当前位置： SCI文献检索 > CHEMICAL RESEARCH IN TOXICOLOGY期刊下所有文献 > Photomutagenicity of anhydroretinol and 5,6-epoxyretinyl palmitate in mouse lymphoma cells.

Photomutagenicity of anhydroretinol and 5,6-epoxyretinyl palmitate in mouse lymphoma cells.

Abstract：

:Retinyl palmitate (RP) is frequently used as an ingredient in cosmetics and other retail products. We previously reported that, under UVA light irradiation, RP is facilely decomposed into multiple products, including anhydroretinol (AR) and 5,6-epoxyretinyl palmitate (5,6-epoxy-RP). We also determined that combined treatment of mouse lymphoma cells with RP and UVA irradiation produced a photomutagenic effect. In this study, we evaluated the photomutagenicity of AR and 5,6-epoxy-RP, in L5178Y/Tk+/- mouse lymphoma cells. Treatment of cells with AR or 5,6-epoxy-RP alone at 10 and 25 microg/mL for 4 h did not show a positive mutagenic response. However, because these doses did not induce the required amount of cytotoxicity for mouse lymphoma assay, we are unable to determine whether or not these two compounds are mutagenic. Treatment of cells with 1-25 microg/mL AR or 5,6-epoxy-RP under UVA light (315-400 nm) for 30 min (1.38 mW/cm2) produced a synergistic photomutagenic effect. At 10 microg/mL (37.3 microM) AR with UVA exposure, the mutant frequency (MF) was about 3-fold higher than that for UVA exposure alone, whereas the MF for 25microg/mL (46.3microM) of 5,6-epoxy-RP + UVA was approximately 2-fold higher than that for UVA exposure alone. Compared with previous results for RP + UVA treatment, the potency of the induced phototoxicity and photomutagenicity was AR > RP > 5,6-epoxy-RP. To elucidate the underlying photomutagenic mechanism, we examined the loss of heterozygosity (LOH) at four microsatellite loci spanning the entire chromosome 11 for mutants induced by AR or 5,6-epoxy-RP. Most mutants lost the Tk+ allele, and more than 70% of the chromosome damage extended to 38 cM in chromosome length. AR + UVA induced about twice as many mutants that lost all four microsatellite markers from the chromosome 11 carrying the Tk+ allele as RP + UVA or 5,6-epoxy-RP + UVA. These results suggest that two of RP's photodecomposition products are photomutagenic in mouse lymphoma cells, causing events that affect a large segment of the chromosome.

journal_name

Chem Res Toxicol

journal_title

Chemical research in toxicology

authors

Mei N,Xia Q,Chen L,Moore MM,Chen T,Fu PP

doi

10.1021/tx0600907

subject

Has Abstract

pub_date

2006-11-01 00:00:00

pages

1435-40

issue

11

eissn

0893-228X

issn

1520-5010

journal_volume

19

pub_type

杂志文章

相关文献

CHEMICAL RESEARCH IN TOXICOLOGY文献大全
  • In vitro reaction with DNA of the fjord-region diol epoxides of benzo[g]chrysene and benzo[c]phenanthrene as studied by 32P-postlabeling.

    abstract：:The chemical reactivities of the optically-pure fjord-region syn- and anti-benzo[g]chrysene 11,12-dihydrodiol 13,14-epoxides (B[g]CDEs) toward DNA in vitro have been compared with those of the optically-pure fjord-region syn- and anti-benzo[c]phenanthrene 3,4-dihydrodiol 1,2-epoxides (B[c]PhDEs), using the standard 32...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00046a014

    authors： Giles AS,Seidel A,Phillips DH

    更新日期：1995-06-01 00:00:00

  • Mass spectrometric analysis of relative levels of pyridyloxobutylation adducts formed in the reaction of DNA with a chemically activated form of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone.

    abstract：:Exposure to the tobacco-related nitrosamines 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) and N'-nitrosonornicotine is carcinogenic to humans. Metabolic activation of NNK leads to the formation of DNA adducts, which play a critical role in NNK carcinogenesis. Adducts specific to NNK result from covalent linkag...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx050028u

    authors： Sturla SJ,Scott J,Lao Y,Hecht SS,Villalta PW

    更新日期：2005-06-01 00:00:00

  • Human liver microsomal cytochrome P450 3A enzymes involved in thalidomide 5-hydroxylation and formation of a glutathione conjugate.

