Design, synthesis, ADME properties, and pharmacological activities of β-alanyl-D-histidine (D-carnosine) prodrugs with improved bioavailability.

@article{Orioli2011DesignSA,
  title={Design, synthesis, ADME properties, and pharmacological activities of β-alanyl-D-histidine (D-carnosine) prodrugs with improved bioavailability.},
  author={Marica Orioli and Giulio Vistoli and Luca Regazzoni and Alessandro Pedretti and Annunziata Lapolla and Giuseppe Rossoni and Renato Canevotti and Luca Gamberoni and M. Andrea Previtali and Marina Carini and Giancarlo Aldini},
  journal={ChemMedChem},
  year={2011},
  volume={6 7},
  pages={1269-82}
}
β-Alanyl-D-histidine (D-CAR, the enantiomer of the natural dipeptide carnosine) is a selective and potent sequestering agent of reactive carbonyl species (RCS) that is stable against carnosinase, but is poorly absorbed in the gastrointestinal tract. Herein we report a drug discovery approach aimed at increasing the oral bioavailability of D-CAR. In our study we designed, synthesized, and evaluated a series of novel lipophilic D-CAR prodrugs. The considered prodrugs can be divided into two… CONTINUE READING

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