Selenium inhibition of benzo[a]pyrene, 3-methylcholanthrene, and 3-methylcholanthrylene mutagenicity in Salmonella typhimurium strains TA98 and TA100

Prasanna, Premakala; Jacobs, Maryce M.; Yang, Shen K.

doi:10.1016/0165-7992(87)90039-x

Cited by 19 publications

(11 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Seleno-amino acids were ineffective against 2-amino-3-methylimidazole [4,5]quinoline in vitro [22]. Antimutagenicity studies with organoselenium compounds synthesized and investigated by other research groups and known to possess chemoprevention activity against several mutagens/carcinogens in animal models would have considerable merit, and could provide the foundation for the utility of such testing in selecting lead compounds for long term and costly in vivo chemoprevention investigations.…”

Section: Discussionmentioning

confidence: 99%

“…The antimutagenic effect of inorganic selenite towards B[a]P was attributed to this mechanism [5,9]. Accordingly, the ability of the selenazolidines to affect S9 fraction 7-ethoxyresorufin O-deethylase activity, a reaction catalyzed by CYP1As was therefore investigated ( Table 7).…”

Section: Effect Of Selenazolidine-4-(r)-carboxylic Acid Derivatives Omentioning

confidence: 99%

“…Selenoamino acids and their derivatives have also been investigated for cancer chemopreventive properties but were not effective against all classes of mutagens tested [13,16,[18][19][20][21]. In the only published antimutagenesis study for these organic selenium compounds, neither selenomethionine nor Se-methylselenocysteine were effective against 2-amino-3-methylimidazole [4,5]quinoline [22]. Of the several organoselenium compounds that have been demonstrated to have tumor reducing activity against a variety of carcinogens in rats and mice [15,[23][24][25][26][27][28][29][30][31][32][33][34], to our knowledge no in vitro studies have been conducted to detect antimutagenic activity that could explain the observed anticarcinogenic effect.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…Since that time, the antimutagenic effect of selenium, largely in the form of inorganic selenite, has been observed with numerous chemicals including 3,6-bis(dimethylamino)acridine (acridine orange) and 7,12-dimethylbenz [a]anthracene [3], benzo [a]pyrene (B[a]P) [4,5], 3-methylcholanthrene and 3-methylcholanthrylene [5], mainstream and sidestream cigarette smoke condensate [6], and Nmethyl-N-nitrosourea and N-methyl-N'-nitro-N-nitrosoguanidine [7,8]. The selenite inhibition of B[a]P mutagenicity was attributed to its inhibitory effect on arylhydrocarbon hydroxylase (CYP1A) activity [5,9] an action which decreases the bioactivating metabolism to mutagenic metabolites [4,10]. In animals, selenite was an effective chemopreventive agent against 7,12-dimethylbenz [a]anthracene-induced mammary tumors in mice [11][12][13] and rats [14] but was not effective against 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced mouse lung adenomas [15,16] or azaserine-induced rat pancreatic and hepatic neoplasms [17].…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

The antimutagenicity of 2-substituted selenazolidine-4-(R)-carboxylic acids

El‐Sayed¹,

Hussin²,

Franklin³

2007

Mutation Research/Genetic Toxicology and Environmental Mutagene

View full text Add to dashboard Cite

Selenium can have cancer chemopreventive activity, although the mechanism of action has not been well defined. Selenazolidine-4-(R)-carboxylic acids (SCAs) were devised as prodrugs of Lselenocysteine, to provide selenium in a form and at a concentration commensurate with cancer chemopreventive activity. In the present study, a series of selenazolidines has been evaluated in the Salmonella typhimurium TA98 tester strain and all were found to possess antimutagenic activity. There was little difference between the seven selenazolidines in their effectiveness against either benzo[a]pyrene (B[a]P) or 3,6-bis(dimethylamino)acridine (acridine orange), agents which differ in their requirement for mammalian enzyme bioactivation for mutagenicity. Antimutagenic activity against acridine orange was dependent on selenazolidine concentration, and EC50 values were in the 5 -10 μM range. At 25 μM, the concentration tested in common for the two mutagens, the selenazolidines were more effective antimutagens against acridine orange than against B[a]P, with reductions in mutant frequency ranging from 54-71% for B[a]P and 79-93% for acridine orange. Efficacy against B[a]P was not enhanced when the concentration was increased to 50 μM. The similarity in efficacy among the selenazolidines against B[a]P mutagenicity, contrasted with intercompound differences in their ability to inhibit S9 CYP1A activity. The CYP1A Ki values ranged from a low of 63 μM (2-[2'-hydroxyphenyl]SCA) to a high of 1.1 mM (2-cyclohexylSCA), but all were above the concentration required to inhibit mutagenicity by 50%. Thus, all the SCAs possess antimutagenic activity against both B[a]P and acridine orange, the efficacy varies little between the individual selenazolidines, and for B[a]P, the efficacy is not proportional to the inhibitory effect on the mutagen bioactivating enzyme.

