Halogenation-guided chemical screening provides insight into tjipanazole biosynthesis by the cyanobacterium Fischerella ambigua

scientific article published on 17 March 2020

Halogenation-guided chemical screening provides insight into tjipanazole biosynthesis by the cyanobacterium Fischerella ambigua is …
instance of (P31):
scholarly articleQ13442814

External links are
P356DOI10.1002/CBIC.202000025
P932PMC publication ID7497240
P698PubMed publication ID32182403

P7228access restriction statusopen accessQ232932
P50authorGabriele M. KönigQ53229054
Timo NiedermeyerQ79359152
P2093author name stringMichael Wiese
Till F Schäberle
Heike Enke
Timo Horst Johannes Niedermeyer
Tomasz Chilczuk
Ute Mettal
Sahel Vahdati
Mustapha El Omari
P2860cites workCombinatorial biosynthesis of antitumor indolocarbazole compoundsQ24557524
Phantasmidine: an epibatidine congener from the ecuadorian poison frog Epipedobates anthonyiQ24625408
Crystal structures and catalytic mechanism of cytochrome P450 StaP that produces the indolocarbazole skeletonQ24677369
Biological Activity of Recently Discovered Halogenated Marine Natural ProductsQ28088279
HaloSeeker 1.0: A User-Friendly Software to Highlight Halogenated Chemicals in Nontargeted High-Resolution Mass Spectrometry Data SetsQ91538029
Bioactivities of Halometabolites from Marine ActinobacteriaQ92853142
Four new microginins, linear peptides from the cyanobacterium Microcystis aeruginosaQ103817453
Fischerindole L, a new isonitrile from the terrestrial blue-green alga fischerella muscicolaQ104103051
Aeruginosins 98-A and B, trypsin inhibitors from the blue-green alga Microcystis aeruginosa (NIES-98)Q104103601
Tjipanazoles, new antifungal agents from the blue-green alga Tolypothrix tjipanasensisQ104155412
Epibatidine: a novel (chloropyridyl)azabicycloheptane with potent analgesic activity from an Ecuadoran poison frogQ104251594
Tremorgenic mycotoxins from Penicillium crustosum: isolation of penitrems A–F and the structure elucidation and absolute configuration of penitrem AQ104393683
Briaexcavatolides A–J, new diterpenes from the gorgonian briareum excavatumQ104921145
Sesquiterpenes and Other Metabolites from the Marine Red Alga Laurencia composita (Rhodomelaceae)Q104975397
3,6-Dibromoindole, A New Indole From the Palauan Ascidian Distaplia ReginaQ105209822
Hapalindoles: new alkaloids from the blue-green alga Hapalosiphon fontinalisQ105272234
Japonenynes, halogenated C15 acetogenins from Laurencia japonensisQ111241946
Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replicationQ28369839
Rubrolide R: a new furanone metabolite from the ascidian Synoicum of the Indian OceanQ30662541
Isolation of xestosterol esters of brominated acetylenic fatty acids from the marine sponge xestospongia testudinariaQ30804798
Isolation, structure determination, and biological activity of Lyngbyabellin A from the marine cyanobacterium lyngbya majusculaQ31393271
Protease inhibitors from a water bloom of the cyanobacterium Microcystis aeruginosaQ33489817
Halogenated Compounds from Marine AlgaeQ33719124
Deciphering the late steps in the biosynthesis of the anti-tumour indolocarbazole staurosporine: sugar donor substrate flexibility of the StaG glycosyltransferaseQ33897278
Biosynthesis of polybrominated aromatic organic compounds by marine bacteriaQ33922613
Universal quantification of structurally diverse natural products using an evaporative light scattering detectorQ34218411
Vancomycin: a historyQ34472263
Cloning of the staurosporine biosynthetic gene cluster from Streptomyces sp. TP-A0274 and its heterologous expression in Streptomyces lividans.Q34531813
A80915, a new antibiotic complex produced by Streptomyces aculeolatus. Discovery, taxonomy, fermentation, isolation, characterization, and antibacterial evaluationQ34564849
Production and biological activity of rebeccamycin, a novel antitumor agent.Q34685566
Physiological and pharmacological roles of ABCG2 (BCRP): recent findings in Abcg2 knockout miceQ34913579
Nitrile-Containing Fischerindoles from the Cultured Cyanobacterium Fischerella sp.Q35861899
Inhibitors of cancer cell multidrug resistance mediated by breast cancer resistance protein (BCRP/ABCG2).Q36415195
Protein kinase inhibition of clinically important staurosporine analoguesQ37718620
Bromophenols in marine algae and their bioactivitiesQ37913046
Human ABCG2: structure, function, and its role in multidrug resistance.Q38003156
ABCG2: recent discovery of potent and highly selective inhibitorsQ38111799
Anti-infective Natural Products from Cyanobacteria.Q38530577
Polyhalogenated Indoles from the Red Alga Rhodophyllis membranacea: The First Isolation of Bromo-Chloro-Iodo Secondary Metabolites.Q38804581
ABCG2 inhibition as a therapeutic approach for overcoming multidrug resistance in cancer.Q38848383
HM30181 Derivatives as Novel Potent and Selective Inhibitors of the Breast Cancer Resistance Protein (BCRP/ABCG2).Q38889449
