Journal article

Publication year: 2015

Pages: 4606-4609

Journal: Bioorganic & Medicinal Chemistry Letters

Volume number: 25

Issue number: 20

DOI Link: https://doi.org/10.1016/j.bmcl.2015.08.042

Publisher: Elsevier

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.

Harvard Citation style: Zuravka, I., Sosic, A., Gatto, B. and Göttlich, R. (2015) Synthesis and evaluation of a bis-3-chloropiperidine derivative incorporating an anthraquinone pharmacophore, Bioorganic & Medicinal Chemistry Letters, 25(20), pp. 4606-4609. https://doi.org/10.1016/j.bmcl.2015.08.042

APA Citation style: Zuravka, I., Sosic, A., Gatto, B., & Göttlich, R. (2015). Synthesis and evaluation of a bis-3-chloropiperidine derivative incorporating an anthraquinone pharmacophore. Bioorganic & Medicinal Chemistry Letters. 25(20), 4606-4609. https://doi.org/10.1016/j.bmcl.2015.08.042