Potent and orally active small-molecule inhibitors of the MDM2-p53 interaction

J Med Chem. 2009 Dec 24;52(24):7970-3. doi: 10.1021/jm901400z.

Abstract

We report herein the design of potent and orally active small-molecule inhibitors of the MDM2-p53 interaction. Compound 5 binds to MDM2 with a K(i) of 0.6 nM, activates p53 at concentrations as low as 40 nM, and potently and selectively inhibits cell growth in tumor cells with wild-type p53 over tumor cells with mutated/deleted p53. Compound 5 has a good oral bioavailability and effectively inhibits tumor growth in the SJSA-1 xenograft model.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacokinetics
  • Antineoplastic Agents / pharmacology*
  • Biological Availability
  • Bone Neoplasms / drug therapy
  • Bone Neoplasms / metabolism
  • Cell Line, Tumor
  • Drug Design
  • HCT116 Cells
  • Humans
  • Indoles / chemistry*
  • Indoles / pharmacokinetics
  • Indoles / pharmacology*
  • Mice
  • Morpholines / chemistry
  • Morpholines / pharmacokinetics
  • Morpholines / pharmacology
  • Osteosarcoma / drug therapy
  • Osteosarcoma / metabolism
  • Piperazines / chemistry
  • Piperazines / pharmacokinetics
  • Piperazines / pharmacology
  • Proto-Oncogene Proteins c-mdm2 / antagonists & inhibitors*
  • Proto-Oncogene Proteins c-mdm2 / metabolism
  • Rats
  • Spiro Compounds / chemistry*
  • Spiro Compounds / pharmacokinetics
  • Spiro Compounds / pharmacology*
  • Structure-Activity Relationship
  • Tumor Suppressor Protein p53 / antagonists & inhibitors*
  • Tumor Suppressor Protein p53 / metabolism

Substances

  • Antineoplastic Agents
  • Indoles
  • MI-63 compound
  • Morpholines
  • Piperazines
  • Spiro Compounds
  • TP53 protein, human
  • Tumor Suppressor Protein p53
  • MDM2 protein, human
  • Proto-Oncogene Proteins c-mdm2