DNA Binding Compounds. V. Synthesis and Characterization of Boron Containing Bibenzimidazoles Related to the DNA Minor Groove Binder, Hoechst-33258

1994 ◽  
Vol 47 (2) ◽  
pp. 247 ◽  
Author(s):  
DP Kelly ◽  
SA Bateman ◽  
RF Martin ◽  
ME Reum ◽  
M Rose ◽  
...  
Keyword(s):  
Neutron Capture ◽  
Minor Groove ◽  
Synthesis And Characterization ◽  
Neutron Capture Therapy ◽  
Minor Groove Binder ◽  
Hoechst 33258 ◽  
Dna Minor Groove ◽  
Boron Neutron Capture ◽  
Dna Minor Groove Binder

The synthesis and characterization of four novel boron-containing bibenzimidazoles related to the DNA minor groove binder Hoechst 33258 are reported. Such compounds, particularly their 1�B-enriched forms, have potential as agents for boron neutron capture therapy which is used in the treatment of cancers.

DNA Binding Compounds. VI. Synthesis and Characterization of 2,5'-Disubstituted Bibenzimidazoles Related to the DNA Minor Groove Binder Hoechst-33258

1994 ◽  
Vol 47 (9) ◽  
pp. 1751 ◽  
Author(s):  
DP Kelly ◽  
SA Bateman ◽  
RJ Hook ◽  
RF Martin ◽  
ME Reum ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Phenyl Ring ◽  
Synthesis And Characterization ◽  
Coupling Reactions ◽  
Minor Groove Binder ◽  
Hoechst 33258 ◽  
Dna Minor Groove ◽  
Synthetic Routes ◽  
Dna Minor Groove Binder

A series of compounds have been synthesized in which the basic 2-phenylbibenzimidazole structure of Hoechst 33258 has been modified to include various combinations of bromo, iodo, methoxy, amino, alkylamino and nitro groups in the terminal phenyl ring. Both sequential and convergent synthetic routes have been followed using coupling reactions of both imino ethers and aldehydes to 1,2-diamines. All these compounds were characterized by a combination of f.a.b . Mass spectrometry and 1H and 13C n.m.r. spectroscopy including inverse detection of long-range heteronuclear CH correlations (HMBC).

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