使用鼠伤寒沙门氏菌TA1535/pSK1002 umu试验研究苯乙酮对糠基糠酰胺诱导的SOS反应的抑制作用。

Suppression of furylfuramide-induced SOS response by acetophenones using Salmonella typhimurium TA1535/pSK1002 umu test.

作者信息

Miyazawa M, Shimamura H, Nakamura S i, Sugiura W

机构信息

Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, Kowakae, Higashiosaka-shi, Osaka 577-8502, Japan.

出版信息

J Agric Food Chem. 2000 Sep;48(9):4377-80. doi: 10.1021/jf990631g.

DOI:10.1021/jf990631g

PMID:10995366

Abstract

The recently isolated paeonol (2-hydroxy-4-methoxyacetophenone), as one of the antimutagenic compounds from Discorea japonica, was used as a lead compound for detailed structure-activity relationship studies. Nine acetophenones (2-hydroxy-4-methoxy, 2-hydroxy-5-methoxy, 2-hydroxy-6-methoxy, 4-hydroxy-3-methoxy, o-methoxy, m-methoxy, p-methoxy, and 2,5-dimethoxyacetophenone and acetophenone) were investigated for their ability of suppression of furylfuramide-induced SOS response using Salmonella typhimurium TA1535/pSK1002 in the umu test, against the mutagen, 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide). The results showed that 2-hydroxy-6-methoxyacetophenone displayed the strongest activity (EC(50) = 0.6 micromol/mL), and a hydroxyl group at C-2 is necessary feature for acetophenone derivatives to show the suppressive effects of furylfuramide-induced SOS response.

摘要

最近从日本薯蓣中分离得到的丹皮酚（2-羟基-4-甲氧基苯乙酮），作为一种抗诱变化合物，被用作先导化合物进行详细的构效关系研究。使用鼠伤寒沙门氏菌TA1535/pSK1002在umu试验中，研究了九种苯乙酮（2-羟基-4-甲氧基、2-羟基-5-甲氧基、2-羟基-6-甲氧基、4-羟基-3-甲氧基、邻甲氧基、间甲氧基、对甲氧基、2,5-二甲氧基苯乙酮和苯乙酮）对诱变剂2-(2-呋喃基)-3-(5-硝基-2-呋喃基)丙烯酰胺（呋喃基呋喃酰胺）诱导的SOS反应的抑制能力。结果表明，2-羟基-6-甲氧基苯乙酮表现出最强的活性（EC(50)=0.6微摩尔/毫升），并且C-2位的羟基是苯乙酮衍生物显示对呋喃基呋喃酰胺诱导的SOS反应抑制作用的必要特征。