93908-02-2,MFCD01718312
Catalog No.:AA006BHH

93908-02-2 | Rebeccamycin

Pack Size
Purity
Availability
Price(USD)
Quantity
  
2.5mg
≥99%
in stock  
$1,133.00   $793.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA006BHH
Chemical Name:
Rebeccamycin
CAS Number:
93908-02-2
Molecular Formula:
C27H21Cl2N3O7
Molecular Weight:
570.3775
MDL Number:
MFCD01718312
SMILES:
CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)n1c2c(Cl)cccc2c2c1c1[nH]c3c(c1c1c2c(=O)[nH]c1=O)cccc3Cl
Properties
Computed Properties
 
Complexity:
1010  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
39  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
3  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
2.6  

Literature

Title: Synthesis and biological evaluation of rebeccamycin analogues modified at the imide moiety.

Journal: Bioorganic & medicinal chemistry letters 20120801

Title: An unusual role for a mobile flavin in StaC-like indolocarbazole biosynthetic enzymes.

Journal: Chemistry & biology 20120727

Title: Phase-II trial of rebeccamycin analog, a dual topoisomerase-I and -II inhibitor, in relapsed 'sensitive' small cell lung cancer.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20120401

Title: Comprehensive analysis of published phase I/II clinical trials between 1990-2010 in osteosarcoma and Ewing sarcoma confirms limited outcomes and need for translational investment.

Journal: Clinical sarcoma research 20120101

Title: Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.

Journal: Journal of medicinal chemistry 20110728

Title: Effect of topoisomerase inhibitors and DNA-binding drugs on the cell proliferation and ultrastructure of Trypanosoma cruzi.

Journal: International journal of antimicrobial agents 20110501

Title: Atypical teratoid/rhabdoid tumors in adults: a case report and treatment-focused review.

Journal: Journal of clinical medicine research 20110401

Title: Rebeccamycin and staurosporine biosynthesis: insight into the mechanisms of the flavin-dependent monooxygenases RebC and StaC.

Journal: Chembiochem : a European journal of chemical biology 20110211

Title: A phase I study of rebeccamycin analog in combination with oxaliplatin in patients with refractory solid tumors.

Journal: Investigational new drugs 20110201

Title: Replication-fork stalling and processing at a single psoralen interstrand crosslink in Xenopus egg extracts.

Journal: PloS one 20110101

Title: Zorrimidazolone, a bioactive alkaloid from the non-indigenous mediterranean stolidobranch Polyandrocarpa zorritensis.

Journal: Marine drugs 20110101

Title: Novel Indolocarbazole Derivative 12-(α-L-arabinopyranosyl)indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione Is a Preferred c-Myc Guanine Quadruplex Ligand.

Journal: Journal of nucleic acids 20110101

Title: Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold.

Journal: PloS one 20110101

Title: Characterization and functional modification of StaC and RebC, which are involved in the pyrrole oxidation of indolocarbazole biosynthesis.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Parenteral formulation and thermal degradation pathways of a potent rebeccamycin based indolocarbazole topoisomerase I inhibitor.

Journal: International journal of pharmaceutics 20100510

Title: Novel anti-infective compounds from marine bacteria.

Journal: Marine drugs 20100101

Title: Optimization of the fermentation process of actinomycete strain hhs.015.

Journal: Journal of biomedicine & biotechnology 20100101

Title: Halogenated indole alkaloids from marine invertebrates.

Journal: Marine drugs 20100101

Title: Phase II and pharmacokinetic trial of rebeccamycin analog in advanced biliary cancers.

Journal: Cancer chemotherapy and pharmacology 20091201

Title: Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition.

Journal: Marine drugs 20091201

Title: Molecular cloning, sequence analysis and functional characterization of the gene cluster for biosynthesis of K-252a and its analogs.

Journal: Molecular bioSystems 20091001

Title: Biosynthesis of indolocarbazole and goadsporin, two different heterocyclic antibiotics produced by actinomycetes.

Journal: Bioscience, biotechnology, and biochemistry 20091001

Title: Generation of potent and selective kinase inhibitors by combinatorial biosynthesis of glycosylated indolocarbazoles.

Journal: Chemical communications (Cambridge, England) 20090721

Title: Antitumor compounds from marine actinomycetes.

