Syntheses, spectral properties of novel carbazole derivatives and evaluations of its Ct-DNA interaction

Yong Jian, Gang Li, Peng Yang, Tuo Deng, Xue Zhou, Haiyan Xu

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

A series of carbazole derivatives were synthesized via reactions of C-N bond formation catalyzed by CuBr·SMe2, nitration, reduction as well as Pd-catalyzed C-N crossing coupling, respectively. Their UV-Vis and fluorescence spectra in different solvents were investigated, as well as the evaluation of the interaction between compound 2 hydrochloride and Ct-DNA. The results showed that all compounds exhibited distinct solvatochromism effects and among them, compound 4 was the most obvious one. Upon binding with DNA, the fluorescence of compound 2 hydrochloride turned on, instead of quenching, and the minor groove of DNA is the most possible position for the molecule to bind with. The calculated binding constant is around 104L·mol-1, showing a moderate binding affinity.

Original languageEnglish
Pages (from-to)809-816
Number of pages8
JournalChinese Journal of Organic Chemistry
Volume34
Issue number4
DOIs
StatePublished - Jan 1 2014
Externally publishedYes

Keywords

  • C-N cross coupling
  • Carbazole
  • Ct-DNA
  • Solvatochromism
  • Spectral properties

ASJC Scopus subject areas

  • Organic Chemistry

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