Correlation between reduction potentials and inhibitions of Epstein-Barr virus activation by anthraquinone derivatives.
As a continuation of studies using natural and synthetic products as cancer chemopreventive agents, we used cyclic voltammetry to examine the reduction-oxidation potentials of methylated emodin derivatives prepared from emodin in phosphate buffer at pH 7.2. A good correlation was found between the inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation and the reduction potential of methylated emodin derivatives. Furthermore, there was significant correlation between EBV-EA activation and the reduction potential of 35 anthraquinone derivatives including methylated emodin derivatives. It was further shown that the correlation could be enhanced by including LUMO energy and the number of hydroxy groups as additional parameters.
Faculty of Pharmaceutical Sciences, Kobe Pharmaceutical University, Higashinada, Kobe 658-8558, Japan. j-koyama@kobepharma-u.ac.jp
Junko
J
Koyama
Yu
Y
Nisino
Izumi
I
Morita
Norihiro
N
Kobayashi
Toshiyuki
T
Osakai
Harukuni
H
Tokuda
D000880:Anthraquinones / Q000737:chemistry / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology*; D002021:Buffers; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004642:Emodin / Q000737:chemistry*; D004854:Herpesvirus 4, Human / Q000187:drug effects*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D020128:Inhibitory Concentration 50; D008745:Methylation; D008956:Models, Chemical; D014775:Virus Activation / Q000187:drug effects
D000880:Anthraquinones; D000998:Antiviral Agents; D002021:Buffers; D004642:Emodin