    abstract：:(R)-Thalidomide was oxidized to 5-hydroxythalidomide and 5'-hydroxythalidomide by NADPH-fortified liver microsomes from humans and monkeys. (R)-Thalidomide was hydroxylated more efficiently than (S)-thalidomide. Recombinant human P450s 3A4, 3A5, and 3A7 and monkey P450s 3A8 and 3A5 (coexpressed with NADPH-P450 reducta...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx900367p

    authors： Chowdhury G,Murayama N,Okada Y,Uno Y,Shimizu M,Shibata N,Guengerich FP,Yamazaki H

    更新日期：2010-06-21 00:00:00

  • Cyclooxygenase-2 expression is up-regulated by 2-aminobiphenyl in a ROS and MAPK-dependent signaling pathway in a bladder cancer cell line.

    abstract：:Overexposure to biphenyl amine compounds, which are found in smoke and azo-dyes, is linked to the occurrence of bladder cancer. However, the molecular mechanisms of biphenyl amine compound-induced bladder cancer are still unclear. Many studies have demonstrated that overexpression of cyclooxygenase-2 (COX-2) in neopla...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx2004689

    authors： Chen CC,Cheng YY,Chen SC,Tuan YF,Chen YJ,Chen CY,Chen LC

    更新日期：2012-03-19 00:00:00

  • Differences in lysine adduction by acrolein and methyl vinyl ketone: implications for cytotoxicity in cultured hepatocytes.

    abstract：:Acrolein is a highly toxic environmental pollutant that readily alkylates the epsilon-amino group of lysine residues in proteins. In model systems, such chemistry involves sequential addition of two acrolein molecules to a given nitrogen, forming bis-Michael-adducted species that undergo aldol condensation and dehydra...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx0502387

    authors： Kaminskas LM,Pyke SM,Burcham PC

    更新日期：2005-11-01 00:00:00

  • Ethyl octylphosphonofluoridate and analogs: optimized inhibitors of neuropathy target esterase.

    abstract：:The relation between organophosphorus-induced delayed neuropathy (OPIDN) and brain neuropathy target esterase (NTE) inhibition is further examined in hens by structure-activity studies leading to the most potent in vitro NTE inhibitors known, which are then examined for their neuropathic effects in vivo in hens. The p...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00050a011

    authors： Wu SY,Casida JE

    更新日期：1995-12-01 00:00:00

  • Gender differences in microsomal metabolic activation of hepatotoxic clivorine in rat.

    abstract：:The gender differences in the in vitro microsomal metabolic activation of hepatotoxic clivorine, a representative naturally occurring hepatotoxic otonecine type pyrrolizidine alkaloid, in Sprague-Dawley rats and their relation to the gender differences in susceptibility to clivorine intoxication were reported in the p...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx0340302

    authors： Lin G,Cui YY,Liu XQ

    更新日期：2003-06-01 00:00:00

  • Reduced Transcriptomic Approach for Screening and Prediction of Chemical Toxicity.

    abstract：:The reduced transcriptomic approach allows full dose range testing of hundreds of chemicals or mixtures using human cells or zebrafish embryos. Points of departure of genes and pathways can be used for potency ranking and to classify chemicals by disrupted biological pathways. ...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/acs.chemrestox.8b00104

    authors： Dai J

    更新日期：2018-07-16 00:00:00

  • Subchronic toxicity and cardiovascular responses in spontaneously hypertensive rats after exposure to multiwalled carbon nanotubes by intratracheal instillation.

    abstract：:The tremendous demand of the market for carbon nanotubes has led to their massive production that presents an increasing risk through occupational exposure. Lung deposition of carbon nanotubes is known to cause acute localized pulmonary adverse effects. However, systemic cardiovascular damages associated with acute pu...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx5004003

    authors： Chen R,Zhang L,Ge C,Tseng MT,Bai R,Qu Y,Beer C,Autrup H,Chen C

    更新日期：2015-03-16 00:00:00

  • Chemical properties of the leinamycin-guanine adduct in DNA.

