Document Report Card

ID: ALA3108768

Journal: ACS Med Chem Lett

Title: (S)-N-Methyldihydroquinazolinones are the Active Enantiomers of Retro-2 Derived Compounds against Toxins.

Authors: Gupta N, Pons V, Noël R, Buisson DA, Michau A, Johannes L, Gillet D, Barbier J, Cintrat JC.

Abstract: This study reports the synthesis, chromatographic separation, and pharmacological evaluation of the two enantiomers of a new compound, named Retro-2.1, active against toxins by inhibiting intracellular trafficking via the retrograde route. The absolute configuration of the bioactive enantiomer has been assigned from X-ray diffraction to the (S)-enantiomer. To date, (S)-Retro-2.1 is the most potent molecule to counteract the cytotoxic potential of ricin and Shiga toxin, with EC50 values of 23 and 54 nM, respectively.

CiteXplore: 24900779

DOI: 10.1021/ml400457j