Correlation between reduction potentials and inhibitory effects on Epstein-Barr virus activation by emodin derivatives.
As a continuation of studies using natural and synthetic products as cancer chemopreventive agents, we examined the reduction-oxidation potentials of hydroxylated emodin derivatives prepared from emodin in phosphate buffer at pH 7.2 using cyclic voltammetry. A significant correlation was found between the reduction potentials and number of the hydroxyl groups and the inhibitory effects of the hydroxylated emodin derivatives on Epstein-Barr virus early antigen activation. The electronic properties, i.e. LUMO energy and atomic charges of carbon at the 9-position (C(9)) and oxygen at the 11-position (O(11)), may also be useful for estimating the inhibitory effect on EBV-EA activation.
Koyama
Junko
J
Faculty of Pharmaceutical Sciences, Kobe Pharmaceutical University, Higashinada, Kobe 658-8558, Japan. j-koyama@kobepharma-u.ac.jp
Inoue
Munetaka
M
Morita
Izumi
I
Kobayashi
Norihiro
N
Osakai
Toshiyuki
T
Nishino
Hoyoku
H
Tokuda
Harukuni
H
D000956:Antigens, Viral / Q000494:pharmacology; D004563:Electrochemistry; D004642:Emodin / Q000031:analogs & derivatives / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D020031:Epstein-Barr Virus Infections / Q000188:drug therapy / Q000821:virology*; D004854:Herpesvirus 4, Human / Q000187:drug effects / Q000502:physiology*; D006801:Humans; D006863:Hydrogen-Ion Concentration; D009303:Nasopharyngeal Neoplasms / Q000188:drug therapy / Q000821:virology; D010084:Oxidation-Reduction; D014775:Virus Activation / Q000187:drug effects*
D000956:Antigens, Viral; D004791:Enzyme Inhibitors; D004642:Emodin