• Medientyp: E-Artikel
  • Titel: Semisynthetische Myxovirescine: Austausch des α‐Hydroxycarbonsäure‐Segments und Modifikation der Ringgröße
  • Beteiligte: Borgschulte, Katrin; Trowitzsch‐Kienast, Wolfram; Höfle, Gerhard
  • Erschienen: Wiley, 1990
  • Erschienen in: Liebigs Annalen der Chemie
  • Sprache: Englisch
  • DOI: 10.1002/jlac.199019900111
  • ISSN: 0170-2041
  • Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry
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  • Beschreibung: <jats:p><jats:bold>Semisynthetic Myxovirescins: Exchange of the α‐Hydroxycarboxylic Acid Segment and Modification of the Ring Size</jats:bold></jats:p><jats:p>Partial degradation reactions of the macrocyclic lactam‐lacton antibiotic myxovirescin A<jats:sub>1</jats:sub> (<jats:bold>1</jats:bold>) yield the key building blocks <jats:bold>2</jats:bold> and <jats:bold>26</jats:bold>. From these myxovirescin analoga are reconstituted with various alkyl groups at position C‐2 with <jats:italic>R</jats:italic> and <jats:italic>S</jats:italic> configuration. Furthermore a ring‐contracted (<jats:bold>24</jats:bold>) and a ring‐enlarged (<jats:bold>29</jats:bold>) macrocycle are synthesized. The growth of <jats:italic>E. coli</jats:italic> is best inhibited by the natural myxovirescin A<jats:sub>1</jats:sub> with a (2S) propyl substitution whilst <jats:bold>24</jats:bold> and <jats:bold>29</jats:bold> do not inhibit the growth of <jats:italic>E. coli</jats:italic> at all.</jats:p>