Synthesis, characterization, and plasma lipoprotein association of a nucleus-targeted boronated porphyrin

J Med Chem. 2005 Jan 27;48(2):357-9. doi: 10.1021/jm049277q.

Abstract

The efficacy of binary cancer therapies such as BNCT and PDT depends critically on the subcellular localization site of the sensitizer. This work presents the synthesis and plasma lipoprotein binding properties of the first reported binary conjugate of a boronated porphyrin with a peptide nuclear localization sequence. The porphyrin-NLS conjugate associates in vitro predominantly with low density lipoproteins. Such association provides a potentially selective entry pathway into malignant cells that overexpress the LDL receptor.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Antigens, Polyomavirus Transforming / chemistry
  • Boronic Acids / chemical synthesis*
  • Boronic Acids / chemistry
  • Boronic Acids / pharmacology
  • Cell Nucleus / metabolism
  • Humans
  • In Vitro Techniques
  • Lipoproteins / blood
  • Lipoproteins / metabolism*
  • Plasma
  • Porphyrins / chemical synthesis*
  • Porphyrins / chemistry
  • Porphyrins / pharmacology
  • Protein Binding
  • Receptors, LDL / metabolism

Substances

  • Antigens, Polyomavirus Transforming
  • Boronic Acids
  • Lipoproteins
  • Porphyrins
  • Receptors, LDL