57576-44-0,MFCD00866250
Catalog No.:AA01CBE8

57576-44-0 | 1-Naphthacenecarboxylic acid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]-3-(dimethylamino)-a-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1a,2b,4b)]-

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
98%
1 week  
$360.00   $252.00
- +
5mg
98%
1 week  
$812.00   $569.00
- +
10mg
98%
1 week  
$1,400.00   $980.00
- +
  • Technical Information
  • Properties
  • Literature
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Technical Information
Catalog Number:
AA01CBE8
Chemical Name:
1-Naphthacenecarboxylic acid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]-3-(dimethylamino)-a-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1a,2b,4b)]-
CAS Number:
57576-44-0
Molecular Formula:
C42H53NO15
Molecular Weight:
811.8679
MDL Number:
MFCD00866250
SMILES:
COC(=O)C1c2cc3c(c(c2C(CC1(O)CC)OC1OC(C)C(C(C1)N(C)C)OC1CC(O)C(C(O1)C)OC1CCC(=O)C(O1)C)O)C(=O)c1c(C3=O)cccc1O
Properties
Properties
 
Form:
Solid  
MP:
>127°C (dec.)  
Storage:
-20 ℃;  

Computed Properties
 
Complexity:
1530  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
13  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
58  
Hydrogen Bond Acceptor Count:
16  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0  
Rotatable Bond Count:
10  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
3.8  

Literature

Title: Chemical profiling of the genome with anti-cancer drugs defines target specificities.

Journal: Nature chemical biology 20150701

Title: Drug-induced histone eviction from open chromatin contributes to the chemotherapeutic effects of doxorubicin.

Journal: Nature communications 20130528

Title: In vitro antifungal activity of DNA topoisomerase inhibitors.

Journal: Medical mycology 20120401

Title: Low-dose cytarabine plus aclarubicin for patients with previously untreated acute myeloid leukemia or high-risk myelodysplastic syndrome ineligible for standard-dose cytarabine plus anthracycline.

Journal: Anticancer research 20120401

Title: Aclarubicin enhances tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis through death receptor 5 upregulation.

Journal: Cancer science 20120201

Title: [CAG-GO therapy for patients with relapsed or primary refractory CD33-positive acute myelogenous leukemia].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20120101

Title: Discovery, synthesis, and biological evaluation of novel SMN protein modulators.

Journal: Journal of medicinal chemistry 20110922

Title: Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.

Journal: Journal of medicinal chemistry 20110714

Title: Salvage chemotherapy with low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming in patients with refractory or relapsed acute myeloid leukemia with translocation (8;21).

Journal: Leukemia research 20110501

Title: [The efficacy and safety of HAA regimen as induction chemotherapy in 150 newly diagnosed acute myeloid leukemia].

Journal: Zhonghua nei ke za zhi 20110101

Title: A meta-analysis of CAG (cytarabine, aclarubicin, G-CSF) regimen for the treatment of 1029 patients with acute myeloid leukemia and myelodysplastic syndrome.

Journal: Journal of hematology & oncology 20110101

Title: Aclarubicin-induced apoptosis and necrosis in cells derived from human solid tumours.

Journal: Mutation research 20100719

Title: Low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor for elderly patients with previously untreated acute myeloid leukemia.

Journal: Leukemia research 20100501

Title: [Curative effect of low dose cytarabine and aclarubin in combination with granulocyte colony-stimulating factor priming (CAG regimen) on patients with the intermediate and high-risk myelodysplastic syndrome].

Journal: Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences 20100401

Title: Homoharringtonine in combination with cytarabine and aclarubicin as induction therapy improves remission and survival of patients with higher risk myelodysplastic syndromes.

Journal: Chinese medical journal 20100105

Title: Comparative analysis of remission induction therapy for high-risk MDS and AML progressed from MDS in the MDS200 study of Japan Adult Leukemia Study Group.

Journal: International journal of hematology 20100101

Title: Catalytic activity of the proteasome fine-tunes Brg1-mediated chromatin remodeling to regulate the expression of inflammatory genes.

Journal: Molecular immunology 20091201

Title: [beta-elemene enhances aclarubicin-induced apoptotic effect in HL-60 cells and its mechanism.].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20091201

Title: Multiple hepatocellular carcinomas developed 15 months after commencement of chemotherapy for elderly acute myelogenous leukemia.

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20091101

Title: Outcomes of CAG regimen for refractory biphenotypic acute leukemia patients.

Journal: Chinese medical sciences journal = Chung-kuo i hsueh k'o hsueh tsa chih 20090901

Title: [Clinical research of modified CAG regimen for the treatment of relapsed acute myeloid leukemia].

Journal: Zhongguo shi yan xue ye xue za zhi 20090801

Title: [Low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming in 50 patients with relapsed acute myeloid leukemia].

Journal: Zhongguo shi yan xue ye xue za zhi 20090601

Title: Discovery of selective glucocorticoid receptor modulators by multiplexed reporter screening.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20090324

Title: The inhibitory effect of the proinflammatory cytokine TNFalpha on erythroid differentiation involves erythroid transcription factor modulation.

Journal: International journal of oncology 20090301

Title: Treatment of therapy-related acute myeloid leukemia occurring in elderly non-Hodgkin lymphoma patients with low-dose cytarabine, aclarubicin and granulocyte colony-stimulating factor.

Journal: Leukemia research 20090101

Title: [Mechanism of CAG regimen eliminating T-cell acute lymphoblastic leukemia A3 cell line].

Journal: Zhongguo shi yan xue ye xue za zhi 20081201

Title: Successful combination therapy with infusion of allogenetic bone marrow mesenchymal stem cells and CAG regimen in hypoplastic relapsed acute myelogenous leukemia.