show abstract

Section: Discussionmentioning

confidence: 99%

Section: Effect Of Selenazolidine-4-(r)-carboxylic Acid Derivatives Omentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The antimutagenicity of 2-substituted selenazolidine-4-(R)-carboxylic acids

El‐Sayed¹,

Hussin²,

Franklin³

2007

Mutation Research/Genetic Toxicology and Environmental Mutagene

View full text Add to dashboard Cite

show abstract

Polycyclische Aromatische Kohlenwasserstoffe (PAH) [MAK Value Documentation in German language, 2008]

2012

The MAK‐Collection for Occupational Health and Safety

View full text Add to dashboard Cite

Veröffentlicht in der Reihe Gesundheitsschädliche Arbeitsstoffe , 45. Lieferung, Ausgabe 2008 Der Artikel enthält folgende Kapitel: Allgemeiner Wirkungscharakter Wirkungsmechanismus Toxikokinetik und Metabolismus Aufnahme, Verteilung, Ausscheidung Metabolismus Erfahrungen beim Menschen Einmalige Exposition Wiederholte Exposition Wirkung auf Haut und Schleimhäute Allergene Wirkung Reproduktionstoxizität Genotoxizität Kanzerogenität Tierexperimentelle Befunde und In‐vitro‐Untersuchungen Akute Toxizität Subakute, subchronische und chronische Toxizität Wirkung auf Haut und Schleimhäute Allergene Wirkung Reproduktionstoxizität Genotoxizität Kanzerogenität Sonstige Wirkungen 1‐Methylpyren als Vertreter der alkylierten PAH Allgemein Metabolismus Genotoxizität Kanzerogenität Bewertung der Kanzerogenität Wirkungsbilanzen für die PAH Wirkungsäquivalente der PAH Äquivalenzfaktoren der PAH Bewertung Anhang

show abstract

Polycyclic aromatic hydrocarbons (PAH) [MAK Value Documentation, 2012]

2013

The MAK‐Collection for Occupational Health and Safety

View full text Add to dashboard Cite

Published in the series MAK Value Documentations , Vol. 27 (2012) The article contains sections titled: Toxic Effects and Mode of Action Mechanism of Action Toxicokinetics and Metabolism Absorption, distribution and elimination Metabolism Effects in Humans Single exposures Repeated exposures Local effects on skin and mucous membranes Allergenic effect Reproductive and developmental toxicity Genotoxicity Carcinogenicity Animal Experiments and in vitro Studies Acute toxicity Subacute, subchronic and chronic toxicity Local effects on skin and mucous membranes Allergenic effect Reproductive and developmental toxicity Genotoxicity Carcinogenicity Other effects Methylpyrene as representative of alkylated PAH General information Occurrence of alkylated PAH Metabolism Genotoxicity Carcinogenicity Assessment of carcinogenicity Potency balances for PAH Potency equivalents of PAH Equivalency factors of PAH Manifesto (MAK value/classification)

show abstract

Selenium inhibition of benzo[a]pyrene, 3-methylcholanthrene, and 3-methylcholanthrylene mutagenicity in Salmonella typhimurium strains TA98 and TA100

Cited by 19 publications

References 16 publications

The antimutagenicity of 2-substituted selenazolidine-4-(R)-carboxylic acids

The antimutagenicity of 2-substituted selenazolidine-4-(R)-carboxylic acids

Polycyclische Aromatische Kohlenwasserstoffe (PAH) [MAK Value Documentation in German language, 2008]

Polycyclic aromatic hydrocarbons (PAH) [MAK Value Documentation, 2012]

Contact Info

Product

Resources

About