A chemical perspective on the anthracycline antitumor antibiotics.

Oxygen toxicity, oxygen radicals, transition metals and disease

1984 • 5,301 citations

Adriamycin-Induced DNA Damage Mediated by Mammalian DNA Topoisomerase II

1984 • 1,477 citations

THE CHEMISTRY AND BIOLOGY OF LEFT-HANDED Z-DNA

1984 • 1,149 citations

Adriamycin: The Role of Lipid Peroxidation in Cardiac Toxicity and Tumor Response

1977 • 1,116 citations

Studies on interaction of anthracycline antibiotics and deoxyribonucleic acid: equilibrium binding studies on the interaction of daunomycin with deoxyribonucleic acid

1982 • 923 citations

Intercalative antitumor drugs interfere with the breakage-reunion reaction of mammalian DNA topoisomerase II.

1984 • 896 citations

The Anthracycline Antineoplastic Drugs

1981 • 794 citations

Enzymatic Defenses of the Mouse Heart Against Reactive Oxygen Metabolites

1980 • 711 citations

Effect of anthracycline antibiotics on oxygen radical formation in rat heart.

1983 • 634 citations

The Anticancer Agent Adriamycin Can Be Actively Cytotoxic Without Entering Cells

1982 • 578 citations

Mechanism of antitumor drug action: poisoning of mammalian DNA topoisomerase II on DNA by 4'-(9-acridinylamino)-methanesulfon-m-anisidide.

1984 • 559 citations

Bleb Formation in Hepatocytes During Drug Metabolism Is Caused by Disturbances in Thiol and Calcium Ion Homeostasis

1982 • 553 citations

Base sequence and helix structure variation in B and A DNA

1983 • 522 citations

NADPH cytochrome P-450 reductase activation of quinone anticancer agents to free radicals.

1979 • 492 citations

Bioactivation as a Model for Drug Design Bioreductive Alkylation

1977 • 432 citations

Doxorubicin - Anticancer Antibiotics

1981 • 402 citations

Circumvention of vincristine and Adriamycin resistance in vitro and in vivo by calcium influx blockers.

1983 • 384 citations

Protein-associated deoxyribonucleic acid strand breaks in L1210 cells treated with the deoxyribonucleic acid intercalating agents 4'-(9-acridinylamino)methanesulfon-m-anisidide and adriamycin

1981 • 382 citations

Molecular structure of an anticancer drug-DNA complex: daunomycin plus d(CpGpTpApCpG).

1980 • 357 citations

Map of distamycin, netropsin, and actinomycin binding sites on heterogeneous DNA: DNA cleavage-inhibition patterns with methidiumpropyl-EDTA.Fe(II).

1982 • 332 citations

Spin-trapping and direct electron spin resonance investigations of the redox metabolism of quinone anticancer drugs

1980 • 317 citations

Anthracycline antibiotic-stimulated superoxide, hydrogen peroxide, and hydroxyl radical production by NADH dehydrogenase.

1983 • 282 citations

Reduction of adriamycin to a semiquinone-free radical by NADPH cytochrome P-450 reductase produces DNA cleavage in a reaction mediated by molecular oxygen.

1981 • 275 citations

The covalent binding of daunomycin and adriamycin to antibodies, with retention of both drug and antibody activities.

1975 • 259 citations

Strand scission of DNA by bound adriamycin and daunorubicin in the presence of reducing agents

1977 • 258 citations

Oxidative destruction of erythrocyte ghost membranes catalyzed by the doxorubicin-iron complex

1982 • 238 citations

Protein-associated DNA breaks in cells treated with adriamycin or ellipticine

1978 • 234 citations

A covalent linkage between daunorubicin and proteins that is stable in serum and reversible by lysosomal hydrolases, as required for a lysosomotropic drug-carrier conjugate: in vitro and in vivo studies.

1982 • 232 citations

Mitochondrial DNA Is a Major Cellular Target for a Dihydrodiol-Epoxide Derivative of Benzo[ a ]pyrene

1980 • 228 citations

Daunorubicin and doxorubicin, anthracycline antibiotics, a physicochemical and biological review

1984 • 223 citations

Naturally occurring quinones as potential bioreductive alkylating agents

1981 • 214 citations

Activation of pharmacologic agents to radical intermediates

1982 • 190 citations

Oxidative destruction of DNA by the adriamycin-iron complex

1984 • 173 citations

DNA double-strand breaks in mammalian cells after exposure to intercalating agents

1981 • 160 citations

Evidence of a complex between adriamycin derivatives and cardiolipin: Possible role in cardiotoxicity

1980 • 156 citations

Nuclear catalyzed antibiotic free radical formation.