Journal: Leukemia research 20081101

Title: Selective delivery of folate-PEG-linked, nanoemulsion-loaded aclacinomycin A to KB nasopharyngeal cells and xenograft: effect of chain length and amount of folate-PEG linker.

Journal: Journal of drug targeting 20081101

Title: Aclarubicin-induced ROS generation and collapse of mitochondrial membrane potential in human cancer cell lines.

Journal: Chemico-biological interactions 20081022

Title: Extensive intracellular accumulation of ID-6105, a novel anthracycline, in SK-OV-3 ovarian cancer cells.

Journal: Archives of pharmacal research 20081001

Title: Moromycins A and B, isolation and structure elucidation of C-glycosylangucycline-type antibiotics from Streptomyces sp. KY002.

Journal: Journal of natural products 20080901

Title: [Prognosis analysis of 83 cases of cervical adenosquamous carcinoma].

Journal: Ai zheng = Aizheng = Chinese journal of cancer 20080901

Title: [Therapeutic effect of priming induction regimen of CAG for newly diagnosed acute myeloid leukemia in elderly patients].

Journal: Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences 20080301

Title: CAG regimen enables relapsed or refractory T-cell acute lymphocytic leukemia patients to achieve complete remission: a report of six cases.

Journal: American journal of hematology 20080201

Title: [HAA regimen as induction chemotherapy for newly diagnosed acute myelogenous leukemia].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20080101

Title: Effect of low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming (CAG regimen) on the outcome of elderly patients with acute myeloid leukemia.

Journal: Leukemia research 20071001

Title: Involvement of reactive oxygen species in aclarubicin-induced death of human trisomic and diabetic fibroblasts.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20070901

Title: Analysis of aclarubicin-induced cell death in human fibroblasts.

Journal: Cell biology international 20070901

Title: Characterization of rhodosaminyl transfer by the AknS/AknT glycosylation complex and its use in reconstituting the biosynthetic pathway of aclacinomycin A.

Journal: Journal of the American Chemical Society 20070829

Title: BRCA1- and BRCA2-deficient cells are sensitive to etoposide-induced DNA double-strand breaks via topoisomerase II.

Journal: Cancer research 20070801

Title: Apoptosis induced by ID6105, a new anthracycline (11-hydroxyaclacinomycin X, Hyrubicin), and its anti-tumor effects on experimental tumor models.

Journal: Cancer chemotherapy and pharmacology 20070701

Title: [Acute myelogenous leukemia with multilineage myelodysplasia, positive direct Coombs test, and elevated levels of platelet-associated IgG].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20070501

Title: Aclacinomycin oxidoreductase (AknOx) from the biosynthetic pathway of the antibiotic aclacinomycin is an unusual flavoenzyme with a dual active site.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20070410

Title: Stat5 constitutive activation rescues defects in spinal muscular atrophy.

Journal: Human molecular genetics 20070301

Title: Structure determination by multiwavelength anomalous diffraction of aclacinomycin oxidoreductase: indications of multidomain pseudomerohedral twinning.

Journal: Acta crystallographica. Section D, Biological crystallography 20070201

Title: Aclarubicin-loaded cationic albumin-conjugated pegylated nanoparticle for glioma chemotherapy in rats.

Journal: International journal of cancer 20070115

Title: Induction of remission of relapsed acute myeloid leukemia after unrelated donor cord blood transplantation by concomitant low-dose cytarabine and calcitriol in adults.

Journal: European journal of haematology 20061001

Title: Aclarubicin plus behenoyl cytarabine and prednisolone for previously treated acute myeloid leukemia patients.

Journal: Leukemia & lymphoma 20061001

Title: [Studies on aclacinomycin spectral characters and the interaction between aclacinomycin and DNA by spectroscopic method].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20060901

Title: Tumor necrosis factor alpha inhibits aclacinomycin A-induced erythroid differentiation of K562 cells via GATA-1.

Journal: Cancer letters 20060828

Title: Homoharringtonine in combination with cytarabine and aclarubicin resulted in high complete remission rate after the first induction therapy in patients with de novo acute myeloid leukemia.

Journal: Leukemia 20060801

Title: Combined effect of low-power laser irradiation and anthraquinone anticancer drug aclarubicin on survival of immortalized cells: Comparison with mitoxantrone.

Journal: Cell biology international 20060801

Title: Modulation of radiation response by inhibiting topoisomerase II catalytic activity.

Journal: Mutation research 20060725

Title: In vivo antitumor efficacy and cardiotoxicity of novel anthracycline ID6105 (11-hydroxy-aclacinomycin X, Hyrubicin).

Journal: Cancer chemotherapy and pharmacology 20060601

Title: Successful reduced-intensity stem cell transplantation in a patient with myelodysplastic syndrome combined with Sweet's syndrome.

Journal: Hematology (Amsterdam, Netherlands) 20060601

Title: Crystal structure of the polyketide cyclase AknH with bound substrate and product analogue: implications for catalytic mechanism and product stereoselectivity.

Journal: Journal of molecular biology 20060317

Title: Acute myeloblastic leukemia in a patient with hereditary protein C deficiency.

Journal: Internal medicine (Tokyo, Japan) 20060101

Title: SR proteins as potential targets for therapy.

Journal: Progress in molecular and subcellular biology 20060101

Title: Mechanisms of induction of apoptosis by anthraquinone anticancer drugs aclarubicin and mitoxantrone in comparison with doxorubicin: relation to drug cytotoxicity and caspase-3 activation.

Journal: Apoptosis : an international journal on programmed cell death 20051201

Title: Neoglycorandomization and chemoenzymatic glycorandomization: two complementary tools for natural product diversification.

