresin 2 derived from docosahexaenoic acid, has been achieved. The chiral hydroxy-groups at C13 and C14 were obtained via a chiral pool strategy from 3,4-O-isopropylidene-2-deoxy-d-ribose. Wittig reactions and acetonide cleavage followed by mild ester hydrolysis afforded Maresin 2.