Journal: Marine drugs 20090601

Title: A three-step synthesis from rebeccamycin of an efficient checkpoint kinase 1 inhibitor.

Journal: European journal of medicinal chemistry 20090501

Title: Indolocarbazole antitumour compounds by combinatorial biosynthesis.

Journal: Current opinion in chemical biology 20090401

Title: Detection of an L-amino acid dehydrogenase activity in Synechocystis sp. PCC 6803.

Journal: Journal of experimental botany 20090301

Title: Synthesis of new aza-analogs of staurosporine, K-252a and rebeccamycin by nucleophilic opening of C2-symmetric bis-aziridines.

Journal: Organic & biomolecular chemistry 20090221

Title: Chapter 2. From microbial products to novel drugs that target a multitude of disease indications.

Journal: Methods in enzymology 20090101

Title: The FAD cofactor of RebC shifts to an IN conformation upon flavin reduction.

Journal: Biochemistry 20081223

Title: Rebeccamycin derivatives as dual DNA-damaging agents and potent checkpoint kinase 1 inhibitors.

Journal: Molecular pharmacology 20081201

Title: Halogenase genes in nonribosomal peptide synthetase gene clusters of Microcystis (cyanobacteria): sporadic distribution and evolution.

Journal: Molecular biology and evolution 20080901

Title: Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM.

Journal: The Journal of biological chemistry 20080815

Title: A concise approach to 1,11-didechloro-6-methyl-4'-O-demethyl rebeccamycin and its binding to human serum albumin: fluorescence spectroscopy and molecular modeling method.

Journal: Bioorganic & medicinal chemistry 20080815

Title: Pyrrolocarbazoles as checkpoint 1 kinase inhibitors.

Journal: Anti-cancer agents in medicinal chemistry 20080801

Title: Phase 1 study of XL119, a rebeccamycin analog, in patients with refractory hematologic malignancies.

Journal: Cancer 20080715

Title: A phase II trial of rebeccamycin analogue (NSC #655649) in children with solid tumors: a Children's Oncology Group study.

Journal: Pediatric blood & cancer 20080301

Title: Synthesis, biological evaluation, and molecular modeling studies of rebeccamycin analogues modified in the carbohydrate moiety.

Journal: ChemMedChem 20080201

Title: Expression, purification and preliminary X-ray diffraction studies of RebC.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20071101

Title: Crystallographic trapping in the rebeccamycin biosynthetic enzyme RebC.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20070925

Title: Nonenzymatic oxidative steps accompanying action of the cytochrome P450 enzymes StaP and RebP in the biosynthesis of staurosporine and rebeccamycin.

Journal: Journal of the American Chemical Society 20070912

Title: Synthesis and biological activities of isogranulatimide analogues.

Journal: Bioorganic & medicinal chemistry 20070901

Title: Terrequinone A biosynthesis through L-tryptophan oxidation, dimerization and bisprenylation.

Journal: Nature chemical biology 20070901

Title: Genetic organization of the biosynthetic gene cluster for the indolocarbazole K-252a in Nonomuraea longicatena JCM 11136.

Journal: Applied microbiology and biotechnology 20070701

Title: Monoindole alkaloids from a marine sponge Spongosorites sp.

Journal: Marine drugs 20070601

Title: Rebeccamycin analog for refractory breast cancer: a randomized phase II trial of dosing schedules.

Journal: Investigational new drugs 20070401

Title: Chemotherapy in advanced biliary tract carcinoma: a pooled analysis of clinical trials.

Journal: British journal of cancer 20070326

Title: Chlorination by a long-lived intermediate in the mechanism of flavin-dependent halogenases.

Journal: Biochemistry 20070206

Title: Synthesis and biological activities of 7-aza rebeccamycin analogues bearing the sugar moiety on the nitrogen of the pyridine ring.

Journal: Bioorganic & medicinal chemistry 20061115

Title: Identification of gene polymorphisms of human DNA topoisomerase I in the National Cancer Institute panel of human tumour cell lines.

Journal: British journal of cancer 20061009

Title: Staurosporine and rebeccamycin aglycones are assembled by the oxidative action of StaP, StaC, and RebC on chromopyrrolic acid.

