Naphthalenebis[alpha,alpha-difluoromethylenephosphonates] as potent inhibitors of protein tyrosine phosphatases

Q Wang; Z Huang; C Ramachandran; A N Dinaut; S D Taylor

doi:10.1016/s0960-894x(98)00027-4

Naphthalenebis[alpha,alpha-difluoromethylenephosphonates] as potent inhibitors of protein tyrosine phosphatases

Bioorg Med Chem Lett. 1998 Feb 17;8(4):345-50. doi: 10.1016/s0960-894x(98)00027-4.

Authors

Q Wang¹, Z Huang, C Ramachandran, A N Dinaut, S D Taylor

Affiliation

¹ Department of Chemistry, University of Toronto, Erindale College, Mississauga, Ontario, Canada.

PMID: 9871682
DOI: 10.1016/s0960-894x(98)00027-4

Abstract

A series of naphthalenebis(difluoromethylenephosphonates) were prepared and compared to their monosubstituted counterparts as inhibitors of the protein phosphatases, PTP1B, CD45 and PP2A. In general, the bissubstituted compounds were better inhibitors than the mono derivatives and some of these are among the most potent, nonpeptidyl inhibitors of protein tyrosine phosphatases, PTP1B and CD45, reported to date.

Publication types

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

MeSH terms

Catalytic Domain
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology*
Humans
Organophosphonates / chemistry
Organophosphonates / pharmacology*
Protein Tyrosine Phosphatases / antagonists & inhibitors*
Protein Tyrosine Phosphatases / metabolism
Structure-Activity Relationship

Substances

Enzyme Inhibitors
Organophosphonates
Protein Tyrosine Phosphatases