Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Arun P Chandrasekharappa; Sangamesh E Badiger; Pramod K Dubey; Sunil K Panigrahi; Sekhar Reddy V V V Manukonda

doi:10.1016/j.bmcl.2013.02.109

Design and synthesis of 2-substituted benzoxazoles as novel PTP1B inhibitors

Bioorg Med Chem Lett. 2013 May 1;23(9):2579-84. doi: 10.1016/j.bmcl.2013.02.109. Epub 2013 Mar 7.

Authors

Arun P Chandrasekharappa¹, Sangamesh E Badiger, Pramod K Dubey, Sunil K Panigrahi, Sekhar Reddy V V V Manukonda

Affiliation

¹ Aurigene Discovery Technologies Limited, 39-40, KIADB Industrial Area, Phase II, Electronic City, Hosur Road, Bangalore 560 100, India. arun_pc@aurigene.com

PMID: 23528300
DOI: 10.1016/j.bmcl.2013.02.109

Abstract

A series of benzoxazole compounds containing oxamic acid were synthesized and screened for the PTP1B inhibition. Compound 31d showed best biochemical potency (Ki) of 6.7 μM. Structure-activity relationship were explained with the help of molecular modeling approach.

Publication types

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

MeSH terms

Animals
Benzoxazoles / chemical synthesis
Benzoxazoles / chemistry*
Benzoxazoles / metabolism
Binding Sites
Drug Design*
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / metabolism
Mice
Molecular Docking Simulation
Oxamic Acid / chemistry
Protein Binding
Protein Structure, Tertiary
Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
Protein Tyrosine Phosphatase, Non-Receptor Type 1 / metabolism
Structure-Activity Relationship

Substances

Benzoxazoles
Enzyme Inhibitors
Protein Tyrosine Phosphatase, Non-Receptor Type 1
Oxamic Acid