Design, synthesis, and evaluation of bromo-retrochalcone derivatives as protein tyrosine phosphatase 1B inhibitors

Zhiguo Liu; Woojung Lee; Su-Nam Kim; Goo Yoon; Seung Hoon Cheon

doi:10.1016/j.bmcl.2011.04.057

Design, synthesis, and evaluation of bromo-retrochalcone derivatives as protein tyrosine phosphatase 1B inhibitors

Bioorg Med Chem Lett. 2011 Jun 15;21(12):3755-8. doi: 10.1016/j.bmcl.2011.04.057. Epub 2011 Apr 23.

Authors

Zhiguo Liu¹, Woojung Lee, Su-Nam Kim, Goo Yoon, Seung Hoon Cheon

Affiliation

¹ College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Buk-Gu, Gwangju, Republic of Korea.

PMID: 21555221
DOI: 10.1016/j.bmcl.2011.04.057

Abstract

A series of bromo-retrochalcones was designed, synthesized and evaluated as PTP1B inhibitors based on licochalcone A and E. Compounds 6, 12, 13, 14, 25, 36, 37, 39, and 41 showed potent inhibitory effects against PTP1B, and compound 37, the most potent among the series, had an IC(50) value of 1.9 μM, about two-fold better than that of the positive control, ursolic acid.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bromine / chemistry*
Bromine / pharmacology
Chalcones / chemical synthesis*
Chalcones / chemistry
Chalcones / pharmacology
Drug Design*
Enzyme Activation / drug effects
Inhibitory Concentration 50
Molecular Structure
Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
Structure-Activity Relationship

Substances

Chalcones
Protein Tyrosine Phosphatase, Non-Receptor Type 1
licochalcone A
Bromine