Caffeic acid causes metal-dependent damage to cellular and isolated DNA through H2O2 formation.

Abstract:

:Pulsed field gel electrophoresis showed that caffeic acid induced DNA strand breaks in cultured human cells in the presence of Mn(II). With alkali treatment, DNA single-strand breaks were observed. The strand breakage was increased by the treatment of buthionine sulphoximine (a GSH synthesis inhibitor) and 3-aminotriazol (a catalase inhibitor) and decreased by catalase, indicating the involvement of H2O2. The DNA damage was decreased by o-phenanthroline, indicating the involvement of transition metal ion. Damage to isolated DNA from c-Ha-ras-1 protooncogene was investigated by a DNA sequencing technique. Caffeic acid caused DNA damage in the presence of Cu(II) but not in the presence of either Mn(II) or Fe(III). Caffeic acid plus Cu(II) induced piperidine-labile sites frequently at thymine residues, especially of the 5'-GTC-3' and 5'-CTG-3' sequences. Typical OH scavengers showed no inhibitory effects. The inhibitory effects of bathocuproine and catalase on Cu(II)-mediated DNA damage suggest that Cu(I) and H2O2 have important roles in the production of active species causing DNA damage. The Cu(II)-mediated DNA damage was enhanced by pre-incubation of caffeic acid with Mn(II). Mn(II)- or Cu(II)-catalyzed autoxidation of caffeic acid produced H2O2 with efficiency of Mn(II) greater than Cu(II). These results suggest that in the presence of Mn(II) or Cu(II), caffeic acid produces H2O2, which is activated by transition metals to cause damage to DNA in vitro and probably in cultured cells.

journal_name

Carcinogenesis

journal_title

Carcinogenesis

authors

Inoue S,Ito K,Yamamoto K,Kawanishi S

doi

10.1093/carcin/13.9.1497

keywords:

subject

Has Abstract

pub_date

1992-09-01 00:00:00

pages

1497-502

issue

9

eissn

0143-3334

issn

1460-2180

journal_volume

13

pub_type

杂志文章
  • Anti-HPV-E7 seropositivity and risk of esophageal squamous cell carcinoma in a high-risk population in China.

    abstract::Results of previous serologic studies on the association of human papillomavirus (HPV) with esophageal squamous cell carcinoma (ESCC) have been inconsistent. From 2007 to 2010, the authors collected blood samples and relevant demographic data from 1435 patients with ESCC and 2071 age- and sex-matched normal controls f...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgt483

    authors: He Z,Xu Z,Hang D,Guo F,Abliz A,Weiss NS,Xi L,Liu F,Ning T,Pan Y,Guo C,Liang Y,Lu C,Zhang L,Cai H,Ke Y

    更新日期:2014-04-01 00:00:00

  • Pomegranate polyphenolics suppressed azoxymethane-induced colorectal aberrant crypt foci and inflammation: possible role of miR-126/VCAM-1 and miR-126/PI3K/AKT/mTOR.

    abstract::The antitumorigenic activities of polyphenols such as ellagitannins and anthocyanins in pomegranate (Punica granatum L.) have been previously studied where cytotoxic, anti-inflammatory and antioxidant effects were evident in various cancer models. The objective of this study was to investigate the role of miR-126/vasc...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgt295

    authors: Banerjee N,Kim H,Talcott S,Mertens-Talcott S

    更新日期:2013-12-01 00:00:00

  • Initiating activity of 3-tert-butyl-4-hydroxyanisole (3-BHA) and its metabolites in two-stage transformation of BALB/3T3 cells.

    abstract::3-tert-Butyl-4-hydroxyanisole (3-BHA) and its metabolites, tert-butyl-1,4-benzoquinone (BQ) and 3-tert-butyl-5-methoxy-1,2-benzoquinone (BHAoQ), were tested for initiating activity in a two-stage transformation assay using BALB/3T3 cells. Cells were treated first with a test chemical and then with the tumor promoter 1...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/11.11.1985

    authors: Sakai A,Miyata N,Takahashi A

    更新日期:1990-11-01 00:00:00

  • Identification of benzo[a]pyrene-7,8-dione as an authentic metabolite of (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene in isolated rat hepatocytes.

