Correlation between reduction potentials and inhibitions of Epstein-Barr virus activation by anthraquinone derivatives

被引：17

作者：

Koyama, Junko ^{[1
]}

Nisino, Yu ^{[1
]}

Morita, Izumi ^{[1
]}

Kobayashi, Norihiro ^{[1
]}

Osakai, Toshiyuki ^{[2
]}

Tokuda, Harukuni ^{[3
]}

机构：

[1] Kobe Pharmaceut Univ, Fac Pharmaceut Sci, Kobe, Hyogo 6588558, Japan

[2] Kobe Univ, Grad Sch Sci, Dept Chem, Kobe, Hyogo 6578501, Japan

[3] Kyoto Prefectural Univ Med, Dept Mol Biochem, Kyoto 6028566, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 14期

关键词：

Epstein-Barr virus; anthraquinone; emodin; reduction potential; cyclic voltammetry;

D O I：

10.1016/j.bmcl.2008.05.109

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：4106 / 4109

页数：4

共 19 条

[1]

Al-Hazimi H. M. A., 2001, Journal of the Saudi Chemical Society, V5, P93

[2] Antitumour quinones [J].

Asche, C .

MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2005, 5 (05) :449-467

[3]

ASHNAGAR A, 1984, BIOCHIM BIOPHYS ACTA, V801, P351, DOI 10.1016/0304-4165(84)90138-7

[4] A SHORT-TERM INVITRO ASSAY FOR PROMOTER SUBSTANCES USING HUMAN-LYMPHOBLASTOID CELLS LATENTLY INFECTED WITH EPSTEIN-BARR VIRUS [J].

ITO, Y ;

YANASE, S ;

FUJITA, J ;

HARAYAMA, T ;

TAKASHIMA, M ;

IMANAKA, H .

CANCER LETTERS, 1981, 13 (01) :29-37

[5] ELECTROCHEMICAL PROPERTIES OF ADRIAMYCIN ADSORBED ON A MERCURY-ELECTRODE SURFACE [J].

KANO, K ;

KONSE, T ;

NISHIMURA, N ;

KUBOTA, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (09) :2383-2390

[6] Anti-tumor promoting effects of naphthoquinone derivatives on short term Epstein-Barr early antigen activation assay and in mouse skin carcinogenesis [J].

Kapadia, GJ ;

Balasubramanian, V ;

Tokuda, H ;

Konoshima, T ;

Takasaki, M ;

Koyama, J ;

Tagahaya, K ;

Nishino, H .

CANCER LETTERS, 1997, 113 (1-2) :47-53

[7] STUDIES ON INHIBITORS OF SKIN TUMOR PROMOTION .6. INHIBITORY EFFECTS OF QUINONES ON EPSTEIN-BARR VIRUS-ACTIVATION [J].

KONOSHIMA, T ;

KOZUKA, M ;

KOYAMA, J ;

OKATANI, T ;

TAGAHARA, K ;

TOKUDA, H .

JOURNAL OF NATURAL PRODUCTS, 1989, 52 (05) :987-995

[8] Correlation between reduction potentials and inhibitory effects on Epstein-Barr virus activation of poly-substituted anthraquinones [J].

Koyama, J ;

Morita, I ;

Kobayashi, N ;

Osakai, T ;

Nishino, H ;

Tokuda, H .

CANCER LETTERS, 2005, 225 (02) :193-198

[9] Correlation of redox potentials and inhibitory effects on Epstein-Barr virus activation of 2-azaanthraquinones [J].

Koyama, J ;

Morita, I ;

Kobayashi, N ;

Osakai, T ;

Hotta, H ;

Takayasu, J ;

Nishino, H ;

Tokuda, H .

CANCER LETTERS, 2004, 212 (01) :1-6

[10] Correlation of redox potentials and inhibitory effects on Epstein-Baff virus activation of naphthoquinones [J].

Koyama, J ;

Morita, I ;

Kobayashi, N ;

Osakai, T ;

Hotta, H ;

Takayasu, J ;

Nishino, H ;

Tokuda, H .

CANCER LETTERS, 2003, 201 (01) :25-30

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