Journal: Journal of natural products 20051101

Title: Engineered biosynthesis of aklanonic acid analogues.

Journal: Journal of the American Chemical Society 20050907

Title: [Transfection of HL-60 cells with CYP3A5 gene induces drug-resistant phenotype].

Journal: Zhonghua zhong liu za zhi [Chinese journal of oncology] 20050801

Title: Aclarubicin and low-dose Cytosine arabinoside in combination with granulocyte colony-stimulating factor in treating acute myeloid leukemia patients with relapsed or refractory disease and myelodysplastic syndrome: a multicenter study of 112 Chinese patients.

Journal: International journal of hematology 20050701

Title: Induction of genotoxic and cytotoxic damage by aclarubicin, a dual topoisomerase inhibitor.

Journal: Mutation research 20050502

Title: AknT is an activating protein for the glycosyltransferase AknS in L-aminodeoxysugar transfer to the aglycone of aclacinomycin A.

Journal: Chemistry & biology 20050501

Title: HPLC analysis and pharmacokinetic characteristics of 11-hydroxyaclacinomycin X (ID-6105), a novel anthracycline, in rats and beagle dogs.

Journal: Biological & pharmaceutical bulletin 20050401

Title: [Sensitivity of survivin-positive primary leukemia cells to chemotherapy].

Journal: Zhongguo shi yan xue ye xue za zhi 20050401

Title: Pharmacokinetics of 11-hydroxyaclacinomycin X (ID-6105), a novel anthracycline, after i.v. bolus multiple administration in rats.

Journal: Archives of pharmacal research 20050401

Title: Effect of polyethylene glycol linker chain length of folate-linked microemulsions loading aclacinomycin A on targeting ability and antitumor effect in vitro and in vivo.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050301

Title: High-density lipoprotein as a potential carrier for delivery of a lipophilic antitumoral drug into hepatoma cells.

Journal: World journal of gastroenterology 20050221

Title: Induction of fetal haemoglobin expression in erythroid cells--a model based on iron availability signalling.

Journal: Medical hypotheses 20050101

Title: Successful treatment of a patient with synchronous advanced non-small cell lung cancer and acute myeloid leukemia by a combination of gefitinib, low-dose cytarabine and aclarubicin.

Journal: Anticancer research 20050101

Title: [Study on the relationship between the inhibitors of apoptosis proteins and the apoptosis of myelodysplastic syndrome cell line cells induced by aclacinomycin in vitro].

Journal: Zhongguo shi yan xue ye xue za zhi 20041001

Title: Thiol oxidation induced by oxidative action of adriamycin.

Journal: Free radical research 20040901

Title: Preparation of magnetic polybutylcyanoacrylate nanospheres encapsulated with aclacinomycin A and its effect on gastric tumor.

Journal: World journal of gastroenterology 20040715

Title: Assessment of the antiinvasive potential of the anthracycline aclacinomycin (Aclarubicin) in a human fibrosarcoma cell line.

Journal: International journal of oncology 20040601

Title: AknK is an L-2-deoxyfucosyltransferase in the biosynthesis of the anthracycline aclacinomycin A.

Journal: Biochemistry 20040420

Title: Correlation between responsiveness of neoadjuvant chemotherapy and apoptosis-associated proteins for cervical adenocarcinoma.

Journal: Gynecologic oncology 20040101

Title: Activity of topoisomerase inhibitors daunorubicin, idarubicin, and aclarubicin in the Drosophila Somatic Mutation and Recombination Test.

Journal: Environmental and molecular mutagenesis 20040101

Title: Neoadjuvant chemotherapy with cisplatin, aclacinomycin A, and mitomycin C for cervical adenocarcinoma--a preliminary study.

Journal: International journal of gynecological cancer : official journal of the International Gynecological Cancer Society 20040101

Title: Expression of glutathione S-transferase P1-1 in differentiating K562: role of GATA-1.

Journal: Biochemical and biophysical research communications 20031128

Title: Crystal structure of aclacinomycin methylesterase with bound product analogues: implications for anthracycline recognition and mechanism.

Journal: The Journal of biological chemistry 20031003

Title: Catalytic topoisomerase II inhibitors in cancer therapy.

Journal: Pharmacology & therapeutics 20030801

Title: [Chemotherapy with ubenimex corresponding to patient age and organ disorder for 18 cases of acute myelogeneous leukemia in elderly patients--effects, complications and long-term survival].

Journal: Gan to kagaku ryoho. Cancer & chemotherapy 20030801

Title: Morphological and biochemical changes in human fibroblast lines induced by anthracyclines during apoptosis.

Journal: Cellular & molecular biology letters 20030101

Title: The nitroxides pirolin and pirolid protect the plasma membranes of rat cardiomyocytes against damage induced by anthracyclines.

Journal: Cellular & molecular biology letters 20030101

Title: Comparison of anthracycline-induced death of human leukemia cells: programmed cell death versus necrosis.

Journal: Apoptosis : an international journal on programmed cell death 20021201

Title: Characterization of mutations in aclacinomycin A-non-producing Streptomyces galilaeus strains with altered glycosylation patterns.

Journal: Microbiology (Reading, England) 20021101

Title: Free radical production and labile iron pool decrease triggered by subtoxic concentration of aclarubicin in human leukemia cell lines.

Journal: Leukemia research 20021001

Title: [WT1 gene expression in patients with acute myelogenous leukemia or high risk myelodysplastic syndrome successfully treated with the CAG regimen].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20021001

Title: Nuclear transcription factor GATA-1 is activated during aclacinomycin-induced erythroid differentiation.