1982 • 149 citations

Hydroxyl radical production and DNA damage induced by anthracycline‐iron complex

1984 • 149 citations

Formation and rejoining of deoxyribonucleic acid double-strand breaks induced in isolated cell nuclei by antineoplastic intercalating agents

1984 • 139 citations

The role of membranes in the mechanism of action of the antineoplastic agent adriamycin. Spin-labeling studies with chronically hypoxic and drug-resistant tumor cells.

1983 • 139 citations

Mitochondrial NADH dehydrogenase‐catalyzed oxygen radical production by adriamycin, and the relative inactivity of 5‐iminodaunorubicin

1983 • 134 citations

Lipid peroxidation initiated by superoxide‐dependent hydroxyl radicals using complexed iron and hydrogen peroxide

1984 • 134 citations

The mechanism of free base formation from DNA by bleomycin. A proposal based on site specific tritium release from Poly(dA.dU).

1983 • 133 citations

Hydroxyl radical production from hydrogen peroxide and enzymatically generated paraquat radicals: Catalytic requirements and oxygen dependence

1984 • 133 citations

Lipid peroxidation and possible hydroxyl radical formation stimulated by the self-reduction of a doxorubicin-iron (III) complex

1984 • 129 citations

The mechanism of action of quinone antibiotics

1983 • 116 citations

Further studies on the generation of reactive oxygen species from activated anthracyclines and the relationship to cytotoxic action and cardiotoxic effects

1982 • 116 citations

Improved therapeutic benefits of doxorubicin by entrapment in anionic liposomes.

1983 • 113 citations

Synthesis of adriamycin-coupled polyglutaraldehyde microspheres and evaluation of their cytostatic activity.

1982 • 106 citations

Role of one-electron and two-electron reduction products of adriamycin and daunomycin in deoxyribonucleic acid binding

1981 • 105 citations

DNA binding spectrum of the carcinogen N-acetoxy-N-2-acetylaminofluorene significantly differs from the mutation spectrum

1984 • 96 citations

Enzymatic activation and binding of adriamycin to nuclear DNA.

1984 • 94 citations

Antitumor anthracyclines: Recent developments

1984 • 94 citations

Electrochemical Studies of Antitumor Antibiotics: III . Daunorubicin and Adriamycin

1978 • 93 citations

Studies on the interaction of anthracycline antibiotics and deoxyribonucleic acid: geometry of intercalation of iremycin and daunomycin

1982 • 93 citations

Deoxyribose breakdown by the adriamycin semiquinone and H₂O₂: evidence for hydroxyl radical participation

1982 • 91 citations

An electron spin resonance study of the reduction of peroxides by anthracycline semiquinones

1984 • 90 citations

Structure of nogalamycin

1977 • 88 citations

Differential effects of anthracycline drugs on rat heart and liver microsomal reduced nicotinamide adenine dinucleotide phosphate-dependent lipid peroxidation.

1982 • 86 citations

Response of aerobic and hypoxic cells in a solid tumor to adriamycin and cyclophosphamide and interaction of the drugs with radiation.

1982 • 86 citations

Serum lipid peroxides in rats treated chronically with adriamycin

1984 • 86 citations

Adriamycin and daunorubicin bind in a cooperative manner to deoxyribonucleic acid

1983 • 83 citations

Evidence for the production of hydroxyl radicals from the adriamycin semiquinone and H₂O₂

1981 • 83 citations

Binding of daunomycin to calf thymus nucleosomes

1983 • 82 citations

Molecular structure, absolute stereochemistry, and interactions of nogalamycin, a DNA-binding anthracycline antitumor antibiotic

1983 • 81 citations

Viscometric and fluorometric studies of DNA interactions of several new anthracyclines

1982 • 80 citations

Distinct reduction of nitrofurans and metronidazole to free radical metabolites by Tritrichomonas foetus hydrogenosomal and cytosolic enzymes.

1984 • 79 citations

Hydrogenosomal ferredoxin of the anaerobic protozoon, Tritrichomonas foetus.

1983 • 78 citations

Delivery of aclacinomycin A to human glioma cells in vitro by the low-density lipoprotein pathway.

1983 • 78 citations

One-electron reduction of adriamycin: Properties of the semiquinone

1983 • 77 citations

Reduction of O2 by iron-adriamycin.

1984 • 77 citations

Cell surface-mediated cytotoxicity of polymer-bound Adriamycin against drug-resistant hepatocytes.

1983 • 75 citations

Hydrogen bonding, overlap geometry, and sequence specificity in anthracycline antitumor antibiotic.DNA complexes in solution.

