Page last updated: 2024-09-04

4-hydroxy-equilenin and equilenin

4-hydroxy-equilenin has been researched along with equilenin in 32 studies

Compound Research Comparison

Studies
(4-hydroxy-equilenin)
Trials
(4-hydroxy-equilenin)
Recent Studies (post-2010)
(4-hydroxy-equilenin)
Studies
(equilenin)
Trials
(equilenin)
Recent Studies (post-2010) (equilenin)
320013207

Research

Studies (32)

TimeframeStudies, this research(%)All Research%
pre-19900 (0.00)18.7374
1990's5 (15.63)18.2507
2000's23 (71.88)29.6817
2010's4 (12.50)24.3611
2020's0 (0.00)2.80

Authors

AuthorsStudies
Ikegawa, S; Kurosawa, T; Tohma, M1
Alam, Z; Bolton, JL; Huang, Z; Krol, E; Pezzuto, JM; Pisha, E; Shen, L; van Breemen, RB1
Bolton, JL; Chen, Y; Nikolic, D; Qiu, S; Shen, L; van Breemen, RB; Zhang, F1
Alam, I; Blond, SY; Bolton, JL; Chang, M; Pauss, N; Shen, L; van Breemen, RB; Zhang, F1
Bolton, JL; Chen, Y; Lau, SS; Nikolic, D; Shen, L; van Breemen, RB; Zhang, F1
Blond, SY; Bolton, JL; Chen, Y; Constantinou, AI; Elguindi, EC; Hua, Y; Liu, X; Pisha, E; Shen, L; van Breemen, RB; Zhang, F1
Bolton, JL; Constantinou, AI; Lui, X; Pisha, E1
Blond, SY; Bolton, JL; Chang, M; Shin, YG; van Breemen, RB1
Bolton, JL; Gu, C; Liu, X; Swanson, SM; van Breemen, RB; Yang, Y; Zhang, F1
Bolton, JL; Hua, Y; Liu, X; Pisha, E; van Breemen, RB; Yang, Y; Yao, J1
Broyde, S; Ding, S; Geacintov, NE; Wu, M; Yan, S1
Blond, SY; Bolton, JL; Chang, M; Elguindi, EC; Li, Y; Liu, X; Pisha, E; Yao, D; Yao, J1
Bolton, JL; Chang, M; Goodman, JE; Li, Y; Liu, H; Liu, X; Mesecar, AD; Van Breemen, RB; Wu, H; Yager, JD; Yang, X; Yao, J1
Broyde, S; Ding, S; Geacintov, NE; Shapiro, R2
Bolton, JL; Chang, M; Li, Y; Mesecar, AD; Nikolic, D; van Breemen, RB; Yager, JD; Yao, J; Yu, L1
Bolton, JL; Cuendet, M; Li, Y; Liu, X; Pisha, E; Yao, J; Yu, L1
Hanaoka, F; Ohmori, H; Santosh Laxmi, YR; Shibutani, S; Suzuki, N; Yasui, M1
Bolton, JL; Chang, M; Cuendet, M; Li, Y; Yao, J1
Bolton, JL; Chang, M; Li, Y; van Breemen, RB; Yager, JD; Yang, X1
Bolton, JL; Li, Y; van Breemen, RB; Yang, X1
Bolton, JL; Chang, M; Chen, D; Geacintov, NE; Kolbanovskaya, M; Kolbanovskiy, A; Kuzmin, V; Shastry, A1
Bolton, JL; Cuendet, M1
Chou, PH; Kim, SY; Laxmi, YR; Liu, X; Matsuda, T; Okamoto, K; Okamoto, Y; Shibutani, S; Suzuki, N1
Bolton, JL; Broyde, S; Ding, S; Durandin, A; Geacintov, NE; Kolbanovskiy, A; van Breemen, RB; Wang, Y1
Bolton, JL; Dietz, BM; Peng, KW; Thatcher, GR; van Breemen, RB; Wang, Z; Wijewickrama, GT; Yuan, L1
Bolton, JL; Edirisinghe, P; Geacintov, NE; Qin, Z; Sohn, J; Thatcher, GR; Wang, Z1
Bolton, JL; Broyde, S; Ding, S; Geacintov, NE; Kolbanovskiy, A; Kuzmin, VA; Patel, DJ; Shastry, A; Zhang, N1
Itoh, S; Iwamoto, T; Mori, T; Nishiwaki, T; Okahashi, Y; Shibutani, S; Sugiura, S; Suzuki, N; Ueno, S1
Bolton, JL; Chandrasena, ER; Peng, KW; Thatcher, GR; van Breemen, RB; Wang, Z; Yuan, Y1
Bolton, JL; Chang, M; Peng, KW; Qin, Z; Thatcher, GR; Wang, YT; Wang, Z1

