Recognition and cleavage of DNA by rebeccamycin- or benzopyridoquinoxaline conjugated of triple helix-forming oligonucleotides.

Abstract

Indolocarbazole and benzopyridoquinoxaline derivatives have been shown to have anti-tumor activity and to stimulate DNA topoisomerase I-mediated cleavage. Two indolocarbazole compounds (R-6 and R-95) and one benzopyridoquinoxaline derivative (BPQ(1256)) were covalently attached to the 3'-end of a 16mer triple helix-forming oligonucleotide (TFO). These conjugates bind to DNA with a higher affinity than the unsubstituted oligonucleotides. Furthermore, they induce topoisomerase I-mediated and triplex-directed DNA cleavage in a sequence-specific manner.

• Authors: P B Arimondo, P Moreau, A Boutorine, C Bailly, M Prudhomme, J S Sun, T Garestier, C Hélène
• Journal: Bioorganic & medicinal chemistry (Bioorg Med Chem) Vol. 8 Issue 4 Pg. 777-84 (Apr 2000) ISSN: 0968-0896 [Print] England
• PMID: 10819166 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Aminoglycosides
• Anti-Bacterial Agents
• Carbazoles
• Indoles
• Oligonucleotides
• Pyridines
• Quinoxalines
• benzopyridoquinoxaline
• DNA
• rebeccamycin
• DNA Topoisomerases, Type I

Topics

• Aminoglycosides
• Anti-Bacterial Agents (chemistry)
• Base Sequence
• Carbazoles
• DNA (chemistry, drug effects, metabolism)
• DNA Footprinting
• DNA Topoisomerases, Type I (metabolism)
• Hydrolysis
• Indoles
• Nucleic Acid Conformation
• Oligonucleotides (chemistry, pharmacology)
• Pyridines (chemistry)
• Quinoxalines (chemistry)