A correlation between mutagenic and carcinogenic potencies in a diverse group of N-nitrosamines: Determination of mutagenic activities of weakly mutagenic N-nitrosamines

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Abstract

The mutagenic activities of a diverse group of N-nitrosamines were measured in Salmonella typhimurium TA 100 under conditions designed to maximize metabolism of N-nitrosamines and enhance their mutagenic effects. These conditions were also chosen since some of the carcinogens were previously reported to be non-mutagenic or of questionable mutagenic activity and some only became mutagenic after the bacteria were exposed to a 'threshold dose' of metabolites. The mutagenic potencies spanned a range of 105-fold and correlated well with semiquantitative carcinogenic potencies taken from the literature. This correlation appears to be the strongest yet reported for any particular class of compounds. In addition, the mutagenic activities of a number of carcinogens, previously reported to be non-mutagenic, were determined. Among the structural features necessary for high mutagenic activity in this group of compounds was a potential, unsubstituted methylating or ethylating group. Substitution of alkyl, hydroxyl, methoxyl, and cyano moieties at the α or β carbon of these groups reduced mutagenic activity.

Original languageEnglish (US)
Pages (from-to)1339-1344
Number of pages6
JournalCarcinogenesis
Volume2
Issue number12
StatePublished - 1981

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Nitrosamines
Carcinogens
Salmonella
Salmonella typhimurium
Metabolites
Metabolism
Hydroxyl Radical
Bacteria
Substitution reactions
Carbon
Substitution
Dose
Fold
Maximise
Necessary
Range of data

ASJC Scopus subject areas

  • Cancer Research
  • Statistics, Probability and Uncertainty
  • Applied Mathematics
  • Physiology (medical)
  • Physiology
  • Behavioral Neuroscience

Cite this

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title = "A correlation between mutagenic and carcinogenic potencies in a diverse group of N-nitrosamines: Determination of mutagenic activities of weakly mutagenic N-nitrosamines",
abstract = "The mutagenic activities of a diverse group of N-nitrosamines were measured in Salmonella typhimurium TA 100 under conditions designed to maximize metabolism of N-nitrosamines and enhance their mutagenic effects. These conditions were also chosen since some of the carcinogens were previously reported to be non-mutagenic or of questionable mutagenic activity and some only became mutagenic after the bacteria were exposed to a 'threshold dose' of metabolites. The mutagenic potencies spanned a range of 105-fold and correlated well with semiquantitative carcinogenic potencies taken from the literature. This correlation appears to be the strongest yet reported for any particular class of compounds. In addition, the mutagenic activities of a number of carcinogens, previously reported to be non-mutagenic, were determined. Among the structural features necessary for high mutagenic activity in this group of compounds was a potential, unsubstituted methylating or ethylating group. Substitution of alkyl, hydroxyl, methoxyl, and cyano moieties at the α or β carbon of these groups reduced mutagenic activity.",
author = "Lee, {S. Y.} and Joseph Guttenplan",
year = "1981",
language = "English (US)",
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pages = "1339--1344",
journal = "Carcinogenesis",
issn = "0143-3334",
publisher = "Oxford University Press",
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T1 - A correlation between mutagenic and carcinogenic potencies in a diverse group of N-nitrosamines

T2 - Determination of mutagenic activities of weakly mutagenic N-nitrosamines

AU - Lee, S. Y.

AU - Guttenplan, Joseph

PY - 1981

Y1 - 1981

N2 - The mutagenic activities of a diverse group of N-nitrosamines were measured in Salmonella typhimurium TA 100 under conditions designed to maximize metabolism of N-nitrosamines and enhance their mutagenic effects. These conditions were also chosen since some of the carcinogens were previously reported to be non-mutagenic or of questionable mutagenic activity and some only became mutagenic after the bacteria were exposed to a 'threshold dose' of metabolites. The mutagenic potencies spanned a range of 105-fold and correlated well with semiquantitative carcinogenic potencies taken from the literature. This correlation appears to be the strongest yet reported for any particular class of compounds. In addition, the mutagenic activities of a number of carcinogens, previously reported to be non-mutagenic, were determined. Among the structural features necessary for high mutagenic activity in this group of compounds was a potential, unsubstituted methylating or ethylating group. Substitution of alkyl, hydroxyl, methoxyl, and cyano moieties at the α or β carbon of these groups reduced mutagenic activity.

AB - The mutagenic activities of a diverse group of N-nitrosamines were measured in Salmonella typhimurium TA 100 under conditions designed to maximize metabolism of N-nitrosamines and enhance their mutagenic effects. These conditions were also chosen since some of the carcinogens were previously reported to be non-mutagenic or of questionable mutagenic activity and some only became mutagenic after the bacteria were exposed to a 'threshold dose' of metabolites. The mutagenic potencies spanned a range of 105-fold and correlated well with semiquantitative carcinogenic potencies taken from the literature. This correlation appears to be the strongest yet reported for any particular class of compounds. In addition, the mutagenic activities of a number of carcinogens, previously reported to be non-mutagenic, were determined. Among the structural features necessary for high mutagenic activity in this group of compounds was a potential, unsubstituted methylating or ethylating group. Substitution of alkyl, hydroxyl, methoxyl, and cyano moieties at the α or β carbon of these groups reduced mutagenic activity.

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