| Title : Aryl- and heteroaryl-substituted aminobenzo[a]quinolizines as dipeptidyl peptidase IV inhibitors - Boehringer_2010_Bioorg.Med.Chem.Lett_20_1106 |
| Author(s) : Boehringer M , Fischer H , Hennig M , Hunziker D , Huwyler J , Kuhn B , Loeffler BM , Luebbers T , Mattei P , Narquizian R , Sebokova E , Sprecher U , Wessel HP |
| Ref : Bioorganic & Medicinal Chemistry Lett , 20 :1106 , 2010 |
|
Abstract :
Synthesis and SAR are described for a structurally distinct class of DPP-IV inhibitors based on aminobenzo[a]quinolizines bearing (hetero-)aromatic substituents in the S1 specificity pocket. The m-(fluoromethyl)-phenyl derivative (S,S,S)-2g possesses the best fit in the S1 pocket. However, (S,S,S)-2i, bearing a more hydrophilic 5-methyl-pyridin-2-yl residue as substituent for the S1 pocket, displays excellent in vivo activity and superior drug-like properties. |
| PubMedSearch : Boehringer_2010_Bioorg.Med.Chem.Lett_20_1106 |
| PubMedID: 20031408 |
| Gene_locus related to this paper: human-DPP4 |
| Inhibitor | 23Q |
| Gene_locus | human-DPP4 |
| Structure | 3KWJ |
Boehringer M, Fischer H, Hennig M, Hunziker D, Huwyler J, Kuhn B, Loeffler BM, Luebbers T, Mattei P, Narquizian R, Sebokova E, Sprecher U, Wessel HP (2010)
Aryl- and heteroaryl-substituted aminobenzo[a]quinolizines as dipeptidyl peptidase IV inhibitors
Bioorganic & Medicinal Chemistry Lett
20 :1106
Boehringer M, Fischer H, Hennig M, Hunziker D, Huwyler J, Kuhn B, Loeffler BM, Luebbers T, Mattei P, Narquizian R, Sebokova E, Sprecher U, Wessel HP (2010)
Bioorganic & Medicinal Chemistry Lett
20 :1106