Hapalindole-related alkaloids from the cultured cyanobacterium Fischerella ambiguaQ39641367
Inhibition of ABCG2-mediated transport by protein kinase inhibitors with a bisindolylmaleimide or indolocarbazole structure.Q40118559
Carbamidocyclophanes A-E, chlorinated paracyclophanes with cytotoxic and antibiotic activity from the Vietnamese cyanobacterium Nostoc sp.Q40168956
Clinical Pharmacokinetics of Chloramphenicol and Chloramphenicol SuccinateQ40179660
Studies on cyclin-dependent kinase inhibitors: indolo-[2,3- a ]pyrrolo[3,4- c ]carbazoles versus bis-indolylmaleimidesQ40627098
Aryl[ a ]pyrrolo[3,4- c ]carbazoles as selective cyclin D1-CDK4 inhibitorsQ40627104
Biological activities of cyanobacteria: evaluation of extracts and pure compoundsQ42274482
Structure-activity relationships in a series of substituted indolocarbazoles: topoisomerase I and protein kinase C inhibition and antitumoral and antimicrobial propertiesQ42552785
Antimicrobial ambiguine isonitriles from the cyanobacterium Fischerella ambiguaQ42589414
Chlorinated iridoid glucosides from Veronica longifolia and their antioxidant activity.Q42921374
Chlorometabolite production by the ecologically important white rot fungus Bjerkandera adustaQ43729950
Diterpene glycosides and polyketides from Xylotumulus gibbisporusQ43825439
Synthesis, Structure−Activity Relationship, and Biological Studies of Indolocarbazoles as Potent Cyclin D1-CDK4 InhibitorsQ44441519
Pheophorbide a is a specific probe for ABCG2 function and inhibition.Q44769964
Principles and applications of halogen bonding in medicinal chemistry and chemical biologyQ45190055
Biosynthesis-assisted structural elucidation of the bartolosides, chlorinated aromatic glycolipids from cyanobacteria.Q45911083
Neopyrrolomycins with broad spectrum antibacterial activityQ46134492
Ambigol C and 2,4-dichlorobenzoic acid, natural products produced by the terrestrial cyanobacterium Fischerella ambiguaQ46400789
Three alkaloids from Reineckia carnea herba and their antitussive and expectorant activitiesQ46912928
Effects of cyanobacterium Fischerella ambigua isolates and cell free culture media on zebrafish (Danio rerio) embryo development.Q51242793
Dehydrofuligoic Acid, a New Yellow Pigment Isolated from the Myxomycete Fuligo septica f. flavaQ56610318
Pyrronazols, Metabolites from the Myxobacteria Nannocystis pusilla and N. exedens, Are Unusual Chlorinated Pyrone-Oxazole-PyrrolesQ57961549
Isolation and Potential Biological Applications of Haloaryl Secondary Metabolites from MacroalgaeQ64250550
Natural Products from Cyanobacteria: Focus on Beneficial ActivitiesQ66679877
KS-504 compounds, novel inhibitors of Ca2+ and calmodulin-dependent cyclic nucleotide phosphodiesterase from Mollisia ventosaQ69364164
The structures of the novel protein kinase C inhibitors K-252a, b, c and dQ69620056
Occurrence of 2,6-dichlorophenol in Dermacentor albipictus and Haemaphysalis leporispalustris (acari: Ixodidae)Q71669415
Novel highly oxygenated bisabolane sesquiterpenes from Cremanthodium discoideumQ73223512
Polycitone B and prepolycitrin A: two novel alkaloids from the marine ascidian Polycitor africanusQ73929648
Scyptolin A and B, cyclic depsipeptides from axenic cultures of Scytonema hofmanni PCC 7110Q77314957
Oxidized welwitindolinones from terrestrial fischerella sppQ77367450
Volatile compounds from marine algaeQ78319414
Total Structures of Cryptophycins, Potent Antitumor Depsipeptides from the Blue-Green Alga Nostoc sp. Strain GSV 224Q78319551
Welwitindolinones, Unusual Alkaloids from the Blue-Green Algae Hapalosiphon welwitschii and Westiella intricata. Relationship to Fischerindoles and HapalinodolesQ78319566
Structure determination, conformational analysis, chemical stability studies, and antitumor evaluation of the cryptophycins. Isolation of 18 new analogs from Nostoc sp. strain GSV 224Q78319577
Malyngamide A, a novel chlorinated metabolite of the marine cyanophyte Lyngbya majusculaQ78319723
Ambiguine isonitriles, fungicidal hapalindole-type alkaloids from three genera of blue-green algae belonging to the StigonemataceaeQ78328677
Ambigol A and B: new biologically active polychlorinated aromatic compounds from the terrestrial blue-green alga Fischerella ambiguaQ78328735
Unusual cyclopropane-containing hapalindolinones from a cultured cyanobacteriumQ78328912
Streptopyrrole: an Antimicrobial Metabolite from Streptomyces armeniacus.Q78438220
Agelamadins A and B, dimeric bromopyrrole alkaloids from a marine sponge Agelas spQ87396055
P433issue15
P921main subjectCyanobacteriaQ93315
Tjipanazole KQ110172020
Tjipanazole MQ110172021
Fischerella ambiguaQ67339754
12,13-Dihydro-3,9-dichloro-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dioneQ82231802
P6954online access statusopen accessQ232932
P304page(s)2170-2177
P577publication date2020-03-17
P1433published inChemBioChemQ634395
P1476titleHalogenation-guided chemical screening provides insight into tjipanazole biosynthesis by the cyanobacterium Fischerella ambigua
P478volume21