Synthesis of Naphthyl-, Quinolin- and Anthracenyl Analogues of Clofibric Acid as PPARα Agonists

Chem Biol Drug Des. 2016 Mar;87(3):467-71. doi: 10.1111/cbdd.12677. Epub 2015 Nov 20.

Abstract

PPARα is a ligand activated transcription factor belonging to the nuclear receptor subfamily, involved in fatty acid metabolism in tissues with high oxidative rates such as muscle, heart and liver. PPARα activation is important in steatosis, inflammation and fibrosis in preclinical models of non-alcoholic fatty liver disease identifying a new potential therapeutic area. In this work, three series of clofibric acid analogues conjugated with naphthyl, quinolin, chloroquinolin and anthracenyl scaffolds were synthesized. In an effort to obtain new compounds active as PPARα agonists, these molecules were evaluated for PPARα transactivation activity. Naphthyl and quinolin derivatives showed a good activation of PPARα; noteworthy, optically active naphthyl derivatives activated PPARα better than corresponding parent compound.

Keywords: anthracenyl; clofibric acid; naphthyl; peroxisome proliferator-activated receptor agonist; quinolin; transactivation assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Clofibric Acid / analogs & derivatives*
  • Clofibric Acid / pharmacology
  • Humans
  • PPAR alpha / agonists*

Substances

  • PPAR alpha
  • Clofibric Acid