PTP-1B inhibitors: Cyclopenta[ d][1,2]-oxazine derivatives

• Published in: Bioorganic & medicinal chemistry letters Vol. 16; no. 3; pp. 499 - 502
• Main Authors: Cho, Sung Yun, Baek, Ji Yoen, Han, Sang Sub, Kang, Seung Kyu, Ha, Jae Du, Ahn, Jin Hee, Lee, Jae Don, Kim, Kwang Rok, Cheon, Hyae Gyeong, Rhee, Sang Dal, Yang, Sung Don, Yon, Gyu Hwan, Pak, Chwang Siek, Choi, Joong-Kwon
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01-02-2006; Elsevier
• Subjects: Biological and medical sciences; Cyclopenta[ d][1,2]-oxazine; Cyclopentanes - chemical synthesis; Diabetes; Drug Design; Enzyme Inhibitors - chemical synthesis; Enzyme Inhibitors - pharmacology; General and cellular metabolism. Vitamins; Humans; Inhibitor; Inhibitory Concentration 50; Medical sciences; Oxazines - chemical synthesis; Pharmacology. Drug treatments; Protein Tyrosine Phosphatase, Non-Receptor Type 1; Protein Tyrosine Phosphatases - antagonists & inhibitors; PTP-1B; Structure-Activity Relationship; Substrate Specificity; PTP-1B; Inhibitor; Diabetes; Cyclopenta[ d][1,2]-oxazine; Ether; Enzyme; Isozyme; Benzene derivatives; Phosphoric monoester hydrolases; Enzyme inhibitor; Esterases; Selectivity; In vitro; Structure activity relation; Carboxylic acid; Cyclopenta[d][1,2]-oxazine; Bicyclic compound; Hydrolases; Chemical synthesis; Oxygen nitrogen heterocycle; Protein-tyrosine-phosphatase
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2005.10.062

A series of novel cyclopenta[
d][1,2]-oxazine derivatives was prepared and evaluated for their inhibitory activity toward protein tyrosine phosphatase 1B (PTP-1B). Compound
6s was found to be an inhibitor of PTP-1B with nanomolar IC
50 value and high level of selectivity over other recombinant phosphatases.