Synthesis, Structure-Activity Relationship, and Pharmacophore Modeling Studies of Pyrazole-3-Carbohydrazone Derivatives as Dipeptidyl Peptidase IV Inhibitors
CD26: a multifunctional integral membrane and secreted protein of activated lymphocytes
Gorrell M.D., Gysbers V., McCaughan G.W. (2001) CD26: a multifunctional integral membrane and secreted protein of activated lymphocytes. Scand J Immunol;54:249-264.
Meester I.D., Durinx C., Proost P., Scharpe S., Lambier A.M. (2002) Ectopeptidases: CD13/Aminopeptidase N and CD26/Dipeptidylpeptidase IV in Medicine and Biology. New York: Kluwer Academic/Pleneu Publisher; pp. 223-257.
Dipeptidylpeptidase IV hydrolyses gastric inhibitory polypeptide, glucagon-like peptide-1 (7-36) amide, peptide histidine methionine and is responsible for their degradation in human serum
Mentlein R., Gallwitz B., Schmidt W.E. (1993) Dipeptidylpeptidase IV hydrolyses gastric inhibitory polypeptide, glucagon-like peptide-1 (7-36) amide, peptide histidine methionine and is responsible for their degradation in human serum. Eur J Biochem;214:829-835.
Degradation of glucose-dependent insulinotropic polypeptide and truncated glucagon-like peptide 1 in vitro and in vivo by dipeptidyl peptidase IV
Kieffer T.J., McIntosh C.H., Pederson R.A. (1995) Degradation of glucose-dependent insulinotropic polypeptide and truncated glucagon-like peptide 1 in vitro and in vivo by dipeptidyl peptidase IV. Endocrinology;358:5-3596.
(2R)-4-Oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-α]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine: a potent, orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes
Kim D., Wang L.P., Beconi M., Eiermann G.J., Fisher M.H., He H.B., Hickey G.J. et al. (2005) (2R)-4-Oxo-4-[3-(trifluoromethyl)-5, 6-dihydro[1, 2, 4]triazolo[4, 3-α]pyrazin-7(8H)-yl]-1-(2, 4, 5-trifluorophenyl)butan-2-amine: a potent, orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes. J Med Chem;48:141-151.
1-[[(3-hydroxy-1-adamantyl)amino] acetyl]-2-cyano-(S)-pyrrolidine: a potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties
Villhauer E.B., Brinkman J.A., Naderi G.B., Burkey B.F., Dunning B.E., Prasad K., Mangold B.L., Russell M.E., Hughes T.E. (2003) 1-[[(3-hydroxy-1-adamantyl)amino] acetyl]-2-cyano-(S)-pyrrolidine: a potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitor with antihyperglycemic properties. J Med Chem;46:2774-2789.
Discovery and preclinical profile of saxagliptin (BMS-477118): a highly potent, long-acting, orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes
Augeri D.J., Robl J.A., Betebenner D.A., Magnin D.R., Khanna A., Robertson J.G., Wang A.Y. et al. (2005) Discovery and preclinical profile of saxagliptin (BMS-477118): a highly potent, long-acting, orally active dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes. J Med Chem;48:5025-5037.
Discovery of alogliptin: a potent, selective, bioavailable, and efficacious inhibitor of dipeptidyl peptidase IV
Feng J., Zhang Z., Wallace M.B., Stafford J.A., Kaldor S.W., Kassel D.B., Navre M., Shi L., Skene R.J., Asakawa T., Takeuchi K., Xu R., Webb D.R., Gwaltney S.L. (2007) Discovery of alogliptin: a potent, selective, bioavailable, and efficacious inhibitor of dipeptidyl peptidase IV. J Med Chem;50:2297-2300.
8-(3-(R)-aminopiperidin-1-yl)-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydropurine-2,6-dione (BI 1356), a highly potent, selective, long-acting, and orally bioavailable DPP-4 inhibitor for the treatment of type 2 diabetes
Eckhardt M., Langkop E., Mark M., Tadayyon M., Thomas L., Nar H., Pfrengle W., Guth B., Lotz R., Sieger P., Fuchs H., Himmelsbach F. (2007) 8-(3-(R)-aminopiperidin-1-yl)-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3, 7-dihydropurine-2, 6-dione (BI 1356), a highly potent, selective, long-acting, and orally bioavailable DPP-4 inhibitor for the treatment of type 2 diabetes. J Med Chem;50:6450-6453.
Rational design of a novel, potent, and orally bioavailable cyclohexylamine DPP-4 inhibitor by application of molecular modeling and X-ray crystallography of sitagliptin
Biftu T., Scapin G., Singh S., Feng D., Becker J.W., Eiermann G., He H. et al. (2007) Rational design of a novel, potent, and orally bioavailable cyclohexylamine DPP-4 inhibitor by application of molecular modeling and X-ray crystallography of sitagliptin. Bioorg Med Chem Lett;17:3384-3387.
Pyrazole derivatives as partial agonists for the nicotinic acid receptor
van Herk T., Brussee J., van den Nieuwendijk A.M.C.H., van der Klein P.A.M., Ijzerman A.P., Stannek C., Burmeister A., Lorenzen A. (2003) Pyrazole derivatives as partial agonists for the nicotinic acid receptor. J Med Chem;46:3945-3951.
Possible ligand release pathway of dipeptidyl peptidase IV investigated by molecular dynamics simulations
Li C., Shen J., Li W.H., Lu C.H., Liu G.X., Tang Y. (2011) Possible ligand release pathway of dipeptidyl peptidase IV investigated by molecular dynamics simulations. Proteins;79:1800-1809.
A three-dimensional pharmacophore model for dipeptidyl peptidase IV inhibitors
Lu I.L., Tsai K.C., Chiang Y.K., Jiaang W.T., Wu S.H., Mahindroo N., Chien C.H., Lee S.J., Che X., Chao Y.S., Wu S.Y. (2008) A three-dimensional pharmacophore model for dipeptidyl peptidase IV inhibitors. Eur J Med Chem;43:1603-1611.
3D-QSAR studies on fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors by CoMFA and CoMSIA
Zeng J., Liu G.X., Tang Y., Jiang H.L. (2007) 3D-QSAR studies on fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors by CoMFA and CoMSIA. J Mol Model;13:993-1000.