    abstract：:The reaction of the antitumor agent leinamycin with thiols converts this natural product into an episulfonium ion that alkylates the N7-position of guanine residues in double-stranded DNA. It is reported here that depurination of this adduct is unusually facile, occurring with a half-life of about 3.5 h at pH 7 and 37...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx049964k

    authors： Nooner T,Dutta S,Gates KS

    更新日期：2004-07-01 00:00:00

  • Hepatotoxicity after 3'-hydroxyacetanilide administration to buthionine sulfoximine pretreated mice.

    abstract：:The administration of 3'-hydroxyacetanilide, a regioisomer of acetaminophen, to mice failed to produce hepatotoxicity even after the administration of diethyl maleate. In contrast, hepatotoxicity did occur when 3'-hydroxyacetanilide was administered to buthionine sulfoximine pretreated mice. Although the administratio...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00020a014

    authors： Tirmenstein MA,Nelson SD

    更新日期：1991-03-01 00:00:00

  • Identification and characterization of deoxyguanosine adducts of methyl vinyl ketone and ethyl vinyl ketone. Genotoxicity of the ketones in the SOS Chromotest.

    abstract：:The reaction of the alpha, beta-unsaturated ketones methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) with nucleosides and 5'-mononucleotides was studied. The genotoxic activity of MVK and EVK in the SOS Chromotest was investigated. Three different types of adducts with deoxyguanosine were found and their structu...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00019a007

    authors： Eder E,Hoffman C,Deininger C

    更新日期：1991-01-01 00:00:00

  • Maillard reaction products modulating the growth of human tumor cells in vitro.

    abstract：:We investigated the effect of a series of Maillard reaction products formed from carbohydrates under household heating conditions on the growth of human tumor cells in vitro. 4-Hydroxy-5-methyl-3-(2H)-furanone (1) was found to potently enhance the proliferation of human tumor cells. In contrast, the Maillard-type chro...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx025531a

    authors： Marko D,Habermeyer M,Kemény M,Weyand U,Niederberger E,Frank O,Hofmann T

    更新日期：2003-01-01 00:00:00

  • Endocrine disruption screening by protein and gene expression of vitellogenin in freshly isolated and cryopreserved rainbow trout hepatocytes.

    abstract：:Xenobiotics may activate the estrogen receptor, resulting in alteration of normal endocrine functions in animals and humans. Consequently, this necessitates development of assay end points capable of identifying estrogenic xenobiotics. In the present study, we screened the potential estrogenicity of chemicals via thei...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx5002089

    authors： Markell LK,Mingoia RT,Peterson HM,Yao J,Waters SM,Finn JP,Nabb DL,Han X

    更新日期：2014-08-18 00:00:00

  • γH2AX, pChk1, and Wip1 as potential markers of persistent DNA damage derived from dibenzo[a,l]pyrene and PAH-containing extracts from contaminated soils.

    abstract：:Polycyclic aromatic hydrocarbons (PAHs) are formed during incomplete combustion of organic material and are ubiquitous environmental contaminants. High levels of PAHs are commonly found in soils at industrial sites, thereby constituting a risk for humans and the environment. However, this risk is often difficult to es...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx200436n

    authors： Niziolek-Kierecka M,Dreij K,Lundstedt S,Stenius U

    更新日期：2012-04-16 00:00:00

  • Glutamate dehydrogenase covalently binds to a reactive metabolite of acetaminophen.

    abstract：:The mechanism of the hepatotoxicity of the analgesic acetaminophen is believed to be mediated by covalent binding to protein; however, critical targets which effect the toxicity are unknown. It has been shown that mitochondrial respiration in vivo is inhibited in mice as early as 1 h following a hepatotoxic dose of ac...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx950158a

    authors： Halmes NC,Hinson JA,Martin BM,Pumford NR

    更新日期：1996-03-01 00:00:00

  • Up-Regulation of T-Cell Activation MicroRNAs in Drug-Specific CD4+ T-Cells from Hypersensitive Patients.