Journal: Journal of the American Chemical Society 20060920

Title: Reevaluation of the violacein biosynthetic pathway and its relationship to indolocarbazole biosynthesis.

Journal: Chembiochem : a European journal of chemical biology 20060801

Title: Engineering biosynthetic pathways to generate antitumor indolocarbazole derivatives.

Journal: Journal of industrial microbiology & biotechnology 20060701

Title: Deciphering indolocarbazole and enediyne aminodideoxypentose biosynthesis through comparative genomics: insights from the AT2433 biosynthetic locus.

Journal: Chemistry & biology 20060701

Title: Flavin redox chemistry precedes substrate chlorination during the reaction of the flavin-dependent halogenase RebH.

Journal: Biochemistry 20060627

Title: Natural product diversification using a non-natural cofactor analogue of S-adenosyl-L-methionine.

Journal: Journal of the American Chemical Society 20060308

Title: Enzymatic assembly of the bis-indole core of rebeccamycin.

Journal: Journal of the American Chemical Society 20060125

Title: Phase I and pharmacokinetic study of sequences of the rebeccamycin analogue NSC 655649 and cisplatin in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20051215

Title: Metathesis reactions for the synthesis of ring-fused carbazoles.

Journal: The Journal of organic chemistry 20051209

Title: Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD.

Journal: Biochemistry 20051206

Title: Randomized phase II trial of different schedules of administration of rebeccamycin analogue as second line therapy in non-small cell lung cancer.

Journal: Investigational new drugs 20051201

Title: Synthesis and cytotoxicities of 7-aza rebeccamycin analogues bearing various substituents on the sugar moiety, on the imide nitrogen and on the carbazole framework.

Journal: European journal of medicinal chemistry 20051001

Title: Cytochrome P450 homolog is responsible for C-N bond formation between aglycone and deoxysugar in the staurosporine biosynthesis of Streptomyces sp. TP-A0274.

Journal: Bioscience, biotechnology, and biochemistry 20050901

Title: Syntheses and biological activities of rebeccamycin analogues with uncommon sugars.

Journal: Journal of medicinal chemistry 20050407

Title: Synthesis and biological evaluation of novel naphthocarbazoles as potential anticancer agents.

Journal: Journal of medicinal chemistry 20050310

Title: Cytotoxicities of three rebeccamycin derivatives in the National Cancer Institute screening of 60 human tumor cell lines.

Journal: Anti-cancer drugs 20050201

Title: Plasma and cerebrospinal fluid pharmacokinetics of rebeccamycin (NSC 655649) in nonhuman primates.

Journal: Cancer chemotherapy and pharmacology 20040801

Title: Analogues of antifungal tjipanazoles from rebeccamycin.

Journal: Bioorganic & medicinal chemistry 20040415

Title: Semi-synthesis, topoisomerase I and kinases inhibitory properties, and antiproliferative activities of new rebeccamycin derivatives.

Journal: Bioorganic & medicinal chemistry 20031117

Title: A phase II study of rebeccamycin analog (NSC-655649) in metastatic renal cell cancer.

Journal: Investigational new drugs 20031101

Title: pTOYAMAcos, pTYM18, and pTYM19, actinomycete-Escherichia coli integrating vectors for heterologous gene expression.

Journal: The Journal of antibiotics 20031101

Title: Rebeccamycin analogues bearing amine substituents or other groups on the sugar moiety.

Journal: Bioorganic & medicinal chemistry 20030815

Title: Phase I trial of rebeccamycin analog (NSC #655649) in children with refractory solid tumors: a pediatric oncology group study.

Journal: Journal of pediatric hematology/oncology 20030701

Title: Indolocarbazole glycosides in inactive conformations.

Journal: Chembiochem : a European journal of chemical biology 20030509

Title: Syntheses and antiproliferative activities of rebeccamycin analogues bearing two 7-azaindole moieties.

Journal: Bioorganic & medicinal chemistry 20030306

Title: Syntheses and antiproliferative activities of 7-azarebeccamycin analogues bearing one 7-azaindole moiety.

Journal: Journal of medicinal chemistry 20030213

Title: Rebeccamycin analogues as anti-cancer agents.

Journal: European journal of medicinal chemistry 20030201

Title: A phase II study of rebeccamycin analog NSC 655649 in patients with metastatic colorectal cancer.

