title: Synthesis and characterization of 5,7-dihydroxyflavanone derivatives as novel protein tyrosine phosphatase 1B inhibitors.
abstract: A series of 5,7-dihydroxyflavanone derivatives were synthesized and identified as reversible and competitive protein tyrosine phosphatase (PTP) 1B inhibitors with IC50 values in the micromolar range. Compound 4k had the most potent in vitro inhibition activity against PTP1B (IC50 = 2.37 ± 0.37 μM) and the greatest selectivity (3.7-fold) for PTP1B relative to T-cell protein tyrosine phosphatase. Cell-based studies revealed that 4k was membrane-permeable and enhanced insulin receptor tyrosine phosphorylation in CHO/hIR cells.
authors.affiliation: Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules, Ministry of Education, Yanbian University College of Pharmacy , Yanji , China.
authors.forename: Liang-Peng
authors.initials: LP
authors.lastname: Sun
authors.forename: Wei-Ping
authors.initials: WP
authors.lastname: Ma
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Gao
authors.forename: Ling-Ling
authors.initials: LL
authors.lastname: Yang
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Quan
authors.forename: Jia
authors.initials: J
authors.lastname: Li
authors.forename: Hu-Ri
authors.initials: HR
authors.lastname: Piao
mesh_terms: D000818:Animals; D016466:CHO Cells; D003412:Cricetulus; D004305:Dose-Response Relationship, Drug; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D044950:Flavanones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D008958:Models, Molecular; D015394:Molecular Structure; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D044950:Flavanones; C016063:pinocembrin; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1