    abstract：:Dysregulation in the expression of microRNAs (miRNAs), single-stranded RNAs which regulate gene expression, has been associated with diseases such as Stevens-Johnson syndrome (SJS)/toxic epidermal necrolysis (TEN), although their cellular origin has not been explored. Thus, the focus of this work was to study expressi...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/acs.chemrestox.7b00330

    authors： Monroy-Arreola A,Durán-Figueroa NV,Méndez-Flores S,Domínguez-Cherit J,Watkinson J,Badillo-Corona JA,Whitaker P,Naisbitt DJ,Castrejón-Flores JL

    更新日期：2018-06-18 00:00:00

  • Cytochrome P450 Mediated Bioactivation of Rutaevin, a Bioactive and Potentially Hepatotoxic Component of Evodia Rutaecarpa.

    abstract：:Rutaevin is one of the major bioactive constituents isolated from Evodia rutaecarpa, a well-known herbal medicine that has been widely prescribed for the treatment of gastrointestinal disorders in China. However, oral administration of rutaevin has been shown to cause hepatotoxicity in mice. Bioactivation was suggeste...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/acs.chemrestox.0c00475

    authors： Liu Y,Liu C,Liu Y,Ge Q,Sun C

    更新日期：2020-12-21 00:00:00

  • Reaction of chromium (VI) with hydrogen peroxide in the presence of glutathione: reactive intermediates and resulting DNA damage.

    abstract：:The reaction of chromium(VI) with hydrogen peroxide was studied in the presence of glutathione. In vitro, reaction of chromium(VI) with hydrogen peroxide alone led to production of hydroxyl radical as the significant reactive intermediate, while reaction of chromium(VI) with glutathione led to formation of two chromiu...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00018a016

    authors： Aiyar J,Berkovits HJ,Floyd RA,Wetterhahn KE

    更新日期：1990-11-01 00:00:00

  • Synthesis and characterization of adducts derived from the syn-diastereomer of benzo[a]pyrene 7,8-dihydrodiol 9,10-epoxide and the 5'-d(CCTATAGATATCC) oligonucleotide.

    abstract：:5'-d(CCTATAGATATCC) was reacted with each syn-enantiomer of trans-7,8-dihydroxy 9,10-epoxy 7,8,9,10-tetrahydrobenzo[a]pyrene (syn-BPDE). The (-)-enantiomer yielded one dominating adduct, whereas the (+)-enantiomer resulted in two major adducts. As indicated by optical spectroscopic methods, the major adduct derived fr...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx950041m

    authors： Pontén I,Seidel A,Gräslund A,Jernström B

    更新日期：1996-01-01 00:00:00

  • Epoxide ring opening and related reactivities of cyclopenta polycyclic aromatic hydrocarbons: quantum mechanical studies.

    abstract：:A series of 13 cyclopenta polycyclic aromatic hydrocarbons have been studied using quantum mechanical methods. The three-dimensional molecular structure of each carbocation that might result from the opening of a protonated epoxide ring formed between the carbon atoms completing the cyclopenta ring was computed with A...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx00026a022

    authors： Rabinowitz JR,Little SB

    更新日期：1992-03-01 00:00:00

  • Metabolism of xenobiotic carboxylic acids: focus on coenzyme A conjugation, reactivity, and interference with lipid metabolism.

    abstract：:While xenobiotic carboxylic acids (XCAs) have been studied extensively with respect to their enzymatic conversion to potentially reactive acyl glucuronides with implications to drug induced hepatotoxicity, the formation of xenobiotic-S-acyl-CoA thioesters (xenobiotic-CoAs) have been much less studied in spite of data ...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章,评审

    doi：10.1021/tx400183y

    authors： Darnell M,Weidolf L

    更新日期：2013-08-19 00:00:00

  • Nanomaterials and Innate Immunity: A Perspective of the Current Status in Nanosafety.

    abstract：:Human exposure to engineered nanomaterials (ENMs) is inevitable due to the plethora of applications for which they are being manufactured and integrated within. ENMs demonstrate plentiful advantages in terms of industrial approaches as well as from a consumer perspective. However, despite such positives, doubts remain...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/acs.chemrestox.0c00051

    authors： Cronin JG,Jones N,Thornton CA,Jenkins GJS,Doak SH,Clift MJD

    更新日期：2020-05-18 00:00:00

  • Antioxidant reactions of beta-carotene: identification of carotenoid-radical adducts.