Journal: Investigational new drugs 20030201

Title: The biosynthesis of indolocarbazoles in a heterologous E. coli host.

Journal: Chembiochem : a European journal of chemical biology 20030103

Title: Plasma stability of two glycosyl indolocarbazole antitumor agents.

Journal: Biochemical pharmacology 20030101

Title: Characterization of the biosynthetic gene cluster of rebeccamycin from Lechevalieria aerocolonigenes ATCC 39243.

Journal: Bioscience, biotechnology, and biochemistry 20030101

Title: [The synthesis and and study of cytotoxic activity of D-ribofuranosides and 2-deoxy-D-ribofuranosides of substituted bis(indolyl)furan, -pyrrole and indolo[2,3-alpha]carbazole derivatives].

Journal: Bioorganicheskaia khimiia 20030101

Title: DNA targeting of two new antitumour rebeccamycin derivatives.

Journal: European journal of medicinal chemistry 20021201

Title: DNA binding and topoisomerase I poisoning activities of novel disaccharide indolocarbazoles.

Journal: Molecular pharmacology 20021101

Title: Synthesis, and cytotoxic activity of N(ind)-alkoxy derivatives of antibiotic arcyriarubin and dechloro-rebeccamycin aglycon.

Journal: The Journal of antibiotics 20020801

Title: Phase I clinical and pharmacokinetic study of NSC 655649, a rebeccamycin analogue, given in both single-dose and multiple-dose formats.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20020701

Title: Dimers from dechlorinated rebeccamycin: synthesis, interaction with DNA, and antiproliferative activities.

Journal: European journal of medicinal chemistry 20020501

Title: The biosynthetic gene cluster for the antitumor rebeccamycin: characterization and generation of indolocarbazole derivatives.

Journal: Chemistry & biology 20020401

Title: Syntheses and antiproliferative activities of new rebeccamycin derivatives with the sugar unit linked to both indole nitrogens.

Journal: Journal of medicinal chemistry 20020314

Title: New indolocarbazoles as antitumour active compounds: evaluation of the target by experimental and theoretical studies.

Journal: Die Pharmazie 20020301

Title: Discovery of antitumor indolocarbazoles: rebeccamycin, NSC 655649, and fluoroindolocarbazoles.

Journal: Current medicinal chemistry. Anti-cancer agents 20020301

Title: Active site mutations in DNA topoisomerase I distinguish the cytotoxic activities of camptothecin and the indolocarbazole, rebeccamycin.

Journal: The Journal of biological chemistry 20020208

Title: Design of new anti-cancer agents based on topoisomerase poisons targeted to specific DNA sequences.

Journal: Current medicinal chemistry. Anti-cancer agents 20011101

Title: BMS and Exelixis target tumor suppression pathways.

Journal: Expert review of anticancer therapy 20010801

Title: Phase I and pharmacokinetic study of NSC 655649, a rebeccamycin analog with topoisomerase inhibitory properties.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20010601

Title: Phase I clinical and pharmacokinetic study of rebeccamycin analog NSC 655649 given daily for five consecutive days.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20010415

Title: Rebeccamycin analogues from indolo[2,3-c]carbazole.

Journal: Bioorganic & medicinal chemistry 20010201

Title: Production, isolation and structure determination of novel fluoroindolocarbazoles from Saccharothrix aerocolonigenes ATCC 39243.

Journal: The Journal of antibiotics 20010101

Title: Triple helix-forming oligonucleotides conjugated to indolocarbazole poisons direct topoisomerase I-mediated DNA cleavage to a specific site.

Journal: Bioconjugate chemistry 20010101

Title: Synthesis and biological activities of indolocarbazoles bearing amino acid residues.

Journal: European journal of medicinal chemistry 20010101

Title: DNA binding properties of the indolocarbazole antitumor drug NB-506.

Journal: Anti-cancer drug design 20010101

Title: Synthesis, mode of action, and biological activities of rebeccamycin bromo derivatives.

Journal: Journal of medicinal chemistry 19990520

Title: Syntheses and biological activities of rebeccamycin analogues. Introduction of a halogenoacetyl substituent.

Journal: Journal of medicinal chemistry 19990225

Title: Syntheses and biological evaluation of indolocarbazoles, analogues of rebeccamycin, modified at the imide heterocycle.

