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对(±)-7β,8α-二羟基-9α,10α-环氧-7,8,9,10-四氢苯并[a]芘进一步代谢后形成的主要产物进行荧光和核磁共振光谱研究。

Studies by fluorescence and n.m.r. spectroscopy of the major product formed after further metabolism of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha,10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.

作者信息

Gräslund A, Waern F, Jernström B

出版信息

Carcinogenesis. 1986 Jan;7(1):167-70. doi: 10.1093/carcin/7.1.167.

DOI:10.1093/carcin/7.1.167
PMID:3080251
Abstract

Racemic 7 beta,8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (anti-BPDE) is further metabolized by liver microsomes obtained from 3-methylcholanthrene pretreated rats in the presence of NADPH to at least four products as revealed by h.p.l.c. Data obtained from measurements by fluorescence spectroscopy under neutral and alkaline conditions and high resolution two-dimensional 1H n.m.r. spectroscopy on the major metabolite derived from anti-BPDE are consistent with aromatic hydroxylation at the 3-position either directly or indirectly via transient epoxide intermediates.

摘要

消旋的7β,8α-二羟基-9α,10α-环氧-7,8,9,10-四氢苯并[a]芘(反式-BPDE)在NADPH存在的情况下,被来自经3-甲基胆蒽预处理的大鼠的肝微粒体进一步代谢为至少四种产物,这是通过高效液相色谱法揭示的。在中性和碱性条件下通过荧光光谱法测量以及对源自反式-BPDE的主要代谢产物进行高分辨率二维1H核磁共振光谱法获得的数据表明,3位的芳香族羟基化是直接发生的,或者是通过瞬态环氧化物中间体间接发生的。

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1
Studies by fluorescence and n.m.r. spectroscopy of the major product formed after further metabolism of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha,10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene.对(±)-7β,8α-二羟基-9α,10α-环氧-7,8,9,10-四氢苯并[a]芘进一步代谢后形成的主要产物进行荧光和核磁共振光谱研究。
Carcinogenesis. 1986 Jan;7(1):167-70. doi: 10.1093/carcin/7.1.167.
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Specificity of chemiluminescence in the metabolism of benzo[a]pyrene to its carcinogenic diol epoxide.苯并[a]芘代谢为其致癌二醇环氧化物过程中化学发光的特异性。
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