    abstract：:beta-Carotene and other carotenoids are thought to exert disease preventive actions by scavenging reactive free radicals, but the mechanisms of these reactions are poorly understood. We detected products formed by reaction of beta-carotene with alkoxyl, and alkylperoxyl free radicals generated by thermolysis of azobis...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx950151t

    authors： Liebler DC,McClure TD

    更新日期：1996-01-01 00:00:00

  • Serum metabolomics reveals irreversible inhibition of fatty acid beta-oxidation through the suppression of PPARalpha activation as a contributing mechanism of acetaminophen-induced hepatotoxicity.

    abstract：:Metabolic bioactivation, glutathione depletion, and covalent binding are the early hallmark events after acetaminophen (APAP) overdose. However, the subsequent metabolic consequences contributing to APAP-induced hepatic necrosis and apoptosis have not been fully elucidated. In this study, serum metabolomes of control ...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx800464q

    authors： Chen C,Krausz KW,Shah YM,Idle JR,Gonzalez FJ

    更新日期：2009-04-01 00:00:00

  • N-O Reduction and ROS-Mediated AKT/FOXO1 and AKT/P53 Pathways Are Involved in Growth Promotion and Cytotoxicity of Cyadox.

    abstract：:Cyadox is a novel derivative of quinoxaline-1,4-dioxides (QdNOs) with the potential to be developed as a feed additive. However, the pharmacological and toxicological bioactive molecules of cyadox and the molecular mechanism of its pharmacological and toxic actions remain unclear. In the present study, cyadox and its ...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/acs.chemrestox.8b00194

    authors： Liu Q,Lei Z,Zhou K,Yu H,Liu S,Sun Q,Wang X,Dai M,Yuan Z

    更新日期：2018-11-19 00:00:00

  • Immunotoxicity induced by acute subtoxic doses of paraquat herbicide: implication of shifting cytokine gene expression toward T-helper (T(H))-17 phenotype.

    abstract：:Paraquat (PQ) is a free radical-inducing agent commonly used as an herbicide. This study assesses the acute immunotoxicity of PQ in BALB/c mice and examines its effect on cytokine gene expression profile. It was found that single subtoxic oral doses of 2, 4, and 20 mg/kg significantly inhibited the in vitro mitogen-in...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx300194t

    authors： Hassuneh MR,Albini MA,Talib WH

    更新日期：2012-10-15 00:00:00

  • Characterization of the transient oxaphosphetane BChE inhibitor formed from spontaneously activated ethephon.

    abstract：:The major plant growth regulator ethephon degrades to ethylene and phosphate in aqueous solutions and plants and is spontaneously activated to a butyrylcholinesterase (BChE) inhibitor in alkaline solutions and animal tissues. In the present (31)P NMR kinetic study of the reactions of ethephon in pH 7.4 carbonate buffe...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx4002429

    authors： Lantz SR,Casida JE

    更新日期：2013-09-16 00:00:00

  • Verification of the structural alerts for Michael acceptors.

    abstract：:A diverse series of polarized alpha,beta-unsaturated and related compounds were evaluated for reactivity with a spectrophotometric assay using the sulfhydryl group in the form of the cysteine residue of the tripeptide GSH as a model nucleophile. The reactive end point (RC 50) calculations were compared to previously d...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx700212u

    authors： Schultz TW,Yarbrough JW,Hunter RS,Aptula AO

    更新日期：2007-09-01 00:00:00

  • Synthesis of nucleosides and oligonucleotides containing adducts of acrolein and vinyl chloride.

    abstract：:Vinyl chloride and acrolein are important industrial chemicals. Both form DNA adducts, vinyl chloride after enzymatic oxidation to chlorooxirane and acrolein by direct reaction. Reaction at the N(2) position of guanine is a major pathway. The resulting 2-oxoethyl and 3-oxopropyl adducts cyclize spontaneously to hydrox...

    journal_title：Chemical research in toxicology

    pub_type： 杂志文章

    doi：10.1021/tx990167+

    authors： Nechev LV,Harris CM,Harris TM

    更新日期：2000-05-01 00:00:00