(Q47978013)

7 February 2018

review article

1 reference

title

Biochemistry, biology, and carcinogenicity of tobacco-specific N-nitrosamines (English)

1 reference

7 February 2018

Biochemistry, Biology, and Carcinogenicity of Tobacco-Specific N-Nitrosamines (English)

1 reference

26 December 2024

1

1 reference

7 February 2018

language of work or name

English

1 reference

National Center for Biotechnology Information

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/esummary.fcgi?db=pubmed&retmode=json&id=9625726

26 December 2024

publication date

1 June 1998

1 reference

7 February 2018

June 1998

1 reference

National Center for Biotechnology Information

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/esummary.fcgi?db=pubmed&retmode=json&id=9625726

full work available at URL

26 December 2024

https://pubs.acs.org/doi/pdf/10.1021/tx980005y

1 reference

Chemical Research in Toxicology

26 December 2024

published in

1 reference

7 February 2018

volume

11

1 reference

7 February 2018

issue

6

1 reference

7 February 2018

page(s)

559-603

1 reference

7 February 2018

The production of malignant primary hepatic tumours in the rat by feeding dimethylnitrosamine

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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26 December 2024

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Metabolism and macromolecular interaction of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in cultured explants and epithelial cells of human buccal mucosa

26 December 2024

120

1 reference

Kinetic analysis of the activation of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone by heterologously expressed human P450 enzymes and the effect of P450-specific chemical inhibitors on this activation in human liver microsomes

26 December 2024

128

1 reference

A tobacco smoke-derived nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone, is activated by multiple human cytochrome P450s including the polymorphic human cytochrome P4502D6

26 December 2024

132

1 reference

Characterization of a human cell line expressing high levels of cDNA-derived CYP2D6.

26 December 2024

135

1 reference

The identification of 11 beta-hydroxysteroid dehydrogenase as carbonyl reductase of the tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.

26 December 2024

141

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Metabolism of a glucuronide conjugate of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in rats.

26 December 2024

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26 December 2024

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26 December 2024

160

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A tobacco-specific lung carcinogen in the urine of men exposed to cigarette smoke

26 December 2024

163

1 reference

Measurement of O6-methyldeoxyguanosine in DNA methylated by the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone using a biotin-avidin enzyme-linked immunosorbent assay.

26 December 2024

177

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Evidence for 4-(3-pyridyl)-4-oxobutylation of DNA in F344 rats treated with the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N'-nitrosonornicotine.

26 December 2024

180

1 reference

Analysis for N2-(pyridyloxobutyl)deoxyguanosine adducts in DNA of tissues exposed to tritium-labeled 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N'-nitrosonornicotine

26 December 2024

181

1 reference

Analysis of mutagenic activity and ability to induce replication of polyoma DNA sequences by different model metabolites of the carcinogenic tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone

26 December 2024

183

1 reference

Pyridyloxobutyl adduct O6-[4-oxo-4-(3-pyridyl)butyl]guanine is present in 4-(acetoxymethylnitrosamino)-1-(3-pyridyl)-1-butanone-treated DNA and is a substrate for O6-alkylguanine-DNA alkyltransferase.

26 December 2024

186

1 reference

G to A transitions and G to T transversions in codon 12 of the Ki-ras oncogene isolated from mouse lung tumors induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and related DNA methylating and pyridyloxobutylating agents.

26 December 2024

189

1 reference

Comparative mutagenicity of 4-(carbethoxynitrosamino)-4-(3-pyridyl)butanal and 4-(carbethoxynitrosamino)-1-(3-pyridyl)-1-butanone, model compounds for alpha-hydroxylation of N'-nitrosonornicotine

26 December 2024

192

1 reference

Solvolysis of model compounds for alpha-hydroxylation of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone: evidence for a cyclic oxonium ion intermediate in the alkylation of nucleophiles.

26 December 2024

194

1 reference

Effects of dietary sinigrin or indole-3-carbinol on O6-methylguanine-DNA-transmethylase activity and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced DNA methylation and tumorigenicity in F344 rats

26 December 2024

210

1 reference

Increased 8-oxodeoxyguanosine levels in lung DNA of A/J mice and F344 rats treated with the tobacco-specific nitrosamine 4-(methylnitrosamine)-1-(3-pyridyl)-1-butanone.

26 December 2024

213

1 reference

Induction of hprt gene mutations in splenic T-lymphocytes from the rat exposed in vivo to DNA methylating agents is correlated with formation of O6-methylguanine in bone marrow and not in the spleen

26 December 2024

217

1 reference

Effects of dietary 1,4-phenylenebis(methylene)selenocyanate on 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced DNA adduct formation in lung and liver of A/J mice and F344 rats.

