Biological activity of N(4)-boronated derivatives of 2'-deoxycytidine, potential agents for boron-neutron capture therapy.

Abstract

Boron-neutron capture therapy (BNCT) is a binary anticancer therapy that requires boron compound for nuclear reaction during which high energy alpha particles and lithium nuclei are formed. Unnatural, boron-containing nucleoside with hydrophobic pinacol moiety was investigated as a potential BNCT boron delivery agent. Biological properties of this compound are presented for the first time and prove that boron nucleoside has low cytotoxicity and that observed apoptotic effects suggest alteration of important functions of cancer cells. Mass spectrometry analysis of DNA from cancer cells proved that boron nucleoside is inserted into nucleic acids as a functional nucleotide derivative. NMR studies present very high degree of similarity of natural dG-dC base pair with dG-boron nucleoside system.

• Authors: Joanna Nizioł, Łukasz Uram, Magdalena Szuster, Justyna Sekuła, Tomasz Ruman
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 23 Issue 19 Pg. 6297-304 (Oct 01 2015) ISSN: 1464-3391 [Electronic] England
• PMID: 26344594 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2015 Elsevier Ltd. All rights reserved.

Chemical References

• Antineoplastic Agents
• DNA, Neoplasm
• Deoxycytidine
• Boron

Topics

• Antineoplastic Agents (chemistry, pharmacology)
• Apoptosis (drug effects)
• Boron (chemistry)
• Boron Neutron Capture Therapy
• Cell Line
• DNA Damage (drug effects)
• DNA, Neoplasm (analysis, isolation & purification)
• Deoxycytidine (chemistry)
• Hep G2 Cells
• Humans
• Magnetic Resonance Spectroscopy
• Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization