Two new antibiotics from the red sea sponge Psammaplysilla purpurea. Total 13C-NMR line assignment of psammaplysins A and B and aerothionin

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Abstract

Two new tetra bromo metabolites (3 and 4), possessing the hitherto unknown spirocyclohexadienyloxazoline moiety, have been isolated from the sponge Psammaplysilla purpurea. The structure of compounds 3 and 4 have been elucidated by using spectroscopic methods and chemical degradations. A mechanism for the unusual base degradation is discussed. The PND, GATED, off resonance and SFORD spectra of 3, several degradation products, and aerotheonin (1) resulted in a total 13C-NMR line assignment. A possible biogenesis of the psammaplysins starting with dibromotyrosine is suggested.

Original languageEnglish
Pages (from-to)667-676
Number of pages10
JournalTetrahedron
Volume39
Issue number4
DOIs
StatePublished - 1983

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