Paracelsus Medizinische Privatuniversität (PMU)

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Total Synthesis and Configuration Assignment of (+)-Myxoquaterine-450

#2024
#ANGEWANDTE CHEMIE

PMU Author
Alexander Popoff

All Authors
Johanna Löhr, Sabrina Ortmann, Alexander Popoff, Rolf Müller, Thorsten Bach

Journal association
ANGEWANDTE CHEMIE

Abstract

Myxoquaterines represent a recently discovered class of natural products with intriguing biological properties. They were isolated from Pendulasporacea albinea MSr 11954 and display a unique structure combining heterocyclic (pyrrole, oxazoline), hexaene, and 2-amino-1,3-diol subunits. We have now synthesized the first example of a myxoquaterine natural product, myxoquaterine-450, in a highly convergent fashion, in which the sensitive hexaene unit was established in the final stages of the synthesis (16 linear steps starting from l-serine). Comparison of the synthetic material with an authentic sample allowed to establish and confirm the constitution and configuration of the natural product.