    abstract::Dihydrodiol dehydrogenase (DD) has been shown to catalyze the oxidation of (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo [a]pyrene (BP-diol) to yield benzo[a]pyrene-7,8-dione (BPQ) in uninduced fortified rat liver S100 fractions but the formation of BPQ has not been observed in whole cells. In these studies [3H]BP-diol w...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/16.11.2707

    authors: Flowers-Geary L,Harvey RG,Penning TM

    更新日期:1995-11-01 00:00:00

  • Spontaneous mutagenesis in Csb(m/m)Ogg1⁻(/)⁻ mice is attenuated by dietary resveratrol.

    abstract::Oxidative DNA modifications such as 7,8-dihydro-8-oxoguanine (8-oxoG) are generated endogenously in apparently all living cells. The defect of the repair of 8-oxoG in Csb(m/m)Ogg1⁻(/)⁻ mice results in elevated basal levels of these lesions and increased frequencies of spontaneous mutations, which initiate tumorigenesi...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgq196

    authors: Fusser M,Nesse GJ,Khobta A,Xia N,Li H,Klungland A,Epe B

    更新日期:2011-01-01 00:00:00

  • Chemopreventive effects of phenethyl isothiocyanate on lung and pancreatic tumorigenesis in N-nitrosobis(2-oxopropyl)amine-treated hamsters.

    abstract::The chemopreventive effects of phenethyl isothiocyanate (PEITC) were investigated in N-nitrosobis(2-oxopropyl)-amine (BOP)-treated hamsters. Female 5-week-old Syrian golden hamsters were divided into six groups. Animals in groups 1-3, each consisting of 30 hamsters, were given BOP by two subcutaneous injections 7 days...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/17.6.1381

    authors: Nishikawa A,Furukawa F,Uneyama C,Ikezaki S,Tanakamaru Z,Chung FL,Takahashi M,Hayashi Y

    更新日期:1996-06-01 00:00:00

  • Co-carcinogenic effects of NaHCO3 on o-phenylphenol-induced rat bladder carcinogenesis.

    abstract::The role of urinary pH and Na+ concentration on the bladder carcinogenesis of o-phenylphenol (OPP) was examined in male F344 rats. The rats were given powdered diet containing 2% sodium o-phenylphenate (OPP-Na, group 1), 1.25% OPP plus 0.64% NaHCO3 (group 2), 1.25% OPP plus 0.32% NaHCO3 (group 3), 1.25% OPP plus 0.16%...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/10.9.1635

    authors: Fukushima S,Inoue T,Uwagawa S,Shibata MA,Ito N

    更新日期:1989-09-01 00:00:00

  • Prevention of liver carcinogenesis by amarogentin through modulation of G1/S cell cycle check point and induction of apoptosis.

    abstract::Amarogentin, a secoiridoid glycoside, is an active component of the medicinal plant Swertia chirata. In this study, chemopreventive and chemotherapeutic actions of amarogentin were evaluated in a carbon tetrachloride (CCl(4))/N-nitrosodiethylamine (NDEA)-induced liver carcinogenesis mouse model system during continuou...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgs276

    authors: Pal D,Sur S,Mandal S,Das A,Roy A,Das S,Panda CK

    更新日期:2012-12-01 00:00:00

  • Metabolic cooperation in SK-HEP-1 human hepatoma cells following treatment with benzodiazepine tranquilizers.

    abstract::The ability of three benzodiazepine tranquilizers, diazepam, oxazepam and chlordiazepoxide chlorhydrate to block metabolic cooperation between human hepatoma cells was analysed using autoradiographical monitoring. Independent tests were performed with compound concentrations varying from 1 to 50 micrograms/ml. The res...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/8.7.1013

    authors: Rolin-Limbosch S,Moens W,Szpirer C

    更新日期:1987-07-01 00:00:00

  • Marmoset CYP1A2: primary structure and constitutive expression in livers.

    abstract::Complementary DNA of marmoset CYP1A2 was isolated by means of screening the cDNA library and reverse-transcriptase polymerase chain reaction. The deduced amino acid sequence of marmoset CYP1A2 consisted of 516 residues and showed 88.2 and 90.0% identities to corresponding forms in human and cynomolgus monkey, respecti...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/18.10.1985

    authors: Sakuma T,Igarashi T,Hieda M,Ohgiya S,Isogai M,Ninomiya S,Nagata R,Nemoto N,Kamataki T

