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dc.contributor.authorHorstmann, Nicole
dc.contributor.authorEssig, Sebastian
dc.contributor.authorBockelmann, Svenja
dc.contributor.authorWieczorek, Helmut
dc.contributor.authorHuss, Markus
dc.contributor.authorSasse, Florenz
dc.contributor.authorMenche, Dirk
dc.date.accessioned2017-02-17T14:34:39Z
dc.date.available2017-02-17T14:34:39Z
dc.date.issued2011-05-27
dc.identifier.citationArchazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra. 2011, 74 (5):1100-5 J. Nat. Prod.en
dc.identifier.issn1520-6025
dc.identifier.pmid21513292
dc.identifier.doi10.1021/np200036v
dc.identifier.urihttp://hdl.handle.net/10033/620828
dc.description.abstractTwo structurally novel analogues of the macrolides archazolids A and B, archazolid A-15-O-β-D-glucopyranoside (archazolid E, 5) and iso-archazolid B (archazolid F, 6), were isolated from the myxobacterium Cystobacter violaceus and Archangium gephyra, respectively. Macrolactone 5 represents the first 15-O-glycoside of the archazolids. iso-Archazolid B (6) incorporates a C-3 alkene and presents the first constitutional isomer reported for this natural product class. The structures of these polyketides were determined by spectroscopic analysis, in particular by HMBC, HMQC, and ROESY NMR investigations and by chemical degradation. iso-Archazolid B (6) demonstrated extremely high antiproliferative and V-ATPase inhibitory effects, with IC(50) values in the picomolar range, while only moderate activity was observed for glycoside 5. iso-Archazolid B presents the most potent archazolid known.
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.subject.meshAnimalsen
dc.subject.meshAntineoplastic Agentsen
dc.subject.meshDrug Screening Assays, Antitumoren
dc.subject.meshFemaleen
dc.subject.meshGlucosidesen
dc.subject.meshHumansen
dc.subject.meshInhibitory Concentration 50en
dc.subject.meshMacrolidesen
dc.subject.meshMaleen
dc.subject.meshMiceen
dc.subject.meshMolecular Structureen
dc.subject.meshMyxococcalesen
dc.subject.meshThiazolesen
dc.subject.meshVacuolar Proton-Translocating ATPasesen
dc.titleArchazolid A-15-O-β-D-glucopyranoside and iso-archazolid B: potent V-ATPase inhibitory polyketides from the myxobacteria Cystobacter violaceus and Archangium gephyra.en
dc.typeArticleen
dc.contributor.departmentHelmholtz Centre for infection research, Inhoffenstr. 7, 38124 Braunschweig, Germany.en
dc.identifier.journalJournal of natural productsen
refterms.dateFOA2018-06-13T00:36:04Z
html.description.abstractTwo structurally novel analogues of the macrolides archazolids A and B, archazolid A-15-O-β-D-glucopyranoside (archazolid E, 5) and iso-archazolid B (archazolid F, 6), were isolated from the myxobacterium Cystobacter violaceus and Archangium gephyra, respectively. Macrolactone 5 represents the first 15-O-glycoside of the archazolids. iso-Archazolid B (6) incorporates a C-3 alkene and presents the first constitutional isomer reported for this natural product class. The structures of these polyketides were determined by spectroscopic analysis, in particular by HMBC, HMQC, and ROESY NMR investigations and by chemical degradation. iso-Archazolid B (6) demonstrated extremely high antiproliferative and V-ATPase inhibitory effects, with IC(50) values in the picomolar range, while only moderate activity was observed for glycoside 5. iso-Archazolid B presents the most potent archazolid known.


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