Journal: Journal of medicinal chemistry 19980507

Title: Syntheses and biological activities (topoisomerase inhibition and antitumor and antimicrobial properties) of rebeccamycin analogues bearing modified sugar moieties and substituted on the imide nitrogen with a methyl group.

Journal: Journal of medicinal chemistry 19971010

Title: Structure-activity relationships in a series of substituted indolocarbazoles: topoisomerase I and protein kinase C inhibition and antitumoral and antimicrobial properties.

Journal: Journal of medicinal chemistry 19961025

Title: Merchant J, et al. Phase I clinical and pharmacokinetic study of NSC 655649, a rebeccamycin analogue, given in both single-dose and multiple-dose formats. Clin Cancer Res. 2002 Jul;8(7):2193-201.

Title: Bush JA, et al. Production and biological activity of rebeccamycin, a novel antitumor agent. J Antibiot (Tokyo). 1987 May;40(5):668-78.

Title: Sánchez C, et al. The biosynthetic gene cluster for the antitumor rebeccamycin: characterization and generation of indolocarbazole derivatives. Chem Biol. 2002 Apr;9(4):519-31.

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Tags:93908-02-2 Molecular Formula|93908-02-2 MDL|93908-02-2 SMILES|93908-02-2 Rebeccamycin
Catalog No.: AA006BHH
93908-02-2,MFCD01718312
93908-02-2 | Rebeccamycin
Pack Size: 2.5mg
Purity: ≥99%
in stock
$1,133.00 $793.00
Quantity
- +
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Technical Information
Catalog Number: AA006BHH
Chemical Name: Rebeccamycin
CAS Number: 93908-02-2
Molecular Formula: C27H21Cl2N3O7
Molecular Weight: 570.3775
MDL Number: MFCD01718312
SMILES: CO[C@@H]1[C@@H](CO)O[C@H]([C@@H]([C@H]1O)O)n1c2c(Cl)cccc2c2c1c1[nH]c3c(c1c1c2c(=O)[nH]c1=O)cccc3Cl
Properties
Complexity: 1010  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 39  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 3  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 2.6  
Literature fold

Title: Synthesis and biological evaluation of rebeccamycin analogues modified at the imide moiety.

Journal: Bioorganic & medicinal chemistry letters20120801

Title: An unusual role for a mobile flavin in StaC-like indolocarbazole biosynthetic enzymes.

Journal: Chemistry & biology20120727

Title: Phase-II trial of rebeccamycin analog, a dual topoisomerase-I and -II inhibitor, in relapsed 'sensitive' small cell lung cancer.

Journal: Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer20120401

Title: Comprehensive analysis of published phase I/II clinical trials between 1990-2010 in osteosarcoma and Ewing sarcoma confirms limited outcomes and need for translational investment.

Journal: Clinical sarcoma research20120101

Title: Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.

Journal: Journal of medicinal chemistry20110728

Title: Effect of topoisomerase inhibitors and DNA-binding drugs on the cell proliferation and ultrastructure of Trypanosoma cruzi.

Journal: International journal of antimicrobial agents20110501

Title: Atypical teratoid/rhabdoid tumors in adults: a case report and treatment-focused review.

Journal: Journal of clinical medicine research20110401

Title: Rebeccamycin and staurosporine biosynthesis: insight into the mechanisms of the flavin-dependent monooxygenases RebC and StaC.

Journal: Chembiochem : a European journal of chemical biology20110211

Title: A phase I study of rebeccamycin analog in combination with oxaliplatin in patients with refractory solid tumors.

Journal: Investigational new drugs20110201

Title: Replication-fork stalling and processing at a single psoralen interstrand crosslink in Xenopus egg extracts.

Journal: PloS one20110101

Title: Zorrimidazolone, a bioactive alkaloid from the non-indigenous mediterranean stolidobranch Polyandrocarpa zorritensis.

Journal: Marine drugs20110101

Title: Novel Indolocarbazole Derivative 12-(α-L-arabinopyranosyl)indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-dione Is a Preferred c-Myc Guanine Quadruplex Ligand.

Journal: Journal of nucleic acids20110101

Title: Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold.