Journal: Biology of the cell 20020901

Title: Involvement of reactive oxygen species in aclarubicin-induced differentiation and invasiveness of HL-60 leukemia cells.

Journal: International journal of oncology 20020801

Title: Cloning and characterization of Streptomyces galilaeus aclacinomycins polyketide synthase (PKS) cluster.

Journal: Gene 20020626

Title: Long-term follow-up of patients >or=60 yr old with acute myeloid leukaemia treated with intensive chemotherapy.

Journal: European journal of haematology 20020601

Title: Antitumor effects and pharmacokinetics of aclacinomycin A carried by injectable emulsions composed of vitamin E, cholesterol, and PEG-lipid.

Journal: Journal of pharmaceutical sciences 20020401

Title: Induction of p16INK4a transcription and of cellular senescence by aclacinomycin-derivatives and cardiac glycosides.

Journal: Biological & pharmaceutical bulletin 20020401

Title: Modification of aklavinone and aclacinomycins in vitro and in vivo by rhodomycin biosynthesis gene products.

Journal: FEMS microbiology letters 20020219

Title: Matrix and serine protease expression during leukemic cell differentiation induced by aclacinomycin and all-trans-retinoic acid.

Journal: Biochemical pharmacology 20020115

Title: Superior outcome of infant acute myeloid leukemia with intensive chemotherapy: results of the Japan Infant Leukemia Study Group.

Journal: Blood 20011215

Title: Linker length in podophyllotoxin-acridine conjugates determines potency in vivo and in vitro as well as specificity against MDR cell lines.

Journal: Anti-cancer drug design 20011201

Title: [The cytotoxic effect of a low density lipoprotein delivered aclarubicin on leukemia cells].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi 20011201

Title: Aclarubicin treatment restores SMN levels to cells derived from type I spinal muscular atrophy patients.

Journal: Human molecular genetics 20011115

Title: [A case of breast cancer with multiple metastases effectively treated with long-term administration of docetaxel, aclarubicin and UFT].

Journal: Gan to kagaku ryoho. Cancer & chemotherapy 20011101

Title: FAB M4 and high CD14 surface expression is associated with high cellular resistance to Ara-C and daunorubicin: implications for clinical outcome in acute myeloid leukaemia.

Journal: European journal of haematology 20011001

Title: Induction of urokinase-type plasminogen activator by the anthracycline antibiotic in human RC-K8 lymphoma and H69 lung-carcinoma cells.

Journal: International journal of cancer 20010901

Title: Molecular cloning and disruption of a novel gene encoding UDP-glucose: tetrahydrobiopterin alpha-glucosyltransferase in the cyanobacterium Synechococcus sp. PCC 7942.

Journal: FEBS letters 20010803

Title: Involvement of the NUP98 gene in a chromosomal translocation t(11;20)(p15;q11.2) in a patient with acute monocytic leukemia (FAB-M5b).

Journal: International journal of hematology 20010701

Title: Myelodysplastic syndrome progresses rapidly into erythroleukemia associated with synchronous double cancers of the stomach and the papilla of Vater.

Journal: International journal of hematology 20010701

Title: Recent developments in the field of antitumour anthracyclines.

Journal: European journal of medicinal chemistry 20010601

Title: Pretreatment leukaemia cell drug resistance is correlated to clinical outcome in acute myeloid leukaemia.

Journal: European journal of haematology 20010301

Title: The CAG regimen (low-dose cytarabine, aclarubicin hydrochloride and granulocyte colony-stimulating factor) for the treatment of elderly acute myelomonocytic leukaemia: a case study.

Journal: The Journal of international medical research 20010101

Title: Modifications of aclacinomycin T by aclacinomycin methyl esterase (RdmC) and aclacinomycin-10-hydroxylase (RdmB) from Streptomyces purpurascens.

Journal: Biochimica et biophysica acta 20000714

Title: Expression and prognostic significance of IAP-family genes in human cancers and myeloid leukemias.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20000501

Title: 1,3-Dihydroxyacridone derivatives as inhibitors of herpes virus replication.

Journal: Antiviral research 20000201

Title: Oxidative stress involvement in chemically induced differentiation of K562 cells.

Journal: Free radical biology & medicine 20000101

Title: Enhancement of chemosensitivity toward anticancer drugs by high expression of caspase-1 in NIH 3T3 cells.

Journal: Anti-cancer drugs 19980101

Title: Therapy-related leukemia with a novel 21q22 rearrangement.

Journal: Cancer genetics and cytogenetics 19960801

Title: [Long-term selective beta 1-blockade therapy for a patient with anthracycline-induced cardiomyopathy].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 19951101

Title: Expression of glutathione S-transferase-pi and sensitivity of human gastric cancer cells to cisplatin.

Journal: Cancer 19940815

Title: Isolation and characterization of aclacinomycin A-non-producing Streptomyces galilaeus (ATCC 31615) mutants.

Journal: Microbiology (Reading, England) 19940601

Title: Structure by NMR of antitumor drugs aclacinomycin A and B complexed to d(CGTACG).

Journal: Biochemistry 19940531

Title: In vitro activities of free and liposomal drugs against Mycobacterium avium-M. intracellulare complex and M. tuberculosis.

Journal: Antimicrobial agents and chemotherapy 19931201

Title: Antifungal anthracycline antibiotics, spartanamicins A and B from Micromonospora spp.

Journal: The Journal of antibiotics 19921101

Title: Antagonistic effect of aclarubicin on daunorubicin-induced cytotoxicity in human small cell lung cancer cells: relationship to DNA integrity and topoisomerase II.

Journal: Cancer research 19911001

Title: [Torsade de pointes ventricular tachycardia in a patient with acute myelocytic leukemia].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 19910901

Title: New anthracycline antitumor antibiotics.

Journal: Critical reviews in oncology/hematology 19910101

Title: Inhibition by doxorubicin of human immuno-deficiency virus (HIV) infection and replication in vitro.

Journal: The Journal of antibiotics 19870301

Title: [Comparison of the cardiotoxicity of adriamycin and aclacinomycin A in the rat. Optical and electron microscopic study].

Journal: Archives des maladies du coeur et des vaisseaux 19831101

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Tags:57576-44-0 Molecular Formula|57576-44-0 MDL|57576-44-0 SMILES|57576-44-0 1-Naphthacenecarboxylic acid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]-3-(dimethylamino)-a-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1a,2b,4b)]-
Catalog No.: AA01CBE8
57576-44-0,MFCD00866250
57576-44-0 | 1-Naphthacenecarboxylic acid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]-3-(dimethylamino)-a-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1a,2b,4b)]-
Pack Size: 1mg
Purity: 98%
1 week
$360.00 $252.00
Pack Size: 5mg
Purity: 98%
1 week
$812.00 $569.00
Pack Size: 10mg
Purity: 98%
1 week
$1,400.00 $980.00
Quantity
- +
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Technical Information
Catalog Number: AA01CBE8
Chemical Name: 1-Naphthacenecarboxylic acid,2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7-trihydroxy-6,11-dioxo-4-[[2,3,6-trideoxy-4-O-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-a-L-lyxo-hexopyranosyl]-3-(dimethylamino)-a-L-lyxo-hexopyranosyl]oxy]-, methyl ester, [1R-(1a,2b,4b)]-
CAS Number: 57576-44-0
Molecular Formula: C42H53NO15
Molecular Weight: 811.8679
MDL Number: MFCD00866250
SMILES: COC(=O)C1c2cc3c(c(c2C(CC1(O)CC)OC1OC(C)C(C(C1)N(C)C)OC1CC(O)C(C(O1)C)OC1CCC(=O)C(O1)C)O)C(=O)c1c(C3=O)cccc1O
Properties
Form: Solid  
MP: >127°C (dec.)  
Storage: -20 ℃;  
Complexity: 1530  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 13  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 58  
Hydrogen Bond Acceptor Count: 16  
Hydrogen Bond Donor Count: 4  
Isotope Atom Count: 0  
Rotatable Bond Count: 10  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 3.8  
Literature fold

Title: Chemical profiling of the genome with anti-cancer drugs defines target specificities.

Journal: Nature chemical biology20150701

Title: Drug-induced histone eviction from open chromatin contributes to the chemotherapeutic effects of doxorubicin.

Journal: Nature communications20130528

Title: In vitro antifungal activity of DNA topoisomerase inhibitors.

Journal: Medical mycology20120401

Title: Low-dose cytarabine plus aclarubicin for patients with previously untreated acute myeloid leukemia or high-risk myelodysplastic syndrome ineligible for standard-dose cytarabine plus anthracycline.

Journal: Anticancer research20120401

Title: Aclarubicin enhances tumor necrosis factor-related apoptosis-inducing ligand-induced apoptosis through death receptor 5 upregulation.

Journal: Cancer science20120201

Title: [CAG-GO therapy for patients with relapsed or primary refractory CD33-positive acute myelogenous leukemia].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology20120101

Title: Discovery, synthesis, and biological evaluation of novel SMN protein modulators.

Journal: Journal of medicinal chemistry20110922

Title: Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.

Journal: Journal of medicinal chemistry20110714

Title: Salvage chemotherapy with low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming in patients with refractory or relapsed acute myeloid leukemia with translocation (8;21).

Journal: Leukemia research20110501

Title: [The efficacy and safety of HAA regimen as induction chemotherapy in 150 newly diagnosed acute myeloid leukemia].

Journal: Zhonghua nei ke za zhi20110101

Title: A meta-analysis of CAG (cytarabine, aclarubicin, G-CSF) regimen for the treatment of 1029 patients with acute myeloid leukemia and myelodysplastic syndrome.

Journal: Journal of hematology & oncology20110101

Title: Aclarubicin-induced apoptosis and necrosis in cells derived from human solid tumours.

Journal: Mutation research20100719

Title: Low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor for elderly patients with previously untreated acute myeloid leukemia.

Journal: Leukemia research20100501

Title: [Curative effect of low dose cytarabine and aclarubin in combination with granulocyte colony-stimulating factor priming (CAG regimen) on patients with the intermediate and high-risk myelodysplastic syndrome].

Journal: Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences20100401

Title: Homoharringtonine in combination with cytarabine and aclarubicin as induction therapy improves remission and survival of patients with higher risk myelodysplastic syndromes.

Journal: Chinese medical journal20100105

Title: Comparative analysis of remission induction therapy for high-risk MDS and AML progressed from MDS in the MDS200 study of Japan Adult Leukemia Study Group.

Journal: International journal of hematology20100101

Title: Catalytic activity of the proteasome fine-tunes Brg1-mediated chromatin remodeling to regulate the expression of inflammatory genes.

Journal: Molecular immunology20091201

Title: [beta-elemene enhances aclarubicin-induced apoptotic effect in HL-60 cells and its mechanism.].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi20091201

Title: Multiple hepatocellular carcinomas developed 15 months after commencement of chemotherapy for elderly acute myelogenous leukemia.

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology20091101

Title: Outcomes of CAG regimen for refractory biphenotypic acute leukemia patients.

Journal: Chinese medical sciences journal = Chung-kuo i hsueh k'o hsueh tsa chih20090901

Title: [Clinical research of modified CAG regimen for the treatment of relapsed acute myeloid leukemia].

