Combined Cardioprotective and Adipocyte Browning Effects Promoted by the Eutomer of Dual sEH/PPAR gamma Modulator.
Hartmann, M., Bibli, S.I., Tews, D., Ni, X., Kircher, T., Kramer, J.S., Kilu, W., Heering, J., Hernandez-Olmos, V., Weizel, L., Scriba, G.K.E., Krait, S., Knapp, S., Chaikuad, A., Merk, D., Fleming, I., Fischer-Posovszky, P., Proschak, E.(2021) J Med Chem 64: 2815-2828
- PubMed: 33620196 
- DOI: https://doi.org/10.1021/acs.jmedchem.0c02063
- Primary Citation of Related Structures:  
7A7G, 7A7H - PubMed Abstract: 
The metabolic syndrome (MetS) is a constellation of cardiovascular and metabolic symptoms involving insulin resistance, steatohepatitis, obesity, hypertension, and heart disease, and patients suffering from MetS often require polypharmaceutical treatment. PPAR¦Ã agonists are highly effective oral antidiabetics with great potential in MetS, which promote adipocyte browning and insulin sensitization. However, the application of PPAR¦Ã agonists in clinics is restricted by potential cardiovascular adverse events. We have previously demonstrated that the racemic dual sEH/PPAR¦Ã modulator RB394 ( 3 ) simultaneously improves all risk factors of MetS in vivo. In this study, we identify and characterize the eutomer of 3 . We provide structural rationale for molecular recognition of the eutomer. Furthermore, we could show that the dual sEH/PPAR¦Ã modulator is able to promote adipocyte browning and simultaneously exhibits cardioprotective activity which underlines its exciting potential in treatment of MetS.
Organizational Affiliation: 
Institute of Pharmaceutical Chemistry, Goethe University, Max-von-Laue-Strasse 9, D-60438 Frankfurt am Main, Germany.