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dc.contributor.authorWeber, Stefanie E
dc.contributor.authorGaß, Juliane
dc.contributor.authorZeng, Haoxuan
dc.contributor.authorErb-Brinkmann, Maike
dc.contributor.authorSchobert, Rainer
dc.date.accessioned2021-11-26T12:31:40Z
dc.date.available2021-11-26T12:31:40Z
dc.date.issued2021-10-11
dc.identifier.citationOrg Lett. 2021 Nov 5;23(21):8273-8276. doi: 10.1021/acs.orglett.1c03013. Epub 2021 Oct 11.en_US
dc.identifier.pmid34633201
dc.identifier.doi10.1021/acs.orglett.1c03013
dc.identifier.urihttp://hdl.handle.net/10033/623102
dc.description.abstractA stereoisomer of macrocidin B, a presumed metabolite of the fungus Phoma macrostoma, was synthesized in 18 steps and 2.7% yield from protected l-tyrosine that was N-β-ketoacylated with a fully functionalized octanoyl Meldrum's acid. Dieckmann condensation gave a 3-acyltetramic acid, which was macrocyclized via Williamson etherification between the phenol and epi-bromohydrin termini. This macrocidin B stereoisomer showed a weaker herbicidal effect than macrocidin A and no similar inhibitory effect on biofilms of Staphylococcus aureus.en_US
dc.language.isoenen_US
dc.publisherACSen_US
dc.rightsAttribution 4.0 International*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.titleSynthesis and Bioactivity of a Macrocidin B Stereoisomer.en_US
dc.typeArticleen_US
dc.identifier.eissn1523-7052
dc.contributor.departmentHZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.en_US
dc.identifier.journalOrganic lettersen_US
dc.source.volume23
dc.source.issue21
dc.source.beginpage8273
dc.source.endpage8276
dc.source.journaltitleOrganic letters
dc.source.countryUnited States


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