Journal: Zhongguo shi yan xue ye xue za zhi20090801

Title: [Low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming in 50 patients with relapsed acute myeloid leukemia].

Journal: Zhongguo shi yan xue ye xue za zhi20090601

Title: Discovery of selective glucocorticoid receptor modulators by multiplexed reporter screening.

Journal: Proceedings of the National Academy of Sciences of the United States of America20090324

Title: The inhibitory effect of the proinflammatory cytokine TNFalpha on erythroid differentiation involves erythroid transcription factor modulation.

Journal: International journal of oncology20090301

Title: Treatment of therapy-related acute myeloid leukemia occurring in elderly non-Hodgkin lymphoma patients with low-dose cytarabine, aclarubicin and granulocyte colony-stimulating factor.

Journal: Leukemia research20090101

Title: [Mechanism of CAG regimen eliminating T-cell acute lymphoblastic leukemia A3 cell line].

Journal: Zhongguo shi yan xue ye xue za zhi20081201

Title: Successful combination therapy with infusion of allogenetic bone marrow mesenchymal stem cells and CAG regimen in hypoplastic relapsed acute myelogenous leukemia.

Journal: Leukemia research20081101

Title: Selective delivery of folate-PEG-linked, nanoemulsion-loaded aclacinomycin A to KB nasopharyngeal cells and xenograft: effect of chain length and amount of folate-PEG linker.

Journal: Journal of drug targeting20081101

Title: Aclarubicin-induced ROS generation and collapse of mitochondrial membrane potential in human cancer cell lines.

Journal: Chemico-biological interactions20081022

Title: Extensive intracellular accumulation of ID-6105, a novel anthracycline, in SK-OV-3 ovarian cancer cells.

Journal: Archives of pharmacal research20081001

Title: Moromycins A and B, isolation and structure elucidation of C-glycosylangucycline-type antibiotics from Streptomyces sp. KY002.

Journal: Journal of natural products20080901

Title: [Prognosis analysis of 83 cases of cervical adenosquamous carcinoma].

Journal: Ai zheng = Aizheng = Chinese journal of cancer20080901

Title: [Therapeutic effect of priming induction regimen of CAG for newly diagnosed acute myeloid leukemia in elderly patients].

Journal: Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences20080301

Title: CAG regimen enables relapsed or refractory T-cell acute lymphocytic leukemia patients to achieve complete remission: a report of six cases.

Journal: American journal of hematology20080201

Title: [HAA regimen as induction chemotherapy for newly diagnosed acute myelogenous leukemia].

Journal: Zhonghua xue ye xue za zhi = Zhonghua xueyexue zazhi20080101

Title: Effect of low-dose cytarabine and aclarubicin in combination with granulocyte colony-stimulating factor priming (CAG regimen) on the outcome of elderly patients with acute myeloid leukemia.

Journal: Leukemia research20071001

Title: Involvement of reactive oxygen species in aclarubicin-induced death of human trisomic and diabetic fibroblasts.

Journal: Toxicology in vitro : an international journal published in association with BIBRA20070901

Title: Analysis of aclarubicin-induced cell death in human fibroblasts.

Journal: Cell biology international20070901

Title: Characterization of rhodosaminyl transfer by the AknS/AknT glycosylation complex and its use in reconstituting the biosynthetic pathway of aclacinomycin A.

Journal: Journal of the American Chemical Society20070829

Title: BRCA1- and BRCA2-deficient cells are sensitive to etoposide-induced DNA double-strand breaks via topoisomerase II.

Journal: Cancer research20070801

Title: Apoptosis induced by ID6105, a new anthracycline (11-hydroxyaclacinomycin X, Hyrubicin), and its anti-tumor effects on experimental tumor models.

Journal: Cancer chemotherapy and pharmacology20070701

Title: [Acute myelogenous leukemia with multilineage myelodysplasia, positive direct Coombs test, and elevated levels of platelet-associated IgG].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology20070501

Title: Aclacinomycin oxidoreductase (AknOx) from the biosynthetic pathway of the antibiotic aclacinomycin is an unusual flavoenzyme with a dual active site.

Journal: Proceedings of the National Academy of Sciences of the United States of America20070410

Title: Stat5 constitutive activation rescues defects in spinal muscular atrophy.

Journal: Human molecular genetics20070301

Title: Structure determination by multiwavelength anomalous diffraction of aclacinomycin oxidoreductase: indications of multidomain pseudomerohedral twinning.

Journal: Acta crystallographica. Section D, Biological crystallography20070201

Title: Aclarubicin-loaded cationic albumin-conjugated pegylated nanoparticle for glioma chemotherapy in rats.

Journal: International journal of cancer20070115

Title: Induction of remission of relapsed acute myeloid leukemia after unrelated donor cord blood transplantation by concomitant low-dose cytarabine and calcitriol in adults.

Journal: European journal of haematology20061001

Title: Aclarubicin plus behenoyl cytarabine and prednisolone for previously treated acute myeloid leukemia patients.

Journal: Leukemia & lymphoma20061001

Title: [Studies on aclacinomycin spectral characters and the interaction between aclacinomycin and DNA by spectroscopic method].

Journal: Guang pu xue yu guang pu fen xi = Guang pu20060901

Title: Tumor necrosis factor alpha inhibits aclacinomycin A-induced erythroid differentiation of K562 cells via GATA-1.

Journal: Cancer letters20060828

Title: Homoharringtonine in combination with cytarabine and aclarubicin resulted in high complete remission rate after the first induction therapy in patients with de novo acute myeloid leukemia.

Journal: Leukemia20060801

Title: Combined effect of low-power laser irradiation and anthraquinone anticancer drug aclarubicin on survival of immortalized cells: Comparison with mitoxantrone.

