<p>Two new 22-membered macrolides, dactylide D (<b>1</b>) and dactylide E (<b>2</b>), featuring substituted amino acid or a contiguous dipropionate unit, along with the known dactylosporolide B (<b>3</b>), were purified from <i>Dactylosporangium aurantiacum</i> ATCC 23491. Their structures were determined through comprehensive spectroscopic analysis and comparison with related congeners. Compound <b>1</b> features an <i>N</i>-acetylalanyl side chain, while compound <b>2</b> bears an unusual (<i>E</i>)-7-amino-oxohept-5-enoic acid moiety, along with C-7 oxidation and loss of the tetrahydropyran ring. NOE correlations indicated that the stereochemistry of the macrolactone cores in <b>1</b> and <b>2</b> is conserved relative to dactylide B. These findings expand the structural diversity of polyol macrolides from <i>D. aurantiacum</i>, underscoring the strain’s potential for natural product discovery.</p>

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Dactylides D and E, two modified 22-membered polyol macrolides isolated from Dactylosporangium aurantiacum

  • Pankaj Kumar,
  • Yedukondalu Nalli,
  • Sanju Singh,
  • Usha P. Shinde,
  • Pramod B. Shinde

摘要

Two new 22-membered macrolides, dactylide D (1) and dactylide E (2), featuring substituted amino acid or a contiguous dipropionate unit, along with the known dactylosporolide B (3), were purified from Dactylosporangium aurantiacum ATCC 23491. Their structures were determined through comprehensive spectroscopic analysis and comparison with related congeners. Compound 1 features an N-acetylalanyl side chain, while compound 2 bears an unusual (E)-7-amino-oxohept-5-enoic acid moiety, along with C-7 oxidation and loss of the tetrahydropyran ring. NOE correlations indicated that the stereochemistry of the macrolactone cores in 1 and 2 is conserved relative to dactylide B. These findings expand the structural diversity of polyol macrolides from D. aurantiacum, underscoring the strain’s potential for natural product discovery.