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

M. Rotem*, S. Carmely, Y. Kashman, Y. Loya

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

57 Scopus citations

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

Funding

FundersFunder number
United States-Israel Binational Science Foundation2201/80

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