Other Studies

32 other study(ies) available for 4-hydroxy-equilenin and equilenin

ArticleYear
Synthesis of 4- and 16 alpha-hydroxylated equine estrogens.
    Steroids, 1990, Volume: 55, Issue:6

    Topics: 17-Ketosteroids; Benzaldehydes; Chemical Phenomena; Chemistry; Equilenin; Equilin; Hydroxylation; Molecular Structure; Oxidation-Reduction

1990
Bioreductive activation of catechol estrogen-ortho-quinones: aromatization of the B ring in 4-hydroxyequilenin markedly alters quinoid formation and reactivity.
    Carcinogenesis, 1997, Volume: 18, Issue:5

    Topics: Animals; Equilenin; Estrogens, Catechol; Humans; Kinetics; Melanoma; Microsomes, Liver; NAD(P)H Dehydrogenase (Quinone); NADP; Oxidation-Reduction; Oxygen Consumption; Quinones; Rats; Tumor Cells, Cultured

1997
Alkylation of 2'-deoxynucleosides and DNA by the Premarin metabolite 4-hydroxyequilenin semiquinone radical.
    Chemical research in toxicology, 1998, Volume: 11, Issue:2

    Topics: Alkylation; Carcinogens; Cytosine; Deoxyadenosines; Deoxyguanosine; DNA; DNA Adducts; DNA Damage; Equilenin; Estrogens, Conjugated (USP); Free Radicals; Humans; Oxidative Stress

1998
Inhibition of glutathione S-transferase activity by the quinoid metabolites of equine estrogens.
    Chemical research in toxicology, 1998, Volume: 11, Issue:7

    Topics: Animals; Biotransformation; Catechols; Chromatography, Gel; Chromatography, High Pressure Liquid; Dinitrochlorobenzene; Equilenin; Equilin; Estradiol Congeners; Glutathione; Glutathione Transferase; Horses; Kinetics; Oxidation-Reduction; Reactive Oxygen Species; Spectrophotometry, Ultraviolet

1998
The equine estrogen metabolite 4-hydroxyequilenin causes DNA single-strand breaks and oxidation of DNA bases in vitro.
    Chemical research in toxicology, 1998, Volume: 11, Issue:9

    Topics: Animals; Bacteriophages; Cattle; DNA Damage; DNA, Single-Stranded; DNA, Viral; Equilenin; Free Radical Scavengers; Horses; Oxidation-Reduction

1998
A metabolite of equine estrogens, 4-hydroxyequilenin, induces DNA damage and apoptosis in breast cancer cell lines.
    Chemical research in toxicology, 2000, Volume: 13, Issue:5

    Topics: Apoptosis; Breast Neoplasms; Cell Survival; Comet Assay; DNA Damage; DNA Fragmentation; DNA, Neoplasm; Dose-Response Relationship, Drug; Epithelial Cells; Equilenin; Estradiol Congeners; Estrogens, Catechol; Female; Humans; Hydroxyestrones; Tumor Cells, Cultured

2000
Evidence that a metabolite of equine estrogens, 4-hydroxyequilenin, induces cellular transformation in vitro.
    Chemical research in toxicology, 2001, Volume: 14, Issue:1

    Topics: Animals; Carcinogens; Cell Line; Cell Transformation, Neoplastic; DNA Damage; Epidermal Cells; Epidermis; Equilenin; Estradiol Congeners; Fibroblasts; Horses; Hydroxyestrones; Mice; Mice, Inbred C3H; Reactive Oxygen Species

2001
Structural and functional consequences of inactivation of human glutathione S-transferase P1-1 mediated by the catechol metabolite of equine estrogens, 4-hydroxyequilenin.
    Biochemistry, 2001, Apr-17, Volume: 40, Issue:15

