MUTAGENIC ACTIVITY OF THE METHYL AND PHENYL DERIVATIVES OF THE FOOD MUTAGEN 2-AMINO-3-METHYLIMIDAZO[4,5-F]QUINOXALINE (IQX) IN THE AMES TEST

被引：21

作者：

VIKSE, R ^{[1
]}

KNAPSTAD, A ^{[1
]}

KLUNGSOYR, L ^{[1
]}

GRIVAS, S ^{[1
]}

机构：

[1] SWEDISH UNIV AGR SCI,DEPT CHEM,S-75007 UPPSALA,SWEDEN

来源：

MUTATION RESEARCH | 1993年 / 298卷 / 03期

关键词：

IQX DERIVATIVES; MUTAGENIC ACTIVITY;

D O I：

10.1016/0165-1218(93)90042-C

中图分类号：

Q3 [遗传学];

学科分类号：

071007 ; 090102 ;

摘要：

The mutagenic activity of 15 different mono-, di-, tri-, and tetramethyl derivatives of the food mutagen IQx (2-amino-3-methylimidazo[4,5-f ]quinoxaline), one diphenyl derivative of IQx and two phenyl derivatives of 5-MeIQx (2-amino-3,5-dimethylimidazo[4,5-f]quinoxaline) were studied in the Ames test with Salmonella typhimurium TA98 and enzymatic activation (S9). The number and positioning of the methyl groups strongly affected the mutagenic activity. The phenylated compounds showed weak mutagenic potency. It seems that both resonance stabilization of the nitrenium ion and steric effects are important in determining mutagenic potency.

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页码：207 / 214

页数：8

相关论文

共 27 条

[11] THE SYNTHESIS AND MUTAGENICITY OF THE 3-ETHYL ANALOGS OF THE POTENT MUTAGENS IQ, MEIQ, MEIQX AND ITS 3,7-DIMETHYL ISOMER [J].

JAGERSTAD, M ;

GRIVAS, S .

MUTATION RESEARCH, 1985, 144 (03) :131-136

[12]

Kadlubar F. F., 1985, POLYCYCLIC HYDROCARB, P341

[13] THE IDENTIFICATION OF A NEW HETEROCYCLIC AMINE MUTAGEN FROM A HEATED MIXTURE OF CREATINE, GLUTAMIC-ACID AND GLUCOSE [J].

KNIZE, MG ;

HOPMANS, E ;

HAPPE, JA .

MUTATION RESEARCH, 1991, 260 (04) :313-319

[14] REVISED METHODS FOR THE SALMONELLA MUTAGENICITY TEST [J].

MARON, DM ;

AMES, BN .

MUTATION RESEARCH, 1983, 113 (3-4) :173-215

[15] AN INTERLABORATORY STUDY OF AN EPA AMES SALMONELLA TEST PROTOCOL [J].

MYERS, LE ;

ADAMS, NH ;

HUGHES, TJ ;

WILLIAMS, LR ;

CLAXTON, LD .

MUTATION RESEARCH, 1987, 182 (03) :121-133

[16] ULTIMATE FORMS OF MUTAGENIC AND CARCINOGENIC HETEROCYCLIC AMINES PRODUCED BY PYROLYSIS [J].

NAGAO, M ;

FUJITA, Y ;

WAKABAYASHI, K ;

SUGIMURA, T .

BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1983, 114 (02) :626-631

[17] MUTAGENICITIES OF GAMMA-CARBOLINE DERIVATIVES RELATED TO POTENT MUTAGENS FOUND IN TRYPTOPHAN PYROLYSATES [J].

NAGAO, M ;

TAKAHASHI, Y ;

YAHAGI, T ;

SUGIMURA, T ;

TAKEDA, K ;

SHUDO, K ;

OKAMOTO, T .

CARCINOGENESIS, 1980, 1 (05) :451-454

[18] EFFECT OF METHYL SUBSTITUTION ON MUTAGENICITY OF 2-AMINO-3-METHYLIMIDAZO[4,5-F]QUINOLINE, ISOLATED FROM BROILED SARDINE [J].

NAGAO, M ;

WAKABAYASHI, K ;

KASAI, H ;

NISHIMURA, S ;

SUGIMURA, T .

CARCINOGENESIS, 1981, 2 (11) :1147-1149

[19] MUTAGEN FORMATION IN FRIED MEAT EMULSION CONTAINING VARIOUS AMOUNTS OF CREATINE [J].

NES, IF .

MUTATION RESEARCH, 1986, 175 (03) :145-148

[20] FORMATION OF 4,8-DIMEIQX FROM THE MODEL SYSTEM FRUCTOSE, ALANINE AND CREATININE - COMPARISON WITH THE ISOMERIC 5,8-DIMEIQX [J].

NYHAMMAR, T ;

GRIVAS, S ;

OLSSON, K ;

JAGERSTAD, M .

MUTATION RESEARCH, 1986, 174 (01) :5-9