A molecular model for DNA cross-linking by the antitumor agent azinomycin B

J Med Chem. 2000 Jul 27;43(15):2783-8. doi: 10.1021/jm990362l.

Abstract

A computational model for the covalent interstrand DNA cross-linking of the antitumor agent azinomycin B is reported and is based on Monte Carlo simulations of the four possible monoalkylation species and an examination of the low energy conformations of the cross-linked agent. The model was developed using a suitably modified version of the AMBER* force field with the experimentally determined triplet DNA target sequence 5'-d(GCT)-3' in both the native B-form and containing a preformed intercalation site.

Publication types

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

MeSH terms

  • Anti-Bacterial Agents / chemistry*
  • Antibiotics, Antineoplastic / chemistry*
  • Cross-Linking Reagents / chemistry*
  • DNA / chemistry*
  • Glycopeptides*
  • Intercalating Agents / chemistry*
  • Intercellular Signaling Peptides and Proteins
  • Models, Molecular
  • Naphthalenes
  • Peptides

Substances

  • Anti-Bacterial Agents
  • Antibiotics, Antineoplastic
  • Cross-Linking Reagents
  • Glycopeptides
  • Intercalating Agents
  • Intercellular Signaling Peptides and Proteins
  • Naphthalenes
  • Peptides
  • azinomycin B
  • DNA