Journal: PloS one20110101

Title: Characterization and functional modification of StaC and RebC, which are involved in the pyrrole oxidation of indolocarbazole biosynthesis.

Journal: Bioscience, biotechnology, and biochemistry20110101

Title: Synthesis and biological evaluation of novel benzodioxinocarbazoles (BDCZs) as potential anticancer agents.

Journal: Bioorganic & medicinal chemistry letters20100801

Title: Parenteral formulation and thermal degradation pathways of a potent rebeccamycin based indolocarbazole topoisomerase I inhibitor.

Journal: International journal of pharmaceutics20100510

Title: Novel anti-infective compounds from marine bacteria.

Journal: Marine drugs20100101

Title: Optimization of the fermentation process of actinomycete strain hhs.015.

Journal: Journal of biomedicine & biotechnology20100101

Title: Halogenated indole alkaloids from marine invertebrates.

Journal: Marine drugs20100101

Title: Phase II and pharmacokinetic trial of rebeccamycin analog in advanced biliary cancers.

Journal: Cancer chemotherapy and pharmacology20091201

Title: Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition.

Journal: Marine drugs20091201

Title: Molecular cloning, sequence analysis and functional characterization of the gene cluster for biosynthesis of K-252a and its analogs.

Journal: Molecular bioSystems20091001

Title: Biosynthesis of indolocarbazole and goadsporin, two different heterocyclic antibiotics produced by actinomycetes.

Journal: Bioscience, biotechnology, and biochemistry20091001

Title: Generation of potent and selective kinase inhibitors by combinatorial biosynthesis of glycosylated indolocarbazoles.

Journal: Chemical communications (Cambridge, England)20090721

Title: Antitumor compounds from marine actinomycetes.

Journal: Marine drugs20090601

Title: A three-step synthesis from rebeccamycin of an efficient checkpoint kinase 1 inhibitor.

Journal: European journal of medicinal chemistry20090501

Title: Indolocarbazole antitumour compounds by combinatorial biosynthesis.

Journal: Current opinion in chemical biology20090401

Title: Detection of an L-amino acid dehydrogenase activity in Synechocystis sp. PCC 6803.

Journal: Journal of experimental botany20090301

Title: Synthesis of new aza-analogs of staurosporine, K-252a and rebeccamycin by nucleophilic opening of C2-symmetric bis-aziridines.

Journal: Organic & biomolecular chemistry20090221

Title: Chapter 2. From microbial products to novel drugs that target a multitude of disease indications.

Journal: Methods in enzymology20090101

Title: The FAD cofactor of RebC shifts to an IN conformation upon flavin reduction.

Journal: Biochemistry20081223

Title: Rebeccamycin derivatives as dual DNA-damaging agents and potent checkpoint kinase 1 inhibitors.

Journal: Molecular pharmacology20081201

Title: Halogenase genes in nonribosomal peptide synthetase gene clusters of Microcystis (cyanobacteria): sporadic distribution and evolution.

Journal: Molecular biology and evolution20080901

Title: Structure and mechanism of the rebeccamycin sugar 4'-O-methyltransferase RebM.

Journal: The Journal of biological chemistry20080815

Title: A concise approach to 1,11-didechloro-6-methyl-4'-O-demethyl rebeccamycin and its binding to human serum albumin: fluorescence spectroscopy and molecular modeling method.

Journal: Bioorganic & medicinal chemistry20080815

Title: Pyrrolocarbazoles as checkpoint 1 kinase inhibitors.

Journal: Anti-cancer agents in medicinal chemistry20080801

Title: Phase 1 study of XL119, a rebeccamycin analog, in patients with refractory hematologic malignancies.

Journal: Cancer20080715

Title: A phase II trial of rebeccamycin analogue (NSC #655649) in children with solid tumors: a Children's Oncology Group study.

Journal: Pediatric blood & cancer20080301

Title: Synthesis, biological evaluation, and molecular modeling studies of rebeccamycin analogues modified in the carbohydrate moiety.

Journal: ChemMedChem20080201

Title: Expression, purification and preliminary X-ray diffraction studies of RebC.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications20071101

Title: Crystallographic trapping in the rebeccamycin biosynthetic enzyme RebC.

