Synthesis and biological evaluation of bicyclo[3.3.0] octane derivatives as dipeptidyl peptidase 4 inhibitors for the treatment of type 2 diabetes

• Published in: Bioorganic & medicinal chemistry letters Vol. 20; no. 12; pp. 3521 - 3525
• Main Authors: Cho, Tang Peng, Gang, Lin Zhi, Long, Yang Fang, Yang, Wang, Qian, Wang, Lei, Zhang, Jing, Luo Jing, Ying, Feng, Ke, Yan Pang, Ying, Leng, Jun, Feng
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 15.06.2010; Elsevier
• Subjects: Animals; Bicyclo[3.3.0]octane derivatives; Biological and medical sciences; Bridged Bicyclo Compounds - chemical synthesis; Bridged Bicyclo Compounds - pharmacology; Diabetes Mellitus, Type 2 - drug therapy; Dipeptidyl peptidase 4; Dipeptidyl-Peptidase IV Inhibitors - chemical synthesis; Dipeptidyl-Peptidase IV Inhibitors - pharmacology; Dose-Response Relationship, Drug; General and cellular metabolism. Vitamins; Glucose Tolerance Test; Inhibitors; Medical sciences; Mice; Mice, Inbred Strains; Octanes - chemical synthesis; Octanes - pharmacology; Oral glucose tolerance tests; Pharmacology. Drug treatments; Type 2 diabetes; Oral glucose tolerance tests; Type 2 diabetes; Bicyclo[3.3.0]octane derivatives; Dipeptidyl peptidase 4; Inhibitors; Endocrinopathy; Isozyme; Selectivity; Pyrrolidine derivatives; Hypoglycemic agent; Chemical synthesis; Enzyme; Rodentia; Oral administration; Enzyme inhibitor; Metabolic diseases; Dipeptidyl dipeptidase; Glucose tolerance test; Biological activity; Peptidases; Vertebrata; Mammalia; Mouse; Animal; Hydrolases; Pharmacokinetics
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2010.04.138

A series of novel bicyclo[3.3.0]octane derivatives have been synthesized and found to be dipeptidyl peptidase 4 (DPP-4) inhibitors. Compounds 10a and 10b demonstrate good efficacies in oral glucose tolerance tests. A series of novel bicyclo[3.3.0]octane derivatives have been synthesized and found to be dipeptidyl peptidase 4 (DPP-4) inhibitors. Compounds 10a and 10b demonstrate good efficacies in oral glucose tolerance tests.