    更新日期:1997-10-01 00:00:00

  • Phosphorylation of carcinogen metabolizing enzymes: regulation of the phosphorylation status of the major phenobarbital inducible cytochromes P-450 in hepatocytes.

    abstract::We present data showing that the major phenobarbital inducible cytochromes P-450 (cytochrome P-450IIB1 and cytochrome P-450IIB2) were phosphorylated in intact hepatocytes. This phosphorylation was greatly increased by the cAMP derivatives N6-dibutyryl-cAMP and 8-thiomethyl-cAMP mediated by a cAMP-dependent protein kin...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/10.1.225

    authors: Bartlomowicz B,Waxman DJ,Utesch D,Oesch F,Friedberg T

    更新日期:1989-01-01 00:00:00

  • Isoflavone genistein inhibits the initiation and promotion of two-stage skin carcinogenesis in mice.

    abstract::Isoflavone genistein is a specific inhibitor of protein tyrosine kinase (PTK) and has been shown to have a variety of anticancer activities in cultured cells and animal models. We report here that genistein significantly inhibits 7,12-dimethylbenz[a]anthracene (DMBA)-initiated and 12-O-tetradecanoyl phorbol-13-acetate...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/19.8.1509

    authors: Wei H,Bowen R,Zhang X,Lebwohl M

    更新日期:1998-08-01 00:00:00

  • Mutagenicity of the mononitrobenzo[a]pyrenes in Chinese hamster ovary cells mediated by rat hepatocytes or liver S9.

    abstract::Previous studies have shown that 1- and 3-nitrobenzo[a]pyrene (NBaP) were mutagenic in the Salmonella reversion assay without exogenous activation and that 1-, 3- and 6-NBaP were mutagenic in the presence of hepatocytes or liver homogenate (S9). In the present study, 1-, 3- and 6-NBaP were tested for mutagenicity in C...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/7.4.681

    authors: Hass BS,Heflich RH,Schol HM,Chou MW,Fu PP,Casciano DA

    更新日期:1986-04-01 00:00:00

  • Possible mycological etiology of oral mucosal cancer: catalytic potential of infecting Candida albicans and other yeasts in production of N-nitrosobenzylmethylamine.

    abstract::Yeasts were isolated from 12 cases of oral precancerous lesions (leukoplakia and erythroleukoplakia) by sampling the lesion as well as normal mucosa of each patient, yielding 21 strains of Candida albicans belonging to 15 biotypes, two strains of C. tropicalis, one strain of C. parapsilosis and two strains of Torulops...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/8.10.1543

    authors: Krogh P,Hald B,Holmstrup P

    更新日期:1987-10-01 00:00:00

  • Compensatory mammary growth following protein restriction during pregnancy and lactation increases early-onset mammary tumor incidence in rats.

    abstract::Breast cancer incidence is increased in women with both high and low birth weight. The latter is also associated with hyperglycaemia, insulin resistance and type-2 diabetes, each of which independently increases breast cancer risk. We showed previously in our model of poor early-growth that pregnancy estradiol levels ...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgl166

    authors: Fernandez-Twinn DS,Ekizoglou S,Gusterson BA,Luan J,Ozanne SE

    更新日期:2007-03-01 00:00:00

  • A new sensitive 32P-postlabeling assay based on the specific enzymatic conversion of bulky DNA lesions to radiolabeled dinucleotides and nucleoside 5'-monophosphates.

    abstract::A new sensitive 32P-postlabeling assay for DNA adducts has been developed in which DNA is hydrolyzed initially by nuclease P1 and prostatic acid phosphatase instead of micrococcal nuclease and spleen phosphodiesterase as employed in previous postlabeling procedures. When DNA containing bulky adducts, X1, X2, .....Xn, ...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/10.7.1231

    authors: Randerath K,Randerath E,Danna TF,van Golen L,Putman KL

    更新日期:1989-07-01 00:00:00

  • The relationship between the carcinogenicity and mutagenicity of nitrosamines in a hepatocyte-mediated mutagenicity assay.