26 December 2024

218

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Dose-response study of the carcinogenicity of tobacco-specific N-nitrosamines in F344 rats

26 December 2024

226

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Human Lung Carcinogen--DNA Adduct Levels Mediated by Genetic Polymorphisms In Vivo

26 December 2024

232

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Detection of N7-methyldeoxyguanosine adducts in human pulmonary alveolar cells

26 December 2024

234

1 reference

Oxygen radicals potentiate the genetic toxicity of tobacco-specific nitrosamines

26 December 2024

239

1 reference

Effects of age and ethanol on DNA single-strand breaks and toxicity induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone or n-nitrosodimethylamine in hamster and rat liver

26 December 2024

240

1 reference

Oxidative DNA damage in tissues of pregnant female mice and fetuses caused by the tobacco-specific nitrosamine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)

26 December 2024

243

1 reference

Evidence that a hemoglobin adduct of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone is a 4-(3-pyridyl)-4-oxobutyl carboxylic acid ester

26 December 2024

249

1 reference

Simultaneous solid-phase extraction and gas chromatographic-mass spectrometric determination of hemoglobin adducts from tobacco-specific nitrosamines and aromatic amines

26 December 2024

253

1 reference

Ki-ras mutations in 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-initiated and butylated hydroxytoluene-promoted lung tumors in A/J mice

26 December 2024

256

1 reference

Effects of K-ras gene mutations in the development of lung lesions induced by 4-(N-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone in A/J mice.

26 December 2024

258

1 reference

K-ras and p53 point mutations in 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced hamster lung tumors

26 December 2024

260

1 reference

Mutational specificities of environmental carcinogens in the lacI gene of Escherichia coli: IV. The tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.

26 December 2024

261

1 reference

Mutational specificities of environmental carcinogens in the lac1 gene of Escherichia coli, VII: The host-mediated assay and its comparison with in vitro mutagenesis induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.

26 December 2024

262

1 reference

Mechanistic linkage between DNA adducts, mutations in oncogenes and tumorigenesis of carcinogenic environmental polycyclic aromatic hydrocarbons in strain A/J mice.

26 December 2024

273

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Local and systemic carcinogenic effects of alkylating carcinogens in rats treated by intravesicular administration.

26 December 2024

275

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A study of betel quid carcinogenesis. IX. Comparative carcinogenicity of 3-(methylnitrosamino)propionitrile and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone upon local application to mouse skin and rat oral mucosa.

26 December 2024

277

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Tumorigenic activity of the tobacco-specific nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), 4-(methylnitrosamino)-4-(3-pyridyl)-1-butanol (iso-NNAL) and N'-nitrosonornicotine (NNN) on topical application to Sencar mice.

26 December 2024

282

1 reference

A study of tobacco carcinogenesis. XLII. Bioassay in A/J mice of some structural analogues of tobacco-specific nitrosamines

26 December 2024

283

1 reference

Anticarcinogenic effect of betel leaf extract against tobacco carcinogens.

26 December 2024

284

1 reference

Effects of alkyl chain length on the inhibition of NNK-induced lung neoplasia in A/J mice by arylalkyl isothiocyanates.

26 December 2024

285

1 reference

A study of tobacco carcinogenesis XLIV. Bioassay in A/J mice of some N-nitrosamines

26 December 2024

286

1 reference

Tumorigenicity of the tobacco-specific carcinogen 4-(methyl-nitrosamino)-1-(3-pyridyl)-1-butanone in infant mice

26 December 2024

291

1 reference

Effects of NSAIDs on NNK-induced pulmonary and gastric tumorigenesis in A/J mice

26 December 2024

293

1 reference

Effect of frequency of isothiocyanate administration on inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced pulmonary adenoma formation in A/J mice

26 December 2024

295

1 reference

Inhibition of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone tumorigenicity in mouse lung by the synthetic organoselenium compound, 1,4-phenylenebis(methylene)selenocyanate.

26 December 2024

298

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Comparison of transplacental and neonatal initiation of mouse lung and liver tumors by N-nitrosodimethylamine (NDMA) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and promotability by a polychlorinated biphenyls mixture (Aroclor 1254)

26 December 2024

300

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A study of tobacco carcinogenesis. LI. Relative potencies of tobacco-specific N-nitrosamines as inducers of lung tumours in A/J mice.

26 December 2024

301

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Lung tumor induction in A/J mice by the tobacco smoke carcinogens 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and benzo[a]pyrene: a potentially useful model for evaluation of chemopreventive agents.

26 December 2024

303

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Synthesis and bioassay of 4-ipomeanol analogs as potential chemopreventive agents against 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)-induced tumorigenicity in A/J mice

26 December 2024

306

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Failure of cigarette smoke to induce or promote lung cancer in the A/J mouse.

