SYNTHESIS, CHEMICAL-PROPERTIES AND MUTAGENICITY OF 1,6-DINITROBENZO[A]PYRENES AND 3,6-DINITROBENZO[A]PYRENES

被引:25
作者
FUKUHARA, K
MIYATA, N
MATSUI, M
MATSUI, K
ISHIDATE, M
KAMIYA, S
机构
[1] National Institute of Hygienic Sciences, Tokyo 158, 1-18-1 Kamiyoga, Setagaya-ku
关键词
benzo[a]pyrene; cyclic voltammetry; dinitrobenzo[a]pyrene; mutagenicity; nitration; nitroarene; reduction;
D O I
10.1248/cpb.38.3158
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Nitration of benzo[a]pyrene (BaP) with HN03(d= 1.38) produced a mixture of dinitroBaPs (1,6- and 3,6-isomers) and mononitroBaPs (1-, 3- and 6-isomers). Pure 1,6-dinitroBaP and 3,6-dinitroBaP were obtained by the reduction of the dinitroBaPs mixture with NaSH to yield the separable products l-amino-6-nitroBaP and 3-amino-6-nitroBaP, followed by conversion to dinitroBaPs via the the diazonium salts. The half-wave potentials (Elj2) corresponding to the one-electron reduction of dinitroBaPs were measured and the relationship of these values to the mutagenicity is discussed. © 1990, The Pharmaceutical Society of Japan. All rights reserved.
引用
收藏
页码:3158 / 3161
页数:4
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