    Topics: Amino Acid Substitution; Animals; Cysteine; Disulfides; Dithionitrobenzoic Acid; Electron Spin Resonance Spectroscopy; Electrophoresis, Polyacrylamide Gel; Enzyme Activation; Enzyme Inhibitors; Equilenin; Estrogens, Catechol; Free Radical Scavengers; Glutathione S-Transferase pi; Glutathione Transferase; Histidine; Horses; Humans; Isoenzymes; Kinetics; Mutagenesis, Site-Directed; Oxidation-Reduction; Recombinant Proteins; Reducing Agents; Structure-Activity Relationship; Sulfhydryl Compounds; Sulfhydryl Reagents; Titrimetry

2001
Equine estrogen metabolite 4-hydroxyequilenin induces DNA damage in the rat mammary tissues: formation of single-strand breaks, apurinic sites, stable adducts, and oxidized bases.
    Chemical research in toxicology, 2001, Volume: 14, Issue:12

    Topics: Animals; Breast; Comet Assay; Deoxyadenosines; Deoxyguanosine; DNA Adducts; DNA Damage; DNA, Single-Stranded; Dose-Response Relationship, Drug; Equilenin; Estradiol Congeners; Female; Guanine; Oxidation-Reduction; Quinones; Rats; Rats, Sprague-Dawley

2001
Oxidative DNA damage induced by equine estrogen metabolites: role of estrogen receptor alpha.
    Chemical research in toxicology, 2002, Volume: 15, Issue:4

    Topics: Binding, Competitive; Breast Neoplasms; Cell Survival; Comet Assay; DNA Damage; DNA, Neoplasm; Dose-Response Relationship, Drug; Equilenin; Estradiol Congeners; Estrogen Receptor alpha; Female; Humans; Reactive Oxygen Species; Receptors, Estrogen; Selective Estrogen Receptor Modulators; Tamoxifen; Tumor Cells, Cultured

2002
Conformational analysis of a 4-hydroxyequilenin Guanine adduct using density functional theory.
    Chemical research in toxicology, 2002, Volume: 15, Issue:5

    Topics: Equilenin; Guanine; Models, Molecular; Molecular Conformation; Stereoisomerism

2002
Inhibition of cellular enzymes by equine catechol estrogens in human breast cancer cells: specificity for glutathione S-transferase P1-1.
    Chemical research in toxicology, 2002, Volume: 15, Issue:7

    Topics: Animals; Breast Neoplasms; Enzyme Inhibitors; Equilenin; Estrogens, Catechol; Glutathione S-Transferase pi; Glutathione Transferase; Horses; Humans; Isoenzymes; Kinetics; Substrate Specificity; Tumor Cells, Cultured

2002
Catechol estrogen 4-hydroxyequilenin is a substrate and an inhibitor of catechol-O-methyltransferase.
    Chemical research in toxicology, 2003, Volume: 16, Issue:5

    Topics: Catechol O-Methyltransferase; Catechol O-Methyltransferase Inhibitors; Chromatography, High Pressure Liquid; Equilenin; Estradiol Congeners; Estrogens, Catechol; Humans; Mass Spectrometry; Methylation; Oxidation-Reduction; Peptide Mapping; Recombinant Proteins; Spectrometry, Mass, Electrospray Ionization; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; Substrate Specificity

2003
Conformations of stereoisomeric base adducts to 4-hydroxyequilenin.
    Chemical research in toxicology, 2003, Volume: 16, Issue:6

    Topics: Deoxyadenine Nucleotides; Deoxycytosine Nucleotides; Deoxyguanine Nucleotides; Deoxyribonucleotides; DNA Adducts; Equilenin; Estradiol Congeners; Models, Molecular; Molecular Conformation; Stereoisomerism; Structure-Activity Relationship

2003
Equine catechol estrogen 4-hydroxyequilenin is a more potent inhibitor of the variant form of catechol-O-methyltransferase.
    Chemical research in toxicology, 2004, Volume: 17, Issue:4

    Topics: Breast Neoplasms; Catechol O-Methyltransferase; Catechol O-Methyltransferase Inhibitors; Equilenin; Estradiol Congeners; Female; Humans; Methylation; Risk Factors; Temperature

2004
Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression.
    Mutation research, 2004, Jun-04, Volume: 550, Issue:1-2

