BAR502/fibrate conjugates: synthesis, biological evaluation and metabolic profile

Author:

Finamore Claudia,De Marino Simona,Cassiano Chiara,Napolitano Giuliano,Rapacciuolo Pasquale,Marchianò Silvia,Biagioli Michele,Roselli Rosalinda,Di Giorgio Cristina,Festa Carmen,Fiorucci Stefano,Zampella Angela

Abstract

BAR502, a bile acid analogue, is active as dual FXR/GPBAR1 agonist and represents a promising lead for the treatment of cholestasis and NASH. In this paper we report the synthesis and the biological evaluation of a library of hybrid compounds prepared by combining, through high-yield condensation reaction, some fibrates with BAR502.The activity of the new conjugates was evaluated towards FXR, GPBAR1 and PPARα receptors, employing transactivation or cofactor recruitment assays. Compound 1 resulted as the most promising of the series and was subjected to further pharmacological investigation, together with stability evaluation and cell permeation assessment. We have proved by LCMS analysis that compound 1 is hydrolyzed in mice releasing clofibric acid and BAR505, the oxidized metabolite of BAR502, endowed with retained dual FXR/GPBAR1 activity.

Publisher

Frontiers Media SA

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