1981 • 71 citations

Membrane alterations associated with progressive adriamycin resistance

1982 • 70 citations

Evidence for the generation of free hydroxyl radicals from certain quinone antitumor antibiotics upon reductive activation in solution

1981 • 69 citations

Solution chemistry studies of adriamycin-iron complexes present in vivo

1980 • 68 citations

Binding specificity of chemically and enzymatically activated anthracycline anticancer agents to nucleic acids

1980 • 68 citations

Kinetics of anthracycline antibiotic free radical formation and reductive glycosidase activity

1983 • 67 citations

Potential antitumor agents: synthesis and biological properties of aliphatic amino acid 9-hydroxyellipticinium derivatives

1984 • 64 citations

Comparative flavoprotein catalysis of anthracycline antibiotic. Reductive cleavage and oxygen consumption.

1981 • 58 citations

Decompostion of unsaturated phospholipid by iron-ADP-adriamycin co-ordination complex

1981 • 58 citations

Construction and characterization of extrachromosomal probes for mutagenesis by carcinogens: site-specific incorporation of O6-methylguanine into viral and plasmid genomes.

1984 • 57 citations

Preparation and interaction of a low-density lipoprotein:daunomycin complex with P388 leukemic cells.

1984 • 55 citations

Covalent and noncovalent interactions of aflatoxin with defined deoxyribonucleic acid sequences

1983 • 54 citations

Adriamycin‐dependent damage to deoxyribose: a reaction involving iron, hydroxyl and semiquinone free radicals

1982 • 53 citations

Bis(alkylamino)anthracenedione antineoplastic agent metabolic activation by NADPH-cytochrome P-450 reductase and NADH dehydrogenase: Diminished activity relative to anthracyclines

1983 • 52 citations

Cardiac evaluation of mitoxantrone.

1983 • 51 citations

Full structure of a mitomycin C dinucleoside phosphate adduct. Use of differential FT-IR spectroscopy in microscale structural studies

1983 • 51 citations

On the mechanism of reductive activation in the mode of action of some anticancer drugs

1982 • 51 citations

Effects of anthracyclines on oxygenated and hypoxic tumor cells.

1983 • 49 citations

Free radical metabolism of VP-16 and inhibition of anthracycline-induced lipid peroxidation

1983 • 47 citations

Synthesis and preliminary antitumor evaluation of 5-iminodoxorubicin

1981 • 46 citations

Reductive Drug Metabolism

1983 • 45 citations

Electron paramagnetic resonance characterization and conformation of daunorubicin semiquinone intermediate implicated in anthracycline metabolism, cardiotoxicity, and anticancer action

1981 • 44 citations

Rescue by coenzyme Q10 from electrocardiographic abnormalities caused by the toxicity of adriamycin in the rat.

1978 • 43 citations

Daunomycin-immunoglobulin conjugates, uptake and activity in vitro

1978 • 43 citations

Reactions of Adriamycin with haemoglobin. Superoxide dismutase indirectly inhibits reactions of the Adriamycin semiquinone

1982 • 43 citations

Role of the quinone structure in the mitochondrial damage induced by antitumor anthracyclines

1983 • 42 citations

Oxygen radical detoxification enzymes in doxorubicin-sensitive and -resistant P388 murine leukemia cells.

1984 • 42 citations

Molecular models for the interaction of the anti-tumour drug nogalamycin with DNA

1984 • 41 citations

Anthracycline antibiotic reduction by spinach ferredoxin-NADP+ reductase and ferredoxin

1985 • 40 citations

2- and 6-Methyl-1,4-naphthoquinone derivatives as potential bioreductive alkylating agents

1982 • 40 citations

Plasticity of the DNA double helix

1981 • 39 citations

Effects of verapamil on daunomycin cellular retention and cytotoxicity in P388 leukemic cells.

1984 • 38 citations

Spectroscopic observation of the tautomer of 7-deoxydaunomycinone from elimination of daunosamine from daunomycin hydroquinone

1983 • 36 citations

Anti-cancer drugs which intercalate into DNA: How do they act?

1983 • 36 citations

Mechanistic investigation of reduction of daunomycin and 7-deoxydaunomycinone with bi(3,5,5-trimethyl-2-oxomorpholin-3-yl)

1984 • 36 citations

Evidence for covalent binding of adriamycin to rat liver microsomal proteins

1981 • 35 citations

The interaction of nogalamycin and analogs with DNA and other biopolymers

1981 • 35 citations

Adriamycin inhibits the B to Z transition of poly(dGm5dC).cntdot.poly(dGm5dC)

1983 • 34 citations

Enzymatic and non-enzymatic reduction of N-acetyl-p-benzoquinone imine and some properties of the N-acetyl-p-benzosemiquinone imine radical

1984 • 32 citations

Novel mode of cytotoxicity obtained by coupling inactive anthracycline to a polymer

1984 • 31 citations

Structure-activity relationships of nogalamycin analogs

1982 • 30 citations

Direct enzyme-catalyzed reduction of anthracyclines by reduced nicotinamide adenine dinucleotide

1983 • 29 citations

Cytokinetic and biochemical effects of 5-iminodaunorubicin in human colon carcinoma in culture.