Journal: Cell biology international20060801

Title: Modulation of radiation response by inhibiting topoisomerase II catalytic activity.

Journal: Mutation research20060725

Title: In vivo antitumor efficacy and cardiotoxicity of novel anthracycline ID6105 (11-hydroxy-aclacinomycin X, Hyrubicin).

Journal: Cancer chemotherapy and pharmacology20060601

Title: Successful reduced-intensity stem cell transplantation in a patient with myelodysplastic syndrome combined with Sweet's syndrome.

Journal: Hematology (Amsterdam, Netherlands)20060601

Title: Crystal structure of the polyketide cyclase AknH with bound substrate and product analogue: implications for catalytic mechanism and product stereoselectivity.

Journal: Journal of molecular biology20060317

Title: Acute myeloblastic leukemia in a patient with hereditary protein C deficiency.

Journal: Internal medicine (Tokyo, Japan)20060101

Title: SR proteins as potential targets for therapy.

Journal: Progress in molecular and subcellular biology20060101

Title: Mechanisms of induction of apoptosis by anthraquinone anticancer drugs aclarubicin and mitoxantrone in comparison with doxorubicin: relation to drug cytotoxicity and caspase-3 activation.

Journal: Apoptosis : an international journal on programmed cell death20051201

Title: Neoglycorandomization and chemoenzymatic glycorandomization: two complementary tools for natural product diversification.

Journal: Journal of natural products20051101

Title: Engineered biosynthesis of aklanonic acid analogues.

Journal: Journal of the American Chemical Society20050907

Title: [Transfection of HL-60 cells with CYP3A5 gene induces drug-resistant phenotype].

Journal: Zhonghua zhong liu za zhi [Chinese journal of oncology]20050801

Title: Aclarubicin and low-dose Cytosine arabinoside in combination with granulocyte colony-stimulating factor in treating acute myeloid leukemia patients with relapsed or refractory disease and myelodysplastic syndrome: a multicenter study of 112 Chinese patients.

Journal: International journal of hematology20050701

Title: Induction of genotoxic and cytotoxic damage by aclarubicin, a dual topoisomerase inhibitor.

Journal: Mutation research20050502

Title: AknT is an activating protein for the glycosyltransferase AknS in L-aminodeoxysugar transfer to the aglycone of aclacinomycin A.

Journal: Chemistry & biology20050501

Title: HPLC analysis and pharmacokinetic characteristics of 11-hydroxyaclacinomycin X (ID-6105), a novel anthracycline, in rats and beagle dogs.

Journal: Biological & pharmaceutical bulletin20050401

Title: [Sensitivity of survivin-positive primary leukemia cells to chemotherapy].

Journal: Zhongguo shi yan xue ye xue za zhi20050401

Title: Pharmacokinetics of 11-hydroxyaclacinomycin X (ID-6105), a novel anthracycline, after i.v. bolus multiple administration in rats.

Journal: Archives of pharmacal research20050401

Title: Effect of polyethylene glycol linker chain length of folate-linked microemulsions loading aclacinomycin A on targeting ability and antitumor effect in vitro and in vivo.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20050301

Title: High-density lipoprotein as a potential carrier for delivery of a lipophilic antitumoral drug into hepatoma cells.

Journal: World journal of gastroenterology20050221

Title: Induction of fetal haemoglobin expression in erythroid cells--a model based on iron availability signalling.

Journal: Medical hypotheses20050101

Title: Successful treatment of a patient with synchronous advanced non-small cell lung cancer and acute myeloid leukemia by a combination of gefitinib, low-dose cytarabine and aclarubicin.

Journal: Anticancer research20050101

Title: [Study on the relationship between the inhibitors of apoptosis proteins and the apoptosis of myelodysplastic syndrome cell line cells induced by aclacinomycin in vitro].

Journal: Zhongguo shi yan xue ye xue za zhi20041001

Title: Thiol oxidation induced by oxidative action of adriamycin.

Journal: Free radical research20040901

Title: Preparation of magnetic polybutylcyanoacrylate nanospheres encapsulated with aclacinomycin A and its effect on gastric tumor.

Journal: World journal of gastroenterology20040715

Title: Assessment of the antiinvasive potential of the anthracycline aclacinomycin (Aclarubicin) in a human fibrosarcoma cell line.

Journal: International journal of oncology20040601

Title: AknK is an L-2-deoxyfucosyltransferase in the biosynthesis of the anthracycline aclacinomycin A.

Journal: Biochemistry20040420

Title: Correlation between responsiveness of neoadjuvant chemotherapy and apoptosis-associated proteins for cervical adenocarcinoma.

Journal: Gynecologic oncology20040101

Title: Activity of topoisomerase inhibitors daunorubicin, idarubicin, and aclarubicin in the Drosophila Somatic Mutation and Recombination Test.

Journal: Environmental and molecular mutagenesis20040101

Title: Neoadjuvant chemotherapy with cisplatin, aclacinomycin A, and mitomycin C for cervical adenocarcinoma--a preliminary study.

Journal: International journal of gynecological cancer : official journal of the International Gynecological Cancer Society20040101

Title: Expression of glutathione S-transferase P1-1 in differentiating K562: role of GATA-1.

Journal: Biochemical and biophysical research communications20031128

Title: Crystal structure of aclacinomycin methylesterase with bound product analogues: implications for anthracycline recognition and mechanism.

Journal: The Journal of biological chemistry20031003

Title: Catalytic topoisomerase II inhibitors in cancer therapy.

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Title: [Chemotherapy with ubenimex corresponding to patient age and organ disorder for 18 cases of acute myelogeneous leukemia in elderly patients--effects, complications and long-term survival].

