Synthesis and evaluation of a bis-3-chloropiperidine derivative incorporating an anthraquinone pharmacophore.
Bioorg Med Chem Lett
; 25(20): 4606-9, 2015 Oct 15.
Article
in En
| MEDLINE
| ID: mdl-26342869
ABSTRACT
With the aim to attain an alkylating agent with enhanced DNA-affinity, we have successfully synthesised lysine-linked bis-3-chloropiperidine 1 bearing an anthraquinone moiety known to bind double-stranded DNA. Consistent with our expectations, compound 1 appears to intercalate into the DNA double helix, which can be observed by conformational changes of plasmid DNA suggesting alkylation and intercalation-induced DNA unwinding. The results of this work can provide a meaningful starting point for investigating the molecular mechanism of action of this novel DNA alkylating conjugate 1 with improved affinity for DNA.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Piperidines
/
DNA
/
Anthraquinones
/
Nucleic Acid Conformation
Language:
En
Year:
2015
Type:
Article