TY - JOUR
T1 - Syntheses, spectral properties of novel carbazole derivatives and evaluations of its Ct-DNA interaction
AU - Jian, Yong
AU - Li, Gang
AU - Yang, Peng
AU - Deng, Tuo
AU - Zhou, Xue
AU - Xu, Haiyan
PY - 2014/1/1
Y1 - 2014/1/1
N2 - 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.
AB - 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.
KW - C-N cross coupling
KW - Carbazole
KW - Ct-DNA
KW - Solvatochromism
KW - Spectral properties
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U2 - 10.6023/cjoc201309030
DO - 10.6023/cjoc201309030
M3 - Article
AN - SCOPUS:84900496456
VL - 34
SP - 809
EP - 816
JO - Chinese Journal of Organic Chemistry
JF - Chinese Journal of Organic Chemistry
SN - 0253-2786
IS - 4
ER -