Journal: Gan to kagaku ryoho. Cancer & chemotherapy20030801

Title: Morphological and biochemical changes in human fibroblast lines induced by anthracyclines during apoptosis.

Journal: Cellular & molecular biology letters20030101

Title: The nitroxides pirolin and pirolid protect the plasma membranes of rat cardiomyocytes against damage induced by anthracyclines.

Journal: Cellular & molecular biology letters20030101

Title: Comparison of anthracycline-induced death of human leukemia cells: programmed cell death versus necrosis.

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Title: Characterization of mutations in aclacinomycin A-non-producing Streptomyces galilaeus strains with altered glycosylation patterns.

Journal: Microbiology (Reading, England)20021101

Title: Free radical production and labile iron pool decrease triggered by subtoxic concentration of aclarubicin in human leukemia cell lines.

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Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology20021001

Title: Nuclear transcription factor GATA-1 is activated during aclacinomycin-induced erythroid differentiation.

Journal: Biology of the cell20020901

Title: Involvement of reactive oxygen species in aclarubicin-induced differentiation and invasiveness of HL-60 leukemia cells.

Journal: International journal of oncology20020801

Title: Cloning and characterization of Streptomyces galilaeus aclacinomycins polyketide synthase (PKS) cluster.

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Title: Long-term follow-up of patients >or=60 yr old with acute myeloid leukaemia treated with intensive chemotherapy.

Journal: European journal of haematology20020601

Title: Antitumor effects and pharmacokinetics of aclacinomycin A carried by injectable emulsions composed of vitamin E, cholesterol, and PEG-lipid.

Journal: Journal of pharmaceutical sciences20020401

Title: Induction of p16INK4a transcription and of cellular senescence by aclacinomycin-derivatives and cardiac glycosides.

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Title: Modification of aklavinone and aclacinomycins in vitro and in vivo by rhodomycin biosynthesis gene products.

Journal: FEMS microbiology letters20020219

Title: Matrix and serine protease expression during leukemic cell differentiation induced by aclacinomycin and all-trans-retinoic acid.

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Title: Linker length in podophyllotoxin-acridine conjugates determines potency in vivo and in vitro as well as specificity against MDR cell lines.

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Title: [The cytotoxic effect of a low density lipoprotein delivered aclarubicin on leukemia cells].

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Title: Aclarubicin treatment restores SMN levels to cells derived from type I spinal muscular atrophy patients.

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Title: FAB M4 and high CD14 surface expression is associated with high cellular resistance to Ara-C and daunorubicin: implications for clinical outcome in acute myeloid leukaemia.

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Title: Induction of urokinase-type plasminogen activator by the anthracycline antibiotic in human RC-K8 lymphoma and H69 lung-carcinoma cells.

Journal: International journal of cancer20010901

Title: Molecular cloning and disruption of a novel gene encoding UDP-glucose: tetrahydrobiopterin alpha-glucosyltransferase in the cyanobacterium Synechococcus sp. PCC 7942.

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Title: Involvement of the NUP98 gene in a chromosomal translocation t(11;20)(p15;q11.2) in a patient with acute monocytic leukemia (FAB-M5b).

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Title: Myelodysplastic syndrome progresses rapidly into erythroleukemia associated with synchronous double cancers of the stomach and the papilla of Vater.

Journal: International journal of hematology20010701

Title: Recent developments in the field of antitumour anthracyclines.

Journal: European journal of medicinal chemistry20010601

Title: Pretreatment leukaemia cell drug resistance is correlated to clinical outcome in acute myeloid leukaemia.

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Title: The CAG regimen (low-dose cytarabine, aclarubicin hydrochloride and granulocyte colony-stimulating factor) for the treatment of elderly acute myelomonocytic leukaemia: a case study.

Journal: The Journal of international medical research20010101

Title: Modifications of aclacinomycin T by aclacinomycin methyl esterase (RdmC) and aclacinomycin-10-hydroxylase (RdmB) from Streptomyces purpurascens.

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Title: Enhancement of chemosensitivity toward anticancer drugs by high expression of caspase-1 in NIH 3T3 cells.

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Title: Therapy-related leukemia with a novel 21q22 rearrangement.

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Title: [Long-term selective beta 1-blockade therapy for a patient with anthracycline-induced cardiomyopathy].

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Title: Expression of glutathione S-transferase-pi and sensitivity of human gastric cancer cells to cisplatin.

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Title: Isolation and characterization of aclacinomycin A-non-producing Streptomyces galilaeus (ATCC 31615) mutants.

Journal: Microbiology (Reading, England)19940601

Title: Structure by NMR of antitumor drugs aclacinomycin A and B complexed to d(CGTACG).

Journal: Biochemistry19940531

Title: In vitro activities of free and liposomal drugs against Mycobacterium avium-M. intracellulare complex and M. tuberculosis.

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Title: Antifungal anthracycline antibiotics, spartanamicins A and B from Micromonospora spp.

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Title: Antagonistic effect of aclarubicin on daunorubicin-induced cytotoxicity in human small cell lung cancer cells: relationship to DNA integrity and topoisomerase II.

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Title: [Torsade de pointes ventricular tachycardia in a patient with acute myelocytic leukemia].

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Title: New anthracycline antitumor antibiotics.

Journal: Critical reviews in oncology/hematology19910101

Title: Inhibition by doxorubicin of human immuno-deficiency virus (HIV) infection and replication in vitro.

Journal: The Journal of antibiotics19870301

Title: [Comparison of the cardiotoxicity of adriamycin and aclacinomycin A in the rat. Optical and electron microscopic study].

Journal: Archives des maladies du coeur et des vaisseaux19831101

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