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使人类巨细胞病毒失活的4-硝基喹啉化学结构与既定体内致癌性试验的相关性。

Correlation of the chemical structure of 4-nitroquinolines inactivating human cytomegalovirus and established in vivo carcinogenicity tests.

作者信息

Albrecht T, Speelman D J, Ramanujam V M, Lund H W, Legator M S, Trieff N M

出版信息

Teratog Carcinog Mutagen. 1980;1(2):161-9. doi: 10.1002/tcm.1770010205.

DOI:10.1002/tcm.1770010205
PMID:6119808
Abstract

Inactivation of the infectivity of human cytomegalovirus (CMV) and herpes simplex virus type 1 (HSV-1) and type 2 (HSV-2) has been observed following exposure to 4-nitroquinoline 1-oxide (NQO) or its metabolite, 4-hydroxyaminoquinoline 1-oxide (HAQO). The present study of the specificity of the chemical structure of 4-nitroquinolines demonstrated that both the 4-nitro and 1-oxide groups were required for inactivation of virus infectivity. Reduction of the 4-nitro group to a 4-hydroxyamino group enhanced activity, while further reduction to an amino group resulted in loss of activity against virus infectivity. The capacity to inactivate virus was also lost by substitution of the pyridine ring for the quinoline nucleus of NQO. The relationship between the chemical structure and the ability to inactivate viruses studied here correlates well with earlier in vivo carcinogenicity studies of the same group of chemicals.

摘要

在接触4-硝基喹啉1-氧化物(NQO)或其代谢产物4-羟基氨基喹啉1-氧化物(HAQO)后,已观察到人类巨细胞病毒(CMV)、单纯疱疹病毒1型(HSV-1)和2型(HSV-2)的感染性被灭活。本研究对4-硝基喹啉化学结构的特异性进行了研究,结果表明,4-硝基和1-氧化物基团对于病毒感染性的灭活都是必需的。将4-硝基基团还原为4-羟基氨基基团可增强活性,而进一步还原为氨基则导致对病毒感染性的活性丧失。用吡啶环取代NQO的喹啉核也会导致病毒灭活能力丧失。此处所研究的化学结构与病毒灭活能力之间的关系与同一组化学物质早期的体内致癌性研究结果密切相关。

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