Journal: Proceedings of the National Academy of Sciences of the United States of America20070925

Title: Nonenzymatic oxidative steps accompanying action of the cytochrome P450 enzymes StaP and RebP in the biosynthesis of staurosporine and rebeccamycin.

Journal: Journal of the American Chemical Society20070912

Title: Synthesis and biological activities of isogranulatimide analogues.

Journal: Bioorganic & medicinal chemistry20070901

Title: Terrequinone A biosynthesis through L-tryptophan oxidation, dimerization and bisprenylation.

Journal: Nature chemical biology20070901

Title: Genetic organization of the biosynthetic gene cluster for the indolocarbazole K-252a in Nonomuraea longicatena JCM 11136.

Journal: Applied microbiology and biotechnology20070701

Title: Monoindole alkaloids from a marine sponge Spongosorites sp.

Journal: Marine drugs20070601

Title: Rebeccamycin analog for refractory breast cancer: a randomized phase II trial of dosing schedules.

Journal: Investigational new drugs20070401

Title: Chemotherapy in advanced biliary tract carcinoma: a pooled analysis of clinical trials.

Journal: British journal of cancer20070326

Title: Chlorination by a long-lived intermediate in the mechanism of flavin-dependent halogenases.

Journal: Biochemistry20070206

Title: Synthesis and biological activities of 7-aza rebeccamycin analogues bearing the sugar moiety on the nitrogen of the pyridine ring.

Journal: Bioorganic & medicinal chemistry20061115

Title: Identification of gene polymorphisms of human DNA topoisomerase I in the National Cancer Institute panel of human tumour cell lines.

Journal: British journal of cancer20061009

Title: Staurosporine and rebeccamycin aglycones are assembled by the oxidative action of StaP, StaC, and RebC on chromopyrrolic acid.

Journal: Journal of the American Chemical Society20060920

Title: Reevaluation of the violacein biosynthetic pathway and its relationship to indolocarbazole biosynthesis.

Journal: Chembiochem : a European journal of chemical biology20060801

Title: Engineering biosynthetic pathways to generate antitumor indolocarbazole derivatives.

Journal: Journal of industrial microbiology & biotechnology20060701

Title: Deciphering indolocarbazole and enediyne aminodideoxypentose biosynthesis through comparative genomics: insights from the AT2433 biosynthetic locus.

Journal: Chemistry & biology20060701

Title: Flavin redox chemistry precedes substrate chlorination during the reaction of the flavin-dependent halogenase RebH.

Journal: Biochemistry20060627

Title: Natural product diversification using a non-natural cofactor analogue of S-adenosyl-L-methionine.

Journal: Journal of the American Chemical Society20060308

Title: Enzymatic assembly of the bis-indole core of rebeccamycin.

Journal: Journal of the American Chemical Society20060125

Title: Phase I and pharmacokinetic study of sequences of the rebeccamycin analogue NSC 655649 and cisplatin in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20051215

Title: Metathesis reactions for the synthesis of ring-fused carbazoles.

Journal: The Journal of organic chemistry20051209

Title: Enzymatic generation of the chromopyrrolic acid scaffold of rebeccamycin by the tandem action of RebO and RebD.

Journal: Biochemistry20051206

Title: Randomized phase II trial of different schedules of administration of rebeccamycin analogue as second line therapy in non-small cell lung cancer.

Journal: Investigational new drugs20051201

Title: Synthesis and cytotoxicities of 7-aza rebeccamycin analogues bearing various substituents on the sugar moiety, on the imide nitrogen and on the carbazole framework.

Journal: European journal of medicinal chemistry20051001

Title: Cytochrome P450 homolog is responsible for C-N bond formation between aglycone and deoxysugar in the staurosporine biosynthesis of Streptomyces sp. TP-A0274.

Journal: Bioscience, biotechnology, and biochemistry20050901

Title: Syntheses and biological activities of rebeccamycin analogues with uncommon sugars.

Journal: Journal of medicinal chemistry20050407

Title: Synthesis and biological evaluation of novel naphthocarbazoles as potential anticancer agents.

Journal: Journal of medicinal chemistry20050310

Title: Cytotoxicities of three rebeccamycin derivatives in the National Cancer Institute screening of 60 human tumor cell lines.

