Synthesis and biological evaluation of diarylheptanoids as potential antioxidant and anti-inflammatory agents

Kelly Maurent (1) , Corinne Vanucci-Bacqué (1) , Michel Baltas (1) , Anne Nègre-Salvayre (2) , Nathalie Augé (2) , Florence Bedos-Belval (1)

1 SPCMIB - Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique
2 I2MC - Institut des Maladies Métaboliques et Cardiovasculaires

Reactive oxygen species (ROS) are key signaling molecules and their overproduction plays an important role in the inflammation process, the secretion of inflammatory cytokines such as IL-1β and IL-6 and the progression of inflammatory disorders. Decreasing oxidative stress represents a promising challenge in the design of antioxidant and anti-inflammatory agents. In the present study, a series of new diarylheptanoids containing allylic alcohol, amide, hydantoin or triazole fragments were synthesized and fully characterized. We evaluated the ability of these agents to block the production of intracellular ROS and the subsequent inflammatory events exerted by lipopolysaccharide (LPS) on murine macrophage RAW 264.7. Five diarylheptanoids were found to exhibit the dual required properties.

Mots clés: Diarylheptanoid; Macrocycle; Antioxidant; Anti-inflammatory activity

Domaines: Sciences pharmaceutiques; Chimie

Kelly Maurent, Corinne Vanucci-Bacqué, Michel Baltas, Anne Nègre-Salvayre, Nathalie Augé, et al.. Synthesis and biological evaluation of diarylheptanoids as potential antioxidant and anti-inflammatory agents. European Journal of Medicinal Chemistry, 2018, 144 (7), pp.289-299. ⟨10.1016/j.ejmech.2017.12.033⟩. ⟨hal-03118254⟩