Potent activity against K562 cells by polyamide-seco-CBI conjugates targeting histone H4 genes

Bioorg Med Chem. 2010 Jan 1;18(1):168-74. doi: 10.1016/j.bmc.2009.11.005. Epub 2009 Nov 11.

Abstract

We designed and synthesized conjugates between pyrrole-imidazole polyamides and seco-CBI that alkylate within the coding regions of the histone H4 genes. DNA alkylating activity on the histone H4 fragment and cellular effects against K562 chronic myelogenous leukemia cells were investigated. One of the conjugates, 5-CBI, showed strong DNA alkylation activity and good sequence specificity on a histone H4 gene fragment. K562 cells treated with 5-CBI down-regulated the histone H4 gene and induced apoptosis efficiently. Global gene expression data revealed that a number of histone H4 genes were down-regulated by 5-CBI treatment. These results suggest that sequence-specific DNA alkylating agents may have the potential of targeting specific genes for cancer chemotherapy.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Alkylating / chemical synthesis
  • Antineoplastic Agents, Alkylating / chemistry
  • Antineoplastic Agents, Alkylating / pharmacology*
  • Apoptosis / drug effects
  • DNA / metabolism
  • Gene Expression Regulation, Neoplastic / drug effects
  • Genes / drug effects*
  • Histones / genetics*
  • Humans
  • Imidazoles / chemical synthesis
  • Imidazoles / chemistry
  • Imidazoles / pharmacology*
  • K562 Cells
  • Leukemia, Erythroblastic, Acute / drug therapy
  • Nylons / chemical synthesis
  • Nylons / chemistry
  • Nylons / pharmacology*
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry
  • Pyrroles / pharmacology*

Substances

  • Antineoplastic Agents, Alkylating
  • Histones
  • Imidazoles
  • Nylons
  • Pyrroles
  • DNA