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Issue Date
2021-10-11
Metadata
Show full item recordAbstract
A 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.Citation
Org Lett. 2021 Nov 5;23(21):8273-8276. doi: 10.1021/acs.orglett.1c03013. Epub 2021 Oct 11.Affiliation
HZI,Helmholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7,38124 Braunschweig, Germany.Publisher
ACSJournal
Organic lettersPubMed ID
34633201Type
ArticleLanguage
enEISSN
1523-7052ae974a485f413a2113503eed53cd6c53
10.1021/acs.orglett.1c03013
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- Creative Commons