    abstract::A quantitative relationship was established for 26 nitrosamines between their carcinogenic effectiveness in experimental animals and their mutagenic activity in a mammalian cell-mediated assay. Mutagenesis was measured in Chinese hamster V79 cells co-cultivated with primary rat hepatocytes, which are capable of activa...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/2.10.1075

    authors: Jones CA,Marlino PJ,Lijinsky W,Huberman E

    更新日期:1981-01-01 00:00:00

  • Urinary levels of volatile organic carcinogen and toxicant biomarkers in relation to lung cancer development in smokers.

    abstract::Besides polycyclic aromatic hydrocarbons (PAH) and 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK), which are established lung carcinogens, tobacco smoke also contains relatively large quantities of volatile organic carcinogens and toxicants, including 1,3-butadiene, ethylene oxide, benzene, acrolein and crotonal...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgs026

    authors: Yuan JM,Gao YT,Wang R,Chen M,Carmella SG,Hecht SS

    更新日期:2012-04-01 00:00:00

  • Cytogenetic and molecular genetic analysis of tumorigenic human bronchial epithelial cells induced by radon alpha particles.

    abstract::To establish a cell culture model for lung carcinogenesis, independent populations of the human papillomavirus 18-immortalized human bronchial epithelial cell line BEP2D were treated with high linear energy transfer radon-simulated alpha-particles, expanded and xenotransplanted into Nu/Nu mice. Six independent cell li...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/18.6.1251

    authors: Weaver DA,Hei TK,Hukku B,McRaven JA,Willey JC

    更新日期:1997-06-01 00:00:00

  • Smoking-related increase in O6-alkylguanine-DNA alkyltransferase activity in human lung tissue.

    abstract::O6-Alkylguanine-DNA alkyltransferase (AGAT) activity was determined in macroscopically normal peripheral lung tissues from 122 patients undergoing lung surgery. AGAT activity of smokers was 1.4-fold higher than that of lifetime non-smokers (P = 0.030). Less than one year of abstinence from smoking did not cause a sign...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/15.8.1535

    authors: Drin I,Schoket B,Kostic S,Vincze I

    更新日期:1994-08-01 00:00:00

  • Curcumin inhibits cyclooxygenase-2 transcription in bile acid- and phorbol ester-treated human gastrointestinal epithelial cells.

    abstract::We investigated whether curcumin, a chemopreventive agent, inhibited chenodeoxycholate (CD)- or phorbol ester (PMA)-mediated induction of cyclooxygenase-2 (COX-2) in several gastrointestinal cell lines (SK-GT-4, SCC450, IEC-18 and HCA-7). Treatment with curcumin suppressed CD- and PMA-mediated induction of COX-2 prote...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/20.3.445

    authors: Zhang F,Altorki NK,Mestre JR,Subbaramaiah K,Dannenberg AJ

    更新日期:1999-03-01 00:00:00

  • Far upstream element-binding protein 1 facilitates hepatocellular carcinoma invasion and metastasis.

    abstract::Previous research suggests that far upstream element-binding protein 1 (FUBP1) plays an important role in various tumors including epatocellular carcinoma (HCC). However, the role of FUBP1 in liver cancer remains controversial, and the regulatory pathway by FUBP1 awaits to be determined. This study aims to identify th...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgz171

    authors: Fu PY,Hu B,Ma XL,Tang WG,Yang ZF,Sun HX,Yu MC,Huang A,Hu JW,Zhou CH,Fan J,Xu Y,Zhou J

    更新日期:2020-07-14 00:00:00

  • Simple methods for quantifying mutagenic heterocyclic aromatic amines in food products.

    abstract::Two solid-phase extraction methods were developed for the determination of mutagenic heterocyclic aromatic amines in heated meat products. The copper phthalocyanine (CPC) tandem extraction was performed on coupled cartridges of diatomaceous earth and CPC-derivatized Sephasorb HP, followed by further clean-up on Sephas...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/11.9.1597

    authors: Gross GA

    更新日期:1990-09-01 00:00:00

  • Genetic and epigenetic changes in rat preneoplastic liver tissue induced by 2-acetylaminofluorene.

