Jump to main content
Jump to site search

Issue 9, 2013
Previous Article Next Article

Synthesis, structure and DNA binding studies of 9-phenyldibenzo[a,c] phenazin-9-ium

Author affiliations

Abstract

The reaction of phenanthrene-9,10-dione with N-phenylbenzene-1,2-diamine in methanol in the presence of anhydrous CuCl2 and HCl affords a 9-phenyldibenzo[a,c]phenazin-9-ium cation, [1]+, as in [1][CuCl2], in good yields. The reaction of [1][CuCl2] in methanol with excess iodide salt affords [1][I]. The formations of [1][CuCl2] and [1][I] have been confirmed by elemental analyses, mass, IR, UV-vis and 1H NMR spectra including the single crystal X-ray structure determination of [1][CuCl2]. DNA binding studies by UV-vis spectra, fluorescence spectra, circular dichroism spectra, hydrodynamic, isothermal titration calorimetric (ITC), UV optical melting and gel electrophoresis experiments have substantiated that [1]+, like ethidium bromide, is a strong DNA intercalator.

Graphical abstract: Synthesis, structure and DNA binding studies of 9-phenyldibenzo[a,c] phenazin-9-ium

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Sep 2012, accepted on 20 Dec 2012 and first published on 20 Dec 2012


Article type: Paper
DOI: 10.1039/C2RA22317A
Citation: RSC Adv., 2013,3, 3054-3061
  •   Request permissions

    Synthesis, structure and DNA binding studies of 9-phenyldibenzo[a,c] phenazin-9-ium

    S. Kundu, M. K. Biswas, A. Banerjee, K. Bhadra, G. S. Kumar, M. G. B. Drew, R. Bhadra and P. Ghosh, RSC Adv., 2013, 3, 3054
    DOI: 10.1039/C2RA22317A

Search articles by author

Spotlight

Advertisements