    Topics: Animals; Cell Adhesion; Cell Division; Cell Line; Cell Line, Tumor; Cricetinae; DNA Mutational Analysis; DNA, Complementary; Dose-Response Relationship, Drug; Down-Regulation; Equilenin; Estradiol Congeners; Estrogens; Gene Expression Regulation, Neoplastic; Horses; Male; Metallothionein; Models, Chemical; Mutation; Oligonucleotide Array Sequence Analysis; Oxidation-Reduction; Oxidative Stress; Reverse Transcriptase Polymerase Chain Reaction; Time Factors

2004
Translesion synthesis past equine estrogen-derived 2'-deoxycytidine DNA adducts by human DNA polymerases eta and kappa.
    Biochemistry, 2004, Sep-07, Volume: 43, Issue:35

    Topics: Animals; Base Pair Mismatch; Deoxycytidine; DNA; DNA Adducts; DNA Damage; DNA-Directed DNA Polymerase; Equilenin; Equilin; Horses; Humans; Kinetics; Mutagenesis, Site-Directed; Oligodeoxyribonucleotides; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; Stereoisomerism; Templates, Genetic

2004
Altered apoptotic response in MCF 10A cells treated with the equine estrogen metabolite, 4-hydroxyequilenin.
    Toxicology letters, 2004, Dec-30, Volume: 154, Issue:3

    Topics: Apoptosis; Cell Line; Cisplatin; Dimethyl Sulfoxide; DNA Damage; DNA, Single-Stranded; Equilenin; Gene Expression Regulation; Glutathione; Humans

2004
Functional and structural comparisons of cysteine residues in the Val108 wild type and Met108 variant of human soluble catechol O-methyltransferase.
    Chemico-biological interactions, 2005, Apr-15, Volume: 152, Issue:2-3

    Topics: Catechol O-Methyltransferase; Cysteine; Equilenin; Humans; Kinetics; Methionine; Mutagenesis, Site-Directed; Protein Conformation; Recombinant Proteins; Spectrometry, Mass, Electrospray Ionization; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; Structure-Activity Relationship; Valine

2005
Characterization of two new variants of human catechol O-methyltransferase in vitro.
    Cancer letters, 2005, Dec-08, Volume: 230, Issue:1

    Topics: Alanine; Breast Neoplasms; Catechol O-Methyltransferase; DNA Methylation; Equilenin; Escherichia coli; Estrogen Replacement Therapy; Female; Humans; Mutagenesis, Site-Directed; Plasmids; Polymorphism, Genetic; Serine; Temperature

2005
Base selectivity and effects of sequence and DNA secondary structure on the formation of covalent adducts derived from the equine estrogen metabolite 4-hydroxyequilenin.
    Chemical research in toxicology, 2005, Volume: 18, Issue:11

    Topics: Base Sequence; Chromatography, High Pressure Liquid; Circular Dichroism; DNA; DNA Adducts; DNA Damage; Equilenin; Nucleic Acid Conformation; Oligonucleotides; Oxidation-Reduction; Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

2005
Response of human mammary epithelial cells to DNA damage induced by 4-hydroxyequilenin: Lack of p53-mediated G1 arrest.
    Chemico-biological interactions, 2006, Jul-10, Volume: 161, Issue:3

    Topics: Cell Line; Cyclin-Dependent Kinase Inhibitor p21; DNA Damage; Epithelial Cells; Equilenin; G1 Phase; Humans; Mammary Glands, Human; Phosphoserine; Tumor Suppressor Protein p53

2006
4-hydroxyequilenin-adenine lesions in DNA duplexes: stereochemistry, damage site, and structure.
    Biochemistry, 2007, Jan-09, Volume: 46, Issue:1

    Topics: Adenine; DNA; DNA Adducts; DNA Damage; Equilenin; Hydrogen Bonding; Models, Molecular; Nucleic Acid Conformation; Stereoisomerism; Structure-Activity Relationship; Thermodynamics

2007
Oxidative DNA damage in XPC-knockout and its wild mice treated with equine estrogen.
    Chemical research in toxicology, 2008, Volume: 21, Issue:5

    Topics: Animals; DNA Damage; DNA-Binding Proteins; Equilenin; Estrogens; Female; Horses; Liver; Mice; Mice, Knockout; Molecular Structure; Oxidation-Reduction

2008
Determination of absolute configurations of 4-hydroxyequilenin-cytosine and -adenine adducts by optical rotatory dispersion, electronic circular dichroism, density functional theory calculations, and mass spectrometry.
    Chemical research in toxicology, 2008, Volume: 21, Issue:9