    abstract::Genotoxic carcinogens, including 2-acetylaminofluorene (2-AAF), in addition to exerting their genotoxic effects, often cause a variety of non-genotoxic alterations in cells. It is believed that these non-genotoxic effects may be indispensable events in tumorigenesis; however, there is insufficient knowledge to clarify...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgm303

    authors: Bagnyukova TV,Tryndyak VP,Montgomery B,Churchwell MI,Karpf AR,James SR,Muskhelishvili L,Beland FA,Pogribny IP

    更新日期:2008-03-01 00:00:00

  • Qualitative and quantitative characterization of mutagens in commercial beef extract.

    abstract::Two mutagenic compounds have been isolated and purified from commercial beef extract. These two compounds have chemical, chromatographic, spectroscopic and biological behavior indistinguishable from those of the two known mutagens 2-amino-3-methyl-imidazo-[4,5-f]-quinoline and 2-amino-3,8-dimethyl-imidazo-[4,5-f]-quin...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/4.7.863

    authors: Turesky RJ,Wishnok JS,Tannenbaum SR,Pfund RA,Buchi GH

    更新日期:1983-01-01 00:00:00

  • Modification of lung tumor growth by hyperoxia.

    abstract::The effects of hyperoxia on lung tumor development were examined in mice and rats. In mice, exposure to 70% O2 prevented the development of urethan- or 3-methylcholanthrene-induced lung tumors. Dietary antioxidants [butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA)] were unable to prevent the inhibitio...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/7.9.1581

    authors: Lindenschmidt RC,Margaretten N,Griesemer RA,Witschi HP

    更新日期:1986-09-01 00:00:00

  • Effects of catechol on the induction of tumors in mouse skin by 7,8-dihydroxy-7,8-dihydrobenzo[a]pyrenes.

    abstract::Catechol (1,2-dihydroxybenzene) is a major phenolic compound present in the co-carcinogenic fraction of cigarette tar. It has been shown to be a potent co-carcinogen with benzo[a]pyrene (BaP) in mouse skin. In this study we have examined the co-carcinogenic and co-initiating activities of catechol with racemic and ena...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/10.10.1897

    authors: Melikian AA,Jordan KG,Braley J,Rigotty J,Meschter CL,Hecht SS,Hoffmann D

    更新日期:1989-10-01 00:00:00

  • Association of genetic variants in CHEK2 with oesophageal squamous cell carcinoma in the South African Black population.

    abstract::Oesophageal squamous cell carcinoma (OSCC) has a high incidence in southern Africa and a poor prognosis. Limited information is available on the contribution of genetic variants in susceptibility to OSCC in this region. However, recent genome-wide association studies have identified multiple susceptibility loci in Asi...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgz026

    authors: Chen WC,Bye H,Matejcic M,Amar A,Govender D,Khew YW,Beynon V,Kerr R,Singh E,Prescott NJ,Lewis CM,Babb de Villiers C,Parker MI,Mathew CG

    更新日期:2019-06-10 00:00:00

  • DNMT3B polymorphisms and risk of primary lung cancer.

    abstract::DNA-methyltransferase-3B (DNMT3B) plays an important role in the generation of aberrant methylation in carcinogenesis. Polymorphisms and haplotypes of the DNMT3B gene may influence DNMT3B activity on DNA methylation, thereby modulating the susceptibility to lung cancer. To test this hypothesis, we investigated the ass...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgh307

    authors: Lee SJ,Jeon HS,Jang JS,Park SH,Lee GY,Lee BH,Kim CH,Kang YM,Lee WK,Kam S,Park RW,Kim IS,Cho YL,Jung TH,Park JY

    更新日期:2005-02-01 00:00:00

  • Violacein synergistically increases 5-fluorouracil cytotoxicity, induces apoptosis and inhibits Akt-mediated signal transduction in human colorectal cancer cells.

    abstract::Despite recent additions to the armory of chemotherapeutic agents for colorectal cancer (CRC) treatment, the results of chemotherapy remain unsatisfactory. 5-Fluorouracil (5-FU) still represents the cornerstone of treatment and resistance to its actions is a major obstacle to successful chemotherapy. Therefore, new ac...

    journal_title:Carcinogenesis

    pub_type: 杂志文章

    doi:10.1093/carcin/bgi307

    authors: Kodach LL,Bos CL,Durán N,Peppelenbosch MP,Ferreira CV,Hardwick JC

    更新日期:2006-03-01 00:00:00