Journal: Anti-cancer drugs20050201

Title: Plasma and cerebrospinal fluid pharmacokinetics of rebeccamycin (NSC 655649) in nonhuman primates.

Journal: Cancer chemotherapy and pharmacology20040801

Title: Analogues of antifungal tjipanazoles from rebeccamycin.

Journal: Bioorganic & medicinal chemistry20040415

Title: Semi-synthesis, topoisomerase I and kinases inhibitory properties, and antiproliferative activities of new rebeccamycin derivatives.

Journal: Bioorganic & medicinal chemistry20031117

Title: A phase II study of rebeccamycin analog (NSC-655649) in metastatic renal cell cancer.

Journal: Investigational new drugs20031101

Title: pTOYAMAcos, pTYM18, and pTYM19, actinomycete-Escherichia coli integrating vectors for heterologous gene expression.

Journal: The Journal of antibiotics20031101

Title: Rebeccamycin analogues bearing amine substituents or other groups on the sugar moiety.

Journal: Bioorganic & medicinal chemistry20030815

Title: Phase I trial of rebeccamycin analog (NSC #655649) in children with refractory solid tumors: a pediatric oncology group study.

Journal: Journal of pediatric hematology/oncology20030701

Title: Indolocarbazole glycosides in inactive conformations.

Journal: Chembiochem : a European journal of chemical biology20030509

Title: Syntheses and antiproliferative activities of rebeccamycin analogues bearing two 7-azaindole moieties.

Journal: Bioorganic & medicinal chemistry20030306

Title: Syntheses and antiproliferative activities of 7-azarebeccamycin analogues bearing one 7-azaindole moiety.

Journal: Journal of medicinal chemistry20030213

Title: Rebeccamycin analogues as anti-cancer agents.

Journal: European journal of medicinal chemistry20030201

Title: A phase II study of rebeccamycin analog NSC 655649 in patients with metastatic colorectal cancer.

Journal: Investigational new drugs20030201

Title: The biosynthesis of indolocarbazoles in a heterologous E. coli host.

Journal: Chembiochem : a European journal of chemical biology20030103

Title: Plasma stability of two glycosyl indolocarbazole antitumor agents.

Journal: Biochemical pharmacology20030101

Title: Characterization of the biosynthetic gene cluster of rebeccamycin from Lechevalieria aerocolonigenes ATCC 39243.

Journal: Bioscience, biotechnology, and biochemistry20030101

Title: [The synthesis and and study of cytotoxic activity of D-ribofuranosides and 2-deoxy-D-ribofuranosides of substituted bis(indolyl)furan, -pyrrole and indolo[2,3-alpha]carbazole derivatives].

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Title: DNA targeting of two new antitumour rebeccamycin derivatives.

Journal: European journal of medicinal chemistry20021201

Title: DNA binding and topoisomerase I poisoning activities of novel disaccharide indolocarbazoles.

Journal: Molecular pharmacology20021101

Title: Synthesis, and cytotoxic activity of N(ind)-alkoxy derivatives of antibiotic arcyriarubin and dechloro-rebeccamycin aglycon.

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Title: Phase I clinical and pharmacokinetic study of NSC 655649, a rebeccamycin analogue, given in both single-dose and multiple-dose formats.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20020701

Title: Dimers from dechlorinated rebeccamycin: synthesis, interaction with DNA, and antiproliferative activities.

Journal: European journal of medicinal chemistry20020501

Title: The biosynthetic gene cluster for the antitumor rebeccamycin: characterization and generation of indolocarbazole derivatives.

Journal: Chemistry & biology20020401

Title: Syntheses and antiproliferative activities of new rebeccamycin derivatives with the sugar unit linked to both indole nitrogens.

Journal: Journal of medicinal chemistry20020314

Title: New indolocarbazoles as antitumour active compounds: evaluation of the target by experimental and theoretical studies.

Journal: Die Pharmazie20020301

Title: Discovery of antitumor indolocarbazoles: rebeccamycin, NSC 655649, and fluoroindolocarbazoles.

Journal: Current medicinal chemistry. Anti-cancer agents20020301

Title: Active site mutations in DNA topoisomerase I distinguish the cytotoxic activities of camptothecin and the indolocarbazole, rebeccamycin.

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Title: BMS and Exelixis target tumor suppression pathways.

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