    Topics: Adenine; Circular Dichroism; Computer Simulation; Cytosine; DNA Adducts; Equilenin; Mass Spectrometry; Models, Chemical; Models, Molecular; Molecular Conformation; Optical Rotatory Dispersion; Quantum Theory

2008
Estrogen Receptor {alpha} Enhances the Rate of Oxidative DNA Damage by Targeting an Equine Estrogen Catechol Metabolite to the Nucleus.
    The Journal of biological chemistry, 2009, Mar-27, Volume: 284, Issue:13

    Topics: Animals; Cell Line, Tumor; Cell Nucleus; DNA Damage; Equilenin; Estrogen Receptor alpha; Estrogens, Catechol; Female; Horses; Humans; Mutagens; Oxidation-Reduction; Reactive Oxygen Species; Vitamin K 3; Vitamins; Xenopus laevis

2009
Development of a liquid chromatography electrospray ionization tandem mass spectrometry method for analysis of stable 4-hydroxyequilenin-DNA adducts in human breast cancer cells.
    Chemical research in toxicology, 2009, Volume: 22, Issue:6

    Topics: Animals; Breast Neoplasms; Chromatography, High Pressure Liquid; DNA Adducts; DNA Damage; Equilenin; Female; Humans; Hydrogen-Ion Concentration; Oxidation-Reduction; Spectrometry, Mass, Electrospray Ionization; Stereoisomerism; Swine; Tandem Mass Spectrometry; Temperature; Tumor Cells, Cultured

2009
NMR and computational studies of stereoisomeric equine estrogen-derived DNA cytidine adducts in oligonucleotide duplexes: opposite orientations of diastereomeric forms.
    Biochemistry, 2009, Aug-04, Volume: 48, Issue:30

    Topics: Animals; Base Sequence; Cytidine; DNA Adducts; DNA Damage; Equilenin; Equilin; Estradiol Congeners; Horses; Humans; Molecular Conformation; Molecular Sequence Data; Mutagenesis, Site-Directed; Nuclear Magnetic Resonance, Biomolecular; Nucleic Acid Conformation; Oligonucleotides; Stereoisomerism

2009
Quantitative detection of 4-hydroxyequilenin-DNA adducts in mammalian cells using an immunoassay with a novel monoclonal antibody.
    Nucleic acids research, 2010, Volume: 38, Issue:12

    Topics: Aging; Animals; Antibodies, Monoclonal; Antibody Specificity; Cell Line, Tumor; DNA Adducts; Enzyme-Linked Immunosorbent Assay; Equilenin; Equilin; Estrogens, Conjugated (USP); Female; Humans; Mice; Mice, Inbred BALB C

2010
Redox cycling of catechol estrogens generating apurinic/apyrimidinic sites and 8-oxo-deoxyguanosine via reactive oxygen species differentiates equine and human estrogens.
    Chemical research in toxicology, 2010, Aug-16, Volume: 23, Issue:8

    Topics: 8-Hydroxy-2'-Deoxyguanosine; Animals; Cattle; Cell Line, Tumor; Chelating Agents; Copper; Deoxyguanosine; DNA; DNA Damage; DNA, Neoplasm; Equilenin; Estrogens, Catechol; Free Radical Scavengers; Horses; Humans; Hydrogen Peroxide; Hydroxyestrones; Molecular Structure; NADP; Oxidation-Reduction; Reactive Oxygen Species; Structure-Activity Relationship

2010
Unexpected hormonal activity of a catechol equine estrogen metabolite reveals reversible glutathione conjugation.
    Chemical research in toxicology, 2010, Aug-16, Volume: 23, Issue:8

    Topics: Animals; Cell Proliferation; DNA, Neoplasm; Equilenin; Glutathione; Horses; Humans; Ligands; NADP; Receptors, Estrogen; Sulfhydryl Compounds; Tumor Cells, Cultured

2010
In this issue. Estrogen double whammy.
    Chemical research in toxicology, 2010, Aug-16, Volume: 23, Issue:8

    Topics: Animals; Breast Neoplasms; DNA Damage; Equilenin; Estrogen Replacement Therapy; Horses; Humans; Mice; Oligonucleotides; Reactive Oxygen Species

2010