26 December 2024

307

1 reference

Black tea constituents, theaflavins, inhibit 4-(methylnitrosamino)-1-(3- pyridyl)-1-butanone (NNK)-induced lung tumorigenesis in A/J mice

26 December 2024

308

1 reference

Induction of respiratory tract tumors in Syrian golden hamsters by a single dose of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and the effect of smoke inhalation.

26 December 2024

310

1 reference

Effects of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) on N-nitrosobis(2-oxopropyl)amine (BOP)-initiated carcinogenesis in hamsters.

26 December 2024

316

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26 December 2024

321

1 reference

Recovery from 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone-induced immunosuppression in A/J mice by treatment with nonsteroidal anti-inflammatory drugs

26 December 2024

326

1 reference

Mutagenic and cytogenetic studies of N'-nitrosonornicotine and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone

26 December 2024

327

1 reference

Formation of genotoxic products from N-nitrosoheptamethyleneimine (NHMI), 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N'-nitrosonornicotine (NNN) by isolated rabbit lung cells

26 December 2024

330

1 reference

Mutagenicity of carcinogenic nitrosamines when activated by hamster and human pancreatic duct epithelial cells

26 December 2024

339

1 reference

The detection of various nitrosamines in the hepatocyte primary culture/DNA repair test

26 December 2024

340

1 reference

Induction of sister chromatid exchanges by tobacco-specific nitrosamine 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone in human and hamster cells.

26 December 2024

342

1 reference

Determinants of a genotoxic effect of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in human diploid fibroblasts

26 December 2024

343

1 reference

Comparison of co-cultivation of V79 cells with rat hepatocytes and rat H4IIE hepatoma cells for studying nitrosamine-induced hprt gene mutations

26 December 2024

344

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Effects of ethanol treatment on DNA damage induced in Escherichia coli K-12 in various organs of mice by N-nitro-sonornicotine, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone and N-nitrosopyrrolidine.

26 December 2024

345

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Effects of tobacco-specific nitrosamines and snuff extract on cell proliferation and activities of ornithine decarboxylase and aryl hydrocarbon hydroxylase in mouse tongue primary epithelial cell cultures

26 December 2024

354

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In vitro morphological changes induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-(butanone) in fetal hamster respiratory tract tissue

26 December 2024

355

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Effects of endogenous and tobacco-related amines and nitrosamines on cell growth and morphology of a cell line derived from a human neuroendocrine lung cancer

26 December 2024

356

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Elevated binding to URE/PEBP2 during the late stages of NNK and benzo[a]pyrene-induced carcinogenesis in A/J mice

26 December 2024

365

1 reference

Effect of smokeless tobacco and tobacco-related chemical carcinogens on survival of ultraviolet light-inactivated herpes simplex virus

26 December 2024

369

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The effects of benzo(a)pyrene, nicotine, and tobacco-specific N-nitrosamines on the generation of human lymphokine-activated killer cells

26 December 2024

373

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Metabolic beta-hydroxylation and N-oxidation of N'-nitrosonornicotine

26 December 2024

376

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Metabolism of N'-nitrosonornicotine by adult and fetal human oesophagal cultures

26 December 2024

385

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Autoradiographic observations on the distribution and metabolism of N?-/14C/nitrosonornicotine in mice

26 December 2024

394

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Inhibition by alcohols of the localization of radioactive nitrosonornicotine in sites of tumor formation

26 December 2024

395

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Characterization of covalent binding of N'-nitrosonornicotine in rat liver microsomes

26 December 2024

402

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Binding and uptake of N-nitrosonornicotine by oral epithelial cells

26 December 2024

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26 December 2024

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26 December 2024

405

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Influence of ethyl alcohol on the carcinogenic activity of N-nitrosonornicotine

26 December 2024

407

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A study of tobacco carcinogenesis. XV. Effects of N'-nitrosonornicotine and N'-nitrosoanabasine in Syrian golden hamsters

26 December 2024

410

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The cancer-promoting effect of N-Nitrosonornicotine used in combination with a subcarcinogenic dose of 4-nitroquinoline-N-oxide and 7, 12-dimethylbenz (A) anthracene

26 December 2024

413

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The effect of N-nitrosonornicotine on the buccal mucosa of Syrian hamsters

26 December 2024

414

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26 December 2024

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26 December 2024

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26 December 2024

425

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Effect of tobacco extract and N'-nitrosonornicotine on the carcinogen metabolising enzymes under different dietary vitamin B status.

26 December 2024

426

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Determination of 4-(methylnitrosamino)-4-(3-pyridyl)-butyric acid in tobacco, tobacco smoke and the urine of rats and smokers

26 December 2024

430

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Identification of tobacco-specific carcinogen in the cervical mucus of smokers and nonsmokers

26 December 2024

445

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26 December 2024

Identifiers

DOI

10.1021/TX980005Y

1 reference

7 February 2018

1 reference

7 February 2018