1982 • 28 citations

Electrochemical deglycosidation of anthracyclines: stereoelectronic requirements

1984 • 27 citations

Enhancement of rat heart microsomal lipid peroxidation following doxorubicin treatment in vivo.

1983 • 27 citations

Interaction of copper(II) ions with the daunomycin-calf thymus DNA complex

1982 • 27 citations

DNA from A-Z - a survey of oligonucleotide structures

1984 • 26 citations

Electrochemical Studies of Antitumor Antibiotics: IV . Electrochemical Studies of Daunomycinone Analogues

1978 • 25 citations

Complexation of anthracycline antibiotics by the apo egg white riboflavin binding protein

1982 • 25 citations

Initial biotransformations of daunorubicin to aglycones by rat liver microsomes.

1981 • 24 citations

DNA major-minor groove binding specificity of daunorubicin: anthramycin-modified and T-4 bacteriophage DNA studies

1983 • 23 citations

Is There a Role for Nuclei in the Metabolism of Xenobiotica? A Review

1983 • 23 citations

Biological Aspects of DNA Damage by Crosslinking Agents

1983 • 23 citations

Interactions of the UVRABC endonuclease in vivo and in vitro with DNA damage produced by antineoplastic anthracyclines.

1984 • 23 citations

Migratory DNA: Mitochondrial genes in the nucleus

1983 • 23 citations

Membrane targets in cancer chemotherapy

1984 • 22 citations

Effect of N-trifluoroacetyladriamycin-14-valerate on [3H]thymidine uptake and DNA synthesis of human lymphoma cells.

1983 • 22 citations

Nucleophilic trapping of 7,11-dideoxyanthracyclinone quinone methides

1983 • 22 citations

Electrophilic trapping of the tautomer of 7-deoxydaunomycinone. A possible mechanism for covalent binding of daunomycin to DNA

1983 • 22 citations

Synthetic anthracyclinones. 15. An improved route to 8-demethoxyaranciamycinone and synthesis of the .alpha.-L-daunosamine glycosides

1984 • 21 citations

Spectroscopic and kinetic evidence for the tautomer of 7-deoxyaklavinone as an intermediate in the reductive coupling of aclacinomycin A

1984 • 20 citations

Electrocardiographic and transmembrane potential effects of 5-iminodaunorubicin in the rat.

1984 • 20 citations

In vitro reactivity of the meso and di dimers of the 3,5,5-trimethyl-2-oxomorpholin-3-yl radical with adriamycin and daunomycin

1981 • 18 citations

7-Deoxydaunomycinone, a catalyst for achieving a two electron reduction with a one electron reducing agent

1983 • 18 citations

Myocardial effects of mitoxantrone and doxorubicin in the mouse and guinea pig.

1984 • 17 citations

On the interaction of adriamycin with DNA: Investigation of spectral changes

1984 • 17 citations

Electrochemical reduction pathways of anthracycline antibiotics.

1982 • 17 citations

Biotransformations of daunorubicin aglycones by rat liver microsomes.

1984 • 16 citations

Reduction of daunorubicin aqueous solutions by COO^.− free radicals

1984 • 16 citations

Photoaffinity labeling of the Sarcoma 180 cell surface by daunomycin.

1984 • 16 citations

Comparison of dna scission and cytotoxicity produced by adriamycin and 5-iminodaunorubicin in human colon carcinoma cells

1983 • 15 citations

Metabolic disposition of 5-iminodaunorubicin in the rat.

1984 • 15 citations

Inhibition of the initiation of leukemic transcription by N-trifluoroacetyladriamycin-14-O-hemiadipate in vitro. Impaired formation of RNA polymerase-DNA complex.

1984 • 14 citations

Enhanced antitumor activity of adriamycin in combination with allopurinol

1983 • 13 citations

New Natural, Semisynthetic and Synthetic Anthracycline Drugs

1983 • 12 citations

The crystal and molecular structure of 7-con-O-methylnogarol

1980 • 11 citations

Proton spin-lattice relaxation and reduced values for the carbon-13 nuclear Overhauser enhancement

1977 • 9 citations

Mechanism of acute anthracycline cardiotoxicity in isolated rat hearts: carminomycin versus daunomycin.

1984 • 8 citations

Direct quenching of adriamycin radicals by coenzyme Q10 and tetrazolium salts

1983 • 7 citations

Prevention of adriamycin toxicity

1983 • 7 citations

ChemInform Abstract: NATURALLY OCCURRING QUINONES AS POTENTIAL BIOREDUCTIVE ALKYLATING AGENTS

1982 • 5 citations

Lack of inhibition of glutathione reductase by anthracycline antibiotics

1981 • 3 citations