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黄樟素及其类似物环氧化物-二醇途径代谢产物的致突变性。鼠伤寒沙门氏菌研究

[Mutagenicity of the metabolites of the epoxide-diol pathway of safrole and its analogs. Study on Salmonella typhimurium].

作者信息

Dorange J L, Delaforge M, Janiaud P, Padieu P

出版信息

C R Seances Soc Biol Fil. 1977;171(5):1041-8.

PMID:146546
Abstract

Mutagenicity of the metabolites of the expoxide-diol pathway of safrole and analogues was studied on Ames' strains with Ames' method. Safrole, eugenol, eugenolmethylether, estragol, allylbenzene and 1'-hydroxysafrole, are not mutagen on TA 1535, TA 100 (point mutation) and TA 1537, TA 1538, TA 98 (frameshift mutations) without activation system. The corresponding epoxides that we have synthetized, are mutagens and inducers of point mutation in TA 1535 and TA 100. Dose-effect curves show differences between the mutagen efficiencies of these epoxides probably in relation with their electrophilic properties. On the other hand the 2', 3'-dihydro-2',3'-dihydroxisafrole was not mutagen in Ames' test. These results confirm the promutagen character of safrole and analogues and the role of the epoxides as proximate carcinogens.

摘要

采用艾姆斯试验方法,在艾姆斯菌株上研究了黄樟素及其类似物的环氧化物 - 二醇途径代谢产物的致突变性。黄樟素、丁香酚、丁香酚甲醚、草蒿脑、烯丙基苯和1'-羟基黄樟素,在没有活化系统的情况下,对TA 1535、TA 100(点突变)以及TA 1537、TA 1538、TA 98(移码突变)菌株均无致突变性。我们合成的相应环氧化物是TA 1535和TA 100中致点突变的诱变剂和诱导剂。剂量 - 效应曲线显示这些环氧化物诱变效率之间存在差异,这可能与它们的亲电性质有关。另一方面,2', 3'-二氢 - 2',3'-二羟基黄樟素在艾姆斯试验中无致突变性。这些结果证实了黄樟素及其类似物的前诱变特性以及环氧化物作为近端致癌物的作用。

相似文献

1
[Mutagenicity of the metabolites of the epoxide-diol pathway of safrole and its analogs. Study on Salmonella typhimurium].黄樟素及其类似物环氧化物-二醇途径代谢产物的致突变性。鼠伤寒沙门氏菌研究
C R Seances Soc Biol Fil. 1977;171(5):1041-8.
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Carcinogenic and mutagenic activities of safrole, 1'-hydroxysafrole, and some known or possible metabolites.
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Bacterial and mammalian cell mutagenicity of four optically active bay-region 3,4-diol-1,2-epoxides and other derivatives of the nitrogen heterocycle dibenz[c,h]acridine.四种光学活性湾区3,4-二醇-1,2-环氧化物及氮杂环二苯并[c,h]吖啶的其他衍生物的细菌和哺乳动物细胞致突变性。
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Screening of safrole, eugenol, their ninhydrin positive metabolites and selected secondary amines for potential mutagenicity.对黄樟素、丁香酚、它们的茚三酮阳性代谢物以及选定的仲胺进行潜在致突变性筛查。
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Mutagenic and cell-transforming activities of triol-epoxides as compared to other chrysene metabolites.与其他芘代谢产物相比,三醇环氧化物的诱变和细胞转化活性。
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Inhibitory effect of 3-hydroxybenzo(a)pyrene on the mutagenicity and tumorigenicity of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo(a)pyrene.3-羟基苯并(a)芘对(±)-7β,8α-二羟基-9α,10α-环氧-7,8,9,10-四氢苯并(a)芘的致突变性和致癌性的抑制作用
Cancer Res. 1986 Feb;46(2):558-66.

引用本文的文献

1
Mutagenicity of trans-anethole, estragole, eugenol, and safrole in the Ames Salmonella typhimurium assay.反式茴香脑、草蒿脑、丁香酚和黄樟素在鼠伤寒沙门氏菌艾姆斯试验中的致突变性。
Bull Environ Contam Toxicol. 1982 Jun;28(6):647-54. doi: 10.1007/BF01605630.